Vacation rentals with a pool in Kiawah Island

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.

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

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.

4.92 out of 5 average rating, 192 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!

A serene sunset casts warm orange and yellow hues over the horizon, illuminating the sky. Silhouettes of tall grasses and shrubbery line the foreground, while a boardwalk leads towards the water, enhancing the tranquil coastal atmosphere.

4.94 out of 5 average rating, 109 reviews

Dolphins & Sunsets From This Beachfront Villa!

In this gated & private oasis, you're just steps to the wide white sands of this semi-private beach. Thorough cleaning & sanitation in this 1st floor end unit sleeps 4 on real beds, K in bedroom & Q Murphy bed in living area. 2 Full Baths. Smart TVs. Stocked kitchen provides all pots & pans for cooking; basic spices, olive oil, vinegar, plastic wrap & foil. Beach needs all provided; Hair dryers; all detergents, soaps, and paper products stocked. Washer/Dryer. NO PETS OR PARTIES. STR2025-000007

Townhouse in Seabrook Island

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.

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.

Townhouse in Seabrook Island

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.

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.

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.

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. .

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.

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

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.

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.

4.83 out of 5 average rating, 155 reviews

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

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.

Apartment in Isle of Palms

A light-filled dining area is positioned near a large sliding door, offering views of the beach and ocean. A white table is surrounded by four modern chairs, enhancing the room's open and airy feel. A flat-screen TV is mounted on the wall, adding convenience.

4.92 out of 5 average rating, 162 reviews

Oceanview Sea Cabin 318B- Isle of Palms, SC!

Make your next vacation unforgettable with a stay in our charming beachfront condo. Wake up to amazing views of the sunrise over the Atlantic, then spend the day enjoying the private beach access, swimming pool, and the only fishing pier on the island! After a long day of sunbathing, your fully equipped kitchen and comfortable living room provide the perfect setting for enjoying a meal, game night, or just relaxing. Don't feel like cooking? The shops and restaurants of IOP are steps away!

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.

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.

4.87 out of 5 average rating, 447 reviews

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

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.

Popular amenities for Kiawah Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The living area features a gray sectional sofa adorned with decorative pillows, positioned near a wooden coffee table. A large smart TV is mounted on the wall, displaying a coastal scene. An open layout connects to the dining area, enhancing the spacious feel.

4.94 out of 5 average rating, 17 reviews

Amenity Cards Included Dog Friendly Modern Villa

4.96 out of 5 average rating, 134 reviews

Home in Mount Pleasant

Private Entrance Suite w/ pool, 5 min from beach

A serene view reveals a tranquil marsh scene, featuring gently rippling water reflecting vibrant hues of pink and orange at sunset. Lush greenery borders the water, with silhouettes of trees creating a peaceful backdrop against the colorful sky.

4.97 out of 5 average rating, 35 reviews

Great "Newly" Listed Villa with Stunning Kitchen

4.95 out of 5 average rating, 155 reviews

Home in Folly Beach

Lagoon pool, sweeping porch, 3/2, heart of Folly!

A modern home with a warm exterior features a well-maintained driveway and a double garage. Large front windows allow natural light to illuminate the entrance, which is flanked by greenery and steps leading to the door.

5 out of 5 average rating, 11 reviews

Hidden Oak Hideaway

Superhost

Home in Kiawah Island

4.83 out of 5 average rating, 6 reviews

Riverfront Inlet Cove- Dog Friendly, Pool Access

4.97 out of 5 average rating, 102 reviews

A spacious, modern home is set against a vibrant sunset, showcasing multiple levels with expansive balconies. Poolside, lounge chairs are arranged on the tile patio beside a well-maintained pool, while lush palm trees frame the surroundings, offering a relaxed outdoor environment.

Home in Isle of Palms

Gorgeous home one block from beach w/ heated pool

An aerial view captures the waterfront setting of 'The Bluebird' alongside the Spring House and Dunlin Hotel. The surrounding landscape features calm waters reflecting the sky, with lush greenery along the shoreline and several boathouses positioned neatly in the tranquil environment.

5 out of 5 average rating, 20 reviews

“The Bluebird” Riverfront Bungalow * EV Charger

Condo rentals with a pool

Condo in Saint Helena Island

A serene view features palm trees framing a well-kept pool area, with bright blue lounge chairs arranged nearby. The scene is complemented by a sandy path leading to the ocean, under a soft pastel sky during dusk.

5 out of 5 average rating, 6 reviews

Island Retreat-Gorgeous Condo w/ Pool/Ocean Views!

4.93 out of 5 average rating, 279 reviews

A sandy beach landscape features gentle dunes adorned with tall grasses. The shoreline meets the calm ocean waters under a bright blue sky dotted with soft white clouds. The scene captures a serene coastal environment, inviting a relaxed atmosphere.

Condo in Wild Dunes

Wild Dunes! Get me out of here deals.

4.92 out of 5 average rating, 13 reviews

A screened porch features a round blue table and two woven chairs, designed for outdoor dining. Large glass doors allow views of the landscape and ocean beyond, while a ceiling fan adds comfort to the space.

Condo in Wild Dunes

Port O' Call E104 - Walkout to Ocean/Pool!

4.96 out of 5 average rating, 154 reviews

Condo in Folly Beach

Riverfront Retreat/2 Balconies Pool, Walk to Beach

4.94 out of 5 average rating, 360 reviews

A view from the balcony showcases the ocean and a private pier in the distance. A white table with a starfish decoration is positioned in the foreground, with greenery and walking paths leading to the beach visible below.

Condo in Isle of Palms

Stylish Ocean Front Sanctuary

4.95 out of 5 average rating, 112 reviews

A wooden fishing pier stretches into the ocean, accompanied by sandy beach visible to the left. Beach chairs are positioned along the shore, while the shoreline meets calm waters under a clear blue sky. Lush greenery is present in the foreground, enhancing the coastal view.

Condo in Isle of Palms

Oceanfront Villa-pool/pier, fishing, stunning view

An outdoor deck features a round table surrounded by blue chairs, shaded by a large blue umbrella. The ocean and sandy beach are visible in the background, enhancing the coastal view. A beach towel is draped on a chair, adding to the beachside atmosphere.

5 out of 5 average rating, 44 reviews

1314 Pelican Watch Villas Beach Seabrook Island SC

Superhost

A wooden table and chairs are positioned on a balcony, with plants providing a natural border. In the background, palm trees sway gently, and the sky is partly cloudy, creating a relaxed and inviting outdoor space with glimpses of the beach.

Condo in Folly Beach

4.8 out of 5 average rating, 264 reviews

Ocean Front Condo, Blue Palm-Walk every where!

Other vacation rentals with a pool

4.94 out of 5 average rating, 79 reviews

An elevated two-story home is shown with a white exterior and contrasting dark trim. The front features porches with steps leading to the entrance. The driveway accommodates a two-car garage below, surrounded by grassy areas and mature trees.

Home in Isle of Palms

The Palma New, Spa/Pool, Elevator, 2 Blocks Beach

4.94 out of 5 average rating, 66 reviews

A serene beach scene captures the tranquil shoreline at sunset. Soft clouds scatter colors of orange and pink across a fading sky, reflected in the smooth water that gently hugs the shore. Silhouettes of distant houses create a peaceful backdrop along the coastline.

Villa in Seabrook Island

Upscale Villa, Dog Friendly. Snowbird Rates!

5 out of 5 average rating, 27 reviews

Villa in Johns Island

Pet Friendly Beach Villa Seabrook Club Access

4.9 out of 5 average rating, 62 reviews

The outdoor space features a resort-style saltwater pool, accompanied by a relaxing spa. Sun loungers are arranged conveniently around the pool, shaded by umbrella canopies. Lush trees provide greenery, while a tall wooden fence offers privacy.

Home in Charleston

Luxe Pool Retreat | Between Folly + Downtown CHS

Superhost

A private saltwater pool is surrounded by tropical landscaping, showcasing lush palm trees and vibrant plants. The pool area features a smooth deck and a sense of tranquility away from the hustle of daily life.

Home in Isle of Palms

5 out of 5 average rating, 5 reviews

Waterway Oasis - an iTrip Charleston Beaches Home

Apartment in Seabrook Island

A spacious living area is featured, highlighted by a large window allowing natural light. Comfortable seating includes a sofa and armchair, with a wooden coffee table at the center. Access to a private balcony offers a view of the surrounding greenery.

5 out of 5 average rating, 50 reviews

Young families+ snowbird winter deals-club access

An inviting entryway features a spacious set of wooden steps leading to double glass doors, framed by large white columns. The light-colored exterior is complemented by soft landscaping and a welcoming doormat at the entrance.

5 out of 5 average rating, 22 reviews

Crooked Oaks Retreat on 8

A raised home nestled among tall pine trees is depicted, featuring a spacious front porch with wooden railings. Steps lead up to the entrance, which is flanked by large windows showcasing the interior. The natural landscape surrounds the base of the house, offering a serene atmosphere.