
Holiday rentals with a pool in Kiawah Island
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Kiawah Island

Total holiday rentals
Explore 310 holiday rentals in Kiawah Island

Nightly prices starting at
Kiawah Island holiday rentals start at £148 per night before taxes and fees

Verified guest reviews
Over 2,680 verified reviews to help you choose

Family-friendly holiday rentals
300 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
310 of Kiawah Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kiawah Island rentals

4.8 Average rating
Kiawah Island stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Kiawah Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Beautifully Transformed Upper Level Deluxe Villa
Escape to Seabrook Island, a Private Gated Beach Community! Stay at a Bright, Modern, Renovated Upper Level 1 Bedroom Villa. An exceptional choice with the combination of luxury and ideal location. The urban, beach chic style features everything you need for enjoyment and relaxation. Updated kitchen is equipped with all essentials. Enjoy the screened porch or a drink on the deck overlooking the tennis courts. Owner is a Licensed SC Real Estate Assoc. STR25-000073 Occupany 4, onsite parking max 2

Upper Level Villa; Bright & Modern - Beach/Pools
Escape to Seabrook and relax at a private South Carolina coastal island with access to exclusive beaches, pools and amenities. This thoughtfully designed and decorated 1-bedroom, 1-bathroom villa has everything needed to make your island experience comfortable and memorable. The villa is on the end of the upper floor which provides a quiet retreat and its porch overlooks the Racquet Club. Conveniently located within the security gates of the 7-square mile island, the villa is ideal for Seabrook!

Beautiful Marsh Front Villa
Beautiful villa & incredible marsh views of Bohicket Creek on Seabrook Island w/ crabbing dock, private pool and picnic bbq area. Open space concept with kitchen & living room including pullout couch and HD tv. The sitting room is the perfect place for watching the sunset or to enjoy your morning coffee. And a spacious bedroom includes a queen bed. With purchase of amenity cards guests enjoy access to the Island's world class facilities including: beach club pools, custom gym and more.

Kiawah Island Home w/ Pool - 4 bedroom /4 bath
Kiawah Island Home w/ 20x40 Salt H20 Pool 4 Br/3 Ba. Business Lic RBL20-000420 The limit on this property is 10 total house guests including children, 4 parking spaces, NO PARTIES/EVENTS ARE ALLOWED. The property is down a long private driveway with a very large private pool. Guest requests are required to match your guest request. This can always be altered to match your guest actual guest count. The apt is never rented separately. Exceeded guest limits will ensure guest removal.

Beautiful 2BD/2BA Seabrook Island Villa
Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Beach House- 0.4 Miles from the Ocean STR25-000614
*Close to Charleston, SC- Our pet friendly 2 bedroom 2 bathroom charming “Tree House” is located just .4 miles from the beach on the prestigious and gated Seabrook Island. Your family, friends, or colleagues will love this slice of heaven minutes from the beach, pools, golfing, dining, and all of the other amenities Seabrook has to offer. NOTE: The treehouse is roughly 900 sq. ft. Parking for two vehicles. Furniture changes have been made since photographs. Cable not provided. .

Beach escape near Charleston SC
Escape to Marais de Sel, a calming villa retreat on exclusive Seabrook Island. Let the rhythm of the tides set the tone for your stay as expansive windows capture golden marsh sunsets. Enjoy uncrowded resident-only beaches. Heron Point’s private pool is just steps away. Bike shaded trails, play championship golf, or dine with sweeping ocean views. Browse boutiques and cafés at nearby Freshfields Village, with Charleston’s world-class dining, culture, and history only 40 minutes away.

Resort Privileges!Pristine!Great location!
Full Resort Privileges(use of Resort-owned pools and facilities+)! Villa offers reverse floor plan (3 bedrooms on first floor)-living area on second floor. Elevated view is of 17th fairway/17th green!Televisions in all bedrooms:42" in living room; wood floors w/new rug and chairs in living room; ceramic tile bathrooms; fully equipped kitchen; meticulously maintained. Very light and bright! Easy living~3 minute walk to 10 miles of pristine beach and family pool! Very light and airy-

Riverside Condo with Marsh View Balcony
Channel the pursuit of pause in this tranquil resort-style retreat. The home boasts neutral tones, wood finishes, contrasting patterns, touches of lively green plants throughout, eclectic furnishings, and access to a shared outdoor pool and community dock. Watch the wildlife of the marsh from the screened porch or relax on the dock with a glass of wine as the sun sets. Guests have access to the Island, beaches, shops and restaurants. STR25-000066; Max 4 guests; Max cars 2.

Gorgeous home one block from beach w/ heated pool
Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.

Private Pool Oasis • Walk to Folly Beach
Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Sunset Villa- Across From Beach & Close to Pool!
Welcome to 729 Spinnaker, the best of what Seabrook Island has to offer! We are steps away from boardwalk 9 beach access ("sunset beach"), golf, and pool amenities. **Bathrooms Updated December 2024** AMENITY CARDS ARE INCLUDED! These cards give you access to the oceanfront pool (seasonal), Pelican's Nest outdoor restaurant/bar (seasonal), Island House restaurant/bar, golf and tennis/pickleball.
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Great "Newly" Listed Villa with Stunning Kitchen

133 Governors Drive by Akers Ellis Rentals

Cute Cottage on Cougar Pt Golf Course Pet Friendly

“The Bluebird” Riverfront Bungalow * EV Charger

Amzing Views-Heated Pool-HotTub-walk to beach

Seabrook Island Coastal Villa

Luxe Beach Bungalow Ocean Views Heated Pool

Charming Mt Pleasant Getaway with Pool
Apartment rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Bohicket Marina Villa, L.L.C.

Dolphins & Sunsets From This Beachfront Villa!

Key Lime Condo

Little Oak Love | 5 Minutes to Folly | Marsh View

Stylish Ocean Front Sanctuary

Oceanfront IOP Condo w/ Private Pier

Relax and Unwind in a Stylish Beachfront Villa
Other holiday rentals with a pool

Riverhouse - An iTrip Vacations Home

Hugging Tree Sea Cottage!

Luxury Villa, Club Access, Beach, Pet-Friendly

Kiawah Exclusives | 1070 Sparrow Pond Cottage

Close to beach, pool, tennis, golf+Amenity card+

*Sensational Seabrook•Private Beach•Resort Pool

1316 Pelican Watch Villas Beach & Amenities - $249

Newly Renovated Riverfront Villa
When is the best time to visit Kiawah Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £356 | £306 | £334 | £425 | £468 | £586 | £530 | £449 | £338 | £354 | £289 | £317 |
| Avg. temp | 10°C | 12°C | 15°C | 19°C | 23°C | 26°C | 28°C | 27°C | 25°C | 20°C | 15°C | 11°C |
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Hampton Park
- Magnolia Plantation & Gardens
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Angel Oak Tree
- Shelter Cove Towne Centre
- Hunting Island State Park
- White Point Garden
- Kiawah Beachwalker Park
- The Citadel
- Boone Hall Plantation





