
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 70 vacation rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 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

4.8 Average rating
Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated kayak rentals in Hilton Head Island
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Incomparable Views of Broad Creek in Shelter Cove!
Come experience Heron View Villa! A private, elegant oasis in Shelter Cove with stunning natural waterfront views of Broad Creek! Located in the Captains Quarters Starboard building, the villa abounds in tranquility, yet is mere steps away from the lively activities, restaurants, and shops of Shelter Cove Marina! And as part of Palmetto Dunes, make memories by enjoying exclusive beach access and amenities such as pickle-ball, golf, & tennis all a short bike ride, shuttle ride, or drive away!
LocationAccessFamily

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.
LocationOutdoor spacesWifi

Marriott Harbour Club - 2BD
Enjoy waterfront vacations at Hilton Head's Sea Pines. Overlooking scenic Calibogue Sound on the southern end of Hilton Head Island lies Marriott's Harbour Club, one of three Marriott Vacation Club resorts within Hilton Head's Sea Pines Resort. Hilton Head Island is known for its charm, hospitality and natural beauty. It is also an island of activity, including championship golf courses and hundreds of tennis courts. Marriott's Harbour Club puts you amid everything the island has to offer.
LocationSleep qualityAccuracy

Historic Home With Water Views
The Historic Sarah Hudson Grant House- A traditional Lowcountry style, Gullah Geechee cottage located on Daufuskie Island. This historic 1890’s cottage was originally home to the island’s midwife. Waterfront with sprawling marsh views as far as the eye can see. Watch boats on the intracoastal waterway, and experience the island’s most stunning sunsets. Serene and peaceful setting, the yard features giant ancient trees dripping with Spanish moss, and over 30 native palms trees.
Outdoor spacesLocationView

Beachfront Resort Condo w/ Pool & Tiki Bar
2BR/ 2 BA, SLEEPS 6, BEACHFRONT RESORT CONDO at the Gated Hilton Head Resort! We are CLOSE to EVERYTHING the island offers... Restaurants, Entertainment, Shopping, Boating, Rentals + More 🏨 RESORT AMENITIES INCLUDED: 🏊 2 Outdoor Pools, 1 Heated Indoor Pool 🌊 Hot Tub & Sauna 🎾 6 Tennis Courts 🏸 Badminton 🏐 Volleyball 🧺 Picnic Area 🍹 Poolside Deli & Cabana Bar 🌊 Boardwalk to the Beach 🍔 Coco's Bar & Grill 🛗 Elevators 🚲 On-site Shop & Bike Rentals 🧺 Laundry
ValueLocationParks

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!
LocationOutdoor spacesKitchen

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. Rental Permit #075534
LocationValueSleep quality

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!
LocationPoolHot tub

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
Outdoor spacesLocationFamily

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!
Outdoor spacesValueWifi

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.
Outdoor spacesLocationGetting around

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!!
Outdoor spacesLocationHeating
Popular amenities for Hilton Head Island kayak rentals
House rentals with a kayak

Historic Home With Water Views
LocationOutdoor spacesNearby

Luxurious lagoon home with kayaks, bikes, game roo
Location

Blue Heaven Oceanfront Condo in Hilton Head
LocationAmenitiesNearby

Palmetto Nest
LocationOutdoor spacesDecor

Hilton Head Home
LocationOutdoor spacesAccess
Other vacation rentals with a kayak

Updated Villa w Scenic Views ; Near Beach & Marina
LocationAccessCondition

Marriott's Monarch at Sea Pines 2BD
ValueLocationHospitality

Queens Grant Gem - Updated Condo - Dog - King Bed
Outdoor spacesLocationWifi

Windward Village 123

Charming two bedroom at Bluewater Resort

Bright Modern Pet Friendly Villa
LocationOutdoor spacesLayout

Sunny Marina & Water Views, Near Beach!
LocationCleanlinessComfort

Walk to Beach: Hilton Head Island Resort Gem
Outdoor spacesLocationGrill
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 | ﺩ.ﺇ 1,396 | ﺩ.ﺇ 1,396 | ﺩ.ﺇ 1,396 | ﺩ.ﺇ 1,396 | ﺩ.ﺇ 1,781 | ﺩ.ﺇ 2,024 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,113 | ﺩ.ﺇ 1,058 | ﺩ.ﺇ 1,006 | ﺩ.ﺇ 1,337 | ﺩ.ﺇ 1,208 |
| 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
- Hunting Island State Park Beach
- Harbour Town Golf Links
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Harbour Town Lighthouse
- Edisto Beach State Park
- Bonaventure Cemetery
- Hunting Island State Park
- Shelter Cove Towne Centre
- Kiawah Beachwalker Park
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Jepson Center for the Arts
- Wormsloe Historic Site
- Cathedral of Saint John the Baptist
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Owens-Thomas House
- Seabrook Island Beach
- Tybee Island Marine Science Center
- Tybee Island Light Station
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