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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.

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Superhost
Home in Hilton Head Island
New place to stay

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.

Guest favourite
Apartment in Palmetto Dunes
4.91 out of 5 average rating, 95 reviews

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.

Guest favourite
Aerial view of Marriott's Harbour Club reveals the spacious resort surrounded by lush greenery and tall trees. Scenic Calibogue Sound is visible in the background, with the iconic Harbour Town Lighthouse further enhancing the inviting landscape.
Apartment in Harbour Town
5 out of 5 average rating, 15 reviews

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.

Superhost
A wooden outdoor table with several chairs is set on the lawn, overlooking a private dock extending into the water. Lush greenery is visible nearby, and clear skies provide a serene backdrop to the tranquil waterfront setting.
Home in Saint Helena Island
4.8 out of 5 average rating, 49 reviews

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!

Superhost
Flat in Shelter Cove

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.

Guest favourite
A balcony view showcases lush greenery leading to the beach. The ocean is visible in the distance, with beach access paths winding through the area. Picnic tables are positioned on the grassy expanse, providing outdoor seating options under the warm sun.
Apartment in Hilton Head Island
4.9 out of 5 average rating, 80 reviews

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!

Superhost
Home in Palmetto Dunes

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

Top guest favourite
A sunlit sunroom features large windows allowing natural light to fill the space, showcasing a comfortable seating area with two chairs and a woven rug. A decorative shelf holds colorful beach towels, while wooden accents and coastal decor create a relaxing atmosphere.
Townhouse in Palmetto Dunes
5 out of 5 average rating, 20 reviews

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!

Guest favourite
The living area is designed with a comfortable blue sofa and accented by light wood furniture. A flat-screen TV is positioned for viewing, and a sliding door opens to a balcony with views of the exterior. Soft lighting pairs with artwork on the walls.
Apartment in Hilton Head Island
5 out of 5 average rating, 6 reviews

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.

Guest favourite
A wooden balcony table is set with glasses of water and a bottle of chilled champagne, accompanied by a platter of fresh grapes and cookies. The oceanfront view showcases sandy beaches, pool areas, and palm trees under a clear blue sky.
Apartment in Palmetto Dunes
5 out of 5 average rating, 10 reviews

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

Superhost
The shared outdoor pool area is surrounded by palm trees and well-maintained landscaping. Loungers are placed on the pool deck, inviting relaxation by the sparkling water. The pool features steps leading into the shallow end, and the layout provides ample space for guests.
Townhouse in Hilton Head Island
4.85 out of 5 average rating, 243 reviews

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!

Top guest favourite
A spacious living room features a comfortable sectional sofa and a glass coffee table. Large windows provide a view of the ocean and patio, while a flat-screen TV is mounted on the wall. A ceiling fan and coastal decor create a relaxed ambiance.
Apartment in Palmetto Dunes
4.98 out of 5 average rating, 48 reviews

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

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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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