Outdoors Archives - Sunset Rentals Vacation Blog

10 Reasons to Visit Hilton Head Island in Winter 

Hilton Head Island in winter is a well-kept secret, offering an escape filled with serenity, adventure, and a chance to explore the island’s top attractions and best-kept secrets, without the crowds or traffic jams! With its mild weather, uncrowded beaches, and a wealth of activities, you’ll wonder why you didn’t consider a winter getaway to Hilton Head sooner. 

From vibrant wildlife wonders to exquisite culinary experiences, from sunset-painted skies to thrilling outdoor adventures, each reason to visit Hilton Head Island in winter adds a layer of magic to your winter escape.


1. Winter Bliss: Mild Weather Beckons 

Leave the winter chills behind and escape to Hilton Head Island, where a mild subtropical climate beckons! The absence of scorching summer heat and Hilton Head’s humidity means you can enjoy outdoor activities without working up a sweat, or just bask in the sun on Hilton Head’s beautiful beaches. Word of caution, the water may be a little too chilly for swimming or watersports. 

Hilton Head’s winter weather offers a delightful reprieve from the cold! Even during the coldest months, you can expect daytime highs in the mid-60s, occasionally edging towards 700F. You may experience occasional showers, but they tend to be brief and are followed by lots of sunshine! The combination of mild temperatures, lower humidity, and ample sunshine makes Hilton Head in winter a haven for sunseekers and snowbirds.  

2. Paw-some Paradise: Uncrowded Pet-Friendly Beaches 

Searching for a paw-some pet-friendly paradise? Hilton Head Island takes pride in being a pet-friendly destination that embraces the whole family, including Fido! You’ll find that many of Hilton Head’s top tourist spots, waterfront restaurants, tour guides, and sun-kissed sandy beaches are all set to welcome you and your well-behaved canine companion with open paws. 

Hilton Head Island’s beaches are dog-friendly year-round, with restrictions in the summer season. From October through March, your furry companion can roam the sandy shores anytime, whether leashed or under your watchful eye and voice command. With 70+ pet-friendly vacation rentals on Hilton Head Island, Sunset Rentals is set to welcome you too.  

3. Seafood Sensation: Savor the Flavors of Winter

Prepare your taste buds for a seafood extravaganza! Hilton Head hosts a smorgasbord of food festivals during the winter months, featuring the freshest catches and local culinary delights. Whether you’re craving succulent shrimp, buttery crab, or flavorful freshly harvested oysters roasted over hot coals, Hilton Head’s favorite restaurants are open in winter and ready to serve! Bonus – you won’t have the long summer wait lines and can snag the best seat in the house for seafood with a side of painted skies.   

Keen to plan your winter escape around a foodie festival? Our Winter Events Calendar 2023-24 highlights Hilton Head’s Lowcountry oyster roasts, sommelier series, wine dinners, cooking classes, and seasonal seafood festivals featuring the Lowcountry’s finest chefs and culinary experts. Come savor the flavors of winter on Hilton Head Island!



4. Tee Time in Paradise: Winter Golfing 

Wondering where to go for a winter golf getaway? Hilton Head Island is a golfer’s dream year-round, and winter is no exception. With its mild climate, world-class public golf courses, and over 400 holes to choose from, Hilton Head has earned its reputation as one of the best golfing destinations in the world. In winter, you can enjoy reduced rates, and perfect your swing, without the crowds, while watching wildlife and soaking up breathtaking ocean views. 

Embrace the ultimate golfing experience on Hilton Head Island with our exclusive collection of luxury vacation villas and homes nestled along the fairways of the island’s renowned golf courses. Our golf course rentals provide the ideal home base for your winter golfing getaway, ensuring your time on the greens is just as special as your rounds on them.

5. Nature’s Playground: Wildlife & Wonder

Escape the snowy winter wonderlands and embrace a wonderful world of wildlife and nature activities on Hilton Head. The island’s wildlife is more active in the winter months and can be found free-roaming on the nature trails, protected preserves, miles of untouched beaches, and even the golf courses on Hilton Head. Wildlife-watching experiences are endless – horse ride through Sea Pines Forest Preserve, bike the island’s trails, hike through Pinckney Island Wildlife Refuge, birdwatch at Audubon Newhall Preserve, paddle the Palmetto Lagoons, book a fishing charter, or simply watch the dolphins frolicking from the shoreline or a waterfront restaurant. 

Every experience on Hilton Head presents an opportunity for viewing wildlife, and when you stay with Sunset Rentals, there’s an exciting added bonus waiting – complimentary Vayk Gear Credit on select Sunset Rentals vacation homes and villas ranging in value from $150 to $350! We’ve got you covered for beach gear, corn holes, paddleboards, kayaks, bike rentals, and board rentals for those brave enough to brace the chilly waters. Get the full scoop HERE!     

6. Rain or Shine: Indoor Adventures Await 

Rain showers do occasionally grace the island in winter! Rainy days are a welcoming opportunity to explore the wealth of indoor attractions and entertainment options on Hilton Head Island. Hilton Head is retail heaven, so shopping and snacking on seafood is always an option! 

You’ll find movie theaters at Park Plaza, Coligny Plaza, and Northridge Plaza, and the kids will be entertained for hours with mini-golf and arcade games at Adventure Cove. The Sandbox Children’s Museum is an adventure in itself for kids 8 and under, or immerse yourself in the history and culture of Hilton Head at the Coastal Discovery Museum at Honey Horn.

7. Cultural Immersion: Arts & History 

Hilton Head Island has a rich arts and culture scene that every visitor should embrace. With 68 acres of trails, native grounds and gardens, a historic Discovery House full of exhibits, a cool Kid Zone, and a wide variety of guided tours and excursions, the Coastal Discovery Museum is the place to begin your deeper discovery of Hilton Head. 

If it’s the arts you’re after, you won’t be disappointed. Hilton Head hosts an enticing line-up of arts, culture, and live music events through the winter.  Experience music theater and ballet at the Arts Center of Coastal Carolina, concertos composed by classical music stars at the Hilton Head Symphony Orchestra Series, or reserve your ticket for dinner and a show at The Jazz Corner, Hilton Head’s world-renowned jazz supper club.

8. Holiday Joy: Seasonal Events & Festivals 

Hilton Head Island doesn’t just celebrate the holidays, it creates a winter wonderland of pure coastal enchantment. The island truly comes alive during this special season, and there’s no shortage of magic moments to revel in. The Hilton Head holiday festivities include dazzling light displays that transform Sea Pines Harbour Town and Shelter Cove into shimmering attractions, a Christmas boat parade gliding down Skull Creek, snow falling at Shelter Cove, and festive wagon rides weaving their way through Sea Pines Preserve. 

And, of course, you’ll find Hilton Head’s beloved Greg Russell under the famed Liberty Oak Tree in Harbour Town for a Thanksgiving Concert, Christmas Concert, and New Year’s Eve Celebration as the ball drops from Harbour Town Lighthouse.  

9. Painted Skies: Winter Sunrise & Sunset 

Imagine having front-row seats to Hilton Head’s awe-inspiring winter sunrises and sunsets, all without the hustle and bustle of summer crowds. Our oceanfront rentals provide a perfect perch to watch the sun rise from the ocean, painting the sky with hues of pinks, purples, and golds. For the most breathtaking sunsets, head west to Harbour Town, Shelter Cove, or Skull Creek. 

Whether you’re waterfront dining, cruising the Calibogue Sound, or bundled up on the front porch of your vacation home, slow down and savor a winter sunrise or sunset on Hilton Head. Here are the Top 20 Spots to Watch the Sunset on Hilton Head for tips to plan your sunrise and sunset experience.

10. Affordable Escapes: Off-Season Pricing 

Browse our Sunset Rentals by Location: 
Hilton Head Island Maps
Sea Pines
Forest Beach
Palmetto Dunes
Shipyard
Port Royal

However you choose to spend your winter vacation on Hilton Head, Sunset Rentals ensures that your stay is nothing short of magical. Hilton Head’s off-season means you can enjoy fantastic deals on vacation rental homes and condos, or a monthly rental for an extended Snowbird stay. Experience the same stunning views, top-notch amenities, complimentary Vayk Gear, and warm southern hospitality for a fraction of the cost when you vacation on Hilton Head Island this winter. 

What if working from home comes with elegant interiors, a private pool and spa, uninterrupted ocean views, and the soothing sounds of the Atlantic Ocean as your daily companion? At Sunset Rentals we’ve curated a collection of homes on Hilton Head Island that redefine the way you work! Whether your work setup requires a formal office space, hammock chair, or a poolside perch while the kids play, finding your ideal remote workspace on Hilton Head has never been easier – pick a property with Vayk bike & beach gear credit and get all your bikes, beach gear, and water sports gear delivered for free!

Stay with Sunset Rentals


Whether you’re simply networking or negotiating a million-dollar deal, trust Sunset Rentals with your remote workcation on Hilton Head Island. Locally serving Hilton Head since 1993, our team takes pride in offering the most trusted vacation rentals on Hilton Head to work from home with warm southern hospitality and first-class service every step of the way. 

Book with confidence and ease with our Sunset Package or call our team at (843) 785-6767 and let us guide you towards a perfect winter escape on Hilton Head Island.

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

14 Dog-Friendly Restaurants Near Bluffton, SC

Love traveling with your favorite furry friend? Our pets are part of our family, and taking them out to dine should be a part of your pet-friendly vacation. 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 Bluffton, SC! 

DOG-FRIENDLY RESTAURANTS IN HISTORIC BLUFFTON, SC

Situated on the May River and known as the “Heart of the Lowcountry”, Old Town Bluffton is a wonderful destination to explore during your stay in Hilton Head. Begin your day with a morning brew, explore the museums, galleries, and charming sidewalk stores, and snack on a seafood platter with your pup before heading home to Hilton Head.

1. Bluffton BBQ 

State of Mind Street  
Phone: (843) 757-7427

2. Captain Woody’s Seafood Bar 

State of Mind Street  
Phone: (843) 757-6222

3. Cheap Seats Tavern 

Burnt Church Road   
Phone: (843) 837-3287

4. Cinco Mexican Grill 

Buckwalter Parkway  
Phone: (843) 815-2233

5. Corner Perk Café 

May River Road  
Phone: (843) 816-5674

6. The Cottage Café 

Calhoun Street  
Phone: (843) 757-0508

7. Giuseppi’s Pizza 

Bluffton Road  
Phone: (843) 815-9200

8. The Juice Hive 

Johnston Way  
Phone: (843) 757-2899

9. Katie O’Donalds Irish Pub 

Fording Island Road  
Phone: (843) 815-5555

10. Local Pie Woodfired Pizza 

State of Mind Street  
Phone: (843) 837-7437

11. Mellow Mushroom 

Fording Island Road  
Phone: (843) 706-0800

12. Old Town Dispensary 

Captains Cove Rd  
Phone: (843) 837-1893

13. Southern Barrel Brewing Co. 

Buckwalter Pl Blvd  
Phone: (843) 837-2337

14. Okatie Ale House 

William Pope Drive  
Phone: (843) 706-2537

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.   

5 Best Dog-Friendly Restaurants Near Port Royal

One of the top questions on our guest’s minds when planning a vacation with their furry family members is where to find cafés, restaurants, and bars on Hilton Head Island that allow dogs. 

You asked, and we listened! This month we feature the best dog-friendly restaurant near the Port Royal Resort Area and 

Hilton Head Island is one of the best dog-friendly vacation destinations on the East Coast with wide beaches that welcome your pup, off-leash dog parks, endless trails, and even eco-tours and water activities for Fido to tag along. When it comes to dining out with your dog – nearly every outdoor café and patio on Hilton Head is pet-friendly (for well-behaved pups!) and some even go as far as to offer exclusive dog menus, water bowls, and tasty treats. 

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. . 

DOG FRIENDLY RESTAURANTS NEAR PORT ROYAL

The Port Royal Resort Area is a smaller neighborhood on the northern end of Hilton Head Island and home to Hilton Head’s original main street “Robbers Row”. Main Street Village near Port Royal is a favorite destination for local shopping and alfresco dining with your pup. Beer lovers can also get a taste of Hilton Head, craft beer style, at the island’s first brewery, with Fido by your side!  


1. Frankie Bones 

Main Street Village  
Phone: (843) 682-4455

2. Hilton Head Brewing Company 

Cardinal Road  
Phone: (843) 715-3251

3. Main Street Café & Pub 

Main Street Village  
Phone: (843) 689-3999

4. Street Meet The American Tavern 

Port Royal Plaza  
Phone: (843) 842-2570

5. WiseGuys 

Main Street Village  
Phone: (843) 842-8866

VIEW ALL PORT ROYAL 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.    

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.  

8 Easy Beach Access Spots On Hilton Head, SC

Who doesn’t love a beach vacation? Hilton Head in South Carolina is the premier choice for your next ocean getaway. From community parks and recreational facilities with endless activities to protected nature preserves and beautiful beach parks with miles of white sand and crystal clear waters, Hilton Head Island has something for everyone! With over 60+ miles of bike paths weaving through the island, exploring Hilton Head is fun and easy!

Whether you’re a sports enthusiast, nature lover, sandcastle builder, or sun worshipper here is a list of beaches not to miss during your stay on Hilton Head.

Local’s Tip: From the ocean to the high water mark, all the beaches on Hilton Head Island are public, however, beach access is often located on private property. There are several beach parks on the island providing public beach access to 12 miles of uncrowded, natural beaches and glistening ocean waters that beckon you to play. Our Guide to Hilton Head Island Beaches & Nature Preserves has the full scoop on the beaches of HHI.

CLICK HERE FOR AN INTERACTIVE HILTON HEAD ISLAND BEACH PARK MAP  


1. Alder Lane Beach Access

Park Information

 2 Woodward Ave
Hilton Head Island 29928

Directions
Located off South Forest Beach Drive
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Beach Access
  • Beach Matting
  • 22 Metered Parking Spaces
  • Outdoor Showers
  • Restrooms
  • Seasonal Life Guards
2. Coligny Beach Park

Park Information

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Free Parking (Main parking lot is accessed from Pope Ave)
  • Beach Matting
  • Outdoor Showers
  • Public Art
  • Restrooms
  • Seasonal Lifeguards & Beach Rentals
  • Free Beach Wheelchair Reservations
  • Wi-Fi
3. Burkes Beach Access

Park Information

 60 Burkes Beach Road
Hilton Head Island 29928

Directions
Located off William Hilton Parkway at the end of Burkes Beach Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Beach Matting
  • Seasonal Lifeguards & Beach Rentals
  • Outdoor Showers

* Visitors must park at the Chaplin Community Park, 35 Cast Net Drive.



4. Driessen Beach Park

Park Information

 64 Bradley Beach Road
Hilton Head Island 29928

Directions
Located off William Hilton Parkway at the end of Bradley Beach Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Metered Parking
  • Permit Parking
  • Beach Matting
  • Boardwalk
  • Grill
  • Outdoor Showers
  • Picnic Pavilion
  • Playground
  • Restrooms
  • Seasonal Lifeguards & Beach Rentals
5. Folly Field Beach Park

Park Information

 55 Starfish Drive
Hilton Head Island 29926

Directions
Located off Folly Field Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Metered Parking
  • Beach Access
  • Beach Matting
  • Boardwalk
  • Outdoor Showers
  • Seasonal Lifeguards & Beach Rentals
  • Restrooms



6. Islanders Beach Park  

Park Information

 94 Folly Field Road
Hilton Head Island 29928

Directions
Located off William Hilton Parkway
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Permit Parking
  • Limited Metered Parking
  • Beach Access
  • Beach Matting
  • Boardwalk
  • Grill
  • Outdoor Showers
  • Picnic Pavilion
  • Overlook Pavilion
  • Seasonal Lifeguards & Beach Rentals
  • Free Beach Wheelchair Reservations
7. Fish Haul Beach Park

Park Information

 124 Mitchelville Road
Hilton Head Island 29926

Directions
Located off Beach City Road
Learn About Beach Parking

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Free Parking
  • Beach Access
  • Beach Matting
  • Outdoor Showers
  • Restrooms
8. Historic Mitchelville Freedom Park

Park Information

 40 Harriet Tubman Way
Hilton Head Island, SC 29926

Directions
Located near the end of Beach City Road

Hours

  • Summer Hours: Monday thru Sunday 6 am – 9 pm
  • Winter Hours: Monday thru Sunday 6 am to 6 pm

Amenities

  • Free Parking
  • Observation Deck
  • Outdoor Showers
  • Picnic Pavilion
  • Restrooms
  • Trails

 

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!

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!


5 Best Recreational Parks On Hilton Head

Who doesn’t love a game of pick-up basketball or softball? Or exploring a new skatepark while on vacation in Hilton Head Island? There is something for everyone here, from baseball fields, to skateboard ramps, and tons of tennis courts — (psssttt… and also, even everyone’s new favorite sport, PICKLEBALL!)

These recreational facilities have endless activities to delight every member in your group. Whether you’re a pickleball enthusiast, avid runner, on a family outing, or planning a romantic picnic, our guide to Hilton Head Island’s recreational parks will have you on the right path to epic adventures during your stay on Hilton Head.

HILTON HEAD ISLAND RECREATION PARKS

1. Barker Field

708 Baygall Road
Hilton Head Island, SC 29926

Situated on the north end of the island next to Fish Haul Beach Park, Barker Field features multi-use sports fields, baseball fields, and a playground for the kids. A boardwalk leads from Barker Field across the marshlands to an observation deck overlooking the Atlantic Ocean and Port Royal Sound.

2. Bristol Sports Arena

4 Helmsman Way
Hilton Head Island, SC 29928

For action and excitement on wheels, head to the Bristol Sports Arena just off Palmetto Bay Road. The Bristol Sports Arena outdoor skate park has ramps, rails, and features for all abilities or get your skates on for a session at the hybrid in-line outdoor hockey rink. 

3. Cordillo Courts

2 South Forest Beach Drive
Hilton Head Island 29928

With more than 300 tennis courts and 4 of the “Greatest US Tennis Resorts” on the island, Hilton Head is a haven for racquet sports. The Cordillo Courts near Coligny Plaza feature 4 tennis courts and 4 pickleball courts, open daily, year-round, on a first come, first serve basis. 

4. Crossings Park

4 Haig Point Ct, Hilton Head Island, SC 29928

Situated one block from the Bristol Sports Arena, Crossings Park is one of the first (and largest) recreational parks on the island with three baseball fields, a playground shaded by tall trees, and a huge grassy meadow for playtime!  A well-marked dirt trail winds between the playground and the meadow for a bike ride or nature walk beneath the towering live oaks.

5. Hilton Head Park
152 William Hilton Pkwy
Hilton Head Island, SC 29926

Hilton Head Park, also known as Old Schoolhouse Park, is one of the quieter recreational parks on the island. The park borders a tidal marsh and features courts for tennis and pickleball, a basketball pad, and a large grass field for soccer, football, and family fun after a day at the beach!

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 2024 Event Has Already Occurred**

    WHEN: February 2, 2025

    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 2024 Event Has Already Occurred**

WHEN: February 17 – 23, 2025

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 2024 Event Has Already Occurred**

WHEN: February 1 – March 1, 2025

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 2024 Event Has Already Occurred** (But Check back For The Dates For 2025!)

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

**The 2024 Event Has Already Occurred**

WHEN: March 22, 2025

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

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. 





6. HILTON HEAD ISLAND WINE & FOOD FESTIVAL

**The 2024 Event Has Already Occurred**

WHEN:
March 23-29, 2025

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

ABOUT
Cheers to the loveliest time of the year in the Lowcountry! The Hilton Head Island Wine and Food Festival makes its return, 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 24 – 26, 2024 

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

WHEN: October 12- 20, 2024

TICKETS
Prices of Events Vary: Purchase Tickets HERE!

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


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

WHEN: October 19-22, 2024

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!