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Luxury rentals in Kiawah Island

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Top-rated luxury holiday rentals in Kiawah Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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An aerial view of The Pelzer House showcases the striking marble checkerboard pool with an elevated spa. White umbrellas provide shade over lounge chairs, surrounded by landscaped greenery, while the stylish design elements create a harmonious outdoor retreat.

Home in Mount Pleasant

5 out of 5 average rating, 16 reviews

The Pelzer House

Luxe coastal retreat! Cooper Estates - known as Mount P's most desirable neighborhood for its unbeatable proximity and charm. Dual primary suites, 2 king guest rooms, twin room, 3 full baths, designer kitchen w/Thermador appliances, and soaring ceilings. 7 mins to downtown Charleston, 3 mins (walkable) to Shem Creek, 10 mins to Sullivans Island Beach, 5 mins to boat landing. Marble pool, spa, fireplace, grill & boat parking. NO BACH PARTIES ALLOWED. STR Permit: ST250378 | TOMP License: 20134527

A luxury home is positioned beside a serene lagoon, surrounded by lush greenery and palm trees. The exterior features multiple levels and wide porches, reflecting sunset hues in the water for a tranquil atmosphere.

Home in Kiawah Island

5 out of 5 average rating, 6 reviews

Spacious Kiawah 5Bd w/ pvt. pool & close to beach

Welcome to this incredible new home at 67 Otter Island Road on Kiawah Island! This 5 bedroom luxury beach vacation rental, located just off of the famed Ocean Course Drive, boasts lagoon and marsh views, a new private pool, and is just a short stroll or bike ride to the beach. It truly is an ideal island and golf getaway!

Home in Seabrook Island

Incredible remodel! Gorgeous w/ panoramic balcony

3553 Seaview Drive, Seabrook Island, Charleston, South Carolina, 5 bedroom Beach Vacation Home, Golf Views, Community Pool and Club Access, Golf Cart

Home in Kiawah Island

5 out of 5 average rating, 3 reviews

7 Bedroom Oceanview Kiawah Estate w/ Pool

126 Flyway Drive, Kiawah Island, Vanderhorst Plantation, Charleston, South Carolina, Beachside, Ocean View, 7 bedrooms, Private Pool

Home in Johns Island

New place to stay

Kiawah 5bd Luxury Home! Marsh, Creek Views!

18 Blue Heron Pond, Kiawah Island, Charleston, South Carolina, 5 bedroom Beach Vacation Rental, Marsh View, Creek View

A private pool is framed by a wooden deck, leading to a two-story home nestled among lush greenery. Multiple lounge chairs are arranged along the edge of the pool, with large windows of the house reflecting the natural surroundings. Soft twilight hues fill the sky.

Home in Kiawah Island

5 out of 5 average rating, 5 reviews

Gorgeous Kiawah Home w/ Private Pool

508 Ruddy Turnstone, Kiawah Island, Charleston, South Carolina, 5 bedroom, Private Pool, Maritime Forest View

Home in Kiawah Island

New 6 bedroom listing, 81 Wax Myrtle! Luxury Home

81 Wax Myrtle, Kiawah Island Golf Resort, Located off Governors Drive, Vanderhorst Plantation

A serene outdoor area is highlighted by a spacious pool surrounded by lush greenery. Comfortable outdoor seating with accent pillows and decorative planters adds to the inviting setting. An umbrella provides shade over a corner seating arrangement, ideal for relaxation in nature.

Home in Kiawah Island

4.87 out of 5 average rating, 15 reviews

Luxury Kiawah Beach House with Private Pool

159 Bluebill Court, Kiawah Island, Charleston, South Carolina, Luxury Beach Vacation Rental

Home in Kiawah Island

Luxury Kiawah Home, 6+ Bdrms, Heated Pool & Modern

401 Snowy Egret, Private Pool, Heated Pool, Lagoon View, 6 Bedroom; Luxury Kiawah Rental

Home in Kiawah Island

4.86 out of 5 average rating, 7 reviews

Premier Lux. Kiawah 5Bd Surfsong Rd Estate w/ Pool

162 Surfsong Road, Vanderhorst Plantation, Kiawah Island

Home in Kiawah Island

4.91 out of 5 average rating, 11 reviews

Lux. 7 Bed Home with Private Pool + Close to Beach

17 Bufflehead Drive, Kiawah Island

Home in Kiawah Island

Kiawah Getaway: 4 Bed, Pvt. Pool, Pet Friendly!

221 Kings Island, Kiawah Island

Popular amenities for Kiawah Island luxury holiday rentals

Free parking on premises

Air conditioning

Other great luxury holiday rentals in Kiawah Island

Home in Kiawah Island

4.91 out of 5 average rating, 11 reviews

Lux. 7 Bed Home with Private Pool + Close to Beach

An outdoor deck features a private pool and hot tub, framed by wooden railings. Large glass doors lead into the interior spaces, allowing for ample natural light. Surrounding trees provide a sense of privacy, while lounge chairs invite relaxation by the water.

Home in Kiawah Island

5 out of 5 average rating, 9 reviews

Stunning 5Bd in Ocean Park with Pvt Pool & Hot Tub

A luxury home is positioned beside a serene lagoon, surrounded by lush greenery and palm trees. The exterior features multiple levels and wide porches, reflecting sunset hues in the water for a tranquil atmosphere.

Home in Kiawah Island

5 out of 5 average rating, 6 reviews

Spacious Kiawah 5Bd w/ pvt. pool & close to beach

Home in Kiawah Island

4.86 out of 5 average rating, 7 reviews

Premier Lux. Kiawah 5Bd Surfsong Rd Estate w/ Pool

Home in Kiawah Island

Kiawah Getaway: 4 Bed, Pvt. Pool, Pet Friendly!

A serene outdoor area is highlighted by a spacious pool surrounded by lush greenery. Comfortable outdoor seating with accent pillows and decorative planters adds to the inviting setting. An umbrella provides shade over a corner seating arrangement, ideal for relaxation in nature.

Home in Kiawah Island

4.87 out of 5 average rating, 15 reviews

Luxury Kiawah Beach House with Private Pool

Home in Kiawah Island

5 out of 5 average rating, 3 reviews

7 Bedroom Oceanview Kiawah Estate w/ Pool

Home in Kiawah Island

New 6 bedroom listing, 81 Wax Myrtle! Luxury Home

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