Holiday 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 favourite
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

Top Guest favourite
A serene marsh view is presented, featuring lush green grasses and a calm waterway reflecting the vibrant colors of the sunset. The sky is filled with shades of orange and purple, marking the transition from day to evening, creating a peaceful atmosphere.
Home in Seabrook Island
5 out of 5 average rating, 105 reviews

Sunset Paradise - Great Location on Island

Enjoy Seabrook year round. It's spectacular! Well-appointed two bedroom/ two bath second-floor condo with magnificent marsh view. Beautiful sunroom to relax while enjoying a glass of wine/coffee. Enjoy biking on the beach, tennis, pickleball, golf, & horseback riding. Three bicycles are included for pedaling on Island. Condo is close to Bohicket Marina for sunsets & short bike ride to Fresh Fields for shopping. Unit includes FREE amenity card for club access. Great location. Stay and play!

Guest favourite
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, 196 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 favourite
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.
Condo in Seabrook Island
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

Top Guest favourite
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 favourite
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, 146 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 favourite
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, 141 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.

Top Guest favourite
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 favourite
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, 234 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. .

Guest favourite
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-

Guest favourite
Home in Folly Beach
4.96 out of 5 average rating, 157 reviews

Luxury pool, center of Folly, 2 blocks to 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!

Top Guest favourite
A spacious pool area is surrounded by lush greenery, featuring vibrant tropical plants. Poolside seating includes lounge chairs, shaded by colorful umbrellas. A patio area is visible, designed for outdoor gatherings, with a backdrop of natural beauty enhancing the serene atmosphere.
Apartment in Johns Island
4.93 out of 5 average rating, 244 reviews

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

When is the best time to visit Kiawah Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$645 AUD$580 AUD$791 AUD$811 AUD$893 AUD$1,118 AUD$1,010 AUD$856 AUD$645 AUD$675 AUD$550 AUD$604 AUD
Avg. temp10°C12°C15°C19°C23°C26°C28°C27°C25°C20°C15°C11°C

Quick stats about holiday rentals with a pool in Kiawah Island

  • Total holiday rentals

    Explore 310 holiday rentals in Kiawah Island

  • Nightly prices starting at

    Kiawah Island holiday rentals start at $156 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    290 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    310 of Kiawah Island holiday 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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