8 Best Kayak & SUP Tours on Hilton Head Island 

There are endless ways to enjoy the local waters of Hilton Head Island, but a guided kayak or SUP tour with a local naturalist is by far the most intimate Lowcountry experience available. 

Hilton Head’s network of nature trails extends to miles of tranquil paddling trails that lure you away from the white sandy beaches to explore the tidal creeks, salt marshes, and coastal wetlands of Hilton Head Island. Imagine yourself surrounded by Lowcountry beauty with the freedom of paddling alongside playful dolphins and manatees, sighting minks and otters in the marshlands, and bald eagles nesting above – that’s a Hilton Head Island paddle tour! You can even paddle with your pooch

Sure you can venture out by kayak alone, but the benefits of a locally guided tour are abundant! Our local tours are tailored to beginners so if you’re a first-timer, instruction is included. Your naturalist guide is familiar with Hilton Head’s waterways (hello secret spots!), the history and habitats of our unique coastal ecosystems, and the wildlife that calls Hilton Head home. 

Begin your Lowcountry paddle adventures with our Sunset Rental’s Guide to Kayak & SUP Tours on Hilton Head Island, SC. 

1. Outside Hilton Head

Shelter Cove Harbour & Marina
Guided Tours on Broad Creek & Daufuskie Island

Explore the hidden channels of Broad Creek with the outdoor experts at Outside Hilton Head, a local favorite since 1979! Winding 7 miles inland from Calibogue Sound, Broad Creek is Hilton Head’s largest creek with calm sheltered waters, tranquil marsh channels to explore, and bountiful wildlife, birdlife, and bottlenose dolphin encounters. Broad Creek is a favorite feeding ground for our Atlantic bottlenose dolphins, playful and curious enough to cruise alongside your kayak! 

The kayak and SUP tour options at Outside Hilton Head are endless! Choose from a Guided Kayak Nature Tour, Outback Kayak Tour, Full Moon Kayak Tour, Shelter Cove Fireworks Paddle, Kayak Fishing, May River Excursions, Intro to Stand Up Paddling, SUP Yoga, or a peaceful SUP Nature Walk on Broad Creek. Group tours or private customized adventures are available and you’re your adventures are over, there’s shopping, restaurants, and amazing outdoor events at Shelter Cove

2. Kayak Hilton Head

Broad Creek Marina
Guided Tours on Broad Creek & Pinckney Island

Located across the creek at Broad Creek Marina, Kayak Hilton Head has been guiding the scenic waterways on Hilton Head since 1995. Broad Creek Marina is Hilton Head’s newest marina and offers a wide variety of dolphin and nature cruises, sailboat charters, parasailing, fishing charters, and kayak and SUP tours with Kayak Hilton Head. End your paddle experience sipping cocktails, savoring Lowcountry cuisine, and unwinding with scenic waterfront views at Fishcamp on Broad Creek or Up the Creek Pub & Grill.   

Kayak Hilton Head offers daily 2-hour guided kayak and SUP tours of Broad Creek, private full-day tours, Shelter Cove Fireworks paddle tours in the summer, and kayaking eco-tours of historic Pinckney Island, one of the best birdwatching spots on Hilton Head Island. Their experienced outdoor adventure guides are fun and friendly with an intimate knowledge of the island’s wildlife and waterways.    

3. H20 Sports

Harbour Town Marina
Guided Tours on Calibogue Sound

H20 Sports are the only water sports activity provider at Sea Pines Harbour Town with activities for every age and adventure level! Whether you’re seeking a thrill, a casual cruise, or a self-guided tour of Calibogue Sound, you’ll find it at H20 Sports at Harbour Town. Kayak and SUP tours from Harbour Town explore the Calibogue Sound, a wild ocean channel between Hilton Head and Daufuskie Island with hidden creeks, coves, and marshes teeming with life. 

H20 Sports is all about “the FUN, the WATER, and YOU!”. Tour options include guided kayak tours, sunset kayak tours, SUP lessons and tours, or customized family adventures on the water. Other water sports activities available include Hilton Head Parasailing, Alligator & Wildlife Tours at Sea Pines Forest Preserve, Dolphin Tours, Hilton Head Sailing Charters, and jet ski, wave runner, and boat rentals to head out on your own expedition. 

4. Island Water Sports

Sea Pines South Beach Marina
Guided Tours on Calibogue Sound

If you’re spending your vacation in Sea Pines South Beach, Island Water Sports at South Beach Marina is your go-to for Kayak and SUP tours of Calibogue Sound. Situated on Braddock Cove at the southernmost tip of Hilton Head Island, South Beach Marina is a scenic launching point for paddle adventures on Calibogue Sound, and one of the most spectacular sunset spots on Hilton Head Island – best enjoyed from the world-famous Salty Dog Café!    

Island Water Sports offer a 90-minute Guided Kayak Tour, or “nature walk on water” through the creeks of Calibogue Sound, stand up paddleboarding through the salt marshes of South Beach Marina, and a variety of water activities. Take a banana boat ride on Calibogue Sound, explore Vanishing Island on an eco-tour, or rent a pontoon or powerboat to plan your own adventures. 

5. Hilton Head Outfitters

Palmetto Dunes Oceanfront Resort
Guided Tours on the Palmetto Dunes Lagoon System

The Palmetto Dunes 11-mile lagoon system offers easy paddling for families and beginners. The saltwater lagoon system winds through the neighborhoods and golf courses in the Palmetto Dunes Resort area with calm waters, and an incredible variety of saltwater species for kayak fishing! The Palmetto Dunes lagoons boast some of the best island fishing on Hilton Head with an abundance of redfish, flounder, spotted sea trout, and tarpon. A South Carolina saltwater fishing license is required to fish in the lagoon system. 

Hilton Head Outfitters is located on the shores of the Palmetto Dunes lagoon system and offer single and tandem kayak rentals, three person canoes to explore and fish the calm waters of the lagoon, and inshore skiff charters with a naturalist guide. 

6. Coastal Discovery Museum

Honey Horn Plantation
Guided Tours of Jarvis Creek & Daufuskie Island

The ultimate Lowcountry experience awaits at the Coastal Discovery Museum at Honey Horn Plantation. Aside from the spectacular plantation grounds with native gardens, wildlife habitats, and excellent exhibits, the Coastal Discovery Museum offers a long list of guided eco-tours on land and water. From artisan & history tours, heritage garden tours, and wildlife tours to epic excursions on the coastal creeks, Coastal Discovery Museum has tours for every traveler. 

Take a kayak tour of Jarvis Creek, a small creek perfect for beginners and families, or immerse yourself in the full splendor of Hilton Head Island on their Kayak the Outback Tour, a 4.5-hour paddle through the peaceful and pristine creeks of Page Island and Daufuskie Island. 

7. Sea Monkeys Watersports

Hilton Head Harbor & Marina
Guided Tours on Skull Creek & Pinckney Island

Situated on the north end of the island, Skull Creek separates Hilton Head from Pinckney Island to join the Port Royal Sound. While Skull Creek is well known for its excellent waterfront dining and fresh seafood straight from the docks, it also offers some of the best paddling on Hilton Head Island with coastal charm, wildlife, and scenic views of Pinckney Island Wildlife Refuge.   

Sea Monkeys Watersports launch their guided jet ski, kayak, and paddleboard trips on Skull Creek and Pinckney Island from Hilton Head Harbor & Marina. They also offer boat rentals by the hour, perfect for a casual dolphin watching cruise with the family. Linger a little longer and enjoy fantastic food and the island’s best sunset and waterfront views at Sunset Grille, consistently recognized as one of Hilton Head Island’s best kept secrets! 

8. Vayk Gear Kayak & Paddleboard Rentals

THE source for Beach Gear Rentals on your Hilton Head, SC vacation!

There’s no need to pack a kayak or SUP when you spend your Hilton Head vacation with Sunset Rentals. Our exclusive Beach & Bike Gear credit program with Vayk Gear gives guests staying in participating properties up to $350 credit on complimentary kayak and SUP rentals to explore the Hilton Head Island rivers, creeks, and lagoons at your own pace. Vayk Gear credit can also be used towards bike rentals, outdoor games, coolers, beach chairs, umbrella rentals, and beach carts to transport it all in one trip.

HOW IT WORKS

1. Book your vacation to Hilton Head Island! Complimentary Beach Gear is offered year round on select Sunset Rentals vacation homes and villas with 4-21 night stays. The value of your complimentary beach gear varies by property and ranges in value from $150 – $350. 

2. After booking, watch for an email from our gear partner Vayk Gear. Your rental house name and check-in date in the subject line. Click on the link in the email directing you to the beach gear rental page and input your reservation number. The complimentary beach gear credit will be applied automatically.

3. Select your desired beach gear, add any optional extras, and check out! Choose from top quality beach gear items like bikes, chairs & umbrellas, kayaks, paddle boards, corn hole, beach carts, skim and boogie boards and more.

4. Vayk Gear will take care of the rest! Select the items you want at least 48 hours prior to your scheduled arrival date and we’ll deliver everything for you on the day you are scheduled to arrive and pick everything up on your scheduled departure day. Just leave your gear clean and where you found it the night before your scheduled departure (gear pickups start at 6am ET), we’ll take care of the rest.

All that’s left to do is take a tour of the resort areas of Hilton Head to choose a neighborhood, find a vacation home or villa with Vayk Gear credit, and start planning your HHI paddle adventures with our team at Sunset Rentals. We hope to see you on the waterways soon!


Hilton Head Bike Rentals and Pathways

Despite the isle’s many sugary beaches, historical museums, and guided tours, the number one thing to do in Hilton Head is bicycling (according to TripAdvisor). With 60-plus miles of pathways that meander from Hilton Head Plantation all the way to Coligny Beach Park, it’s no wonder families spend hours upon hours cycling past the island’s prettiest landmarks. Sunset Rentals’ growing selection of luxurious, tropical condo and home rentals, more times than not, are located right along the Hilton Head bike path. Because the island is only 42 square miles, most folks prefer to bike to and from the beach, restaurants, and shops. Thus, there’s a high demand for Hilton Head bike rentals. In fact, there are over two dozen local businesses that offer rental services.

The 10 Best Hilton Head Bike Rentals

Sunset Rentals has a fleet of affordable, state-of-the-art rentals, including classic, tandem, child, and three-wheeler bikes. During peak seasons, these popular Hilton Head bike rentals can sell out well in advance, primarily because you simply cannot beat the $35 per week price tag. So, if our inventory is bare, please consider a stop at one of these local establishments.

  1. Sunset Rentals
  2. Hilton Head Outfitters
  3. The Bike Doctor
  4. Cross Island Bike Rental
  5. Island Life Bike Rentals
  6. Mike’s Bikes
  7. Forest Beach Surf & Cycle
  8. Pelican Cruiser
  9. Breeze Bike Ride
  10. Atlantic Bike Rentals

Recreational Pathways: 60 Miles of Natural Beauty

A few years back, the Chamber of Commerce curated an updated Hilton Head Island bike trail map, which plainly outlines the various pathways that wind through our peaceful island. Visual highlights along the path include Coligny Beach Park, Audubon Newhall Preserve, Village at Wexford, Jarvis Creek Park, Burkes Beach, and Shelter Cove Harbour. It’s estimated that nearly 2 million visitors cycle along this pathway in a given year. Thus, the community spends countless hours maintaining and enhancing the experience. Remember to pack plenty of water, apply sunscreen often, keep your eyes peeled for wildlife, and bring an appetite because many of the island’s most beloved seafood eateries lie along the pathway.

For more information about our Hilton Head bike rentals (including FAQs, terms, and conditions), please visit our website.


Stay with Sunset Rentals

Sunset Rentals boasts one of the largest collections of vacation homes and condos on the island, including over 65 rentals with a private pool. A large portion of our Hilton Head condo rentals are pet friendly, so you don’t have to leave your furry, four-legged friends at home! Common amenities include convenient beach access, private pools, chef’s kitchens, high-speed Wi-Fi, fireplaces, and luxury furnishings.

In August, week-long stays come with free bikes! Take advantage of this limited-time offer by booking direct at 843-785-6767.