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

6BR Lux Private Pool | Steps to Beach | Game Room
Exceptional 6-bedroom, 6-bathroom home at 87 Singleton undergoing a top-to-bottom renovation, available for bookings beginning May 1. With over $350,000 in upgrades, the home will feature a fully expanded kitchen with new Viking appliances, beautifully redesigned bedrooms and bathrooms, and upgraded interiors throughout. Enjoy refreshed outdoor living with new decks and a renovated pool area, perfect for relaxing after beach days. Book now to secure your summer stay in this like-new luxury home.

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.

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.

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, 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!

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 recently installed seamless flooring along with the renovated Caribbean blue pebble plaster pool and spa. First 2 weeks in August still available

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!

Tennis - King Bed - 3 Pools - Beach
Our newly renovated Villa features 2 bedrooms and 2 bathrooms, all new furnishings, luxury linens, smart TVs and charging stations. 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 8 available.

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

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

Historic Home With Water Views

Blue Heaven Oceanfront Condo in Hilton Head

46 Willow Oak West |Dog Friendly | Golf Views

Luxury 4BR Waterview | Private Pool | Dock | Deck

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

BEACHFRONT RESORT, BARONY BEACH CLUB 2BR+AMENITIES

Beachfront SurfWatch Resort+Amenities, 2-Bedroom

BEACHFRONTLuxury GrandeOcean Resort+2Bedroom Villa

2 Bd Garden View at Marriott's Barony Beach Club

Sea Pines PlantationHERITAGECLUB+Free Golf For Two

2 Bd at Ocean Oak Resort, Hilton Grand Vacactions

2 Bedroom Premier - Ocean Front at Ocean Oak

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 | £277 | £285 | £285 | £285 | £285 | £262 | £230 | £227 | £216 | £205 | £273 | £247 |
| 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 holiday rentals with a kayak in Hilton Head Island

Total holiday rentals
Explore 40 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Hilton Head Island holiday rentals include wifi 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
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Fort Pulaski National Monument
- Cathedral of Saint John the Baptist
- Skidaway Island State Park
- Old Fort Jackson
- Savannah College of Art and Design
- Edisto Beach State Park
- Oatland Island Wildlife Center
- Coastal Discovery Museum
- Chippewa Square
- Hunting Island State Park
- Kiawah Beachwalker Park
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Harbour Town Lighthouse
- Sheldon Church Ruins
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