
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 ﺩ.ﺇ 735 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!
LocationFamilyTV

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
ValueFamilyGetting around

Stunning Completely Renovated Golf Course Villa
Stunning villa w/ beautiful view of 7th hole & 15 min walk to beach. Completely renovated with open kitchen and living space that leads out onto private deck. Deck includes lounge chaise and table to enjoy your morning coffee or dinner. Living space includes a pull out couch and a Samsung HD tv. Upstairs enjoy a bright and spacious bedroom with lofted ceilings. With purchase of amenity cards guests enjoy access to Islands world class facilities including: beach club pools, custom gym and more.
FamilyValueDecor

Seabrook Island Golf Course Condo! Amenity card!
This town home is in a privately gated community at Shadowwood Villas that offers endless opportunities for exploring nature and only a short walk to the beach. Enjoy the golf course view from your deck and take in the view of grand Live Oak Trees and stunning greens as you view the acclaimed Ocean Winds golf course! This unit offers privacy and a central location on the island. The amenity card IS included! The lake house at Seabrook gives access to an indoor/outdoor pool and fitness center.
ValueLocationWalkability

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.
FamilyLocationPool

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.
FamilyLocationBeach

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.
FamilyLocationWalkability

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.
FamilyLocationLong stay

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. .
LocationValueIndoor spaces

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.
FamilyValueCheck-in

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!
FamilyValueQuiet

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.
LocationFamilyBathroom
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Luxe Beach Bungalow Ocean Views Heated Pool
LocationValueNearby

3 Min. to Beach - Resort Pools and Privileges
LocationFamilyLayout

4 Minute Walk to the Beach
FamilyLocationHospitality

Great "Newly" Listed Villa with Stunning Kitchen
FamilyLocationTV

Inlet Cove Beach House in Kiawah
FamilyLocationHospitality

Family Beach Cottage - Steps to Beach & Pool (SS)
FamilyValueCleanliness

Cute Cottage on Cougar Pt Golf Course Pet Friendly
FamilyLocationGetting around

“The Bluebird” Riverfront Bungalow * EV Charger
LocationValueCleanliness
Condo rentals with a pool

Dolphins & Sunsets From This Beachfront Villa!
ValueLocationOutdoor spaces

Resort Privileges!Pristine!Great location!
LocationValueDecor

Little Oak Love | 5 Minutes to Folly | Marsh View
ValueLocationCheckout

Private Island Courtside Villa-5min drive to beach
LocationFamilyWifi

Stylish Ocean Front Sanctuary
ValueLocationKitchen

Discover Charleston @seacabin226b Oceanfront Condo
FamilyLocationLaundry

Bohicket Marina Villa, L.L.C.
ValueLocationCheck-in

Key Lime Condo
FamilyLocationOutdoor spaces
Other vacation rentals with a pool

Beach escape near Charleston SC
FamilyValueComfort

Renovated Cottage Within Walking Distance to Beach
FamilyLocationParking

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

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

Private Plantation-Style Retreat w/ Pool!
FamilyLocationBeach

Young families+ snowbird winter deals-club access
LocationFamilyCondition

Luxury Villa, Club Access, Beach, Pet-Friendly
LocationFamilyPets

Recently updated 2 bed/2 bath villa.
ValueLocationComfort
When is the best time to visit Kiawah Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,763 | ﺩ.ﺇ 1,513 | ﺩ.ﺇ 1,653 | ﺩ.ﺇ 2,196 | ﺩ.ﺇ 2,953 | ﺩ.ﺇ 3,191 | ﺩ.ﺇ 2,622 | ﺩ.ﺇ 2,222 | ﺩ.ﺇ 1,675 | ﺩ.ﺇ 1,752 | ﺩ.ﺇ 1,429 | ﺩ.ﺇ 1,568 |
| 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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- Rentals with pools Charleston County
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- Rentals with pools United States
- 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





