Holiday rentals with a pool in Kiawah Island

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, 214 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 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.

4.93 out of 5 average rating, 136 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

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.

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.

4.94 out of 5 average rating, 197 reviews

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, 111 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

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.

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.

4.91 out of 5 average rating, 109 reviews

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, 118 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

4.94 out of 5 average rating, 102 reviews

A bright living area features large windows offering views of the golf course and marsh. Comfortable seating includes a sectional sofa and two swivel chairs. A round coffee table is centered on a textured rug, and a sleek television is positioned on a media console.

Villa in Seabrook Island

Newly Remodeled Villa, 5 Minute Walk to Beach

Entire remodeled three bedroom villa. 5 minute walk to beach, just steps to a private pool. Home overlooks sweeping marsh and golf course views. Leave your worries behind and enjoy island life just 23 miles from Charleston. Seabrook Island features an amazing gated 2200 acre resort community with award winning golf courses, fitness center, beach horseback riding, and spectacular beach club. Amenity cards available. Seabrook Biz License: BL25-000818 Short Term Rental Permit: STR25-000064

4.83 out of 5 average rating, 171 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.

Townhouse in Seabrook Island

A modern kitchen features white cabinetry with gold-toned hardware and a large quartz island. Stainless steel appliances, including a refrigerator and oven, are visible. Two gray bar stools are positioned at the island, creating a comfortable dining space.

Beautiful 1 bdrm 2 bath townhouse on golf course

Newly updated contemporary townhouse! This sharp property is overlooking the golf course on Seabrook Island. This lovely home has 1 bedroom upstairs with a king bed and 2 bathrooms. Main level has a stocked kitchen, with a smart frig., stove, oven, microwave & wine frig.. The kitchen has a waterfall quartz island and gold toned hardware. The living room (w/NEW Queen sofa bed) is spacious, and there is a full bath with a shower. There is also a smart TV and a washer and dryer. Pet friendly.

4.98 out of 5 average rating, 100 reviews

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, 181 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, 244 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. .

4.92 out of 5 average rating, 119 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-

Popular amenities for Kiawah Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 220 reviews

A bright living area features a light-colored sofa and two patterned chairs, arranged around a glass coffee table. Natural light filters through the window treatments, and decorative wall hangings complement the greenery of a potted plant positioned in the corner.

Home in Folly Beach

Luxe Beach Bungalow Ocean Views Heated Pool

5.0 out of 5 average rating, 11 reviews

Home in Kiawah Island

3 Min. to Beach - Resort Pools and Privileges

A tranquil swimming pool is set against a backdrop of lush palm trees. The clear water reflects the sky, while lounge chairs are positioned nearby, offering a space to relax. The scene includes a serene view of the waterway beyond the landscape.

5.0 out of 5 average rating, 30 reviews

4 Minute Walk to the Beach

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.

5.0 out of 5 average rating, 29 reviews

Inlet Cove Beach House in Kiawah

Luxe

5.0 out of 5 average rating, 5 reviews

Stunning Marsh Views! Plunge Pool, Quiet Kiawah3BR

5.0 out of 5 average rating, 14 reviews

Home in Kiawah Island

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

4.97 out of 5 average rating, 29 reviews

Quaint Seabrook Island Cottage

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, 57 reviews

Hugging Tree Sea Cottage!

Condo rentals with a pool

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.

4.92 out of 5 average rating, 164 reviews

Beautiful Marsh Front Villa

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.

4.95 out of 5 average rating, 160 reviews

Riverside Condo with Marsh View Balcony

4.97 out of 5 average rating, 270 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 View

A rider is seen on a horse walking along the sandy beach, near the water's edge. The ocean stretches out in the background, with gentle waves lapping at the shore. The sky features soft clouds and hints of blue, creating a serene coastal scene.

4.87 out of 5 average rating, 201 reviews

Private Island Courtside Villa-5min drive to beach

4.94 out of 5 average rating, 108 reviews

A covered porch offers a serene view of the sunset over the marsh. Four wicker chairs with blue cushions are arranged around a white coffee table. Lush greenery is visible in the distance, while the water reflects the warm colors of the evening sky.

Condo in Charleston

Folly Beach Condo - Marsh View - “Westview Too”

4.94 out of 5 average rating, 394 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

4.86 out of 5 average rating, 230 reviews

A studio condo features a spacious bed with patterned bedding opposite a seating area with a plush couch. A kitchen island with barstools is seen to the left, complemented by a large window and glass doors leading to an outdoor deck. A large TV is mounted on the wall.

Condo in Edisto Island

All Inn on Edisto - Cozy Condo Close to Everything

5.0 out of 5 average rating, 200 reviews

An aerial view presents the Sea Cabins complex, featuring a winding layout among landscaped grounds. A community pool is visible near the center, while a sandy beach and the Atlantic Ocean stretch along one side. The unit marked '226B' is highlighted for easy identification.

Condo in Isle of Palms

Discover Charleston @seacabin226b Oceanfront Condo

Other holiday rentals with a pool

Cottage in Seabrook Island

Renovated Cottage Within Walking Distance to Beach

4.98 out of 5 average rating, 66 reviews

4.96 out of 5 average rating, 54 reviews

Beach escape near Charleston SC

4.97 out of 5 average rating, 70 reviews

A wooden walkway extends across sand dunes towards the water, with the sunset casting warm hues on the horizon. Silhouettes of grass and distant trees are visible against the tranquil water, creating a serene and inviting atmosphere.

Villa in Seabrook Island

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

4.98 out of 5 average rating, 45 reviews

Villa in Johns Island

Luxury Villa, Club Access, Beach, Pet-Friendly

Apartment in Seabrook Island

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

5.0 out of 5 average rating, 17 reviews

Superhost

Townhouse in Johns Island

“Roseate Tide” 9844 Haven Loop, 3 BR Kiawah River,

5.0 out of 5 average rating, 3 reviews

Apartment in Seabrook Island

A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is positioned near a flat-screen television, with a round coffee table at the center. A dining table with white chairs is visible, enhancing the inviting space.

Relaxing beach retreat-family/baby friendly-2bikes

5.0 out of 5 average rating, 59 reviews