
Vacation rentals with a kayak in Hilton Head Island
Find and book unique kayak rentals on Airbnb
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 G$25,061 GYD 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
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.

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!

Gorgeous 2 Bedroom Condo - Pool/Tiki Bar/ Beach
Welcome to your Gorgeous Beachside Condo! Come stay at our beautiful coastal condo at the Gated Hilton Head Resort. Your 2 Bedroom, 2 Bath Villa sleeps up to 6 people. Located Mid-Island; close to EVERYTHING! *2 Outdoor Pools *1 Heated Indoor Pool *Hot Tub *Sauna *6 Tennis Courts *Fitness Center *Badminton Court *Volleyball *Picnic Area *Poolside Deli *Cabana Bar *Boardwalk to the Beach *Coco's Bar & Grill *Elevators *On-site Shop, Bike Rentals, & Laundry *Free Parking

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 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!

Oceanfront Villamare| Pools | Fitness | Firepit
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

Marriott's Monarch at Sea Pines 2BD
Marriott's Monarch at Sea Pines is located along six oceanfront acres within Hilton Head Island's renowned Sea Pines Plantation - a natural beauty framed by spectacular scenery. This beautiful vacation ownership resort embraces the natural setting and offers an idyllic location and exceptional amenities. With privileged access to the adjacent Sea Pines Beach Club, you can make golf and tennis part of your day as well.

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.

Luxury 6BR Beach Retreat | Pool, Views & Priv Dock
Welcome to 87 Singleton, a beautifully renovated luxury beach home on Hilton Head Island, just steps from Singleton Beach. This 6-bedroom, 6-bath retreat features a chef’s kitchen, designer interiors, new furnishings, a private pool, game room, EV charger, and multiple decks with marsh and ocean views. Guests also enjoy a private marsh dock for fishing, crabbing, or relaxing by the water.

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

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

Luxury 6BR Beach Retreat | Pool, Views & Priv Dock

Sunset Rentals | Lookout 2

Historic Home With Water Views

Blue Heaven Oceanfront Condo in Hilton Head

Waterfront Paradise in the heart of the Lowcountry

Hilton Head Home
Other vacation rentals with a kayak

Marriott Harbour Club - 2BD

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

Windward Village 123

Tennis - King Bed - 3 Pools - Beach

Charming two bedroom at Bluewater Resort

Bright Modern Pet Friendly Villa

Sunny Marina & Water Views, Near Beach!

Walk to Beach: Hilton Head Island Resort Gem
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 | G$79,360 GYD | G$79,360 GYD | G$79,360 GYD | G$79,360 GYD | G$79,360 GYD | G$73,095 GYD | G$64,114 GYD | G$63,279 GYD | G$60,146 GYD | G$57,223 GYD | G$76,018 GYD | G$68,709 GYD |
| 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 |
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- Rentals with a kayak Beaufort County
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Harbour Town Lighthouse
- Bonaventure Cemetery
- Edisto Beach State Park
- Wormsloe Historic Site
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Shelter Cove Towne Centre
- Hunting Island State Park
- Jepson Center for the Arts
- Kiawah Beachwalker Park
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Seabrook Island Beach
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Things to do Hilton Head Island
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- Things to do South Carolina
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