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In need of a South Carolina vacation rental for a romantic getaway or small group? We offer charming Kiawah villas and cottage rental options around Kiawah Island and the Charleston area. Ranging from one to five bedrooms with an array of options and amenities, we're sure to have the perfect villa or cottage to meet your vacation rental needs. 

View our Kiawah Island villa rentals and cottage rentals with pet-friendly options, community pools, oceanfront properties, and more!

Displaying 13 - 24 of 30 results matching your search criteria
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4317 Windswept Villa

2
2

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • two Twins
April 2025 - June 2025
April 2025
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Living Area
 
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Beach/Ocean Views
Elevator

5132 Windswept Villa

3
3

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • King
  • two Twins
  • Murphy Bed
April 2025 - June 2025
April 2025
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June 2025
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Living Area
 
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Beach/Ocean Views
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4420 Windswept Villa

1
1.5

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • Queen
April 2025 - June 2025
April 2025
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June 2025
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Living area
 
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Beach/Ocean Views
Elevator

4436 Windswept Villa

2
2

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • Twin over King Bunk Bed
April 2025 - June 2025
April 2025
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May 2025
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June 2025
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Living Area
 
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Community Pool
Elevator

6016 Maritime Villa

4
4

Area

Kiawah - East Beach

Community

Maritime

Type

Villa

Beds

  • King
  • Queen
  • King
  • two Twins
April 2025 - June 2025
April 2025
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May 2025
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June 2025
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View Details
3D Virtual Tour
Living Area
 
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Beach/Ocean Views
Elevator

4304 Windswept Villa

3
3

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • King
  • two Twins
April 2025 - June 2025
April 2025
SuMoTuWeThFrSa
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May 2025
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June 2025
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View Details
3D Virtual Tour
Living area
 
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Add Favorite
Beach/Ocean Views
Elevator

4316 Windswept Villa

3
3

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • Queen
  • two Twins
April 2025 - June 2025
April 2025
SuMoTuWeThFrSa
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May 2025
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June 2025
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View Details
3D Virtual Tour
Living Area
 
<< >>
Add Favorite
Beach/Ocean Views
Elevator

5134 Windswept Villa

2
2

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • King
April 2025 - June 2025
April 2025
SuMoTuWeThFrSa
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May 2025
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June 2025
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View Details
3D Virtual Tour
Oceanfront Deck
 
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Beach/Ocean Views
Elevator

2269 Shipwatch Villa

1
1

Area

Kiawah - West Beach

Community

Shipwatch

Type

Villa

Beds

  • King
  • Sleeper Sofa
April 2025 - June 2025
April 2025
SuMoTuWeThFrSa
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May 2025
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June 2025
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View Details
3D Virtual Tour
Oceanfront Deck
 
<< >>
Add Favorite
Beach/Ocean Views
Elevator

4451 Windswept Villa

2
2

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • Queen
  • Sleeper Sofa
April 2025 - June 2025
April 2025
SuMoTuWeThFrSa
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May 2025
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June 2025
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View Details
3D Virtual Tour
Open Living and Dining Area
 
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Add Favorite
Elevator

2276 Shipwatch Villa

2
2

Area

Kiawah - West Beach

Community

Shipwatch

Type

Villa

Beds

  • King
  • two Queens
  • Sleeper Sofa
April 2025 - June 2025
April 2025
SuMoTuWeThFrSa
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May 2025
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June 2025
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View Details
3D Virtual Tour
Covered Deck Overlooking the Ocean
 
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Beach/Ocean Views
Elevator

4416 Windswept Villa

2
2

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • Twin over King Bunk Bed
April 2025 - June 2025
April 2025
SuMoTuWeThFrSa
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May 2025
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June 2025
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View Details
3D Virtual Tour

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