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

Ocean Dunes 111 Oceanfront view Heated Pool 1stflr
Welcome to **Ocean Dunes 111**! This renovated 1-bedroom, 1-bath condo features a **queen bed**, **leather sofa bed**, and **updated bunk beds** for 6 guests. The kitchen has **stainless steel appliances**, a **Keurig** (bring K-cups), and essentials. Enjoy **smart TVs**, **Spectrum cable**, and **Wi-Fi**. Relax on the **private balcony** with a **partial ocean view** and use the provided **beach chairs**. Perfect for families or small groups. Just steps from the beach, shops, and restaurants.

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.

2 pm Checkout - King Bed - Indoor Pool - Beach
** Free 2 pm checkout offered from November 2025 - February 2026 ** 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.

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.

ThisISOceanfront! ESA! PetsAllowed! 2BR/2BACondo
Enjoy breakfast, peace and luxury at this large oceanfront 2BR/2BA condo. ESA Pets allowed! 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!

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.

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.

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

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!
Popular amenities for Hilton Head Island kayak rentals
Holiday House Rentals with a Kayak

Waterfront Paradise in the heart of the Lowcountry

Hilton Head Home

Ocean-View Treetop Escape w/ Fire Pit!

Luxe 4BR Waterview | Private Pool | Dock | Deck
Other holiday rentals with a kayak

Ocean Dunes 111 Oceanfront view Heated Pool 1stflr

Marriott Harbour Club - 2BD

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

Riverfront Cedar Bluff Cottage Old Town Bluffton

2 pm Checkout - King Bed - Indoor Pool - Beach

Hilton Head Home

Coastal 2Bdrm Stay | Pool Access, Walk to Beach

Waterfront Paradise in the heart of the Lowcountry
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 | $640 NZD | $657 NZD | $657 NZD | $657 NZD | $657 NZD | $605 NZD | $531 NZD | $524 NZD | $498 NZD | $646 NZD | $640 NZD | $657 NZD |
| 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 50 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at $190 NZD per night before taxes and fees

Verified guest reviews
Over 950 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
Destinations to explore
- Central Florida Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Jacksonville Holiday rentals
- Waterfront rentals Hilton Head Island
- Rentals with a fire pit Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Townhouse rentals Hilton Head Island
- Rentals with pools Hilton Head Island
- Resort rentals Hilton Head Island
- Rentals with a patio Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Villa rentals Hilton Head Island
- House rentals Hilton Head Island
- Beach condo rentals Hilton Head Island
- Pet-friendly rentals Hilton Head Island
- Rentals with lake access Hilton Head Island
- Rentals with beach access Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washing machine and dryer Hilton Head Island
- Hotel rooms Hilton Head Island
- Fitness-friendly rentals Hilton Head Island
- Rentals with a hot tub Hilton Head Island
- Beach house rentals Hilton Head Island
- Rentals with a fireplace Hilton Head Island
- Serviced apartment rentals Hilton Head Island
- Luxury rentals Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Rentals with a home theatre Hilton Head Island
- Apartment rentals Hilton Head Island
- Condo rentals Hilton Head Island
- Mansion rentals Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Rentals with an accessible height toilet Hilton Head Island
- Rentals with a kayak Beaufort County
- Rentals with a kayak South Carolina
- Rentals with a kayak United States
- 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
- Secession Golf Club
- Tybee Beach point
- Dolphin Head Golf Club
- Bull Point Beach
- Wormsloe Historic Site
- Driftwood Beach
- Congaree Golf Club
- Bonaventure Cemetery
- Long Cove Club
- Seabrook Island Beach
- Hunting Island Beach
- The Beach Club
- Edingsville Beach
- Things to do Hilton Head Island
- Tours Hilton Head Island
- Art and culture Hilton Head Island
- Food and drink Hilton Head Island
- Nature and outdoors Hilton Head Island
- Sightseeing Hilton Head Island
- Things to do Beaufort County
- Sightseeing Beaufort County
- Nature and outdoors Beaufort County
- Tours Beaufort County
- Things to do South Carolina
- Sightseeing South Carolina
- Tours South Carolina
- Nature and outdoors South Carolina
- Sports activities South Carolina
- Art and culture South Carolina
- Entertainment South Carolina
- Food and drink South Carolina
- Things to do United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States
- Sports activities United States






