Holiday 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, 131 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, 202 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.

4.95 out of 5 average rating, 110 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

4.97 out of 5 average rating, 254 reviews

A serene outdoor balcony features a round table surrounded by colorful chairs, offering expansive views of marshlands at sunset. The warm colors of the sky reflect on the water, creating a peaceful setting. Glass door access enhances the connection to the interior space.

Condo in Charleston

Little Oak Love | 5 Minutes to Folly | Marsh Views

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

Apartment in Kiawah Island

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.

4.92 out of 5 average rating, 108 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.

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, 148 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.

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.

4.95 out of 5 average rating, 165 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.

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, 240 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. 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. .

4.91 out of 5 average rating, 114 reviews

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

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-

The modern kitchen area features sleek white cabinetry and stainless steel appliances. A spacious countertop provides a convenient workspace. Natural light floods the area through large windows, illuminating the open layout that seamlessly connects to the living room, furnished with a cozy seating arrangement.

4.96 out of 5 average rating, 157 reviews

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.

4.96 out of 5 average rating, 166 reviews

Home in Folly Beach

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!

4.97 out of 5 average rating, 235 reviews

A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.

Home in Folly Beach

Lux Beach Bungalow Ocean Views Heated Pool

Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098

Popular amenities for Kiawah Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 29 reviews

Home in Wild Dunes

Palm Paradise ~Heated Pool~Games~Walk to Beach

5 out of 5 average rating, 33 reviews

Home in North Charleston

Luxury Home Pool Hot Tub 85 Inch TV by the Airport

4.99 out of 5 average rating, 79 reviews

Home in Folly Beach

Folly Oasis | Cozy Beachside Home + Pool

The exterior of a fully renovated beach cottage is framed by lush greenery and tall trees. The structure is elevated, featuring a set of steps leading to a covered entryway. A decorative wooden fence and natural landscaping enhance the inviting atmosphere.

4.98 out of 5 average rating, 47 reviews

Hugging Tree Sea Cottage!

5 out of 5 average rating, 24 reviews

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.

Home in Johns Island

Crooked Oaks Retreat on 8

5 out of 5 average rating, 34 reviews

Home in Edisto Island

Edisto Dream - Walk to Beach, Bikes, Kayaks, Golf!

5 out of 5 average rating, 10 reviews

Seabrook Island Coastal Villa

Superhost

An open living area features a circular wooden dining table surrounded by four chairs. Soft seating is arranged nearby, with a light-filled view of trees visible through large windows. A ceiling fan provides airflow, enhancing the relaxing environment.

Home in Johns Island

5 out of 5 average rating, 4 reviews

1091 Sparrow Pond Cottage - Kiawah

Condo rentals with a pool

4.92 out of 5 average rating, 147 reviews

2 Bedroom condo w/ Pool Steps to Front Beach IOP

The image captures a serene view of the beach, framed by patches of soft sand and tall, green grasses. The water stretches out into the distance, meeting a clear blue sky. The tranquil scene invites relaxation and enjoyment of the coastal environment.

4.9 out of 5 average rating, 180 reviews

Key Lime Condo

4.93 out of 5 average rating, 288 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

Beachside Port O'Call Summer Specials!

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.

4.94 out of 5 average rating, 377 reviews

Stylish Ocean Front Sanctuary

Superhost

A screened view captures a landscaped area featuring green palm trees and bushes. A clear blue pool is visible in the background, with lounge chairs arranged beside it. The ocean is positioned beyond the pool, under a cloudy sky.

Condo in Wild Dunes

4.91 out of 5 average rating, 190 reviews

Ocean Breeze Villa

The pool area is showcased with a clear blue swimming pool, surrounded by lounge chairs. Palm trees are visible nearby, and a colorful sunset enhances the serene ambiance. The building can be seen in the background, completing the coastal setting.

4.9 out of 5 average rating, 137 reviews

Sunrise Sea Cabin 137C - Isle of Palms, SC!

A modern kitchen features white cabinetry and stainless steel appliances, including a microwave and oven. A stylish blue backsplash complements the marble countertop. Four metal stools are positioned at the kitchen island, and nautical-themed artwork adorns the wall, adding charm to the space.

4.84 out of 5 average rating, 255 reviews

Oceanfront IOP Condo w/ Private Pier

A modern living area features a light gray sofa and pale armchair with coral accent pillows. Light wood flooring supports a coffee table adorned with decorative items. Large glass doors open to a balcony, offering ocean views and natural light through light-colored curtains.

4.97 out of 5 average rating, 377 reviews

Relax and Unwind in a Stylish Beachfront Villa

Other holiday rentals with a pool

Apartment in Seabrook Island

5 out of 5 average rating, 4 reviews

*Serve, Surf & Sand Court-Side @ Seabrook

4.97 out of 5 average rating, 33 reviews

Community Pool! | Bay Pointe Hideaway

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.

4.93 out of 5 average rating, 72 reviews

Upscale Villa, Dog Friendly. Amenity Included!

An aerial view captures a large pool area surrounded by palm trees and lounge chairs. The pool's clear water reflects surrounding greenery, while adjacent buildings showcase a coastal architectural style. The manicured landscape leads toward a golf course in the background.

4.98 out of 5 average rating, 43 reviews

Dog Friendly 2nd Floor Beach Condo

4.83 out of 5 average rating, 76 reviews

A view of a verdant golf course is framed by tall trees and lush palm foliage. The landscape features a well-manicured, expansive green area, with a pathway visible in the foreground leading through a natural setting.

Home in Kiawah Island

Cute Cottage on Cougar Pt Golf Course Pet Friendly

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, 48 reviews

1314 Pelican Watch Villas Beach Seabrook Island SC

An inviting living space features natural light pouring through sliding glass doors, revealing lush greenery outside. A sleek television is mounted on the wall above a wooden console. Seating options include a woven armchair, a soft sofa, and a round dining table surrounded by chairs.