
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 Retreat #26148
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.

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!

Marriott's Harbour Point - 2BR/2BA - Waterfront!
Next to picturesque Shelter Cove Harbour on Hilton Head Island, you will find Marriott's Harbour Point and Marriott's Sunset Pointe Resort, quite possibly one of the most underrated locations on HHI. Enjoy outstanding direct waterfront views of Broad Creek from your private balcony in the morning and amazing sunsets in the evening. Watch the boats entering and leaving Shelter Cove marina along with the opportunity to see local wildlife including dolphins and many varieties of birds.

Island Dream 2 Min Walk 2 Beach
One of the Best-Located Homes on Hilton Head Island! Enjoy a true island getaway at this beautifully appointed third-row ocean home in Palmetto Dunes. 2-minute walk to the beach. Relax in your private heated pool and spa or walk to Palmetto Dunes world class amenities from this unbeatable location. Enjoy new seamless flooring and renovated Caribbean blue pebble plaster pool and spa. Thanksgiving and Christmas available. Reserve for Fall getaway while dates are still open.

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 youโre ready to explore the island, visit the Harbour Town Lighthouse or book a tee time at Harbour Town Golf Links.

This Is An Oceanfront Luxury 2BR/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! Beach Toys! Large, family-size beach tent, 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 Villaโyour 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 vacationโbecause you hold the key!

Oceanfront Villamare Condo | Palmetto Dunes
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

Tennis - King Bed - 3 Pools - Beach
Our Villa features 2 bedrooms and 2 bathrooms, coastal furnishings, luxury linens, and smart TVs. We are on the third floor (no elevator) and overlook the tennis courts and the indoor pool area. It is only a 7 min walk through the shaded lagoon area, past the two outdoor pools to the natural sandy beach! Our unit is ideal for two couples or a small family. We have sleeping for 6 available.

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 Captainโs 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.
Popular amenities for Hilton Head Island kayak rentals
House rentals with a kayak

Luxurious lagoon home w/ kayaks, bikes, game room,

Historic Home With Water Views

Island Dream 2 Min Walk 2 Beach

Blue Heaven Oceanfront Condo in Hilton Head

Waterfront Paradise in the heart of the Lowcountry

Hilton Head Home

Ocean-View Treetop Escape w/ Fire Pit!
Other vacation rentals with a kayak

BEACHFRONT RESORT, BARONY BEACH CLUB 2BR+AMENITIES

2 Bd at Ocean Oak Resort, Hilton Grand Vacactions

2 Bd. Courtyard View at Marriott's Grande Ocean

BEACHFRONTLuxury GrandeOcean Resort+2Bedroom Villa

2 Bd at Ocean Oak Resort, Hilton Grand Vacactions

Beachfront SurfWatch Resort + Amenities, 3BR Villa

2 Bd Courtyard View at Marriott's Barony Beach

2 Bd, Close to Beach at Marriott's Grande Ocean
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 | ๏บฉ.๏บ1,396 | ๏บฉ.๏บ1,396 | ๏บฉ.๏บ1,396 | ๏บฉ.๏บ1,396 | ๏บฉ.๏บ1,396 | ๏บฉ.๏บ1,285 | ๏บฉ.๏บ1,127 | ๏บฉ.๏บ1,113 | ๏บฉ.๏บ1,058 | ๏บฉ.๏บ1,006 | ๏บฉ.๏บ1,337 | ๏บฉ.๏บ1,208 |
| Avg. temp | 10ยฐC | 12ยฐC | 16ยฐC | 19ยฐC | 23ยฐC | 27ยฐC | 28ยฐC | 28ยฐC | 25ยฐC | 20ยฐC | 15ยฐC | 12ยฐC |
Quick stats about vacation rentals with a kayak in Hilton Head Island

Total vacation rentals
Explore 60 vacation rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island vacation rentals start at ๏บฉ.๏บ441 per night before taxes and fees

Verified guest reviews
Over 940 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
30 properties have a dedicated workspace

Wi-Fi availability
60 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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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Enmarket Arena
- Bonaventure Cemetery
- Wormsloe Historic Site
- Shelter Cove Towne Centre
- Harbour Town Lighthouse
- Edisto Beach State Park
- Hunting Island State Park
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Savannah College of Art and Design
- Kiawah Beachwalker Park
- Seabrook Island Beach
- Jepson Center for the Arts
- Tybee Island Marine Science Center
- Fort Pulaski National Monument
- Tybee Island Light Station
- Coastal Discovery Museum
- Things to doย Hilton Head Island
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- Things to doย Beaufort County
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- Things to doย South Carolina
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