ICNDadmin, Author at Sunset Rentals Vacation Blog

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.


A Romantic Winter Getaway on Hilton Head Island

Hilton Head Island is always a great place for a romantic getaway, but the island gets a little more romantic at the end of season. With the summer tourists gone, the island is quieter, making it easier to relax and let your stress melt away. You and your loved one will enjoy the crisp sea breeze and all of the romantic things to do in Hilton Head on your vacation. Sunset Rentals wants to help you plan an unforgettable romantic getaway to Hilton Head this winter. To assist you, we’ve created a helpful guide on romantic things to do in Hilton Head during your trip.


Take a Romantic Beach Walk

It might be a little too chilly to swim in the ocean when you visit Hilton Head in the winter, but nothing is stopping you from taking a romantic stroll on the beach. You and your partner will enjoy the sights and sounds of the ocean on the best beaches in the country. The sea breeze is often crisp during this time, so pack a sweatshirt or windbreaker just in case you get cold. 

Visit Island Winery

If you and your loved one enjoy wine, be sure to check out Island Winery. Island Winery has been serving up tasty craft wine since 2006. When you visit, you can order your wine by the glass or by the bottle. They also offer both indoor and outdoor seating. While they don’t serve food, Island Winery would be a great place to pack a meal and have a romantic picnic with your partner.

Spend the Day Relaxing at a Spa

A day at the spa can be both relaxing and romantic. Luckily, Hilton Head is home to several amazing spas. The Indigo Spa was voted 2021’s best hotel spa in America by USA Today. If you’re looking for a “green” experience, Ahh Green Spa is Hilton Head’s first green spa, offering organic and vegan products. Are you looking for more options? We’ve compiled a list of other great spas on the island here.

Now that you’ve read up on some of the most romantic things to do in Hilton Head, it’s time to find the perfect rental for your special trip. Sunset Rentals provides a wide variety of Hilton Head vacation rentals, ensuring you find one that’s suitable for you. To book your romantic getaway to Hilton Head Island with Sunset Rentals, please check our availability online or give us a call at 1-800-276-8991.

The Perfect Place to Spend the Holidays in South Carolina

Call Hilton Head Home for the Holidays

There’s no better place to visit during the holidays in South Carolina than Hilton Head Island. To say Hilton Head Island has holiday cheer and spirit is an understatement. This charming South Carolina island has tons of great holiday events and activities for tourists and locals to enjoy. 

At Sunset Rentals, we want you to get the most out of your holiday getaway to Hilton Head Island. To help you plan your trip, we’ve compiled a guide on the best holiday events Hilton Head Island has to offer.


Holiday Events on Hilton Head Island

Hilton Head Island is chock-full of holiday-related events! Whether you’re looking to give back to the community, learn some holiday recipes, or enjoy a holiday light show, Hilton Head Island has an event for everyone.

  • Riverside Holiday Bizarre: Browse goods from local vendors and get entered to win a prize in a raffle at this annual holiday bizarre. Each family gets one entry, and you can score additional entries by donating toys to Toys for Tots.
  • Holiday Market: Head to the Coastal Discovery Museum for three days of the holiday market. You’ll enjoy food sampling, a chance to meet a variety of authors, and purchase handmade ornaments.
  • Visit Santa: Take the kids to meet Mr. and Mrs. Claus at the Shelter Cove Towne Centre starting the day after Thanksgiving. Don’t forget to bring your camera!
  • Tree Lighting Ceremony & Santa’s Workshop: Head to Martin Family Park in Bluffton for the annual tree lighting ceremony. Afterward, head to DuBois Park to meet Santa.
  • Harbour Town Lights: Perhaps the most well-known holiday tradition of all in Hilton Head Island is the Harbour Town Lights. Stroll through iconic Harbour Town, taking in the beautiful holiday lights and massive Christmas tree. The lighting ceremony takes place the day after Thanksgiving and features plenty of live entertainment and activities. If you can’t make it to the lighting ceremony, the Harbour Town Lights will remain lit the rest of the holiday season.

Enjoy the Holidays in Hilton Head Island, South Carolina

Hilton Head Island is the best place in South Carolina to spend the holidays! On top of all of the great holiday events you can enjoy, you can also enjoy the holidays at the beach, playing at some of the nation’s best golf courses, or dining at some of the island’s best restaurants.

Sunset Rentals has plenty of excellent vacation home rentals perfect for your holiday getaway to Hilton Head Island. We’ve compiled a list of featured vacation homes for the holidays. To book your stay with us, please check availability online or give us a call at 843-785-6767.

A Visitors Guide to Shopping on Hilton Head Island

There are so many reasons to visit Hilton Head Island, it’s no surprise our slice of paradise is consistently voted one of the world’s favorite islands and the top island in the US. The top attraction that draws visitors from around the globe to Hilton Head is the stunning natural setting with pristine sandy beaches, scenic waterways, lush wildlife preserves and secluded outdoor activities. But there’s more! 

The appeal of the natural beauty of Hilton Head Island is enhanced by the luxury plantations, quaint villages and scenic marinas with an abundance of eateries serving the finest Lowcountry seafood and southern fare and upscale shopping destinations for the ultimate shopping experience on Hilton Head.   

Slow down your pace, switch to island time and indulge in some family-friendly retail therapy and island style shopping on Hilton Head Island. Whether you’re shopping for necessities, picking up fresh produce or seafood from a market or searching for a unique Hilton Head souvenir or gift to take home, you’ll find it all on Hilton Head Island.


Coligny Plaza

Slip away from the beach for a one-of-a-kind shopping spree at Coligny Plaza, Hilton Head’s favorite shopping destination since 1955, just steps from the ocean. The Coligny Plaza is located oceanfront in Hilton Head’s downtown Forest Beach area and has everything you need for your Hilton Head Island vacation with the best shopping on the island. Coligny Plaza welcomes beach-goers for a laid-back shopping experience at over 60 specialty stores and fun outdoor kiosks, with year-round entertainment and the best oceanfront dining on Hilton Head. 

Shelter Cove 

Shelter Cove is Hilton Head’s premier waterfront shopping destination, just off the Intracoastal Waterway across from Palmetto Dunes Oceanfront Resort. The Shelter Cove Harbour & Marina is a hub of activity with cruises and nature tours, water sports, fishing charters, live entertainment, fun festivals and Mediterranean-style island style shopping. Browse the boutiques, gift stores and the eclectic Nash Gallery along the harbour side promenade, then make your way to the nearby Shelter Cove Town Center. 

Shelter Cove Town Center is Hilton Head’s newest shopping attraction with an open-air waterfront village, palmetto lined walkways and tranquil views of Broad Creek and the Lowcountry marshlands. With over 30 charming boutiques, specialty stores, enticing eateries and a community park and playground for the kids, you can shop to your hearts content at Shelter Cove. 

The Harbour Town Shops at Sea Pines 

The Harbour Town Shops are located in the upscale Sea Pines Plantation, home to the Hilton Head’s legendary landmark, the candy-cane Harbour Town Lighthouse. The Harbour Town Shops offer visitors to Hilton Head a leisurely shopping experience surrounded by the scenic Harbour Town marina scattered with luxury yachts, sailboats and over 20 boutiques, galleries, gift shops, coastal treasures and unique dining experiences. Climb to the top of the lighthouse for the perfect souvenir and lasting memories of your vacation from the Harbour Town Lighthouse Museum and Gift Shop. 

Main Street Village

Step back in time with an old-fashioned shopping experience in Hilton Head’s Main Street Village, home to the island’s oldest and traditional family-owned stores. The quaint shopping area has tree-lined walkways with unique shops and some of the best restaurants in Hilton Head. There’s no big-box stores on Main Street, just a small town island shopping experience.

Tanger Outlets Hilton Head

Go for the big savings on designer brands at the Tanger Outlet Stores, just over the bridge in nearby Bluffton, SC. Hilton Head’s Tanger Outlets has a variety of over 90 top outlet stores, curbside pickup if you choose to avoid the crowds and a variety of onsite restaurants and eateries. For trinkets and treasures,  stop by the quaint shops in Old Town Bluffton before heading back to the island. 

Hilton Head Island Seafood & Farmers’ Markets 

Your island shopping experience on Hilton Head is not complete without a visit to a local farmer’s market, the perfect place to pick up fresh, local produce and savor the flavors of the Lowcountry with a home cooked farm-to-fork meal in the comfort of your Hilton Head vacation home.


Stay with Sunset Rentals!

Sunset Rentals represent over 225 of the most trusted vacation rentals in the top resort areas of Hilton Head. From the shores of the pristine Atlantic coastline to the rolling fairways of Hilton Head’s award-winning golf-courses, our vacation rentals are perfectly placed to experience Hilton Head Island’s top attractions and world-class shopping destinations.

Browse our rentals on Hilton Head Island online, book direct or call our on-island team on (800) 276-8991 today to guide you to the idyllic home-away-from-home on Hilton Head Island.

Featured Home: LIGHTHOUSE TENNIS VILLA 2413

Featured Vacation Homes for the Holidays

If you are looking to getaway to warmer temperatures this winter, Hilton Head Island is the perfect destination. With 12 miles of pristine beaches, 33 golf courses, 60 miles of walking trails, as well as outstanding restaurants, museums and galleries, this South Carolina island has plenty to offer even during the winter season.

Below are featured Hilton Head vacation homes available for the holidays, offered by Sunset Rentals. If you would like help booking a vacation rental for your upcoming stay, please give us a call at 843-785-6767. A member of the Sunset Rentals team will be happy to assist!

Full Sweep 60

4 BED | 3 BATH

Be one of the first to stay at this luxurious vacation rental home in Palmetto Dunes! Renovated in the spring of 2021, this home offers comfort and style with all the modern conveniences you could hope for.

Haul Away 33

4 BED | 3.5 BATH

This Palmetto Dunes home offers breath taking views of the Robert Trent Jones golf course, a private pool, a screened in porch and is a short stroll to the Atlantic Ocean.

*Pool can be heated for an additional fee.

Ketch 5

4 BED | 4 BATH

This 2nd row Palmetto Dunes home has a wonderful open floor plan with plenty of room for your family vacation! The beautiful resort style pool has recently been remodeled and offers relaxing waterfalls and a brand new jacuzzi.

*Pool and spa can be heated for an additional fee.

Midstream 5

3 BED | 3 BATH

Spend your holidays enjoying your sweeping waterfront views of the 11-mile saltwater lagoon, relaxing in your private pool and spa, napping on your screened-in porch, or kayaking/fishing off your own waterfront dock.

*Pool and spa can be heated for an additional fee.

Sandcastle 58

6 BED | 4 BATH

Located in Hilton Head’s newest gated community, Sandcastles by the Sea, this newly constructed Folly Field home features 3,200 SF of luxury and comfort for your holiday vacation.

Sandhill Crane 17

5 BED | 4 BATH

This Sea Pines home is located three rows from the Atlantic Ocean and is a short five minute walk to the beach. The outside patio and private pool and spa is wonderful for entertaining the entire family on a sunny day!

*Pool and spa can be heated for an additional fee.


Spend the Holidays in Hilton Head Island

Sunset Rentals offers offers 225+ of the finest Hilton Head Vacation Homes and Villas. Explore all of our vacation rentals or give us a call today at 1-800-276-8991 to book your stay to the island!

Best Hilton Head Golf Courses to Play For Your Winter Getaway

Just because it’s winter in Hilton Head Island doesn’t mean you can’t play golf. While courses around the country close for the season, Hilton Head’s famous golf courses remain open. So, if you’re visiting Hilton Head Island in winter and want to hit the links, where should you go? The team at Sunset Rentals has some ideas. Here’s our list of the best courses to play in Hilton Head on your winter golf trip.


Atlantic Dunes

Sea Pines Golf Course

Atlantic Dunes is the oldest golf course in Hilton Head, but it remains one of the best. Of all of the courses in Hilton Head, only two have oceanfront holes, and Atlantic Dunes is one of them. Be prepared to lose a few balls in the water; many of the holes feature water hazards. Overall, Atlantic Dunes is a challenge for golfers of all skill levels, but it’s a gorgeous course well worth visiting.

Harbour Town Golf Links

Sea Pines Golf Course

“Iconic” is how three-time U.S. Open Champion Hale Irwin describes Harbour Town Golf Links, and it’s hard to disagree. You might recognize the red and white striped lighthouse that backdrops this course; it’s quite famous. Harbour Town Golf Links is a favorite among PGA Tour players, and it’s not hard to see why; it’s a beautiful-looking course that features a series of world-renowned par threes. Plus, this course is more fun and playable compared to other upper echelon golf courses.

George Fazio Golf Course

Palmetto Dunes Golf Course

George Fazio Golf Course is Hilton Head Island’s only par-70 public golf course, and it is a beauty. George Fazio Golf Course is considered by many to be the most challenging public course on the island, but it is still an exceptional experience for golfers of all skill levels. The course only has two par fives, while the majority of the course features long par fours. George Fazio Golf Course is an excellent option if you’re looking for a challenging course with immaculate greens.

Robert Trent Jones Oceanfront Golf Course

Palmetto Dunes Golf Course

If you want to play a round at a course on the oceanfront, look no further than Robert Trent Jones Oceanfront Golf Course. What makes this golf course one of the best courses on Hilton Head? The 10th hole is stunning; on elevated greens, golfers enjoy panoramic views of the Atlantic Ocean. There are also the ever-shifting winds to account for, which means golfers must approach each hole differently. Robert Trent Jones Oceanfront Golf Course is truly unique and is sure to be a memorable experience for all players.


Stay at a Luxury Hilton Head Vacation Rental

Stay in close proximity to all of the best golf courses in Hilton Head with one of Sunset Rentals’ luxurious vacation rentals. We have a variety of vacation rentals, including oceanfront options. To book your stay with us, please give us a call at 843-785-6767 or check availability online.

The Deep Well Project

Providing Livable Housing in the Hilton Head Island Community

The Deep Well Project was founded in 1973, digging wells to provide clean, safe water for the Hilton Head Island community.  Since then, it has been the source of emergency assistance to the local community and is supported by individuals, businesses, religious institutions, foundations, clubs, schools and various other organizations.

The Sunset Rentals team is proud to be supporting The Deep Well Project’s Livable Housing Division – a non-profit fund of Collins Group Realty. This initiative focuses on making repairs to owner-occupied homes with critical needs for the purpose of keeping families safe.


The average cost of each project is $870

Some repairs are much more expensive, like replacing a roof or drilling for a new well, but some are simple projects with labor provided by volunteers.

110 Homes are repaired each year

On average, 385 people are helped annually.

$40,000 is the fundraising goal of the Community Results Project for 2021

These funds will provide a “turbo-booster” to the existing Livable Housing project. The funds would not only purchase supplies, such as lumber, nails, and saw blades, but also helps with labor for projects not appropriate for volunteers.


At Sunset Rentals, we love our Hilton Head Island community and the Deep Well Project both serves and reflects the caring community in which we live. Click here to learn more about the organization and how to get involved.


9 Fun Summer Festivals On Hilton Head 2023

Hilton Head Island, SC hosts a range of popular festivals that draw many thousands of visitors to the island every summer. The Island’s event calendar includes local arts, nightlife, family activities, festivals, and much more. The team at Sunset Rentals has compiled a list of our favorite upcoming events on Hilton Head Island. Be sure to check some out during your getaway to the stunning shoreline of South Carolina!

1. Coligny Plaza Summer Music Series


LOCATION: Center Stage at Coligny Plaza

DATE: May 27, 2023 – September 4, 2023

TIME: 6:30 PM to 8:30 PM 

ADMISSION: FREE!

2023 SCHEDULE OF EVENTS
Sunday, Wednesday & Friday – Jevon Daly
Monday – John Cranford and Friends
Tuesday – Kyle Wareham
Thursday – Nick Poulin
Saturday – Mike Kavanaugh


The Coligny Plaza Summer Music series takes place on the Center Stage every night throughout the summer season. The series is family-friendly and the perfect way to end a day on Hilton Head’s award-winning beaches! Coligny Plaza has a wide selection of restaurants to grab a bite to eat and iced summer cocktail or cold brew, before or after the show!

2. Greg Russell Concert


LOCATION: Liberty Oak, Sea Pines Harbour Town 

TIME: 8 PM to 9:30 PM

ADMISSION: FREE! Visitors not staying within the Sea Pines Resort Area are required to pay a small, cash entry fee at the Sea Pines gate. 

2023 SUMMER SCHEDULE 
May 26 to May 28 – Friday to Sunday
May 31 to August 11 – Monday to Friday
August 14 to August 25 – Monday, Wednesday & Friday
August 31 – September 3 – Labor Day Weekend


Greg Russell is a nationally renowned singer-songwriter and a Hilton Head Island icon! His summer shows under the famed Liberty Oak in Sea Pines Harbour Town have been delighting visitors to Hilton Head for over 40 years. Join us this summer for family-friendly entertainment, sing-alongs, storytelling, and true Southern hospitality with Greg Russell.

3. Shelter Cove HarbourFest


LOCATION: Shelter Cove Harbour & Marina

DATE: Memorial Day – Labor Day

ADMISSION: FREE!

SCHEDULE OF EVENTS

2023 HabourFest Fireworks Schedule: 
Time: Just after dark!
Tuesdays: June 6, 13, 20 & 27
Tuesdays: July 4, 11, 18 & 25
Tuesdays: August 1, 8, 15 & 22

2023 Live Performance Schedule:

Shannon Tanner  
Time: Shows at 6:30 PM and 8 PM 
Memorial Day Weekend: Saturday, May 27 & Sunday, May 28
Monday – Wednesday | May 29 – August 23
No shows August 25 – September 1 

Cappy the Clown 
Time: 6 PM to 9 PM 
Memorial Day Weekend: Saturday, May 27 & Sunday, May 28
Monday – Friday | May 29 – September 1
Labor Day Weekend: Saturday, September 2 & Sunday, September 3

Parrot Palooza Sunset Celebration 
Time: 7 PM 
Thursdays: June 15, 22 & 29
Thursdays: July 6, 13, 20 & 27
Thursdays: August 3, 10, 17 & 24
Labor Day Weekend: Saturday, September 2 & Sunday, September 3


The HarbourFest at Shelter Cove Harbour & Marina on Hilton Head Island is a weekly celebration during the summer with live music and entertainment, arts and crafts, kids’ activities, and weekly fireworks every Tuesday just before dark. Celebrating 34 years, HarbourFest is a magical summer experience on Hilton Head Island.

4. Shelter Cove Summer Jams


LOCATION: Shelter Cove Community Park

DATE: June 13 to August 8, 2023
Tuesdays: June 13, 20 & 27
Tuesdays: July 4, 11, 18 & 25
Tuesdays: August 1 & 8

TIME: 5:30 PM TO 9 PM

ADMISSION: FREE!


If you’re traveling to Hilton Head this summer with children, Summer Jams is a can’t-miss weekly event at the Shelter Cove Community Park. The kids can play in bouncy houses and dress up with face painting, while you relax listening to local live music in your lawn chair! After a few hours of fun, the evening will end with the fabulous fireworks display that takes place every Tuesday at Shelter Cove HarbourFest.

5. Party in the Park & Maker’s Fair


LOCATION: Lowcountry Celebration Park

DATE: Thursdays, June 22 to July 27, 2023

TIME: 5:30 PM to 8 PM 

ADMISSION: FREE!


Enjoy family happy hour for a month of Thursdays at Lowcountry Celebration Park near Coligny Beach Park and Plaza. This fun summer event combines local live music with amazing Lowcountry food and beverage vendors, arts and crafts, and the park playground with bouncy houses for the kids. Pop by Party in the Park & Maker’s Fair for a fun family night out and local shopping for one-of-a-kind gifts and souvenirs!

6. Rock N Ribs 2023


LOCATION: Coligny Plaza

DATE: Friday, October 20 – Saturday, October 21, 2023

2023 SCHEDULE OF EVENTS:
**Save the date and sign up for email updates and ticket sales HERE!


Rock N’ Ribs is one of Hilton Head’s best live music festivals – a weekend of classic rock n’ roll with a side of delicious southern-style barbeque! The weekend schedule includes world-class live music, Pitmaster Ocean Olympics on Coligny Beach, barbeque tasting events, and Sunday brunch & blues at the Beach House. Rock N’ Ribs sells out fast!

7. Concours d’Elegance & Motoring Festival


LOCATION: Port Royal Golf Club, Hilton Head Island

DATE: Friday, November 3 – Sunday, November 5, 2023

ADMISSION: Purchase tickets HERE!

**Discounts are available through September 30, 2023

VIP Packages available online
Daily Adult Admission: $85
Weekend Adult Admission: $140
Student & Active Duty Military: FREE

PARKING: Complimentary parking at the Hilton Head Island Public School Complex

SHUTTLE: Continuous shuttle service (with wheelchair access) on Saturday & Sunday

2023 SCHEDULE OF EVENTS:
Friday 7 PM to 10 PM – Flights & Fancy Aeroport Gala
Saturday 9 AM to 4 PM – Car Club Showcase
Saturday 9 AM to 4 PM – Aero Expo 
Saturday 9 AM to 4 PM – Southern Grand Classic Presented by Classic Car Club of America
Saturday 4 PM to 6 PM – Motoring Festival After PartySunday 9 AM to 4 PM Hilton Head Island Concours d’Elegance


The Concours d’Elegance & Motoring Festival on Hilton Head Island is a world-class event with traditional southern flair.  This popular event showcases a rare collection of automobiles, airplanes, and motorcycles with the best of the best in automotive exhibitions, racing, dining experiences, and a luxury lifestyle on Hilton Head.

8. Hilton Head Oyster Festival


LOCATION: Shelter Cove Community Park & Lowcountry Celebration Park

DATE: Friday, November 10 – Saturday, November 11, 2023

2023 SCHEDULE OF EVENTS:
**Get notified about 2023 ticket sales and schedule of events HERE!


The Hilton Head Oyster Festival is a magnificent celebration of oysters and local Lowcountry culture. Try boiled oysters, fried oysters, stewed oysters, and more. This November, sit back and enjoy live music, a football viewing area, wine, and buckets of freshly shucked oysters at this can’t-miss fall event on Hilton Head Island.

9. Hilton Head Island Wine & Food Festival


LOCATION: Multiple locations on Hilton Head Island

DATE: Event Passed! Save the date for March 2024


Hilton Head’s wine and food enthusiasts created a week-long celebration to embrace the fruits of global wine partnerships, signature Lowcountry cuisine, and grassroots cultural happenings. At Hilton Head Island Wine & Food Festival, you’ll find exceptional wine dinners and educational seminars, plus the traditional grand tasting and well-loved public tasting.

STAY WITH SUNSET RENTALS!

Now that you’ve chosen which events you want to attend, it’s time to find your Hilton Head rental. Sunset Rentals provides various types of rentals to suit every family, like pet-friendly rentals, oceanfront rentals, or rentals with private pools. We are driven by the desire to make certain that your vacation is spent enjoying that time. We are a locally operated Hilton Head Island company that takes pride in offering first-class service to our guests.


Explore all of our Hilton Head Vacation Rentals or give us a call today at 1-800-276-8991 to book your stay.


Hilton Head Ranked #1 in World’s Best Islands

This year’s World’s Best Awards was published on September 8, 2021 by Travel + Leisure. A repeat favorite, Hilton Head Island was ranked #1 on the list – read the full article here.

“With 12 miles of pristine beaches, 33 golf courses, 60 miles of walking trails, as well as outstanding restaurants, museums and galleries, this South Carolina island has been popular with voters for years. For longer stays, many visitors choose to rent houses […] “We can be as busy as we like or just relax and take in all the beautiful beaches and sea life,” said one voter.” – Travel + Leisure

Stay with Sunset Rentals and see what Hilton Head Island has to offer for your next coastal vacation! You’ll understand why readers continue to vote for it as the best island in the United States.


Featured Vacation Rentals

Explore available vacation homes and villas offered by Sunset Rentals:

TURTLE LANE 19 – Spacious, updated 4 bedroom Turtle Lane townhome with community pool access!
KINGSTON 36 – Stunning private, dog-friendly home in Shipyard Plantation with private pool!
OCEAN ONE 121 – Picturesque 3 bedroom oceanfront villa, close to Coligny with pool access!