Events Archives - Sunset Rentals Vacation Blog

Where to Play Pickleball on Hilton Head Island

Get ready to dink and dive your way into the sensational pickleball phenomenon sweeping the shores of Hilton Head Island! Whether you’re a curious newcomer or a seasoned pickleball pro, Hilton Head Island’s pickleball scene offers an irresistible invitation to be part of a sensation that’s not just a game – but an island-wide obsession! 

Pickleball has captured the hearts of enthusiasts across all generations, uniting the young and young at heart in the pursuit of timeless fun. This captivating and competitive sport combines the best elements of tennis, badminton, and ping pong requiring no more than a lightweight paddle, a hollow plastic ball, a companion (or three!), and a court. Singles, doubles, round robins, and pickleball matching, the pickleball options on Hilton Head are endless. 

From award-winning racquet clubs offering professional instruction to public parks with free open play pickleball sessions, Hilton Head Island provides the perfect playground for pickleballers of all ages and skill levels. Grab your paddle and get ready to serve up some unforgettable fun with a side of southern charm and beauty on a pickleball getaway to Hilton Head Island.


Local’s Favorite Pickleball Courts:

1. PALMETTO DUNES TENNIS & PICKLEBALL CENTER


6 Trent Jones Lane, Hilton Head Island

Phone: (888) 926-8784

Situated in Palmetto Dunes Oceanfront Resort, the award-winning Palmetto Dunes Tennis & Pickleball Center is the largest pickleball facility on Hilton Head Island with one of the most comprehensive instructional programs on the East Coast! The Palmetto Dunes Tennis & Pickleball Center is your gateway to an unforgettable pickleball experience. 

This state-of-the-art facility, ranked the #1 Tennis Resort in the Carolinas, boasts 24 dedicated pickleball courts lighted for night play, and a wide variety of group or private instruction with world pickleball pros. View all Palmetto Dunes Resort rentals HERE!

Tennis & Pickleball Center Hours

Sunday – Saturday 7:30 AM to 6 PM
*Select courts lighted for night play through 10 PM

Reservations & Rates 

Call (888) 926-8784 or stop by the Pro Shop to book. With the largest Pro Shop on the island, paddle rentals at Palmetto Dunes Pickleball Center are readily available. 

Pickleball Programs

View the Adult & Junior Pickleball Programs HERE.

2. SEA PINES RACQUET CLUB


5 Lighthouse Lane, Hilton Head Island

Phone: (843) 363-4495

Situated in the heart of Harbour Town, the Sea Pines Racquet Club offers six dedicated pickleball courts, pickleball programs under the instruction of former US Open and Wimbledon Champion Stan Smith, and weekday round robins where all skill levels are welcome.

Whether learning the basics, advancing your pickleball game, or starting the day with social play, the Sea Pines Racquet Club sets the stage for an unparalleled pickleball escape every enthusiast should explore. View all Sea Pines Resort Area rentals HERE!

Racquet Club Hours

Sunday – Saturday 8 AM to 5 PM

Reservations & Rates 

Call (843) 363-4495 or BOOK ONLINE 

Pickleball Programs & Pricing

View the current pickleball programs & pricing HERE

3. SOUTH BEACH RACQUET CLUB


230 S Sea Pines Drive, Hilton Head Island

Phone: (843) 671-2215

For Hilton Head’s best pickleball experience, look no further than the South Beach Racquet Club next to South Beach Marina in Sea Pines. The club is wheelchair accessible with 20 competition grade pickleball courts lighted for night play (the most pickleball courts on HHI!), daily pickleball clinics and round robins for all ages and skill levels, and a full Pro Shop for all your pickleball needs. After play socials spill to the viewing deck and rocking chairs around the clubhouse or the world-famous Salty Dog Cafe, only steps away. View all South Beach rentals HERE!

Racquet Club Hours

Sunday – Saturday 8 AM to 6 PM

Reservations & Rates 

Call (843) 671-2215 or stop by the Pro Shop. 

Click HERE for current pricing. 

Pickleball Programs

View the current pickleball programs HERE.

4. ISLAND CLUB OF HILTON HEAD


85 Folly Field Road, Hilton Head Island

Phone: (843) 785-8012

Situated on a beautiful stretch of shoreline between Folly Field Beach and Islanders Beach Park, the Island Club of Hilton Head boasts excellent resort amenities exclusive to Island Club guests. The Island Club boasts landscaped grounds with swimming pools, a hot tub, gazebo areas, BBQ grills, a stocked lagoon for fishing, and private beach access. The property is also home to the Island Club Tennis Center with 8 tennis courts, 3 pickleball courts, a Pro Shop, and an event schedule packed with pickleball programs. Guests must sign up for all activities. View all Island Club rentals HERE!

Island Club of Hilton Head Hours

Sunday – Saturday 9 AM to 4 PM

Pickleball Programs

View the current pickleball programs HERE.

5. PORT ROYAL RACQUET CLUB


10 Clubhouse Drive, Hilton Head Island 

Phone: (843) 686-8803

Nestled amidst live oaks on the northwestern point of the island, the Port Royal Golf & Racquet Club features 8 new Har-Tru clay courts and 2 dedicated pickleball courts, one lighted for night play. With professional pickleball instructors, players of all levels can enhance their skills through private lessons, custom clinics, and spirited round robins in serene Lowcountry surroundings. End your rally with a round of drinks on the southern-style plantation veranda at Robber’s Row Grille. View our Port Royal rentals HERE!

Racquet Club Hours

Sunday – Saturday 8 AM to 6 PM

Reservations & Rates 

Non-members can book courts 24 hours in advance

Call (843) 686-8803

Click HERE for current pricing. 

Pickleball Programs

View the current pickleball programs HERE.

6. HILTON HEAD ISLAND RECREATION CENTER


20 Wilborn Road, Hilton Head Island 

Phone: (843) 681-7273

Located on the north end of the island, the Hilton Head Island Recreation Center is one of the most popular public places to play pickleball in Hilton Head. The center offers a fitness facility with 20+ land and water fitness classes, guided tours and charters, and 5 outdoor basketball courts with permanent pickleball markings and open play sessions for visitors Monday through Saturday. The Island Rec Center courts can be crowded in the mornings, for a quieter pickleball rally, plan your play around midday. 

Rec Center Hours

Monday – Sunday: 6 AM to 9 PM

Winter Hours: 6 AM to 6 PM

Reservations & Rates 

Call (843) 681-7273 or BOOK ONLINE

Cost: $5 daily or $50 annually

Pickleball Programs

Open Pickleball Play on Monday – Saturday: 8 AM to 2 PM

7. HILTON HEAD ISLAND PUBLIC PARKS WITH PICKLEBALL


HILTON HEAD ISLAND PARK 

Adriana Lane, Hilton Head Island 

The Adriana Lane courts at Hilton Head Island Park (also known as Old Schoolhouse Park) include 7 public outdoor hard courts with permanent pickleball lines with open play every day from 9 AM – 2 PM. Bring your own paddles and portable nets. 

CHAPLIN PARK 

11 Castnet Drive, Hilton Head Island

The Chaplin Community Park between Burkes Beach Road and Singleton Beach Road has 4 basketball courts with permanent pickleball lines, open to the public on a first come first serve basis, no open play! Bring your own paddles and portable nets. 

CORDILLO COURTS

2 South Forest Beach Drive, Hilton Head Island 

Located near Lowcountry Celebration Park in the Forest Beach resort area, the Cordillo courts have 4 tennis courts with permanent pickleball lines, open to the public from 8:30 AM to 7 PM on a first come first serve basis, no open play! The nets must be lowered and bring your own paddles!

Plan your Pickleball Getaway with Sunset Rentals!


Ready to play America’s hottest new sport on America’s favorite island? Hilton Head Island vacation accommodations are set in unique resort communities within the island’s plantation resort areas. Each plantation and each community has its own unique personality, set of adventures, and island attractions.

Take a tour of the top resort areas HERE or call our team of vacation planners today at (843) 785-6767.

Hilton Head Autumn Events Calendar 2023

Who doesn’t love autumn on Hilton Head? From sunny beaches, world-class golf, and outdoor adventures in nature to al fresco oceanfront dining, one-of-a-kind shopping, and coastal homes for the holidays, Hilton Head Island offers a smorgasbord of fun this fall season. 

Whether you’re seeking private access to miles of uncrowded beaches, heated pools, spacious gourmet kitchens to host family feasts – or a combination of it all – you’ll find your coastal home for the holidays and peace of mind with Sunset Rentals. 

Our on-island team has been welcoming families to spend all seasons in our luxury homes on Hilton Head Island for more than 25 years. The autumn season kick-off festivals have begun and no matter how you like to celebrate the holidays, there are fun fall festivities for the whole family on Hilton Head Island!


HILTON HEAD ISLAND AUTUMN EVENTS

The Fish and Grits Music Festival

Date: Oct 7, 2023 12:00 PM -6:00 PM

Location: Lowcountry Celebration Park94 Pope Avenue, Hilton Head Island, SC 29928

Maps & Directions

The Lowcountry Fish & Grits Music Festival brings awareness to the unique Gullah Geechee culture and its connection to the African diaspora by showcasing great musical talent and local cuisine. 

VISIT WEBSITE

Jeep Island 2023

Date: Oct 6, 2023 & Oct 7, 2023

Meet and Greet: October 6th, 4:00-7:30pm
Autonation, Hardeville
Learn More

Main Event: October 7th, 11am-3:30pm
Coastal Discovery Museum, Hilton Head Island
Learn More

After Party: October 7th, 5:30-8pm
Skull Creek Boathouse
Learn More

Jeep Raffle
You do not need to be present to win
Automatic, 94,000mi, max 850 tickets sold

1 for $50, 2 for $85

Learn more

The 13th Annual Italian Heritage Festival

Date: Saturday, October 21, 2023 11:00 am – 4:00 pm

Location: The Coastal Discovery Museum at Honey Horn.

Price: Tickets cost $6/person, free for children under 10. Purchase tickets HERE!

Parking is free.
No pets please!

This festival is a robust celebration of Italian culture with food, drinks, and live entertainment. The crowd-pleasing grape stomping contest will return as will the beloved pizza eating contest. But don’t worry, they will have some new events too, so don’t miss it! The Festival will offer a full slate of activities for locals, visitors, and kids.

A number of booths will be dedicated to traditional Italian foods, such as cheeses, breads, pasta, fish, meatballs, sausage and calzones, and delicious sweets, including Italian ice, gelato, biscotti and zeppolis – many sponsored by local restaurants. There will be a silent auction featuring an extensive selection of gift certificates to golf foursomes at our world-famous courses, area restaurants, boat cruises, spa visits, and of course, gift baskets, and a wide range of crafts, gifts, and art works on which to bid.

The 2023 Crescendo Celebration

Date: Oct 10, 2023 12:00 AM -Nov 18, 2023 12:00 AM

Various Locations, Hilton Head Island, SC 29928

Maps & Directions

The 2023 Crescendo Celebration features a plethora of unique arts and cultural programs, concerts, theatrical productions, museum and gallery exhibits, lectures, poetry readings, dance performances, historical tours, hands-on arts experiences, and educational offerings which are estimated to attract more than 10,000 people from all over the United States, Canada, and parts of Europe.

Kicking off October 10th the program will amaze and excite attendees until the curtains close on November 18th, 2023. Several marquee events are planned including performances, parties and the Hilton Head Island Concours d’Elegance & Motoring Festival.

VISIT WEBSITE

Hilton Head Island Concours d’ Elegance & Motoring Festival

Date: Nov 3, 2023 12:00 AM -Nov 5, 2023 12:00 AM

Various Locations, Hilton Head Island, SC 29928

Maps & Directions

The Hilton Head Island Concours d’Elegance & Motoring Festival, honoring rich tradition with southern flair, will curate a rare collection of automotive delights set against a distinctive Lowcountry backdrop that can only be found here. A Fine Pairing.

Designed with purpose and driven by passion since 2002. Since its inception, the Hilton Head Island Concours has continued to elevate every aspect of this unique Lowcountry lifestyle event into an art form.

VISIT WEBSITE

Hilton Head Island Lantern Parade

Date: November 18, 2023 5:30PM -8:30PM

Parade Route: Alder Lane Beach Access to Coligny Beach Park

Parade Steps Off @ Sunset (5:45 PM-ish)

Created by and featuring artist Chantelle Rytter, the Lantern Parade is a free event and an opportunity for the surrounding community and visitors to celebrate the history, ecology and people of Hilton Head Island.

The only requirement to participate is having a lantern!
Lineup for the parade begins at 5:00 p.m. at the Alder Lane Beach Access. The parade will step off at 5:45 PM, right after sunset, and travel north along South Forest Beach up to Coligny Beach Park. Spectators can watch along the beach anywhere between Alder Lane and Coligny Beach Park.

Live Music at Hurricane Bar

Date: November 18, 2023 6:00PM – 10:00PM

Admission: FREE!

Catch live music Wednesdays through Saturdays all during the fall at the Hurricane Bar attached to Black Marlin.

*Schedules are usually posted on their Facebook events page.

OYSTER FESTIVAL

All You Can Eat Event
November 10th: 5-8pm
Shelter Cove Community Park

All you can eat steamed local oysters, lowcountry boil, pulled pork, seafood chowder & chili. Drinks sold separately. Live music and good community fun!

Admission | $55, 12 and under $45, price increase by +$10 October 2


Festival Day
November 11th: 11am-5pm
Lowcountry Celebration Park

Admission $10, Children under 11 are free or view our discounted ticket packages

Includes admission to the event to enjoy live music and browse local artisan pop-up shops. Food, beverages, and kid’s activities are sold separately.

Bucket of Oysters: TBD
1lb Basket of steamed Shrimp: TBD
1/5lb Basket of steamed Shrimp: TBD

Top 10 Questions Guests Ask About Hilton Head Island 

Fondly known as “America’s Favorite Island”, Hilton Head is one of the best beach towns on the East Coast for a vacation! Visitors have miles of stunning beaches to explore, excellent water sports, world-class golf courses, waterfront dining, drinking, dancing, and so much more! 

Situated only 45 minutes from Savannah and 90 minutes from Charleston, Hilton Head attracts an estimated 2.5 million visitors a year to its sunny shoreline. Our team at Sunset Rentals has been locally serving Hilton Head since 1993 and we’ve had the pleasure of welcoming countless guests to our beautiful coastal town. To enhance your Hilton Head experience, we’ve compiled a list of the top 10 questions our guests ask when traveling to the island. 

1.     When is the best time to visit Hilton Head Island? 

Hilton Head Island has an enticing sub-tropical climate with hot, humid summers and mild winters. Summer is peak tourist season on Hilton Head and the time to visit if you’re after festive events and family fun in the sun! Spring and fall bring tolerable temperatures for outdoor adventures (and fewer crowds), and the warm winter weather attracts flocks of snowbirds for extended stays on the island. Take a peek at our HHI weather planner to determine the best time for you to visit Hilton Head Island. 

2.     Is Hilton Head Island pet-friendly? 

YES! Hilton Head Island is so pet-friendly that you can take your dog nearly everywhere, except the lush green fairways! Our beaches are pet-friendly year-round with limitations in the summer season (Memorial Day through Labor Day), you can book a private paddle, cruise, or fishing charter with Fido, and most outdoor patios are quite happy to welcome well-behaved and leashed pets, some even going the extra mile! Browse our selection of 65+ pet-friendly properties on Hilton Head and take some time to read our tips on planning a dog-friendly vacation on Hilton Head Island

3.     What are the BEST things to do on Hilton Head Island? 

Whether you’re planning on staying active and hitting the hotspots, relaxing away from the crowds in nature, or a little bit of both – Hilton Head Island has it all! Aside from 12 miles of insta-worthy Atlantic beaches with a tropical island vibe, Hilton Head Island is a mecca for a fun-filled vacation for families with kids, a group of friends, or a romantic couples getaway! Here are the best things to do on Hilton Head Island at a glance – or go ahead and click the link for detailed vacation planning.    

4.     Where are the best beaches on Hilton Head Island? 

With 12 miles of white sandy Atlantic beaches to explore, we’re always asked which is the best beach to visit on Hilton Head Island. The award-winning Coligny Beach Park is the most popular beach with excellent amenities and a wide variety of shops, restaurants, bars, and kids’ activities all nearby. Driessen Beach Park, Burkes Beach, Folly Field Beach, and Islanders Beach Park located mid-island are uncrowded and less “touristy” with grills and pavilions for picnics, kids playgrounds, dog parks, and beautiful boardwalks to stretches of sandy shoreline and calm, lifeguarded waters. 

For seclusion in nature, the north island beaches at Fish Haul and Mitchelville Park are idyllic. The city also offers a free beach wheelchair program and beach matting for visitors with disabilities to access the public beaches on Hilton Head. 

5.     Are there any cultural or historical attractions on Hilton Head Island? 

Hilton Head Island is the perfect destination to unwrap the fascinating cultural history of South Carolina’s Lowcountry region. The island is home to several historic sites and landmarks including the 4,000-year-old Native American Indian Shell Ring and Baynard Plantation ruins in Sea Pines Forest Preserve, and historic Mitchelville Freedom Park on Port Royal Sound, commemorating and preserving America’s first pre-Civil war slave settlement. 

Situated on the historic Honey Horn Plantation, the Coastal Discovery Museum is a must-do for every visitor to the island. Here you can take nature tours on land and water, explore the breathtaking grounds and gardens, and discover the rich Gullah Geechee heritage of Hilton Head with a local guide. 

6.     Do I need a car to get around Hilton Head? 

For the ultimate Hilton Head Island experience, yes! There are lots of things to see and do in Hilton Head that may require a car, but with miles of interconnected bike paths and seasonal trolleys, getting around locally is easy. The Breeze is Hilton Head Island’s free seasonal trolley running seven days a week, every 30 minutes, between the shops, restaurants, and events at Shelter Cove Town Center and Coligny Beach Park in Forest Beach. Or look out for the bright red Forest Beach Shuttle serving North and South Forest Beach, Coligny Plaza, and Pope Avenue. 

In season, guests in Sea Pines Resort Area can hop on the complimentary Sea Pines Trolley connecting Harbour Town, The Shops at Sea Pines Center, South Beach Marina Village, and Sea Pines Beach Club. If you’re staying in Palmetto Dunes, the seasonal on-demand Dunes Buggy will pick you up from your vacation rental and take you anywhere within Palmetto Dunes Resort Area, Shelter Cove Harbor, and Shelter Cove Town Center. From a sandy beach to a sunset seafood bar, for free! 

7.     Where are the best restaurants and bars on Hilton Head Island? 

The short answer, they are everywhere! Hilton Head Island boasts 250+ bars and restaurants with lively happy hours, a plate for every palette, and an ice-cold beverage to pair! Whether you’re craving our rich tradition of Lowcountry cuisine, indulging in a sunset dinner cruise, or planning a pizza night for the kids, you’ll find it here on Hilton Head Island. 

If you’re looking for things to do after dinner in Hilton Head, nightlife activities range from laid-back island-style Tiki bars and hip rooftop bars with late-night DJs and live music to world-class jazz rooms and sophisticated fine dining bars with panoramic views. For the ultimate Hilton Head Island foodie itinerary, check out our guides to the Best Restaurants on Hilton Head Island and the Hilton Head’s 10 Best Bars

8.     Can I rent gear locally in Hilton Head? 

Everything you need for an epic Hilton Head vacation is available to rent locally – kayaks and paddleboards for the waterways, skimboards, and surfboards for ocean play, beach loungers and umbrellas, and bike rentals for the whole family. Rentals are readily available at Outside Hilton Head in Shelter Cove, H20 Sports in Harbour Town, and at the various marinas around the island. 

Save on gear rentals and add “hassle-free” to your Hilton Head Island vacation when you stay with Sunset Rentals. We’ve partnered with Vayk Gear to offer an exclusive “Bike & Beach Gear Credit” program on participating properties with a wide range of top-quality gear delivered to your rental on arrival and picked up on departure.   

9.     When can I find nearby grocery stores & grocery delivery services? 

There are a number of big box and boutique grocery stores on the island to fill your fridge! Big box stores include Kroger and Whole Foods at Shelter Cove, a Publix Super Market at Island Crossing near Sea Pines, a Publix and Walmart Supercenter at Festival Center near Port Royal, and two Harris Teeter locations in Main Street Village and Park Plaza Shopping Center at Sea Pines Circle. The smaller boutique-style grocery stores include the Palmetto Dunes General Store, the Fresh Market, and Piggly Wiggly at Coligny, a Hilton Head Island institution since 1969! 

Many of these stores offer online ordering, curbside pickup, and express delivery or skip the lines completely and have your groceries delivered right to your rental, with your pantry packed, and your fridge filled by our local Lowcountry Grocery Runner – private chef experiences available too! 

10.   Which resort area of Hilton Head Island is best suited for my stay? 

The home and villa rentals on Hilton Head Island are set in unique resort communities each with its own ambiance, activities, and attractions. Sea Pines Resort and Palmetto Dunes are particularly popular with families, the Forest Beach neighborhood places you steps from the buzz at Coligny Plaza and Beach Park, and Shipyard Plantation and Port Royal are quieter neighborhoods, away from the crowds. 

Serving Hilton Head since 1993, Sunset Rentals have a selection of 230+ Hilton Head Island vacation homes and villas with options for luxury oceanfront pool homes, seaside condos, gorgeous golf villas, and private dog-friendly homes to accommodate anywhere from 2 to 23 guests. 

Take a tour of the top Hilton Head Island resort areas to find a neighborhood and rental to suit your style or call our team of local experts at (800) 276-8991 to assist with vacation planning and answer all your questions about visiting Hilton Head Island.  

Top 9 Community Parks On Hilton Head

Get ready to soak up the sun and have some fun while visiting one of Hilton Head Island’s local parks. To make life easy while you’re on vacation, Sunset Rentals has compiled a list of Hilton Head’s Best community parks all offering endless activities, even something for the pickiest person in your group. Love biking? check out the over 60+ miles of bike paths weaving through the island. Love hiking? Hilton Head is extremely walkable, making it fun and easy to explore!

Whether you’re on a family getaway, group gathering, or romantic stroll, our guide to Hilton Head Island’s local parks will have you on the right path to epic adventures during your stay on Hilton Head.

HILTON HEAD ISLAND COMMUNITY PARKS 


1. Capri Chaplin Community Park

11 Castnet Drive
Hilton Head Island, SC 29928

Situated just north of Palmetto Dunes Resort Area, Chaplin Community Park is Hilton Head Island’s largest and most diverse community park with excellent facilities and bike paths connecting to the shoreline of Burkes Beach. Sports enthusiasts have large fields for soccer, baseball and football, a basketball and pickleball pad, and six tennis courts, there’s a shady playground for the kids and a large off-leash dog park for Fido! There’s something for the whole family at Chaplin Community Park.

2. Compass Rose Park

4 St Augustine Pl 
Hilton Head Island, SC 29928

Nestled in the trees near Coligny Beach Park & Plaza, Compass Rose Park is a small and peaceful community park with tranquil reflecting pools and fountains, gardens, walkways, and covered plazas. Compass Rose Park is also home to one of Hilton Head Island’s favorite attractions – a statue of Charles Fraser, the modern day founder of Hilton Head, walking his legendary alligator, Albert.

3. Green Shell Park

99 Squire Pope Rd
Hilton Head Island, SC 29926

Situated on Skull Creek near the north end of the island, Green Shell Park is a small 3-acre park with a covered picnic area, two playgrounds, a basketball hoop, and a wooded nature trail to an observation deck overlooking wetlands and marshes teeming with birdlife. For history lovers, the park is an archaeological site dating back to 1335 AD and is home to the historic Amelia White Cemetery and the Green Shell Mound, an authentic Native American shell ring.

4. Honey Horn Park

70 Honey Horn Drive
Hilton Head Island, SC 29926

Honey Horn Park is perhaps Hilton Head’s most famous park – home to the top-rated Coastal Discovery Museum at Honey Horn. Encompassing 68 acres of lush Lowcountry landscapes, Honey Horn Park features some of the oldest structures on the island, a butterfly enclosure, a stunning camellia garden, a marsh tacky horse barn, and a scenic interpretive nature trail through the grounds. The Coastal Discovery Museum offers the best tours and activities on the island with something for every interest and adventure level and regular exhibits and events for visitors to step back in time and experience the rich history of Hilton Head Island.

5. Jarvis Creek Park

99 Squire Pope Rd
Hilton Head Island, SC 29926

Situated on Skull Creek near the north end of the island, Green Shell Park is a small 3-acre park with a covered picnic area, two playgrounds, a basketball hoop, and a wooded nature trail to an observation deck overlooking wetlands and marshes teeming with birdlife. For history lovers, the park is an archaeological site dating back to 1335 AD and is home to the historic Amelia White Cemetery and the Green Shell Mound, an authentic Native American shell ring.

6. Shelter Cove Community Park

39 Shelter Cove Ln, Hilton Head Island, SC 29928

Across from Palmetto Dunes, Shelter Cove is Hilton Head’s premier destination for watersports, shopping, dining, and seasonal events that draw a crowd! The Shelter Cove Community Park is situated waterfront at Shelter Cove Town Center with peaceful picnic spots, walking paths connecting to Shelter Cove Veterans Memorial Park, and a pavilion with a lineup of fun festivals and events throughout the year.

7. Lowcountry Celebration Park
94 Pope Ave
Hilton Head Island, SC 29928

Lowcountry Celebration Park lies in the heart of “downtown Hilton Head” across from Coligny Plaza Shopping Center and the Coligny Beach parking lot. Minutes away from Hilton Head’s award-winning beaches, the park features an open pavilion and lawn, fitness stations, public art, and two of the island’s favorite family attractions – The Sandbox Museum and The Adventure Playground. 

The little ones love to play and learn at the Sandbox Museum (great for a rainy day activity!) and clamber, climb and set sail aboard The Adventure Playground, a 1,400 square foot replica of the ship where Captain William Hilton first spotted the shoreline of Hilton Head Island.

8. Squire Pope Community Park

137 Squire Pope Rd, Hilton Head Island, SC 29926

If you’re planning a paddle on the Lowcountry waterways without competing with motorized boats, head to the Sailing and Rowing Center at Squire Pope Community Park on Skull Creek. The state of the art facilities include a floating dock and launch, a waterfront picnic pavilion among the moss-draped oaks, a playground, and a firepit area for after adventure stories and s’mores.  

9. Xeriscape Garden

1 Town Center Court
Hilton Head Island 29928

Located at the Town of Hilton Head offices near the Village of Wexford, the Betsy Jukofsky Xeriscape Garden is a small interpretive community garden full of indigenous and wild plants, towering palmettos and pines, and beautiful birdlife. If discovering Hilton Head’s local flora, fauna, and nature is on your vacation itinerary, be sure to stop by the Xeriscape Interpretive Garden.

Escape to Hilton Head Island with Sunset Rentals! 


Take a tour of the Top Resort Areas of Hilton Head Island, find a Hilton Head home to suit your style, and start planning your vacation with the peace of mind of a local trusted team that has been locally serving Hilton Head Island since 1993! Sunset Rentals – here to serve all your vacation needs on Hilton Head Island!


9 Food Festivals Not To Miss Near Hilton Head, SC


Traveling to Hilton Head and want to enjoy some of the region’s most celebrated food festivals? Get ready for a culinary adventure like no other! Lowcountry cuisine is alive and well in South Carolina, and this region reflects that rich & diverse culinary history. From the cobblestone streets of historic Charleston to the beautiful sea islands, our region is home to a variety of world-class foodie festivals and authentic Gullah celebrations that lure food lovers from around the globe!

Check out these nine food festivals that will delight even the foodiest of foodies in your group!

  1. LOWCOUNTRY OYSTER FESTIVAL

    **The 2023 Event Has Already Occurred** (But Check Back For More Info – 2024)

    ABOUT
    Who’s ready to do some oyster shucking? How does 45,000 pounds of oysters sound? The Lowcountry Oyster Festival is the world’s largest oyster festival! Highlights include live music on the main stage, raw oyster eating and shucking contests, wine, a selection of domestic and imported beers, a Children’s Area and a “Food Court” showcasing a variety of local favorite restaurants to satisfy everyone’s taste.

    *Please note: this year’s event is cashless.  Guest will purchase food & beverage tickets with a credit/debit card at satellite ticket tents throughout the event.



  2. HILTON HEAD ISLAND SEAFOOD FESTIVAL

    **The 2023 Event Has Already Occurred** (But Save The Date For 2024!)

    ABOUT
    Expand your culinary and cultural horizons! Over the course of seven days, visitors can take in celebrity guest chef dinners, enjoy the best of southern pitmasters, view local wildlife, experience cooking demos, sip wine tastings, learn from mixologists & scholars and so much more!

    The festival explores the South’s evolving food culture, which has been returning to its roots in recent years by honoring its rich native agriculture. Experience the region’s rich fishing heritage during the weeklong festival. Here you can sample restaurants’ fresh catch specials, try fresh oysters, and maybe even learn how to fish yourself. From incredible seafood meals to rustic barbecue and bonfires, world-class talent and southern charm collide on one gorgeous Island setting. 



  3. HILTON HEAD ISLAND GULLAH CELEBRATION

    **The 2023 Event Has Already Occurred** (But Check Back For More Info – 2024)

    ABOUT
    Come celebrate Gullah Culture! NIBCAA has hosted the Hilton Head Island Gullah Celebration, since 1996, which showcases the rich cultural heritage of the Gullah people and their history on Hilton Head Island. Gullah is more than simply the language and name of a people. It encompasses the essence of struggle, spirituality, perseverance and tradition. The Native Island Gullah People adhere to the custom of their ancestors through the sewing of sweet grass baskets, the weaving of casting nets and preparation of traditional Gullah food.

    This year’s Celebration events include the “Arts Ob We People Annual Art Exhibition and Sale”, “Taste of Gullah”, Arts, Crafts and Food Expo, Gullah Gospel Music Series and more! Come celebrate Gullah where your soul will be transformed by the spirit of the Gullah Culture!


  4. CHARLESTON WINE & FOOD FESTIVAL

    **The 2023 Event Has Already Occurred** (But Save The Date For 2024!)

    TICKETS ON SALE OCTOBER 19, 2023

    ABOUT
    Charleston Wine + Food is a beloved community event aimed at making connections that inspire curiosity through thoughtful storytelling and meaningful experiences with a sense of place.

    Charleston Wine + Food Festival was founded in 2005 by a group of loyal community leaders with a vision of creating an event to promote and elevate Charleston’s culinary brand. As a 501(c)(3) non-profit organization, the goal was to put Charleston on the map as a culinary destination and bring national and international attention to the city through the production of a multi-day wine + food festival. Charleston Wine + Food infuses homegrown flavor with top chefs, winemakers, authors, storytellers, artisans, experts, and food enthusiasts from around the globe for a five-day event that spans the first full weekend each March.

  5. HILTON HEAD ISLAND WINGFEST

    DATE & TIME
    March 18th, 2023
    Saturday – 11am-5pm

    TICKETS
    Admission: $10 (children under 11 are FREE)
    **food/beverages/activities sold separately

    LOCATION
    Lowcountry Celebration Park
    94 Pope Avenue | Hilton Head Island, SC 29928

    FREE SHUTTLE
    11am-5:30pm
    USCB – Hilton Head
    One Sand Shark Drive | Hilton Head Island, SC 29928

    **No Pets Please**

    SCHEDULE OF EVENTS

    BAND LINE-UP
    11 – 12 PM | Crosstown Traffic
    12 – 2 PM | True Gentlemen
    2 – 3 PM | Crosstown Traffic
    3 – 5 PM | The Naked Karate Girls

    ABOUT
    The Hilton Head Island Wingfest will feature an astounding 20 – 25 local restaurants cooking their very best wings comprising over 6,500 lbs of chicken! There’s something for everyone to enjoy, from the fun kid’s zone, rock climbing wall, to the bungee jump area. Have the kiddos participate in the Kid’s Wing Bobbing Competition or make the foodie in your group enter the Adult Wing Eating Contest! Eat through the vendors, then vote for your favorite wing and watch the winner be crowned at 4:30pm.

    Once inside the festival, money does not exist, and only tickets are accepted. Tickets can be purchase from the ticket tent located in the center of the park. Credit cards are accepted at ticket and drink tents. Tickets are for food, soft drinks/water, and family fun activities. No refunds for tickets. $1 = 1 ticket.




  6. HILTON HEAD ISLAND WINE & FOOD FESTIVAL

    DATE & TIME
    March 19th – 26th, 2023

    TICKETS
    Price: $35 – $150
    Buy Tickets HERE!

    LOCATION
    Multiple Locations 
    See Map For More Details
    Hilton Head Island, SC 29928

    SCHEDULE OF EVENTS

    ABOUT
    Cheers to the loveliest time of the year in the Lowcountry! The Hilton Head Island Wine and Food Festival makes its return March 19th – 25th, 2023, bringing with it beautiful weather, delicious sips and tasty bites from the region’s culinary leaders.

    The Hilton Head Island Wine and Food Festival has been proudly supporting the community for 38 years. Proceeds from the wine auctions at the Grand Tasting and Public Tasting events benefit the John F. & Valerie Currie Educational Scholarship Fund for college students pursuing a degree in the hospitality and tourism field. The scholarships are currently offered at the University of South Carolina Beaufort and the Technical College of the Lowcountry. In the past nine years, the Festival has supported deserving students with $125,000 in contributions from the scholarship fund.



  7. ORIGINAL GULLAH FESTIVAL

    DATE & TIME
    May 26th – 28th, 2023

    TICKETS
    Admission: FREE!

    LOCATION
    Henry C. Chambers Waterfront Park
    Bay Street, Beaufort, SC 29902

    ABOUT
    At the Original Gullah Festival you’ll enjoy traditional storytelling, dancing, the sounds of jazz, blues, reggae and African drums. There will also be an enormous amount of food vendors and local artisans filled with local cuisine and traditional Gullah favorites. Bring the whole family to experience this one-of-a-kind event!

    In the tradition of its founders, the festival continues to focus on educating the masses about the Gullah culture. In addition to food and artisan vendors, visitors can enjoy panel discussions and presentations on heritage and culture, and audience members even have an opportunity to become involved by asking questions and participating in meaningful discussions! All ages are welcome. 



  8. BLUFFTON ARTS & SEAFOOD FESTIVAL

    DATE & TIME
    October 21st – 29th, 2023
    *The 2023 Street Fest will be held Saturday October 21st & Sunday October 22nd.

    TICKETS
    Prices of Events Vary: Purchase Tickets HERE!

    LOCATION
    Multiple Locations 
    See Map For More Details
    Bluffton, SC 29910

    EVENT SCHEDULE:


    ABOUT
    The award-winning Annual Historic Bluffton Arts and Seafood Festival is held annually in the charming and eclectic historic district, well known for its quirky art community, amazing restaurants, and natural river beauty. 

    The Seafood Festival is a weeklong event offering a myriad of activities, showcasing the locally harvested seafood, delicious Lowcountry cuisine, rich history, culture and art of the area and Southern hospitality found only in Bluffton.



  9. ROCK N’ RIBS MUSIC & BBQ FEST

    DATE & TIME
    October 21st & 23rd, 2023

    TICKETS
    More Info Coming Soon!

    LOCATION
    Hilton Head Island, SC

    SCHEDULE OF EVENTS
    TBD – Coming Soon!

    ABOUT
    FOODIES UNITE! The Rock ‘N Ribs Music and BBQ Fest combines everything a foodie would want in a southern festival. A classic rock & roll weekend celebrating bbq, the people who make it, and the people who eat it. What’s not to like?! Stay tuned for more information about this rockin’ event!

EXPERIENCE LOWCOUNTRY LIVING!


Welcome to the ultimate Lowcountry culinary experience! On Hilton Head Island, you can indulge in the local flavors and traditions of the region while enjoying all the comforts of a luxurious vacation rental home. From gourmet kitchens stocked with top-of-the-line appliances to outdoor BBQs perfect for grilling up fresh seafood and Lowcountry veggies, you’ll have everything you need to cook like a true local in our selection of Hilton Head Island vacation homes. 

Start planning your next Hilton Head Island beach vacation with Sunset Rentals today! Browse our collection of 1-7 bedroom vacation homes and villas, book with confidence and ease online, or give our team a call at (843) 785-6767

We know the best places to stay, play, and feast on Hilton Head Island!

17 Best Fishing Charter Companies on Hilton Head


Did you know that Hilton Head Island is consistently ranked the #1 island in the Continental U.S.? The island is separated from the mainland of South Carolina by the thriving Calibogue Sound and Intracoastal Waterways with 12 miles of deep blue coastal waters along its eastern shoreline. 

The incredibly diverse ecosystems of South Carolina’s coastal wetlands are pristine fishing environments with miles of freshwater marshes, backwaters, tidal creeks, and ocean waters teeming with a vast array of birdlife, wildlife, and marine life. Whether you’re a first-timer fisherman learning to cast a line or an experienced angler seeking a trophy catch, we highly encourage you to get out on the water on a guided Hilton Head fishing charter.  


Most of the experienced charter captains on Hilton Head Island have been fishing the local waters for decades and stem from generations of local fishermen. The benefits of a guided full-service fishing charter are endless – local experienced guides, all the gear, and a fishing license included, and you get to focus on the tranquil Lowcountry views, the fishing experience, and quality time with family!

There are four main types of fishing charters to choose from:

  • Inshore: Inshore charters stay close to land in the shallow and calm waters around Hilton Head Island. Fish species found include tarpon, redfish, trout, flounder, black drum, and sharks. 
  • Nearshore: Nearshore charters venture around 5-25 miles from the island trolling the wrecks, rips, and reefs for red snapper, Spanish mackerel, king mackerel, tarpon, grouper, sharks, and so much more! 
  • Deep Sea: Deep Sea fishing takes you 40+ miles from the coastline or out to the Gulf Stream and is an all-day affair for avid anglers. Hilton Head boasts some of the best offshore big game and sport fishing on the Atlantic coastline with an abundance of Mahi Mahi, blackfin tuna, marlin, wahoo, and more.  
  • Shark Fishing: Every HHI fishing experience is likely to include an encounter with one of Hilton Head’s 50+ shark species but nothing is quite as thrilling as a guided shark fishing charter. Shark fishing is a Hilton Head specialty and the kids absolutely love it!

BROAD CREEK MARINA


Location: 18 Simmons Road, Hilton Head Island

Broad Creek Marina is Hilton Head’s newest marina with lots of fun both on and off the water. The marina is situated next door to Adventure Hilton Head for ziplining, Sky Pirate for parasailing, and Up the Creek Pub & Grill for fresh seafood overlooking Broad Creek. On the water, you’ll find dolphin and nature cruises, boat tours to the Vanishing Island and historic Daufuskie Island, and a wide variety of fishing charters with highly-rated local guides.

TAIL TAMER FISHING CHARTERS

Phone: (843) 422-1860

Charters for up to 6 passengers: 
3-Hour Charter – From $475
Half-Day Charter – From $575
Full-Day Charter – From $1,200

Captain Terry Hall and his experienced captains at Tail Tamer offer a variety of inshore and nearshore charter options for all ages and abilities, including beginner fishing trips, family charters, thrilling shark fishing, and classic catch n’ eat fishing charters!

INTEGRITY FISHING CHARTERS

Phone: (843) 422-1221

Charters for up to 6 passengers: 
4-Hour Charter – From $695
6-Hour Charter – From $950
8-Hour Charter – From $1,395
12-Hour Charter – From $1,975
Gulfstream Charter – From $3,460 
Shark Fishing Trip – From $595

Captain Mike Russo will cater to all your deep sea fishing desires in comfort aboard his 38’ Hatteras Sportfisher, Integrity. Choose from near-shore and offshore deep-sea fishing charters or private customized charters for a sunset or island cruise. Learn the basics on a family fishing trip or head into the deeps for the catch of a lifetime with Integrity Charters. Captain Mike Russo will cater to all your deep sea fishing desires in comfort aboard his 38’ Hatteras Sportfisher, Integrity. Choose from near-shore and offshore deep-sea fishing charters or private customized charters for a sunset or island cruise. Learn the basics on a family fishing trip or head into the deeps for the catch of a lifetime with Integrity Charters.

Reel Easy Charters

Phone: (843) 290-2932

Charters for up to 6 passengers: 
3-Hour Inshore/Shark Trip – From $525
4-Hour Vanishing Island & Shark Fishing – From $650
4-Hour Inshore/Nearshore – From $650
5-Hour Nearshore – From $800
6-Hour Offshore – $950
8-Hour Offshore – $1,350

Captain Jack and Reel Easy Charters specialize in inshore, nearshore, and offshore fishing charters in and around the Lowcountry waters. For the ultimate family fishing experience, their Vanishing Island & Shark Fishing charter explores the sand dollars, starfish, shells, and shark life around the Vanishing Island of Hilton Head Island.

SEA BEE CHARTERS

Phone: (843) 949-0407

Charters for up to 6 passengers: 
3-Hour Shark & Inshore – From $425
4-Hour Inshore & Nearshore – From $525
5-Hour Inshore & Nearshore – From 625
6-Hour Inshore & Nearshore – From $725


Land the fish of a lifetime with Captain Danny & his crew at Sea Bee Charters on Broad Creek. Sea Bee operates a 25’ Carolina Skiff geared for inshore fishing on Broad Creek and nearshore charters to the wrecks and reefs off the coastline.

TOP SHOT SPORT FISHING

Phone: (843) 384-9714

Charters for up to 6 passengers: 
Shark Fishing – From $450
Half-Day Charter – From $600
5-Hour Charter – From $750
6-Hour Charter – From $900
8-Hour Charter – From $1,200


Strike gold on a sport fishing charter with Captain Jay Prescott of Top Shot Sport Fishing. Fishing trips include trolling and bottom fishing the nearshore artificial reefs, all-day charters to the Savannah Snapper Banks, shark fishing trips around the island, or customized trips for up to 6 anglers.

SKULL CREEK MARINA


Location: 1 Hudson Rd, Hilton Head Island

Combine a Lowcountry fishing charter with the best waterfront dining experience on Hilton Head Island at Skull Creek Marina. Situated across from Pinckney Island National Wildlife Refuge on the northern end of the island, Skull Creek Marina is home to the famous Skull Creek Boathouse, Skull Creek Dockside, and Hudson’s Seafood House on the Docks with the ultimate in Lowcountry cuisine and views. They’ll even cook up your catch of the day for a boat-to-table restaurant experience!

BULLDOG FISHING CHARTERS

Phone: (843) 422-0887

Charters for up to 6 passengers: 
3-Hour Fishing Charter – From $625
4-Hour Fishing Charter – From $750
5-Hour Fishing Charter – From $900
6-Hour Fishing Charter – From $1,200
7-Hour Fishing Charter – From $1,350
8-Hour Offshore Charter – From $1,600


Climb aboard the 32’ Bulldog docked at Hudson’s Seafood House on the Docks at Skull Creek Marina. Captain Christiaan, a third-generation Hilton Head Island fishing captain, offers a variety of charters ranging from fun 3-hour shark fishing trips for the kids to full-day reef trips and offshore bottom trips. Remember to reserve a table to cook your catch!  

SHELTER COVE HARBOUR & MARINA


Location: 1 Shelter Cove Lane, Hilton Head Island

Situated across from Palmetto Dunes Oceanfront Resort, Shelter Cove Harbour & Marina is a Hilton Head hotspot for shopping, waterfront dining, famous festivals, and every watersport and activity you can imagine under the sunny South Carolina skies. The world-class marina is the largest deepwater marina on the island and the starting point of some of the best fishing experiences on Hilton Head Island.

OUTSIDE HILTON HEAD

Phone: (843) 686-6996

Guided Fishing Charters: 
3-Hour Kayak Fishing – From $135
3-Hour Family Fishing – From $495
3-Hour Shark Fishing – From $495
4-Hour Charter Fishing – From $595

Ultimate Lowcountry Day – From $745

Click HERE for a list of all activities!


Outside Hilton Head is all about exploring the great outdoors! They offer a full fleet of boat rentals with inshore, nearshore, and shark fishing charters, kayak fishing excursions, nature tours, dolphin cruises, and a variety of water activities for every age group.

CAPTAIN HOOK PARTY FISHING

Phone: (843) 258-4677

Public Party Fishing Charters: 
3.5-Hour Inshore Shark Fishing – From $55 pp
4-Hour Inshore Shark Fishing – From $60 pp
4.5-Hour Inshore Shark Fishing & Fireworks – From $65 pp
5.5-Hour Offshore Fishing – From $65 pp


Captain Hook is the largest fishing boat on Hilton Head and a great option for an affordable group fishing charter! Choose from inshore shark fishing, and offshore charters, or book well in advance for their sunset shark fishing or fishing and fireworks charters in the summer. For a private experience, the fleet includes the Gullah Gal, True Grits, Gale Force, and Gale Warning for groups of up to 6 people.

Bay Runner Fishing Charters

Phone: (843) 290-6955

Charters for up to 12 passengers: 
3-Hour Charter – From $495
4-Hour Charter – From $595
5-Hour Charter – From $725
6-Hour Charter – From $850
8-Hour Charter – From $1,195

Shark Fishing Trips – From $495

Make Your Own Trip


Captain Mike Altman has been chartering the local waters since 1970. Head out on an inshore charter on the Calibogue Sound, a nearshore excursion on the reefs, or create a one-of-a-kind experience customized for your charter crew with Bay Runner Fishing Charters.

Native Son Fishing Charters 

Phone: (843) 816-3312

Charters for up to 6 passengers: 
2-Hour Charter – From $350
3-Hour Charter – From $495
4-Hour Charter – From $625
5-Hour Charter – From $745
6-Hour Charter – From $875
7-Hour Charter – From $940
8-Hour Charter – From $1,245


Local island native, Captain Byron Sewell, and his team of seasoned guides offer nearshore and offshore charters for all ages on their 26-ft power catamarans. Native Son charter options range from two-hour trips to all-day deep-sea adventures along the South Carolina coastline.

Hilton Head Outfitters

80 Queens Folly Rd, Hilton Head Island

Phone: (843) 593-9110

Palmetto Dunes Lagoon Charters: 
2-Hour Inshore Charters – From $365
3-Hour Inshore Charters – From $485
4-Hour Inshore Charters – From $585
5-Hour Inshore Charters – From $685
6-Hour Inshore Charters – From $785

Fishing Gear Rentals


Hilton Head Outfitters are best known for their water activities and guided inshore fishing charters on the Palmetto Dunes 11-mile lagoon system, teeming with a variety of saltwater fish. They also offer nearshore and offshore charters on their custom Maverick out of Shelter Cove Harbour & Marina.

HARBOUR TOWN YACHT BASIN


Location: 149 Lighthouse Rd, Hilton Head Island

The Harbour Town Yacht Basin in Sea Pines Resort is one of the top yachting destinations on the Atlantic Intracoastal Waterway and a haven for boaters, water sports enthusiasts, and anglers of all ages! The Sea Pines Resort area is home to many of Hilton Head’s top attractions as well as world-class private fishing charters with the island’s most experienced and qualified captains

IZZY-A FISHING CHARTER

Phone: (843) 298-0990

Charters for up to 4 passengers: 
4-8 Hour Fishing Trips – Call For Pricing

Join Captain Greg Clark aboard his 25’ Sea Cat to explore the coastal waters in and around Hilton Head. Capt. Greg’s private fishing charters are family-friendly and include offshore, inshore, deep sea, and shark fishing expeditions for up to 4 passengers.

BLACK SKIMMER HILTON HEAD

Phone: (843) 363-8335

Charters for up to 6 passengers: 
3-Hour Shark Fishing – From $500
4-Hour Charters – From $700
5-Hour Charters – From $875
6-Hour Charters – From $1,000
8-Hour Charters – From $1,400


The 31’ Black Skimmer is chartered by father and son fishing team Captain Steve and Captain Ben. They offer nearshore, offshore, deep sea, and shark fishing charters from Harbour Town for up to 6 passengers, families welcome.

VALOR FISHING CHARTERS

Phone: (843) 422-1935

Charters for up to 6 passengers: 
2-Hour Charters – From $400
3-Hour Shark Fishing – From $500
3-Hour Charters – From $500
4-Hour Charters – From $560
6-Hour Charters – From $815

Located at the pier at Harbour Town Yacht Basin, Valor Charters offer year-round fishing charters of the Atlantic Ocean and Calibogue Sound, including tranquil fly fishing trips on Hilton Head’s Lowcountry backwaters and estuaries. The 26’ Andros Boatworks carries up to four anglers, children are welcome.

PALMETTO BAY MARINA


Location: 86 Helmsman Way, Hilton Head Island

Situated on the south end of the island near the base of the Coligny Island Expressway Bridge, the Palmetto Bay Marina is one of Hilton Head’s oldest working marinas, fully renovated for your boating pleasure! There’s shopping at Bay Breeze, excellent waterside restaurants, bars, live music on Broad Creek, and a full-service marina with Lowcountry watersports, party boat fishing, and a variety of fishing charters.

REEL JOB CHARTER FISHING

Phone: (843) 384-8236

Charters for up to 6 passengers: 
3-Hour Shark Fishing – From $495
4-Hour Charter – From $595
5-Hour Charter – From $695
6-Hour Charter – From $795
8-Hour Charter – From $1,195


Captain Brad & Captain Bill are full-time Lowcountry captains with plenty of experience to deliver the ultimate fishing experience on Hilton Head Island. They offer multiple inshore, nearshore, and family fishing trips aboard the customized 25’ Pursuit, set up to fish! Reel Job Charter Fishing is voted the best fishing charter service on Hilton Head Island by Lowcountry Style & Living!

DRIFTER EXCURSIONS

Phone: (843) 363-2900

Party Fishing & Private Charters:
2-Hour Private Charter – From $395
3-Hour Private Charter – From $495
4-Hour Private Charter – From $650

4.5-Hour Deep Sea Fishing aboard The Drifter – From $72 pp

Shark Fishing aboard The Drifter – From $65 pp


Drifter Excursions offer dolphin watching, shark fishing, and private fishing charters on a fleet of four boats including sport fishing aboard the Boomerang, inshore and shark fishing on the Ricochet, and party boat fishing aboard the 60’ Drifter. The Hobo, a 27’ Carolina Skiff departs out of Shelter Cove Harbour and Marina with private charters for groups of up to 16 anglers.

OFF THE HOOK FISHING CHARTERS

86 Point Comfort Rd, Hilton Head Island

Phone: (843) 298-4376

Charters for up to 4 passengers: 
2-Hour Charter – From $375
3-Hour Charter – From $475
4-Hour Charter – From $575
5-Hour Charter – From $725
6-Hour Charter – From $875
8-Hour Charter – From $1,150

Off the Hook Fishing Charters is owned and operated by Captain Brian Vaughn, an island native with two IGFA World Records to his name and 30+ years of experience guiding inshore, light tackle, and fly fishing charters on the Lowcountry waterways. Their fleet of 18’, 22”, and 25’ bay boats are geared with the finest fly and spinning tackle for the ultimate fishing experience for all ages and abilities. For large groups, you can book 2-3 boats for up to 12 passengers!

HILTON HEAD HARBOR & MARINA


Location: Jenkins Rd, Hilton Head Island


The Hilton Head Harbor & Marina is also located on the north end of the island as you drive in on William Hilton Parkway. The harbor and full-service marina are home to Sea Monkeys Watersports rentals & tours, Mermaid Boat Tours, local HHI charter fishing companies, and one of the island’s best-kept secrets – The Sunset Grille, a casual fine dining restaurant with the best waterfront and sunset views on Hilton Head!

OUTCAST SPORT FISHING

Phone: (843) 290-0371

Charters for up to 6 passengers: 
4-Hour Charter – From $750
5-Hour Charter – From $900
6-Hour Charter – From $1,050
8-Hour Charter – From $1,400


For the ultimate shark fishing experience, book a charter with Captain Chip on The Outcast. The Outcast is the current state record holder for blacktip and lemon sharks, and the largest fish ever landed… a 16.3ft Great White! Whether you’re a family of novice fishermen or an avid angler, Hilton Head shark fishing is best on The Outcast.

After a day adventuring the Lowcountry waterways or deep Atlantic waters, settle your sea legs with Sunset Rentals. Our collection of 230+ Hilton Head Island vacation rentals are situated in the top Hilton Head neighborhoods with high-end amenities and home comforts to cater to every angler at the end of the day! 

Book with confidence and ease online or call our team today at (843) 785-6767.


10 Best Bars On Hilton Head Island


Hilton Head Island is known for luxurious Lowcountry island living off the coast of South Carolina. This popular vacation destination is full of fun for the whole family with renowned athletic facilities, beautiful nature preserves, historical sites, bike trails, miles of sandy beaches, and plenty of bustling bars.

The social scene on Hilton Head Island is one you won’t want to miss! Head over to one of the best bars on the island for a one-of-a-kind experience with friendly bartenders, southern hospitality, great food, and even better drinks. Not sure where to start? Check out our top 10 favorite bars below…

1. Pool Bar Jim’s

Forest Beach Resort Area
10 N Forest Beach Drive, Hilton Head Island

Phone: (843) 816-4648
Open Daily | 11 AM to 8 PM
First come, first serve


Pool Bar Jim’s is a favorite amongst locals and visitors alike due to its laidback island vibe, aesthetic atmosphere, and delicious frozen cocktails. Head over to the poolside of Marriott’s Grand Ocean Resort on Coligny Beach for a classic Lava Flow or choose your own signature concoction from Pool Bar Jim’s Tropical & Exotic Frozen Drinks menu book! Jim is one of Hilton Head’s most beloved bartenders!

2. Quarterdeck

Sea Pines Resort Area
160 Lighthouse Rd, Hilton Head Island

Phone: (843) 842-1999
Open Daily | 11:30 AM to 9 PM
Bar Service | 11:30 AM to 10 PM
Seasonal Live Music | 4 PM to 7 PM
Reservations recommended

Quarterdeck Menu


If you prefer a more sophisticated fine dining bar, head over to Quarterdeck at Sea Pines Resort! Quarterdeck boasts a bar a dining room on the first floor, and a rooftop oyster bar with delicious food, classic cocktails, and panoramic views of Harbour Town and Calibogue Sound. This is the spot to savor a Sunset on the Sound specialty cocktail or local craft beer with live music and the best sunset views on Hilton Head. Visitors not staying in Sea Pines Resort Area are required to pay a small, cash entry fee at the Sea Pines gate.

3. Tiki Hut

Forest Beach Resort Area
1 S Forest Beach Dr, Hilton Head Island

Phone: (843) 785-5126
Open Daily | 11 AM to 10 PM
Seasonal Live Music | See the lineup HERE!
First come, first serve

Tiki Hut Food & Drink Menus


The Tiki Hut is a go-to for good times on Hilton Head Island, with laid-back locals and fun-loving visitors for nearly 50 years. Ready to sink your toes in the sand, listen to live tunes, snack on beachside bites, and sip a cocktail or two or share a 32oz bucket of fruity rums and tropical juices with friends?  The Tiki Hut’s frozen drinks, margaritas, and hand-crafted cocktails pair perfectly with the laid-back beach vibes. 

4. Reilley’s Grill & Bar

7D Greenwood Dr, Hilton Head Island

Phone: (843) 842-4414
Open Daily | 11:30 AM to 10 PM
Bar Service Sunday – Wednesday | 11:30 AM to 12 AM
Bar Service Thursday – Saturday | 11:30 AM to 1.30 AM
Champagne Sunday Brunch | 11 AM to 2:30 PM
Daily Happy Hour | 4 PM to 7 PM
Seasonal Live Music | See the lineup HERE
First come, first serve

Reilley’s Grill & Bar Menus


Voted “Hilton Head Island’s Best Bar”, Reilley’s Grill and Bar has been an island institution since 1982 and is sure to become a favorite! Reilley’s is truly reminiscent of a classic Boston pub. Gather with friends for drinks in the sophisticated bar area or soak up the sun and live music on the outdoor patio with a sunset martini, Reilley’s mule, or mockarita for the DD!

5. Callahan’s Sports Bar

49 New Orleans Rd, Hilton Head Island

Phone: (843) 686-7665
Open Daily | 11:30 AM to 2 AM
First come, first serve

Callahan’s Menu


For a more casual setting, head to Callahan’s Sports Bar, voted the #1 sports bar on Hilton Head Island. This is the Hilton Head hotspot to watch a football game, shoot pool or play darts with friends, or grab a late-night beer and bar food – the menu is huge ranging from “Tip-Off” appetizers to burgers, sandwiches, and healthy house salads!

6. Main Street Island Pub

Main Street Village, 1411 Main Street, Hilton Head Island

Phone: (843) 689-3999
Monday – Friday | 11:30 AM to 8 PM
Happy Hour | 4 PM to 8 PM
First come, first serve

Pub Menu


Looking for a cafe and pub all in one that your whole family will love? Try out Main Street Island Pub for traditional New American cuisine. Main Street Island pub offers everything from homemade soups and sandwiches to delicious beer and cocktails – indoor in the a/c or on the comfortable outdoor patio!

7. Hurricane Bar

Palmetto Bay Marina, 86 Helmsman Way, Hilton Head Island, SC 

Phone: (843) 785-4950
Monday – Friday | 11 AM to 10 PM
Saturday & Sunday | 10 AM to 10 PM
Daily Happy Hour | 4 PM to 7 PM
Seasonal Live Music | See the lineup HERE
First Come, First Serve for Outdoor Dining

Black Marlin Grill & Hurricane Bar Menus


Enjoy the taste of the Keys at The Black Marlin’s Hurricane Bar situated on the waterfront at Palmetto Bay Marina. There’s a 100% chance of ice-cold beverages in the forecast! Come by for your favorite ice cold beer, wine, or a world-famous frozen cocktail. Their signature drink, The Black Marlin Hurricane, is a must have – a delicious combo or passion fruit rum, amaretto, and exotic juices in a take-home souvenir glass.

8. The Dunes House

Palmetto Dunes Resort Area
14 Dune House Lane, Hilton Head Island

Phone: (843) 593-9104
Open Daily | 11 AM to 6 PM
Seasonal Live Music | Monday, Wednesday, Thursday & Friday
First come, first serve

Food Menu | Drinks Menu


The Dunes House is the place to be in Palmetto Dunes for a cool cocktail, delicious food, and an oceanfront view. Enjoy classic frozen favorites like the Arnie Palmer and the Dunes House Screwdriver, or discover a new favorite cocktail like the Pirate’s Punch! The Dunes House is open to guests staying in Palmetto Dunes Resort Area only.

9. Poseidon

Shelter Cove Towne Center
38 Shelter Cove Lane, Hilton Head Island

Phone: (843) 341-3838
Monday to Saturday | 11 AM to 10 PM
Sunday | 10 AM to 9 PM
Sunday Brunch | 10 AM
Daily Happy Hour | 4 PM to 7 PM

Rooftop Bar Hours: 
Sunday – Tuesday | 4 PM to 10 PM
Wednesday – Thursday | 4 PM to 12 AM
Friday – Saturday | 4 PM to 2 AM
Seasonal Live Music | See the lineup HERE!

Poseidon Brunch, Lunch & Dinner Menus


Poseidon, named after “the god of the sea,” has become the mid-island destination for the best dining, shopping, and entertainment. From fresh catch items to “Coast-to-Coast” entrees, experience the best selection of seafood, steaks, and cocktails! Pick from the amazing Oyster Raw Bar or the NautiBar, a covered outdoor bar overlooking Broad Creek, or dance the night away in the rooftop bar, open daily from 4 PM.

10. The Sandbar

Forest Beach Resort Area
Coligny Plaza, 101 Pope Avenue, Hilton Head Island

Phone: (843) 342-7263
Open Daily | 11:30 AM to 10 PM
Daily Happy Hour | 4 PM to 6 PMLive Entertainment | Daily 6 PM to 9 PM | See the lineup HERE!

The Sandbar Menus


Last but not least, The Sandbar Beach Eats is a top spot for warm hospitality and memorable food and drinks! This laidback bar is the perfect place to relax on a sunny patio after a day on Coligny beach, with beach snacks, southern seafood, or island style tacos and an ice cold cocktail in hand.

STAY WITH SUNSET RENTALS

Wherever you find yourself on Hilton Head Island, you’re sure to find warm Southern hospitality, delicious local seafood, and hand-crafted cocktails just around the corner. The only thing more important than your food and beverage adventures around the island is where you’ll stay!

For 28 years, Sunset Rentals has understood that there are few things more precious than your time on vacation with friends and family. We are driven by the desire to make certain that your vacation is spent enjoying that time.


What’s Up With The History Of Lowcountry Cuisine?


The South Carolina Lowcountry is a coastal region well-loved for its lush landscapes, world-class golf courses, luxury beach communities, and the soulful flavors of classic Lowcountry cuisine. 

Traditional Lowcountry cuisine is more than just a collection of colorful recipes – it is a rich and vibrant cultural tradition that reflects the history, experiences, and cooking traditions of the Gullah-Geechee people, the West African slaves working the coastal plantations on the South Carolina sea islands. Read on to learn more about this rich history that is unique to this region!


Carolina Rice Plantations


It all began with the cultivation of long-grain rice in the Lowcountry region of South Carolina and Georgia. In the late seventeenth and eighteenth centuries, inland and tidal rice plantations covered thousands of acres of previous swamplands and the industry relied heavily on the expertise in rice cultivation and the slave labor of the West African Gullah-Geechee people. 

The West Africans came to America as slaves, bringing okra, collard greens, yams, cornmeal, and traditional spices into the country. Rice was the primary export from South Carolina and as the masters grew rich, slaves were fed the damaged leftover grains and began creating new, flavorful dishes to maintain their native cooking traditions. 

The warm coastal climate of the region allowed for a wide variety of vegetables to be grown and the massively stocked ocean and thriving estuary system provided an abundance of readily available fresh seafood including shrimp, fish, crabs, and wild oysters.


Hearty, One-Pot Stews


Simply, yet flavorful, rice-based one-pot stews were created, adding fresh vegetables, seafood, and traditional West African spices such as cumin, paprika, thyme, and Benne seeds which give the Lowcountry dishes their unique and distinctive flavor. Over the generations, Lowcountry cuisine has been heavily influenced by a diversity of cultures including Caribbean, Native American, English, French, and Spanish, making it a culinary melting pot of deep and diverse flavors.


Slow-Roasted Lowcountry Barbeque


Barbeque is the heart and soul of southern cuisine, and South Carolina claims to be the birthplace of this beloved tradition. One of the country’s oldest barbeque traditions, South Carolina’s style of slow-cooking whole hogs over wood dates back to the 1500s when the Spanish introduced the pig to the New World. The African-American slaves tended the pits for their masters adding their own signature barbeque flavors and the technique of adding sauce came later from the population of early German settlers in South Carolina.  


Classic Lowcountry Dishes


These styles of cooking have been passed down through generations and, today, Lowcountry cooking is a beloved and integral part of South Carolina’s rich culinary traditions. Whether you’re enjoying a plate of slow-smoked ribs at a local BBQ joint or savoring a bowl of seafood gumbo at a waterfront restaurant, the rich and flavorful dishes of southern barbeque and Lowcountry cooking are sure to delight the senses.

Red Rice: South Carolina red rice is a classic southern staple made with long-grain rice, tomatoes, onions, and a variety of spices. It’s a delicious and hearty side that pairs well with a variety of meats, seafood, and vegetables, making it a perfect addition to any meal. 

Lowcountry Boil: Lowcountry Boil, also known as Frogmore or Beaufort Stew, is a delicious blend of fresh-from-the-water shrimp, sausage, fresh corn, potatoes, and onions boiled in water with tasty creole spices. 

Shrimp & Grits: Shrimp and grits is a classic southern dish that combines creamy, buttery grits with plump, juicy shrimp and a variety of aromatic spices. This hearty meal is a staple of Lowcountry cuisine and is sure to satisfy your cravings for comfort food. 

She-Crab Soup: She-Crab soup is a creamy, bisque-like seafood soup made with a base of rich, velvety roux and flavored with sherry, crab meat, crab roe, and a variety of spices. This indulgent soup is the perfect way to warm up on a cold day. 

Hoppin’ John: Hoppin’ John is a staple on the southern table and is traditionally served on New Year’s Day as a symbol of good luck and prosperity for the coming year. This flavorful dish is made with fluffy rice, black-eyed peas, collard greens, and tender, slow-cooked pork. 

Gumbo: Lowcountry Gumbo is a thick hearty stew made from a variety of ingredients including stock, meat or seafood, celery, okra, bell peppers, onions, and added traditional spices. It’s the perfect blend of flavors and textures that is sure to satisfy your cravings for comfort food. The word “gumbo” is derived from the African word for okra.


Savor the Flavors on Hilton Head Island


Today, visitors to Hilton Head Island can experience the rich history and tradition of Lowcountry cuisine firsthand. With year-round Lowcountry farmers markets and over 250 restaurants on the island, Hilton Head is a top foodie destination brimming with the flavors of the Lowcountry. 

From traditional southern BBQ and casual seafood boils to luxury fine dining with a modern twist, there’s no shortage of delicious options to choose from on Hilton Head Island. Begin your Lowcountry culinary experience with our guide to “The Best Restaurants on Hilton Head Island”.

So why wait? Mark your calendar and join us for a celebration of the rich and flavorful dishes of South Carolina’s Lowcountry cuisine on Hilton Head Island. Check out these 9 Food Festivals Not To Miss Near Hilton Head, SC


Experience Lowcountry Living!


Welcome to the ultimate Lowcountry culinary experience! On Hilton Head Island, you can indulge in the local flavors and traditions of the region while enjoying all the comforts of a luxurious vacation rental home. From gourmet kitchens stocked with top-of-the-line appliances to outdoor BBQs perfect for grilling up fresh seafood and Lowcountry veggies, you’ll have everything you need to cook like a true local in our selection of Hilton Head Island vacation homes. 

Start planning your next Hilton Head Island beach vacation with Sunset Rentals today! Browse our collection of 1-7 bedroom vacation homes and villas, book with confidence and ease online, or give our team a call at (843) 785-6767

We know the best places to stay, play, and feast on Hilton Head Island!


Top Dog-Friendly Restaurants Near Sea Pines Resort


Our team at Sunset Rentals has put together the ultimate guide to dog-friendly restaurants on Hilton Head Island. We’ve even taken it a step further so you can discover the best places to take your dog to dinner near your Hilton Head Island vacation rental. This month, we highlight the best dog-friendly restaurants near Sea Pines Resort.

Traveling from the Sea Pines Circle down to Hilton Head’s iconic Harbour Town, pet parents have a wide variety of dog-friendly patios and outdoor cafés to choose from, including some of Hilton Head’s best restaurants! From hearty breakfasts to fine dining with panoramic views of Calibogue Sound, here’s our list of dog-friendly restaurants near Sea Pines Resort

Top Dog-Friendly Restaurants: Sea Pines Resort


1. Bad Biscuit 


The Warehouse
19 Dunnagans Alley, Hilton Head, SC  
Phone: (843) 785-2323

Open Daily | 8 AM to 2 PM
First Come, First Serve

Bad Biscuits & Brunch Menu

Bad Biscuit is the Hilton Head breakfast hotspot for classic Lowcountry and Southern dishes with a rebellious twist! A sister restaurant of A Lowcountry Backyard, Bad Biscuits is fun and funky with all day breakfast options including “bad to the bone” biscuits with tasty toppings (keto options available!), Bombdiggity bowls, and take & bake biscuits to grab n’ go and heat n’ eat in the comfort of your Hilton Head Island vacation home!

2. British Open Pub 

Village at Wexford, 
1000 William Hilton Pkwy, Hilton Head, SC  
Phone: (843) 686-6736

Monday | 4 PM to 9 PM 
Tuesday – Saturday | 11 AM to 9 PM
Sunday | 9 AM to 9 PM 
Saturday Brunch | 11 AM to 2 PM 
Sunday Brunch | 9 AM to 2 PM 
First Come, First Serve

Hilton Head Menu

Fido will love the authentic British pub fare and fine ales at the British Open Pub, Hilton Head’s first true golfers club “where the pros play”! Voted “Best Bar & Tavern”, “Best Restaurant”, “Best Fish & Chips”, and “Best Burger” on Hilton Head Island, the British Open Pub will happily welcome Fido on the outdoor patio. 

3. Captain Woody’s 


6 Target Road, Hilton Head, SC  
Phone: (843) 785-2400

Monday – Saturday | 11 AM to 9 PM 
Daily Happy Hour | 4 PM to 7 PM 
First Come, First Serve

Lunch & Dinner | Happy Hour | Kids Menu

The dog-friendly deck and patio at Captain Woody’s is always a favorite with pet parents! This casual seafood spot also serves up great burgers and steaks, awesome nachos, and specialty drinks Captain Woody’s way. Come for lunch – stay for happy hour and live music, daily!

4. Charbar Co. Burgers & Sushi 


Park Plaza Shopping Center
33 Office Park Road, Hilton Head, SC  
Phone: (843) 785-2427

Open Daily | 11:30 AM to 9 PM
Daily Happy Hour | 4 PM to 7 PM 
First Come, First Serve

Charbar Co. Menu

Described as “burger bliss and a sanctuary of sushi”, Charbar Co.’s signature “build and create” menu of award-winning gourmet burgers, sandwiches, salads, and sushi is sure to delight. The relaxing outdoor setting is perfect for happy hour, alfresco dining, or late night live music in the summer season with Fido,

5. CQ’s Restaurant 


Harbour Town  
140 Lighthouse Rd, Hilton Head, SC
Phone: (843) 671-2779

Open Daily | 5 PM to 9 PM
Reservations required

Dinner Menu | Kids Menu

Yes, you can enjoy dog-friendly fine dining on Hilton Head Island! Situated in Harbour Town’s first building, CQ’s Restaurant has been a Hilton Head Island tradition since 1973!  Reserve a table on the pet-friendly patio for signature Lowcountry specialties and delectable desserts paired with an exceptional wine list, hand-crafted cocktails, or mocktails for the driver!

6. The Crazy Crab 


Harbour Town  
149 Lighthouse Rd, Hilton Head, SC
Phone: (843) 363-2722

Open Daily | 11 AM to 9 PM

Harbour Town Menus

Spectacular waterfront dining at Harbour Town Marina. Famous Snow Crab Legs, what’s not to love?! The crazy crab patio happily welcomes your well-behaved dog.

7. Giuseppi’s Pizza 


The Shops at Sea Pines Center  
71 Lighthouse Rd, Hilton Head, SC
Phone: (843) 671-5133

Monday – Saturday | 11 AM to 9 PM
Sunday | 5 PM to 9 PM
First Come, First Serve

Giuseppi’s Menu

#1 pizza on Hilton Head for over 43 years, family-owned and operated, handcrafted pizzas, pies, calzones, sand wedges, and beach wraps. Cozy covered patio,

8. Harbour Town Bakery & Café 


Harbour Town  
140 Lighthouse Rd, Hilton Head, SC
Phone: (843) 363-8190

Daily Breakfast | 7 AM to 2:30 PM
Daily Lunch | 11:30 AM to 2:30 PM
First Come, First Serve

Bakery & Cafe Menu

Breakfast and lunch, specialty coffees, baked pastries, old-world charm, locals and welcome, teas and coffees, kids menu, gluten-free, healthy options. Come try this local’s favorite today!

9. Harbourside 


Harbour Town 
147 Lighthouse Rd, Hilton Head, SC
Phone: (843) 842-1444

Open Daily | 11:30 AM to 9 PM 
Seasonal Live Music | 4 PM to 7 PM
First Come, First Serve

Harbourside Menu

Casual outdoor dining, lunch and dinner, great views, signature cocktails, kids menu, frozen tropical cocktails, wines from Sea Pines Resort Private Label.




VIEW ALL SEA PINES VACATION RENTALS 


If you’re still on the hunt for the pawfect dog-friendly vacation home on Hilton Head Island, you’re in the right place! Our collection of Hilton Head Island vacation rentals includes a wide selection of pet-friendly rentals in the top neighborhoods of Hilton Head Island.

Start browsing online or call our team at (843) 785-6767 to find a private paradise for you and your pet on Hilton Head.    


Hilton Head Winter Events Calendar 2023-24


Hilton Head Island has long been celebrated as a destination where pristine beaches, world-class golf courses, and a welcoming family-friendly atmosphere blend seamlessly. But, Hilton Head is America’s favorite island year-round and doesn’t only shine in the summer season! 

If this is the white Christmas you’re dreaming of this year, trade in white snow for white sandy beaches on Hilton Head Island this holiday season. From sunny beaches, world-class golf, and outdoor adventures in nature to alfresco oceanfront dining, one-of-a-kind shopping, and coastal homes for the holidays, Hilton Head Island offers a smorgasbord of fun to celebrate the holiday season.

From winter markets, cultural celebrations, and unique culinary experiences to heartwarming holiday traditions, we invite you to embrace the winter season in true Lowcountry style on Hilton Head Island. 

Whether you’re seeking private access to miles of uncrowded beaches, heated pools, spacious gourmet kitchens to host family feasts – or a combination of it all – you’ll find your coastal home for the holidays and peace of mind with Sunset Rentals. 


HILTON HEAD ISLAND HOLIDAY EVENTS

HARBOUR TOWN LIGHTS

Date: November 24, 2023 – January 1, 2024
Time: All Day
Location: 160 Lighthouse Rd, Hilton Head
Cost: Free!

The iconic Harbour Town Lighthouse shines even brighter during the holiday season! Get in the holiday spirit with a stroll along the waterfront at Sea Pines adorned with festive décor, thousands of twinkling lights, and eateries to sit down and soak up the views. The official tree lighting takes place on November 24th at the Gregg Russell Thanksgiving Concert, and the festivities end with the New Year’s Eve Ball Drop on December 31st.

The Harbour Town Lights at Sea Pines Resort is Hilton Head’s favorite holiday tradition. Take a stroll around the harbour illuminated with dazzling holiday light displays, glowing Santas and snowmen, a towering 30-ft Christmas tree, and stores decked out in holiday décor for Christmas shopping. Make a difference this holiday season by donating canned goods or new toys to the Deep Well Project – simply drop them in the well by the Liberty Oak Stage.

LIGHT UP THE HARBOUR

Date: December 1 – December 31, 2023
Time: 5 PM
Location: 1 Shelter Cove Lane, Hilton Head
Cost: Free!

The holiday lights at Shelter Cove Harbour & Marina are a must-see during your winter vacation on Hilton Head. As the sun sets, the harbour transforms into a colorful coastal winter wonderland with brightly lit boats, local holiday shopping, and waterfront restaurants along the marina.

Local’s Tip: Reservations are always recommended for dinner.

Shelter Cove Harbour & Marina is beautifully lit with over 100,000 holiday lights, brightly decorated boats in the marina, and waterfront shops and restaurants adorned in festive décor. Take a stroll along the waterfront promenade to soak up the sights and be sure to stop by Francesca’s at Shelter Cove Town Center for a visit with Santa and Mrs. Claus.

HILTON HEAD COMMUNITY MARKET

Date: Weekly on Saturday
Time: 9 AM – 12 PM
Location: 39 Shelter Cove Lane, Hilton Head
Cost: Free!

Start your winter adventures with a stroll through the Hilton Head Community Market at Shelter Cove Community Park. Browse and shop an array of handcrafted goods, locally sourced produce, and unique artisanal creations.

HILTON HEAD FARMERS MARKET

Date: Weekly on Tuesday
Time: 9 AM to 1 PM
Location: 70 Honey Horn Dr, Hilton Head
Cost: Free!

The Hilton Head Farmers Market at the Coastal Discovery Museum is a quintessential Lowcountry experience. Here, you can wander through rows of colorful market stalls, stroll around the Museum’s majestic 68-acre property, discover the island’s rich Gullah culture, or book a tour to explore Hilton Head Island, on land or water!  

TASTY TUESDAY WINE TASTING

Date: Weekly on Tuesday
Time: 3 PM – 5 PM
Location: 9 Palmetto Bay Rd, Hilton Head
Cost: Between $25-$30 per person, food not included!

Tasty Tuesday at Roller Wine & Spirits invites wine enthusiasts and novices alike to sample a carefully curated selection of wines, led by expert sommeliers and often the winemakers themselves! Call (843) 842-1200 or book online.

GAME DAYS AT FRASER’S TAVERN

Date: Weekly on Sunday until February 11, 2024
Time: 1 PM – 4 PM
Location: 100 N Sea Pines Dr, Hilton Head

Fraser’s Tavern in Sea Pines transforms into a sports lover’s paradise during NFL football season. With large screens broadcasting the games, a menu packed with game-day favorites, and a lively atmosphere, it’s the perfect place to cheer on your team for game day on Hilton Head Island.

* Please note guests staying outside of the Sea Pines Resort area are required to pay a $9 cash entry fee per vehicle at the Greenwood Gate or Ocean Gate into Sea Pines.

OYSTER ROASTS AT COAST, OCEANFRONT DINING

Date: Weekly on Saturday until February 24, 2024
Time: 1 PM – 4 PM
Location: 87 N Sea Pines Dr, Hilton Head 

Cost:
– Bucket of oysters: $27
– Peel-and-eat shrimp: half pound $16 half pound, pound $29

The Oyster Roasts at Coast in Sea Pines deliver a genuine taste of Lowcountry cuisine! Indulge in freshly roasted local oysters and peel-and-eat shrimp by the bucket complemented by stunning oceanfront views and laid-back island vibes!  

LINKS SOMMELIER SERIES & WINE DINNERS

December 4 Super Tuscan vs Bordeaux
December 15 Pahlmeyer Wine Dinner
December 18 NYE Bubbly
January 18 Larry O’Brien Wine Dinner
February 8 – Honig Vineyards Wine Dinner
February 12 Nickel & Nickel Cabernet Immersion

Location: 11 Lighthouse Lane, Hilton Head
Cost: View ticket pricing and availability HERE

Elevate your Hilton Head winter vacation with a unique dining experience on the iconic Harbour Town Golf Links. Links, an American Grill hosts casual wine tastings with expert Sommeliers and  intimate wine dinners featuring five course menus paired with fine wines. Limited seating is available so book well in advance.

HILTON HEAD DISTILLERY TOURS

Date: Weekly from Monday to Saturday
Time: Click HERE for real-time availability
Location: 14 Cardinal Rd, Hilton Head 

Cost:
– Distillery Tours: $35 per person
– Cocktail Classes: $95 per person
– Holiday Cocktails & Cookies Class (12/6 & 12/13): $125 per person

At Hilton Head Distillery, you’ll embark on an immersive journey through the art of distillation. Tour the production facilities, sample the distillery’s signature spirits, book a cocktail class with a master mixologist, or simply drop in for a drink. Non-alcoholic options are also available.

WINTER WONDERLAND

Date: December 8, 2023
Time: 4 PM – 7 PM
Location: 39 Shelter Cove Lane, Hilton Head
Cost: Free!

Bring the whole family for a day of festive fun at Winter Wonderland at Shelter Cove Park. This one day event features carnival games, candy cane huts, inflatables, live DJs, and a festive children’s parade to celebrate the season. Admission is free with food, drinks, and some paid family activities available too!

DECK THE HULLS – A CHRISTMAS BOAT PARADE

Date: December 9, 2023
Time: 6 PM – 8 PM
Location: Click HERE for the parade route
Cost: Free!

Deck the Hulls is a beloved Hilton Head tradition where beautifully decorated boats glide along the shoreline of Skull Creek. The parade starts at Safe Harbor Skull Creek Marina and ends at Hilton Head Harbor RV. There are many waterfront restaurants to reserve a front row seat to the Deck the Hulls Christmas Boat Parade.

BRUNCH WITH SANTA

Date: December 10, 2023
Time: Two seatings at 10:15 AM and 12 PM
Location: 76 Queens Folly Road, Hilton Head
Cost: $43 for adults and $25 for kids

Bring your wish list to the annual Brunch with Santa at Alexander’s Restaurant in Palmetto Dunes. Tuck into a tasty breakfast brunch and delicious holiday desserts, take a family photo with Santa fireside, and bring along an unwrapped gift to support the local Deep Well Project on Hilton Head.

Local’s Tip: Book online or call (866) 921-6639 for reservations.

ALEXANDER’S FREEMARK ABBEY WINE DINNER

Date: December 14, 2023
Time: 6 PM – 8:30 PM
Location: 76 Queens Folly Road, Hilton Head
Cost: $135 per person

Alexander’s Wine Dinners pair a specialty crafted multi-course dinner with award-winning wines in an elegant ambiance. Enjoy the chef’s finest creations while exploring the timeless craftsmanship of Freemark Abbey wines sourced from the Napa Valley.

Local’s Tip: Book online or call (866) 921-6639 for reservations.

POLAR PINES EXPRESS HOLIDAY WAGON RIDE

Date: December 16, 2023
Time: 1 PM – 2:15 PM
Location: Heritage Farms, Hilton Head

Delight the kids with a Sea Pines Forest Preserve wagon ride! Climb aboard the Polar Pines Express Holiday Wagon Ride for a narrated journey to the North Pole. This festive ride through Sea Pines Forest features storytelling, holiday songs, crafts, activities, hot chocolate, and heartwarming memories of your holiday happenings on Hilton Head Island.

ALEXANDER’S LOWCOUNTRY COOKING CLASS

Date: December 17, 2023
Time: 2 PM – 3 PM
Location: 76 Queens Folly Road, Hilton Head
Cost: $25 per person

Learn the rich culinary traditions and deep history of Lowcountry cooking with Alexander’s Executive Chef Charles Pejeau and his culinary team. This event covers the art of preparing a traditional Southern New Year’s Day “good luck brunch” of skillet cornbread and potlikker, a quintessential Southern dish.

GREGG RUSSELL CHRISTMAS CONCERT

Date: December 23, 2023
Time: 7:30 PM – 9 PM
Location: 147 Lighthouse Rd, Hilton Head
Cost: Free!

Gather friends and family under the iconic Liberty Oak for a spirit holiday performance by acclaimed Hilton Head entertainer Gregg Russell. This heartwarming Hilton Head tradition is filled with festive tunes, sing-alongs, and hilarious humor with a special visit from Santa Claus for the kids.

HOLIDAY FUN IN HARBOUR TOWN

Date: December 27-28, 2024
Time: 5:30 PM – 7:30 PM
Location: 147 Lighthouse Rd, Hilton Head
Cost: Free! Train rides $6

The festive fun in Harbour Town extends beyond the holiday lights! Enjoy a day of rest after Christmas then head to Holiday Fun in Harbour Town for two days of holiday movies, marshmallow roasting, family activities, and train rides around Hilton Head’s most famous marina. Entry is free with the donation of a canned food item.

SANDY SLEDDING AT SEA PINES

Date: December 29, 2024
Time: 2 PM – 3:30 PM
Location: 87 N Sea Pines Dr, Hilton Head
Cost: $40/team up to 6 people

Trade snowy slopes and frozen toes for sandy sledding on Hilton Head Island. You’ve still got time to reserve your space, build your team, and design your dream holiday themed sand sled! The event takes place in front of the Sea Pines Beach Club with an oceanfront restaurant, rooftop bar, and beach bar to make a day of it.  

POLAR BEAR SWIM

Date: December 30, 2024
Time: 10 AM
Location: 1 Lighthouse Lane, Hilton Head
Cost: Free!

While it’s not the Rocky Mountains, the winter water temperatures on Hilton Head still offer a refreshing, polar bear worthy chill for those seeking a New Year’s plunge! Come and embrace our island’s winter spirit with a polar bear plunge in the Harbour Town Pool in Sea Pines.

SNOW DAY AT SHELTER COVE

Date: January 27, 2024
Time: 11 AM – 4 PM
Location: 39 Shelter Cove Lane, Hilton Head
Admission: $10 for ages 2-17

Experience the magic of “snowfall” without leaving the island! Snow Day at Shelter Cove is a rare delight in the South. The park transforms into a winter playground with falling snow, inflatables, and fun-filled entertainment for the whole family. Building a snowman near the beach should be a bucket-list adventure!

HILTON HEAD SYMPHONY ORCHESTRA SERIES

January 21-22 | Grieg and Brahms
February 4-5 | Bach, Mozart, and Brandon Leonard
February 18-19 | John Williams Birthday Celebration
March 17-18 | Symphonic Dances of Rachmaninoff and Coleridge-Taylor
April 7-8 | Tessa Lark and Piazzolla’s Four Seasons of Buenos Aires 

Location: 540 William Hilton Pkwy, Hilton Head

Cost: View ticket pricing and availability HERE

The Hilton Head Symphony Orchestra Series showcases the island’s vibrant arts scene. Enjoy world-class performances featuring award-winning artists and conductors in the elegant setting of Hilton Head’s First Presbyterian Church.

HILTON HEAD MARATHON

Date: February 10, 2024 

Register Here

For fitness enthusiasts, the annual Hilton Head Marathon is an opportunity to run a scenic course that winds through the island’s natural beauty. With multiple race options, it caters to runners of all levels with a post-race party and complimentary local beer that’ll bring you back to Hilton Head year after year!

HILTON HEAD ISLAND SEAFOOD FESTIVAL

Date: February 19 – 25, 2024
Location: Various Locations 

2024 Schedule of Events & Tickets

Wrap up your winter vacation in Hilton Head on a cultural and culinary high note at the Hilton Head Island Seafood Festival. This unique annual event celebrates the South’s rich heritage with award-winning chefs and the best seafood on the island. From pop-up dinners, pig pickin’, and oyster roasts to prestigious home tours of Hilton Head, this annual event is not to be missed.


HEAD HOME TO A SUNSET RENTAL

Our on-island team has been welcoming families to celebrate the holidays in our luxury homes on Hilton Head Island for more than 25 years. The holiday season kick-off festivals have begun and no matter how you like to celebrate the holidays, there are fun festivities for the whole family on Hilton Head Island.

The most important factor in planning events for your Hilton Head vacation is finding a home away from home, hosted by a local team that cares! Sunset Rentals has been proudly serving guests on the island for more than 25 years – come and experience the Sunset Advantage on Hilton Head!