Holiday Homes in Kiawah Island

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Featured Holiday Homes in Kiawah Island

Luxury 4BR Home,Award Winning Enclave, Walk to Beach, Elevator, Dogs Ok,

9.8 out of 10, Exceptional, (176)
"The property worked really well for our multi generation group. The weather wasn’t right for us to use the pool, but it’s a great bonus. "
Luxury 4BR Home,Award Winning Enclave, Walk to Beach, Elevator, Dogs Ok,

Scenic view cottage w/ Free Wifi - just a short walk to the beach & park

9.2 out of 10, Wonderful, (69)
"Great stay. Super easy check in process."
Scenic view cottage w/ Free Wifi - just a short walk to the beach & park

Updated island estate with serene lagoon views & 2 decks - bike to beach

8.6 out of 10, Excellent, (21)
"Location is great, house is lovely, hosts are spectacular, and all instructions are super clear! Would recommend this property for your getaway!"
Updated island estate with serene lagoon views & 2 decks - bike to beach

Private, Unique Home w/ Large 8 Foot Deep Pool, Walk to Beach, Water View

10.0 out of 10, Exceptional, (105)
"Everything was perfect."
Private, Unique Home w/ Large 8 Foot Deep Pool, Walk to Beach, Water View

KIAWAH ELEGANCE: Near Beach, Private Outdoor Space w/ Pool - New Build

10.0 out of 10, Exceptional, (25)
"Could not have been nicer. Great screened in porch, pool, kitchen, bedrooms and baths. We had a family of 13 and everyone loved our week. "
KIAWAH ELEGANCE: Near Beach, Private Outdoor Space w/ Pool - New Build

New Listing! Beautiful 3BR Kiawah Home! Dog Friendly!

10.0 out of 10, Exceptional, (5)
"The home was beautiful and very comfortable. Would definitely love to go back. "
New Listing! Beautiful 3BR Kiawah Home! Dog Friendly!

Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach

10.0 out of 10, Exceptional, (109)
"Spent spring break here with my spouse and 3 kids (22 months -15 years). Great location and a short distance to the beach. Loved the short bike ride to Freshfields each day for any groceries, meals or shopping"
Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach

10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views

10.0 out of 10, Exceptional, (28)
"Perfect for our girls” getaway. "
10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views

Beautiful 3 bdrm 2.5 bath ranch on the 3rd fairway of Cougar Point Golf Course.

9.8 out of 10, Exceptional, (100)
"Great place for multiple adults and kids. Will plan on returning in the future!"
Beautiful 3 bdrm 2.5 bath ranch on the 3rd fairway of Cougar Point Golf Course.

25 Atlantic Beach, Seaside Kiawah, Steps to Ocean, Pool Access!

10.0 out of 10, Exceptional, (1)
25 Atlantic Beach, Seaside Kiawah, Steps to Ocean, Pool Access!

Best BEACHFRONT Kiawah Rates! Pup Friendly, Last minute rental discount. 8/23-30

10.0 out of 10, Exceptional, (104)
"Gorgeous location, comfortable and well-stocked home"
Best BEACHFRONT Kiawah Rates! Pup Friendly, Last minute rental discount. 8/23-30

Cypress Cottage Home located in East Beach near everything Kiawah has to offer!

9.8 out of 10, Exceptional, (68)
"This place is great. Beautiful clean house in a perfect location. Couldn’t have asked for anything better."
Cypress Cottage Home located in East Beach near everything Kiawah has to offer!

Five Star Retreat, Private pool, Marsh Views & Close to beaches and golf

10.0 out of 10, Exceptional, (15)
"It was a beautiful clean home in a great location "
Five Star Retreat, Private pool, Marsh Views & Close to beaches and golf

Serene and Private Villa, Close to Beach

10.0 out of 10, Exceptional, (34)
"Great location, updated, well maintained."
Serene and Private Villa, Close to Beach

Spacious, dog-friendly home with screened porch, next to the beach path

10.0 out of 10, Exceptional, (17)
"Very clean and extremely well organized! Felt like we were staying at our own home. Also quite spacious and the beds were very comfortable."
Spacious, dog-friendly home with screened porch, next to the beach path

SPACIOUS Kiawah Home, Pet Friendly and Private Pool!

9.2 out of 10, Wonderful, (48)
"Just inside the Vanderhorst gate, this house is very convenient. It is well maintained and very comfortable. Close to the beach and the golf courses and with five bedrooms, this house is a great choice for a couple or a large family."
SPACIOUS Kiawah Home, Pet Friendly and Private Pool!

New 4BR listing on FLYWAY! Pond View! Across from beach path!

9.6 out of 10, Exceptional, (30)
"Stunning area & home. Can’t wait to visit again."
New 4BR listing on FLYWAY! Pond View! Across from beach path!

NEW 5BR West Beach Kiawah Listing with Spacious Screened Porch and Nature Views!

10.0 out of 10, Exceptional, (2)
"Easy check-in! Beautiful, fresh and clean property with everything we needed."
NEW 5BR West Beach Kiawah Listing with Spacious Screened Porch and Nature Views!

Beautiful Oceanfront Home, Amazing Ocean and Golf Course Views; Community Pool!

8.0 out of 10, Very good, (2)
"The property was lovely and the view of the ocean was spectacular. When Tropical Storm Debby was threatening our area, we were notified that we could leave at any time and receive a prorated refund. That was impressive. The downside of the property was the poor quality of the amenities (one ply toilet paper, very thin towels, and very poor quality shampoo) that were provided and the lack of other items such as napkins, hair conditioner, tissues, only one package of paper towels, and others. We...
Beautiful Oceanfront Home, Amazing Ocean and Golf Course Views; Community Pool!

Spacious home with pool - walk to beach & golf

8.8 out of 10, Excellent, (49)
"Loved most of the things!"
Spacious home with pool - walk to beach & golf
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kiawah Island Hotel Reviews