
Holiday rentals with a kayak in Hilton Head Island
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Top-rated Accommodation with a Kayak in Hilton Head Island
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Holiday House Rentals with a Kayak

Coastal Charm on Jerico River *River View
We loved our stay at Trinh’s property. Check in was seamless. We really enjoyed the backyard setup with the pool, grill and kayaks. Great for a group trip!

One Particular Harbor
We loved staying at Lauren’s place! She decorated it beautifully and even put out the Christmas decorations for our family Thanksgiving weekend. The house was so festive. The beds were extremely comfortable. We enjoyed watching the alligators and the turtles behind the house in the waterway from the balconies! The beach was gorgeous on a cold winter day and we went for long walks and several golf cart rides. We felt completely at home and Lauren was so sweet and such an incredible communicator. Thank you for everything!!!!

Blue Kayak House - Heated Private Pool
We had a great stay. This is a well established community with quick and easy access to all of the areas attractions. Very quiet. Never heard any noises or neighbors. Plenty of space and the backyard and pool are so well designed and installed. Heated pool came in handy as we had some cool weather a few days. Kitchen appliances and laundry equipment are new. We thoroughly enjoyed our visit.

Creekside Oasis- pool, waterfront hot tub, dock
Great place to stay with lots of amenities and lots to do! We kayaked, fished, biked, caught crabs, swam, played games, and took the beach gear to the beach. You can tell the hosts want their guests to have everything they need for a perfect stay on Tybee. The host was super fast and helpful on responding to questions about kayaks and tide schedules. Although this space is technically shared with the hosts and another Airbnb, it felt very private. It’s further back off the busy streets of Tybee but its central location on the island made it easy to bike everywhere. We’ll definitely be back!

Savannah's Grandest Waterfront Stay - Bosch Huis
We had an unforgettable stay at this amazing waterfront home in Savannah. The house easily accommodated our group of 12 friends for a bachelor trip, and we never felt cramped. there were multiple common areas throughout and around the house to relax and catch up. The marsh views from the back of the house were stunning, especially at sunrise and sunset. We spent a lot of time on the porch, which was perfect for drinks and good conversation. Each bedroom was spacious, plenty of beds and room to spread out. The décor throughout the home was stylish and everything felt clean and thoughtfully put together. One of the best parts of the stay was the host. He was very responsive and friendly, reaching out multiple times to check in and make sure we had everything we needed. really made us feel taken care of. The location couldn’t have been better exactly between downtown Savannah and Tybee Island. Would absolutely recommend this house to any large group. We’d come back in a heartbeat!

The Hampton House
This is a nice house with a lot of really great perks. The golf cart, kayaks, fishing rods, beach equipment, and more made it easy to enjoy the week. The location is peaceful and ideal for fishing but not perfect for swimming or waves; we went to adjacent Hunting Island State Park for the kids to ride waves (a state park pass is included by the host). We enjoyed our week!

Dream Weaver: The Tranquil Edisto Island Escape
Outstanding. The home is beautiful and comfortable. Very spacious with great outdoor areas to enjoy. The photos match up perfectly. The neighborhood is quiet. We didn’t use everything available to us but loved to dock and the porches and decks. We enjoyed the area very much and would definitely book this AirBNB again. The owners are very responsive and want you to enjoy the stay. We appreciated the use of the elevator in the home for luggage and our dog’s crate—made it so easy to get settled.

Cute Studio in Starland
Extremely comfortable and cozy, very clean and private space, check in was easy and the host was very responsive, proactive, and professional.
Cottages with a kayak

Couples Retreat FREE Golf Cart/Bikes/Kayaks + Dock
Best Airbnb I’ve ever stayed in. So much attention to detail. Missy definitely curated a romantic “vibe”! We watched a summer storm roll in over the marsh in the porch swing out back and had fun listening to vinyl on the record player. Host was lightning fast to respond to questions. Just a quick golf cart ride to the beach and lighthouse. Would HIGHLY recommend!

Cozy cottage in ACE Basin mins from Edisto Beach
Perfect little gem on Edisto. The property is so peaceful, it was the such a wonderful place to relax and enjoy the sounds of nature. That dock and the views are just magical. Stress just melts away! Recs by Tracie, Kings Farm Market and Flowers Seafood were delicious! And a ride to Boneyard Beach was an awesome trip. Thank you for the perfect rejuvenating trip!

Private Island Cottage
We had a lovely stay—this place truly felt like a private island paradise! The island is peaceful and secluded, and getting around by golf cart added to the charm. We spotted deer, hummingbirds, and even dolphins—it was magical. We read one review mentioning the door didn’t lock, it does, you must lift up on the handle. Plus, the home is in a gated community, and we felt completely safe the entire time. The hosts were wonderful—easy to communicate with and very friendly. They're right next door but respectful of privacy—we only saw them in passing. All around, a relaxing and special getaway. Highly recommend! 🌿🌊

Private cottage in the pines
The cottage and setting were lovely. It was nice to be situated among the woods/trees. Chris provided excellent check-in and check-out instructions as well as valuable information about places to eat and see. Chris is an exceptional host and he makes his guests needs a priority. The cottage is laid out in a way that shows Chris was thinking of the guest’s comfort. He also has a very friendly disposition and we learned he is a local celebrity! I would stay at his cottage again if I am in that area again.
Quick stats about holiday rentals with a kayak in Hilton Head Island
Total rentals
40 properties
Nightly prices starting at
$186 AUD before taxes and fees
Total number of reviews
660 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
40 properties have a pool
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Palmetto Dunes Oceanfront Resort
- Shipyard Beach Access
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Mid Beach
- Dolphin Head Golf Club
- Harbor Island Beach
- Tybee Beach Pier and Pavilion
- Hilton Head Island Beach
- Congaree Golf Club
- Tybee Beach point
- Bradley Beach
- Bull Point Beach
- Secession Golf Club
- Wormsloe Historic Site
- Bloody Point Beach
- Islanders Beach Park
- Seabrook Beach
- Bonaventure Cemetery
- Hunting Island Beach
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