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

Total vacation rentals
Explore 310 vacation rentals in Kiawah Island

Nightly prices starting at
Kiawah Island vacation rentals start at $200 per night before taxes and fees

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

Family-friendly vacation rentals
300 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
310 of Kiawah Island vacation rentals include wi-fi 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.

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!

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

Turtle Cove 2BR villa with full resort amenities
Our place is close to the Turtle Point clubhouse, the Sanctuary, and East Beach. We are about a 10 minute walk to the beach (or 3 minutes by bike). Our 2 bedroom villa is spacious, and is rated top-tier by the Kiawah Island Resort. Our patio is finished and is now part of the interior, offering a separate seating area, a game/work table and an office area. Because we are managed by the Kiawah Island Resort, our guests enjoy full resort amenities, including use of the 2 resort pool areas.

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.

Newly Remodeled Villa, 5 Minute Walk to Beach
Entire remodeled three bedroom villa. 5 minute walk to beach, just steps to a private pool. Home overlooks sweeping marsh and golf course views. Leave your worries behind and enjoy island life just 23 miles from Charleston. Seabrook Island features an amazing gated 2200 acre resort community with award winning golf courses, fitness center, beach horseback riding, and spectacular beach club. Amenity cards available. Seabrook Biz License: BL25-000818 Short Term Rental Permit: STR25-000064

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.

Sailors Rest: Pool & Sauna Johns Island SC Retreat
Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of lush gardens, tropical vibes, & natural beauty, complete with pool, infrared sauna, farm-fresh eggs, 2 Queen beds, fireplace & patio. You would be the only guests on the property. Hosts live on premises. Book Sailors Rest now if you’re looking for friendly southern hospitality and Caribbean inspired living.
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Luxe Beach Bungalow Ocean Views Heated Pool

3 Min. to Beach - Resort Pools and Privileges

Cypress Point Kiawah, 4BR, Pool Access, Near Beach

Inlet Cove Beach House in Kiawah

Great "Newly" Listed Villa with Stunning Kitchen

“The Bluebird” Riverfront Bungalow * EV Charger

Cute Cottage on Cougar Pt Golf Course Pet Friendly

Seabrook Island Coastal Villa
Condo rentals with a pool

Dolphins & Sunsets From This Beachfront Villa!

Little Oak Love | 5 Minutes to Folly | Marsh View

Private Island Courtside Villa-5min drive to beach

Bohicket Marina Villa, L.L.C.

Key Lime Condo

All Inn on Edisto - Cozy Condo Close to Everything

Stylish Ocean Front Sanctuary

Ocean Breeze Villa
Other vacation rentals with a pool

Renovated Cottage Within Walking Distance to Beach

*Surf & Sand Court-Side* Beach•Pool•Amenities

Private Plantation-Style Retreat w/ Pool!

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

Recently updated 2 bed/2 bath villa.

Seabrook Serenity-Coastal Retreat-Bike to Beach

Luxury Seabrook Island 18th Hole View

Luxury Villa, Club Access, Beach, Pet-Friendly
When is the best time to visit Kiawah Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $480 | $412 | $450 | $598 | $804 | $869 | $714 | $605 | $456 | $477 | $389 | $427 |
| Avg. temp | 50°F | 53°F | 59°F | 66°F | 73°F | 79°F | 83°F | 81°F | 77°F | 68°F | 58°F | 52°F |
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- Rentals with pools Charleston County
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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
- Riverfront Park
- Shem Creek Park
- Hampton Park
- Magnolia Plantation & Gardens
- The Charleston Museum
- Edisto Beach State Park
- Middleton Place
- Hunting Island State Park
- Angel Oak Tree
- Shelter Cove Towne Centre
- Kiawah Beachwalker Park
- White Point Garden
- The Citadel
- Cypress Gardens
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