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, 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 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.

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!

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, 197 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, 182 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, 147 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.

4.92 out of 5 average rating, 106 reviews

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.

Flat in Kiawah Island

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.

4.92 out of 5 average rating, 142 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, 156 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.

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, 163 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, 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. .

Apartment in Kiawah Island

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.

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of the villa features a two-story structure with a wrap-around deck, large windows, and a screened porch. The entrance is surrounded by lush greenery and a gravel pathway leading to parking space underneath the home.

4.95 out of 5 average rating, 37 reviews

Seabrook Island |walk to beach | 3 bdrm

4.97 out of 5 average rating, 104 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

4.82 out of 5 average rating, 206 reviews

A spacious deck features comfortable seating arrangements, including lounging sofas and wooden chairs. A coffee table rests between them, inviting relaxed gatherings. The expansive view reveals lush marshland, with the Intracoastal Waterway visible in the distance under a softly lit sky.

Home in Folly Beach

Amazing Views - hot tub - 5 beds - Walk to beach

4.94 out of 5 average rating, 124 reviews

Two comfortable chairs are situated on a screened porch, surrounded by lush greenery and tall oak trees. A glass table holds a vibrant plant arrangement and a chess set. The view includes the fifth fairway, enhancing a relaxing atmosphere.

Home in Edisto Island

Serene Edisto Beach Cottage Among Stately Oaks

5 out of 5 average rating, 28 reviews

Home in Mount Pleasant

Charming Mt Pleasant Getaway with Heated Pool

A community pool area is presented with clear, refreshing water under a bright blue sky. Surrounding the pool, lounge chairs are arranged on a stone deck, accompanied by lush greenery provided by trees and landscaping.

5 out of 5 average rating, 9 reviews

Whispering Palms - an iTrip Home

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

A bright sleeping loft features four galley-style twin beds with storage drawers and cubbies underneath. Each bed is neatly made with white linens and towels. Soft light filters through a nearby window, and a wall-mounted flat-screen TV is visible.

4.98 out of 5 average rating, 43 reviews

Cottage @ the beach! Kid’s loft! *Amenity Cards*

Apartment rentals with a pool

4.92 out of 5 average rating, 139 reviews

1st Floor Spacious Condo Steps To Front Beach IOP

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, 154 reviews

Riverside Condo with Marsh View Balcony

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.

4.93 out of 5 average rating, 283 reviews

Port O'Call Wild Dunes Resort

4.96 out of 5 average rating, 156 reviews

Apartment in Folly Beach

Riverfront Retreat/2 Balconies Pool, Walk to Beach

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.

4.95 out of 5 average rating, 365 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.

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.

4.89 out of 5 average rating, 132 reviews

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

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.

4.96 out of 5 average rating, 370 reviews

Relax and Unwind in a Stylish Beachfront Villa

Other holiday rentals with a pool

4.93 out of 5 average rating, 14 reviews

An outdoor porch features a wooden dining table surrounded by four chairs, providing a space to enjoy meals. A cozy seating area is depicted with a rattan chair. Lush green trees and the waterfront can be seen, enhancing the serene ambiance.

Bungalow in Johns Island

The Robin ~ Riverfront Bungalow ~ EV Charger

5 out of 5 average rating, 28 reviews

Villa in Johns Island

Pet Friendly Beach Villa Seabrook Club Access

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. Amenity Included!

4.98 out of 5 average rating, 41 reviews

A two-story condo is depicted with a sloped green roof and covered porches adorned with white railings. Surrounded by lush palm trees, the building reflects the soft hues of a sunset sky, creating a serene atmosphere that invites relaxation.

Villa in Seabrook Island

Pet friendly stay w/ wrap-around deck

5 out of 5 average rating, 14 reviews

A private estate is surrounded by lush greenery, featuring a serene lake with a dock. A clear pool is positioned in the foreground, complemented by landscaped pathways and tropical plants, while the residence rises gracefully amidst the trees, offering a tranquil retreat.

Home in Hollywood

Private 4-Bedroom Lakeside Estate: Pool, Fire-pit

5 out of 5 average rating, 52 reviews

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.

Flat in Seabrook Island

Young families+ snowbird winter deals-club access

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