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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Top guest favorite
A screened porch offers a cozy seating arrangement with a light-colored sofa and a woven coffee table. Tropical plants and large windows provide natural light and a view of the surrounding landscape. A ceiling fan enhances airflow in this inviting space.
Condo in Seabrook Island
4.92 out of 5 average rating, 128 reviews

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

Guest favorite
A warm living area features a light gray sofa adorned with decorative cushions. A unique wooden coffee table sits centrally on a soft area rug, while a flat-screen TV is mounted on the wall nearby. Large glass doors provide ample natural light and open to an outdoor space.
Condo in Seabrook Island
4.92 out of 5 average rating, 191 reviews

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!

Top guest favorite
A spacious outdoor pool area is surrounded by comfortable lounge chairs, offering views of the beach and ocean. Palm trees provide shade, while a large clubhouse stands in the background, complementing the coastal setting.
Townhouse in Seabrook Island
4.94 out of 5 average rating, 181 reviews

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.

Guest favorite
A bright living area features a teal couch and a wall-mounted TV. Natural light floods the space through sliding doors, which open to a view of greenery. A round dining table with four chairs is situated near the kitchen area, complemented by woven light fixtures overhead.
Townhouse in Seabrook Island
4.84 out of 5 average rating, 145 reviews

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.

Guest favorite
The open living area features a comfortable sofa and two patterned armchairs, positioned near large windows that allow natural light to fill the space. A wooden coffee table is centrally located, creating an inviting spot for relaxation and gathering.
Home in Seabrook Island
4.89 out of 5 average rating, 232 reviews

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. With ample space and a one of a kind design, 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. .

Guest favorite
A comfortable seating arrangement is presented with two light blue sofas, accompanied by a round coffee table at the center. Natural light filters through large windows in the background, illuminating the space adorned with soft area rugs and light-colored walls.
Apartment in Kiawah Island
4.92 out of 5 average rating, 106 reviews

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.

Guest favorite
A charming corner home is surrounded by a white picket fence and shaded by large trees. The wraparound porch is visible, enhancing the welcoming design. Two vehicles can be seen parked in the driveway. A well-maintained street and colorful landscaping add to the inviting neighborhood atmosphere.
Home in Johns Island
4.98 out of 5 average rating, 109 reviews

Turtle Beach | Live Oak House, Kiawah Island

Welcome to Live Oak House at Turtle Beach, Kiawah's most coveted family neighborhood. Fully renovated and professionally redesigned in 2021, this home is sure to inspire and calm. Stocked with resort-like amenities from fine linens and toiletries to professional kitchenware, beach equipment, and more. The large open floor plan and outdoor dining area allow 10 people to stay comfortably and together. A private community pool is across the street and just 2 houses from the beach. RBL21-000189

Guest favorite
A spacious bedroom is furnished with a plush bed featuring a decorative headboard. Two bedside lamps offer soft lighting, and a wooden desk is positioned nearby. Light wood flooring enhances the room's warm atmosphere, with a ceiling fan providing airflow.
Condo in Seabrook Island
4.91 out of 5 average rating, 140 reviews

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.

Superhost
A private saltwater pool is surrounded by a spacious wooden deck, featuring five lounge chairs for sunbathing, a shaded table for six, and a grill for outdoor cooking. Lush greenery and palm trees create a tranquil setting, enhancing the outdoor retreat.
Home in Kiawah Island
4.83 out of 5 average rating, 155 reviews

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.

Top guest favorite
A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.
Home in Seabrook Island
4.94 out of 5 average rating, 162 reviews

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.

Guest favorite
A view of the parking area and beach access path is captured, with palm trees and coastal vegetation lining the background. The clear blue sky complements the scene, while the nearby pier is visible in the distance, inviting guests toward the water.
Condo in Isle of Palms
4.87 out of 5 average rating, 447 reviews

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level

*Temporary construction notice. Please see end of description for most current update* First floor oceanfront condo just steps from the beach! Great location in the heart of Isle of Palms, a laid back beach town on the coast of South Carolina. You'll have easy access to the pool, beach, shopping, spectacular dining, and entertainment. Open floor plan with full kitchen. Enjoy a cup of coffee on the patio as the sun rises over the water. Getting to the beach has never been easier.

Guest favorite
A scenic view of the 17th fairway and green is captured from a deck. A glass table with green chairs is visible in the foreground, surrounded by lush trees and open green spaces. The early morning light enhances the tranquil atmosphere of the setting.
Condo in Kiawah Island
4.91 out of 5 average rating, 112 reviews

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-

Popular amenities for Kiawah Island rentals with a pool

When is the best time to visit Kiawah Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ1,675ﺩ.ﺇ1,506ﺩ.ﺇ2,053ﺩ.ﺇ2,104ﺩ.ﺇ2,317ﺩ.ﺇ2,901ﺩ.ﺇ2,622ﺩ.ﺇ2,222ﺩ.ﺇ1,675ﺩ.ﺇ1,752ﺩ.ﺇ1,429ﺩ.ﺇ1,568
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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.ﺇ404 per night before taxes and fees

  • Verified guest reviews

    Over 2,460 verified reviews to help you choose

  • Family-friendly vacation rentals

    290 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!

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