Kiawah Island, South Carolina

Vacation Rentals in Kiawah Island, South Carolina

Discover 738 vacation rental properties in Kiawah Island. From 1 to 8 bedrooms. Average $553/night. 100% have pools.

738 verified listings Book securely on VRBO Prices updated March 2026

738 properties available

Beautiful Home in the Woods with Updated Amenities and Shared Pool

Beautiful Home in the Woods with Updated Amenities and Shared Pool

3 beds 2 baths
PoolA/CWiFiBalcony
$207/night
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4221 Mariners Watch: 3BR, Stunning Ocean Views, Steps from Beach, Bike Credit

4221 Mariners Watch: 3BR, Stunning Ocean Views, Steps from Beach, Bike Credit

3 beds 3 baths
PoolA/CWiFiBalcony
$1,021/night
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Dog friendly Sparrow Pond Cottage

Dog friendly Sparrow Pond Cottage

3 beds 2 baths
PoolA/CWiFiBalcony
$376/night
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Updated West Beach villa w/ fairway & lagoon views - walk to beach

Updated West Beach villa w/ fairway & lagoon views - walk to beach

3 beds 3 baths
PoolA/CWiFiBalcony
$191/night
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Newly Constructed, Custom Built Home w/ Mesmerizing Marsh Views, 2 Master Suites & Outdoor Spaces

Newly Constructed, Custom Built Home w/ Mesmerizing Marsh Views, 2 Master Suites & Outdoor Spaces

4 beds 4 baths
PoolA/CWiFiBalcony
$584/night
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Best BEACHFRONT Kiawah Rates! Pup Friendly, Cozy Home.

Best BEACHFRONT Kiawah Rates! Pup Friendly, Cozy Home.

3 beds 2 baths
PoolA/CWiFiBalcony
$704/night
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Modern Turtle Point Villa- Great Golf Views! Popular East Beach Location!

Modern Turtle Point Villa- Great Golf Views! Popular East Beach Location!

2 beds 2 baths
PoolA/CWiFiBalcony
$278/night
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1016 Sparrow Pond: 3BR Cottage, Community Pool Access, Beach Gear/Bike Credit

1016 Sparrow Pond: 3BR Cottage, Community Pool Access, Beach Gear/Bike Credit

3 beds 2 baths
PoolA/CWiFiBalcony
$348/night
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Serene Boho Beachhouse on Kiawah

Serene Boho Beachhouse on Kiawah

3 beds 2 baths
PoolA/CWiFiBalcony
$467/night
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Lagoon Villa Parkside - Cancellation Wk of July 27 - 5 Min Walk 2 Beach & Park.

Lagoon Villa Parkside - Cancellation Wk of July 27 - 5 Min Walk 2 Beach & Park.

2 beds 2 baths
PoolA/CWiFiBalcony
$201/night
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Lagoon view villa with office, easy walk to beach!

Lagoon view villa with office, easy walk to beach!

2 beds 1 bath
PoolA/CWiFiBalcony
$305/night
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Kiawah Exclusives : 4262 Mariners Watch Villa Lagoon View

Kiawah Exclusives : 4262 Mariners Watch Villa Lagoon View

1 bed 1 bath
PoolA/CWiFiBalcony
$182/night
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4332 Windswept: Renovated 1BR Condo, 1 Min to Beach, Beach Gear/Bike Credit

4332 Windswept: Renovated 1BR Condo, 1 Min to Beach, Beach Gear/Bike Credit

1 bed 1 bath
PoolA/CWiFiBalcony
$183/night
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First Floor Villa with Lagoon Views and within walking distance of the beach

First Floor Villa with Lagoon Views and within walking distance of the beach

2 beds 2 baths
PoolA/CWiFiBalcony
$288/night
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4834 Turtle Cove: 2 BR, Near Beach, Pet-Friendly, $250 Beach Gear/Bike Credit

4834 Turtle Cove: 2 BR, Near Beach, Pet-Friendly, $250 Beach Gear/Bike Credit

2 beds 2 baths
PoolA/CWiFiBalcony
$235/night
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Peaceful Kiawah Island Cottage - minutes away from the beach! #164629

Peaceful Kiawah Island Cottage - minutes away from the beach! #164629

3 beds 2 baths
PoolA/CWiFiBalcony
$277/night
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5143 Windswept: Top Floor, Incredible Ocean Views, Renovated, Beach Gear Credit

5143 Windswept: Top Floor, Incredible Ocean Views, Renovated, Beach Gear Credit

2 beds 2 baths
PoolA/CWiFiBalcony
$509/night
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Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby

Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby

4 beds 4 baths
PoolA/CWiFiBalcony
$323/night
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Lovely cottage with beautiful views & screened porch - easy walk to beach/ park

Lovely cottage with beautiful views & screened porch - easy walk to beach/ park

3 beds 2 baths
PoolA/CWiFiBalcony
$277/night
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Greenslake Cottage with Updated Kitchen

Greenslake Cottage with Updated Kitchen

2 beds 2 baths
PoolA/CWiFiBalcony
$301/night
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4335 Windswept: 1BR Beauty, 1 Minute to Beach, $150 Beach Gear/Bike Credit

4335 Windswept: 1BR Beauty, 1 Minute to Beach, $150 Beach Gear/Bike Credit

1 bed 1 bath
PoolA/CWiFiBalcony
$231/night
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Condo Front Beach Kiawah Island

Condo Front Beach Kiawah Island

2 beds 2 baths
PoolA/CWiFiBalcony
$498/night
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Picturesque View in Parkside! 2bd/2ba

Picturesque View in Parkside! 2bd/2ba

2 beds 2 baths
PoolA/CWiFiBalcony
$278/night
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Calming Coastal villa, minutes to beach

Calming Coastal villa, minutes to beach

3 beds 2 baths
PoolA/CWiFiBalcony
$334/night
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NEW PET FRIENDLY Listing! Kiawah West Beach

NEW PET FRIENDLY Listing! Kiawah West Beach

3 beds 3 baths
PoolA/CWiFiBalcony
$257/night
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Kiawah Exclusives: 2476 Shipwatch Oceanfront Villa

Kiawah Exclusives: 2476 Shipwatch Oceanfront Villa

1 bed 1 bath
PoolA/CWiFiBalcony
$296/night
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3 bed/3 bath Inlet Cove cottage, community pool, short walk to the beach

3 bed/3 bath Inlet Cove cottage, community pool, short walk to the beach

3 beds 3 baths
PoolA/CWiFiBalcony
$309/night
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Modern Lagoon View Steps from Beach Pool & Golf

Modern Lagoon View Steps from Beach Pool & Golf

2 beds 2 baths
PoolA/CWiFiBalcony
$235/night
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Dog-friendly home with deck, grill & pool - easy walk to beach, dining & shops

Dog-friendly home with deck, grill & pool - easy walk to beach, dining & shops

3 beds 2 baths
PoolA/CWiFiBalcony
$213/night
View Details → Book on VRBO
4550 Parkside: 2BR Beauty, Screened Porch & Deck, Credit for Bikes/Beach Gear

4550 Parkside: 2BR Beauty, Screened Porch & Deck, Credit for Bikes/Beach Gear

2 beds 2 baths
PoolA/CWiFiBalcony
$189/night
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Lovely cottage with tennis & golf, shared community pool - close to the beach

Lovely cottage with tennis & golf, shared community pool - close to the beach

3 beds 2 baths
PoolA/CWiFiBalcony
$217/night
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First floor ocean area villa w/ dune & wooded views - just steps from the beach

First floor ocean area villa w/ dune & wooded views - just steps from the beach

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Favorite cottage - large kitchen and renovated bathrooms, sunroom

Favorite cottage - large kitchen and renovated bathrooms, sunroom

3 beds 2 baths
PoolA/CWiFiBalcony
$291/night
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REMODEL Oceanfront Shipwatch Villa | Ocean Views|Steps to Beach|Golf|Conference

REMODEL Oceanfront Shipwatch Villa | Ocean Views|Steps to Beach|Golf|Conference

1 bed 1 bath
PoolA/CWiFiBalcony
$286/night
View Details → Book on VRBO
4683 Tennis Club: 2BR with Tennis Views, Screened Porch, Discounted Summer Rates

4683 Tennis Club: 2BR with Tennis Views, Screened Porch, Discounted Summer Rates

2 beds 2 baths
PoolA/CWiFiBalcony
$222/night
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Dog-friendly woodland home with high-speed WiFi & large back deck - beach nearby

Dog-friendly woodland home with high-speed WiFi & large back deck - beach nearby

3 beds 2 baths
PoolA/CWiFiBalcony
$264/night
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Kiawah Exclusives: 5121 Windswept Oceanfront Villa

Kiawah Exclusives: 5121 Windswept Oceanfront Villa

3 beds 3 baths
PoolA/CWiFiBalcony
$663/night
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4427 Windswept: Ocean Views from Every Room, Beach Gear/Bike Credit

4427 Windswept: Ocean Views from Every Room, Beach Gear/Bike Credit

3 beds 3 baths
PoolA/CWiFiBalcony
$474/night
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Newly Renovated Villa! IDEAL Location at Windswept Villa, Walk-Out to Beach!

Newly Renovated Villa! IDEAL Location at Windswept Villa, Walk-Out to Beach!

3 beds 3 baths
PoolA/CWiFiBalcony
$461/night
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253 Governors: Private Pool and Hot Tub, $250 Beach Gear/Bike Credit

253 Governors: Private Pool and Hot Tub, $250 Beach Gear/Bike Credit

3 beds 2 baths
PoolA/CWiFiBalcony
$391/night
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4389 Windswept: $250 Beach Gear/Bike Credit, Lagoon Views, Walk to Beach!

4389 Windswept: $250 Beach Gear/Bike Credit, Lagoon Views, Walk to Beach!

2 beds 2 baths
PoolA/CWiFiBalcony
$243/night
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Central, spacious in heart of Kiawah

Central, spacious in heart of Kiawah

1 bed 1 bath
PoolA/CWiFiBalcony
$192/night
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Renovated cottage w/ deck & screened porch - walk 150 yards to the beach

Renovated cottage w/ deck & screened porch - walk 150 yards to the beach

3 beds 2 baths
PoolA/CWiFiBalcony
$221/night
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Kiawah Exclusives: 21 Surfsong

Kiawah Exclusives: 21 Surfsong

3 beds 3 baths
PoolA/CWiFiBalcony
$453/night
View Details → Book on VRBO
5142 Windswept Luxury 2 BR 3 Bath PENTHOUSE Villa with Spectacular Ocean View

5142 Windswept Luxury 2 BR 3 Bath PENTHOUSE Villa with Spectacular Ocean View

2 beds 3 baths
PoolA/CWiFiBalcony
$909/night
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Oceanfront Premier! Beach steps away. Clean and Crisp! Same day availability.

Oceanfront Premier! Beach steps away. Clean and Crisp! Same day availability.

2 beds 2 baths
PoolA/CWiFiBalcony
$645/night
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Turtle Cove Open Floor Plan 2bed/2bath Turtle Cove Villa Pet Friendly

Turtle Cove Open Floor Plan 2bed/2bath Turtle Cove Villa Pet Friendly

3 beds 2 baths
PoolA/CWiFiBalcony
$500/night
View Details → Book on VRBO
3 Minute Walk to Beach! Corner Townhome-Style Villa w/ Outdoor Decks & Incredible Lagoon Views.

3 Minute Walk to Beach! Corner Townhome-Style Villa w/ Outdoor Decks & Incredible Lagoon Views.

3 beds 3 baths
PoolA/CWiFiBalcony
$244/night
View Details → Book on VRBO

Showing 48 of 738 properties

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