
Vacation rentals with a pool in Kiawah Island
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Top-rated rentals with a pool in Kiawah Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Amenity Cards Included Dog Friendly Modern Villa
Excellent stay!

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!

Jungle House/ Pet Friendly/ Luxury New Edisto Home
Absolutely enjoyed a second year here at The Jungle house! Beautiful as always and so close to all the shops and restaurants on jungle road. The pool was amazing and so refreshing and very clean! Someone was there to clean the pool most mornings very early which was also such a plus. I will definitely be returning next year and hopefully many years to come

Hugging Tree Sea Cottage!
Do not hesitate to stay at Hugging Tree Cottage - our entire experience from first booking to check out was seamless. I cannot say enough about our host, Kim. She was proactive in reaching out to us to see if we needed anything or had questions and was incredibly responsive and kind when we contacted her. The house is perfection, so so so clean, beautifully decorated, VERY comfortable beds, fabulous and cozy couch, and the golf cart option was amazing. The kitchen is beautiful and has everything you need and the location of the house was so easy to the pool, beach, Freshfields, etc. We were 3 moms and 4 teen girls and it was perfect for our group. We are so grateful to our amazing hosts for an unforgettable long weekend. Thank you! Can’t wait to come again.

Cozy Folly Beach House w/ POOL - Beach Side
Beautiful home, great location and very short walk to beach front 👌

Short Stays! Modern 3BD w/ Private Pool
We had a wonderful experience during our recent stay at this Airbnb. The host was exceptionally accommodating, ensuring a smooth check-in process and providing helpful local tips. The thoughtful touches, from a well-equipped kitchen to extra blankets, made us feel right at home. Communication with the host was prompt and friendly, enhancing the overall positive impression

Gorgeous home one block from beach w/ heated pool
It’s a beautiful, well appointed, clean and tastefully decorated home. The home is spacious with a great floor plan. We were 3 families. 6 adults and 5 children. The kids loved the pool. There were numerous pool toys to keep them entertained. The kitchen is a cook’s dream. Everything ( except a coffee grinder) was available. The long kitchen table easily accommodates 12. We enjoyed the porches. There are 3 but we did not use top balcony. ( that is where the fire pit is ) There are lots of steps, but the convenience of the elevator was wonderful. It was a great location as well. We had a lovely time.

303 D Port O Call by AvantStay | Oceanfront Condo!
Great stay! We had a wonderful time at this beautiful condo. It was very clean and very well stocked. Our favorite was the view sitting out on the screened in porch. We would definitely stay here again. Look forward to our next visit!
Condo rentals with a pool

Beach condo with pool and stunning nature views
Loved our stay here. Condo very clean and comfortable, especially beds. Very communicative hosts Thank you for letting us stay

On the Beach-End Unit! Enjoy Dolphins & Sunsets!
Pelican Watch is a beautiful place on Seabrook. The beach is a 2 minute walk from the backdoor with a great view from the back porch. You need a car to get to most restaurants but great places are 10-20 minutes away. Harris Teeter is well stocked nearby with great steaks and seafood as well as wine. I’d definitely stay here again.

HHBT Resort-OceanView-Remodeled-Steps to beach/bar
I’ve stayed at this resort multiple times but this room is by far the best! It was clean, had every thing we needed & more, and was a perfect location for a wagon haul to the beach. It was impressively stocked with things you may forget. We had a wonderful stay & will be staying in this room again for our next stay. Thank you!

Oceanfront Luxury! KING BED 65"TVs Pickleball BAR!
Condo was super easy to get to on the first floor and definitely oceanfront. Although we were on the first floor, we could still see 98% of the ocean over the dunes and easily hear the waves crashing from the balcony. We got to see a family of rabbits hopping through the dune grasses and 99.9% of the time no one is seen between our balcony and the ocean… giving the feeling of seclusion in a populated area. Everything worked as it should in every room in the condo… fantastic TVs, extremely good shower heads, sturdy beach chairs, stout beach umbrella w/ anchor, comfortable plush leather sofa, and a very comfy form fitting memory foam king bed with plenty of pillows for even the finicky sleeper. 99% of my kitchen needs were met…i’ll remember the cooking spray next time. The plush white sand was a pleasant surprise as well as how level and firm the sand gets when the tide goes out, great for bocce ball! BTW, just about any kind of tent, wind shade or popup is allowed on the beach.

Little Oak Love | 5 Minutes to Folly | Marsh Views
Stunning views from an open deck and a super comfy screened deck. Quiet serene atmosphere. Great kitchen amenities. Would definitely like to return.

Paradise at Folly - Beautiful Riverfront Condo
Two words: absolutely wonderful! Felt right at home the moment we walked in. It was exactly as pictured and described. Close to everything. 20 minutes from Charleston and 5 min drive to ocean. Beautiful water views from porch. Also enjoyed time at the pool. Fully stocked kitchen. We will be returning again.

Stylish Ocean Front Sanctuary
I was very pleased with everything about the property. Hiroko is a wonderful host. He quickly responds to any and all questions. He has very clear and concise instructions for check in and check out. This made for a stress free get away

Sunrise Sea Cabin 137C - Isle of Palms, SC!
My family and I thoroughly enjoyed this beach getaway—both for a wedding and for some much-needed relaxation. The location was excellent, with a very short walk to a private beach and pool. Nikki was extremely responsive and kind. She provided plenty of towels, beach chairs, and beach toys for the kids, which made our stay even more enjoyable. Only a few complaints. Nikki has all of the cooking appliances, but no cooking oil or seasoning. Shower pressure is uncomfortably hard. And the fan in the bedroom is loud, no matter what setting you have it on, other than that everything else was great stay.
Quick stats about vacation rentals with a pool in Kiawah Island
Total rentals
300 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
250 properties have a dedicated workspace
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- Hunting Island State Park Beach
- Sullivan's Island Beach
- Palmetto Dunes Oceanfront Resort
- Middleton Place
- Hampton Park
- The Golf Club at Wescott Plantation
- James Island County Park
- Dolphin Head Golf Club
- The Charleston Museum
- Harbor Island Beach
- Yeamans Hall Club
- Shem Creek Park
- Angel Oak Tree
- Waterfront Park
- Bradley Beach
- Secession Golf Club
- Bull Point Beach
- Islanders Beach Park
- Seabrook Beach
- Gibbes Museum of Art
- Morris Island Lighthouse
- White Point Garden
- Isle of Palms Beach
- Seabrook Island Beach