
Vacation rentals with a pool in Kiawah Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kiawah Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Palmetto Dunes Home on 1st Tee Fazio Golf Course
Great place for our group to stay during a local golf tournament. Bedroom layout was great for several couples and had a nice central living area. House has everything we needed for the weekend and more. Would stay here again.

2500SF Downtown 1849 home w/ pool!
Frank was a great host for our small group of mom’s. We enjoyed the space, sipping coffee and wine on the balcony. The place was near the King Street action but far enough to not be right in the mix.

Luxurious Sea Pines home with saltwater pool
The house was perfect! It was very open with plenty of room! We loved the openness of the kitchen into the dining room and into the living room! That’s where we stayed the most! All the beds were so comfortable! It was wonderful experience!

The Palma- New Build, Spa/Pool, Two Blocks Beach
Wonderful place, walkable to the beach. Not too far from IOP main attractions.

Caspian: family friendly haven with private pool
This was the perfect space for my best friend’s bachelorette weekend! We were able to gather friends from across the country and Canada, enjoy the beautiful weather in the privacy of our own backyard and pool, and explore Charleston! The location allowed us to save money and have more room/time to enjoy the visit with everyone, and take advantage of some more local experiences. The house was so clean and well-stocked with toiletries and linens. Joseph was also very responsive, helpful, and friendly. I would absolutely recommend this property for any group trip!

Kiawah Island Home w/ Pool - 4 bedroom /4 bath
The location was beautiful! Jayne was very responsive and accommodating so we could check in early. She also recommended a lot of local of local spots including a fantastic restaurant in John’s island! The pool was fantastic! Awesome quick stay

14 Sweetgrass Lane 2 BR with a Pool. Sleeps 4
The home was incredibly beautiful, comfortable, neat and clean. The beds were extremely comfortable and planty of pillows and blankets available. Master bedroom opens up to the deck and pool which was so beautiful especially in the early morning. The bathrooms were spacious, clean and updated especially the master bedroom bathroom, to die for. The kitchen had everything you could need. Love the open kitchen and dining area. The backyard was spacious, beautiful, with plenty of seating. Great for pictures as well. The pool was large and very clean amd inviting. The pool alsp has a small spa which was great. We reached out to the host several times and the responses were fast. The host addressed all our questions and requests. Pricing was very reasonable considering all other homes in that area were proced quite high. Cleaning fee was reasonable. The area is beautiful, the natural environment was amazing, even with deer passing by. Definitely returning and picking this host and home.

Amazing Island Home, Pool, Close to the Beach!
We had an amazing week with our three adult kids and their significant others! The home was beautiful! Comfy, clean, crisp ... everything we had hoped for and more! We were able to relax (plenty of comfortable space) and come together and enjoy our time together making meals, playing games, and watching movies. The location was excellent. Close to beach and town, yet quiet and private nestled in a beautiful neighborhood. Many memories were made with the family. We have already passed along our experince to interested friends and hope to have our family return again in the future.
Condo rentals with a pool

Pond Side Retreat
Found most things to be within 15-20 mins of location with easy access to freeways. Pleasant neighborhood.. felt very safe.

Condo 2 Qbeds/indoor pool/picklebal/3 blocks beach
Gloria was kind and responsive via text messages. The condo was perfect for a long weekend. We also enjoyed the pickleball courts!

Luxury Condo King bed Pool &Ocean views Jetted Tub
We spent four nights in Laura’s place for spring break in April and it was ideal. Great location and convenient to everything. Really enjoyed her two bikes as well. Laura communicated very well with us and we would highly recommend her place.

Beach Ocean Front -Heated Pool
My Husband and I loved this gem of a place. The location is perfect. Beautiful views of the ocean from the 3rd floor. The condo was very clean. The bed and linens were comfortable. Craig was kind and responsive. This place surpassed our expectations and we truly had a wonderful vacation!

Condo on Beachfront Resort
I enjoyed my 5 day stay. It was clean and had everything I needed. The walk to beach and pool area was an easy walk not too far. I do think the mattress could use an update and be more comfortable. But overall, it was great place.

Relaxing 2Br/2ba condo on HHI, minutes from beach
We had a wonderful stay at Kacie’s. It was a great place to be for a few days…close to the beach, safe, quiet, and clean. Kacie was extremely responsive, and we appreciated the ease of check in/out, using WiFi, and viewing her recommendations! Would stay there again!

Upgraded peaceful villa ! 7 min walk to the beach
Absolutely PRISTINE and extremely comfortable! Little thoughtful touches included an amazing gift bag and a detailed, thorough welcome binder chock full of helpful local suggestions and lodging/complex details. Quite obvious that the hosts truly care about providing an enjoyable experience to their guests! We would stay here again if we have the good fortune to visit beautiful Hilton Head Island again!

Walk to Beach - 3 Pools - Central Location!
Booked this for a quick stay while we had friends from the UK staying. This was a great location for access to a beautiful beach and the pools were ideal for the kids! The space was a great size for the amount of days we stayed and for 5 people. Steve and Jenna were very proactive with their welcome messages and also very quick to respond when we had questions.
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
Destinations to explore
- Savannah Vacation rentals
- Hilton Head Island Vacation rentals
- Tybee Island Vacation rentals
- Folly Beach Vacation rentals
- Atlanta Vacation rentals
- Gatlinburg Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Charleston Vacation rentals
- Western North Carolina Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Beach condo rentals Kiawah Island
- Rentals with a patio Kiawah Island
- Rentals with a hot tub Kiawah Island
- Rentals with a kayak Kiawah Island
- Apartment rentals Kiawah Island
- Rentals with a fireplace Kiawah Island
- Rentals with beach access Kiawah Island
- House rentals Kiawah Island
- Rentals with a washer and dryer Kiawah Island
- Cottage rentals Kiawah Island
- Villa rentals Kiawah Island
- Fitness-friendly rentals Kiawah Island
- Pet-friendly rentals Kiawah Island
- Condo rentals Kiawah Island
- Kid-friendly rentals Kiawah Island
- Rentals with outdoor seating Kiawah Island
- Beachfront rentals Kiawah Island
- Beach house rentals Kiawah Island
- Rentals with a sauna Kiawah Island
- Waterfront rentals Kiawah Island
- Family-friendly rentals Kiawah Island
- Rentals with pools Charleston County
- Rentals with pools South Carolina
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hunting Island State Park Beach
- Sullivan's Island Beach
- White Point Garden
- Palmetto Dunes Oceanfront Resort
- Middleton Place
- Angel Oak Tree
- Harbor Island Beach
- Yeamans Hall Club
- Hampton Park
- Secession Golf Club
- Shem Creek Park
- Dolphin Head Golf Club
- Edingsville Beach
- The Charleston Museum
- Waterfront Park
- Private Beach Access Port Royal
- The Golf Club at Wescott Plantation
- Sandy Point Beach
- Islanders Beach Park
- Bradley Beach
- Seabrook Beach
- Morris Island Lighthouse
- The Beach Club
- Gibbes Museum of Art