
Vacation rentals with a kayak in Hilton Head Island
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Hilton Head Island
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Coastal Breeze -Top Floor - Hilton Head Island
2BR/2BA-Top Floor- Corner Villa -Direct Beach Access-2 Outdoor Pools-Heated Indoor Pool &Hot Tub-Master Bedroom-1 King Bed,Guest Custom Twin loft over Queen + Foldout 4" Twin Mat. Private patio, Smart TVs, dining for 6, fully equipped kitchen, Drip & Keurig coffee maker, blender + separate water to fill water bottles, Wi-Fi, bath towels & bed linens provided. Extra USB plugs in guest bedroom for all your electronic needs. Beach supplies: beach wagon, beach chairs, paddle ball, boogie boards.

Marriott Harbour Club - 2BD
Nestled in Hilton Head Island's Sea Pines Resort, Marriott's Harbour Club overlooks scenic Calibogue Sound. This Marriott Vacation Club resort offers access to Hilton Head's natural beauty, hospitality, and activities, including championship golf courses and numerous tennis courts. Enjoy fine dining, shopping, yacht harbors, galleries, Harbour Town, horseback tours, ecotours, watersports, and museums. Marriott's Harbour Club provides an ideal seaside getaway with family-friendly activities.

Marriott' SurfWatch. 3 Bedroom/ 3 Bath Villa
Located on the scenic shores of Hilton Head Island, Marriott’s SurfWatch offers a coastal retreat that blends beachfront tranquility with resort-style convenience. Surrounded by salt marshes and palmetto trees, the resort features direct beach access, indoor and outdoor pools, a fitness center, walking trails, and a seasonal oceanfront bar and grill. Families will find the picnic and grilling, fire pit, game room, and activities designed to make your stay as relaxing or active as you like.

Waterfront Paradise in the heart of the Lowcountry
Lovely home on the water near Beaufort, SC. This 4 bed, 3 bath home on an almost 1/2 acre lot is in the heart of the Lowcountry. It has unobstructed sunset views and private dock. This is the prime location for summer fun - fishing, boating, beaching, cooking out, and living slowly. It's just 20 minutes from down town Beaufort and 20 minutes from Fripp Island. The house is situated on Port Royal Sound, across the water from Paris Island and Hilton Head. It's truly a boaters paradise!

Ocean-View Treetop Escape w/ Fire Pit!
Plan your next getaway for a stay on the sandy shores of Hilton Head Island when you book this 2-bedroom, 2-bathroom vacation rental home. The treetop house features a private setting with gorgeous ocean views that can be seen from inside and outside of the property. Sway in the hammock with a good read or dine al fresco on the patio or deck. When you’re ready to explore the island, take a ride to see the Harbour Town Lighthouse or book a tee time at Harbour Town Golf Links.

ThisISOceanfront30%OffJulyDates2BR/2BACondo
Enjoy breakfast, peace and luxury at this large oceanfront 2BR/2BA condo. While the whole family relaxes, see and hear the waves crashing on Hilton Head. Enjoy this ocean view and sound all day or enjoy the many amenities! 2 bikes, Beach Toys! Large, family-size beach tent, umbrella, blanket, beach chairs, towels for 8, beach cart for the short 200 steps to private beach access. Private oceanfront sundeck. Pool. All provided at no extra charge! Yes!Free Beach Toys, too!

MyStay at 7649 Huntington - Lagoon Views & Beach!
Escape to 7649 Huntington Villa—your perfect Hilton Head retreat! This stylish 3BR/3.5BA villa in Palmetto Dunes offers lagoon views, a short walk to an uncrowded beach, and access to a heated pool, hot tub, and more. Enjoy a fully stocked kitchen, comfy living space, and beach gear ready to go. Golf, bike trails, and waterfront dining are all nearby, plus a free resort shuttle. Book now and unlock your dream vacation—because you hold the key!

Beachfront, Fitness Center, Pools
SNOWBIRD FRIENDLY Here at Beach House Boutique Vacation Rentals we believe in providing you with amenities you won't find anywhere else. See all this 2bedroom/2bathroom Oceanfront Villa has to offer! 1. Luxury bedding, Bath & Beach Towels 2.. Hair dryers in each bathroom 3. Both a KEURIG and Regular Coffeemaker 4. Gift bag with local treats 5. Beach Towels for guest use 6. Keyless Entry 7. Oceanfront 8. Ocean Views

2pm Late Checkout-King Bed-1st Floor - Indoor Pool
OCT 2025 - FEB 2026 Late Checkout 2PM. Relax with the whole family at this peaceful place to stay. This Villa is has two- bedrooms, each with a private bath. - King Bedroom (sleeps 2) - Set of Queen Bunks (sleeps 4) This Beachfront complex has two outdoor pools as well as a year round indoor pool. It is only a short 2 min walk past the beachside pool and shady lagoon area to reach the private, natural beach.

Coastal 2Bdrm Stay | Pool Access, Walk to Beach
Experience Hilton Head at our cozy coastal townhouse, steps from the beach! Enjoy a shared outdoor pool, private patio with grill, and a fully equipped kitchen. Family- and pet-friendly with Pack N Play, dedicated workspace, high-speed WiFi, washer & dryer. Relax, unwind and make great memories. 2 bedrooms, 3 bathroom, perfect for your getaway!

Palmetto Dunes Luxury Oceanfront Gem w/ View -King
Welcome to 451 Captain’s Walk in Palmetto Dunes Resort! A Premier Hilton Head Island Oceanfront Location. Centrally located to everything on the Island. This beautiful oceanfront villa is just steps away from the beach. Walk in and be immediately welcomed by the ocean. Condo is on 4th of 5 floors with Elevator.

Hilton Head Home
Beautiful home with fenced yard, pool, tiki bar, hot tub, and pool table located in quiet neighborhood. Dock access to fish off or put your kayak in. Boat launch just 2 miles away. Numerous beaches within a 5 minute drive and located just 5 miles from the Tanger Outlets. Its a great house for a family get away!!
Popular amenities for Hilton Head Island kayak rentals
House rentals with a kayak

Kenzie’s Corner | Activities + Amenities

Creekside Oasis- pool, waterfront hot tub, dock

The Hampton House

Edisto Dream - Walk to Beach, Bikes, Kayaks, Golf!

Cute Studio in Starland

Lowcountry Escape near Parris Island & Golf course

Private Pool - 15 mins to Downtown

Beach House + 2 Golf Carts -Fall Nights Discounted
Cottage rentals with a kayak

Couples Retreat | FREE Golf Cart/Bikes/Kayaks+Dock

Tybee TIKI Cottage | FREE Golf Cart/Bikes/Hot Tub

Salt Marsh Cottage

Private Island Cottage

Private cottage in the pines
Other vacation rentals with a kayak

Marriott's Monarch at Sea Pines 2BD

Marriott Harbour Club - 2BD

Queens Grant Gem - Luxury Remodel - 2/2 - King Bed

Riverfront Cedar Bluff Cottage Old Town Bluffton

Hilton Head Home

Coastal 2Bdrm Stay | Pool Access, Walk to Beach

Waterfront Paradise in the heart of the Lowcountry

ThisISOceanfront30%OffJulyDates2BR/2BACondo
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 317 | € 326 | € 326 | € 326 | € 326 | € 300 | € 326 | € 326 | € 321 | € 321 | € 317 | € 326 |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
Quick stats about vacation rentals with a kayak in Hilton Head Island

Total vacation rentals
Explore 50 vacation rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island vacation rentals start at € 94 per night before taxes and fees

Verified guest reviews
Over 950 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Hilton Head Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hilton Head Island rentals

4.7 Average rating
Hilton Head Island stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with a kayak Beaufort County
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Bradley Beach
- Mid Beach
- Harbor Island Beach
- Tybee Beach point
- Dolphin Head Golf Club
- Secession Golf Club
- Wormsloe Historic Site
- Bull Point Beach
- Congaree Golf Club
- Driftwood Beach
- Bonaventure Cemetery
- Long Cove Club
- Seabrook Island Beach
- Hunting Island Beach
- The Beach Club
- Islanders Beach Park
- Things to do Hilton Head Island
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- Things to do Beaufort County
- Tours Beaufort County
- Nature and outdoors Beaufort County
- Sightseeing Beaufort County
- Things to do South Carolina
- Sports activities South Carolina
- Food and drink South Carolina
- Nature and outdoors South Carolina
- Sightseeing South Carolina
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- Things to do United States
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