Windswept Villas - Kiawah Island Vacation Rentals

Featuring ocean, lagoon, or scenic wooded views, Windswept Villas in Kiawah Island, SC provides an unparalleled opportunity to enjoy the island’s natural landscape in all its wonder.

Where are the Windswept Villas located on Kiawah Island?

Windswept Villas are centrally located in East Beach, composed of oceanfront and ocean-adjacent buildings. Access to Kiawah Island’s 10-mile stretch of beach has never been more convenient! Visitors also enjoy close proximity to Night Heron Park, The Nest Market & Café, and The Sanctuary.

What types of accommodations are available at Windswept Villas?

Offering one, two, and three-bedroom villas, these properties are ideal for families, couples, and small groups. They are perfectly designed to blend into nature and maximize the beautiful views of the island.

What amenities do Windswept Villas offer?

Amenities include fully equipped kitchens, private balconies or patios, spacious living areas, washer/dryer units, parking, and direct beach access. Visitors also have access to bike paths that can transport you around the island.  


Properties Available 31 properties available
RBL19-006179In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 2, the maximum allowed occupancy is 4, and the maximum allowed number of vehicles is 2.This oceanfront Kiawah Island vacation rental offers two bedrooms, two oceanview decks, and panoramic beach views.
Hot HOT 20
4317 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (41)
RBL22-000355In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 3, the maximum allowed occupancy is 6, and the maximum allowed number of vehicles is 3.This 4th-floor, 3-bedroom, 3-bathroom Kiawah Island oceanfront vacation rental is a Windswept Villa that offers stu
Hot HOT 28
5132 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (16)
RBL21-000378In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 3, the maximum allowed occupancy is 6, and the maximum allowed number of vehicles is 2.Please note: This villa is undergoing renovations that are anticipated to be completed in winter 2026. All 3 bathro
Hot HOT 20
4375 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (15)
RBL19-006511In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 3, the maximum allowed occupancy is 6, and the maximum allowed number of vehicles is 2.Please note: Beginning in early December, the building will undergo deck renovations. While the exact scope and tim
Hot HOT 23
4427 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (42)
RBL23-000003In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 2, the maximum allowed occupancy is 4, and the maximum allowed number of vehicles is 2.This 5th-floor Kiawah Island oceanfront vacation rental is a Windswept Villa that offers 2 bedrooms and a balcony w
Hot HOT 13
5134 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (19)
RBL19-006961In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 3, the maximum allowed occupancy is 6, and the maximum allowed number of vehicles is 2.This Kiawah Island oceanfront vacation rental has been completely renovated and features three bedrooms, stunning o
Hot HOT 14
4316 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (92)
RBL20-000331 In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 2, the maximum allowed occupancy is 4, and the maximum allowed number of vehicles is 2.This Kiawah Island vacation rental is a two-story villa with two bedrooms, lagoon views, and less than a two-minut
Hot HOT 15
4389 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (17)
RBL21-000132In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 2, the maximum allowed occupancy is 4, and the maximum allowed number of vehicles is 2.Please note: Beginning in early December, the building will undergo deck renovations. While the exact scope and tim
Hot HOT 42
4431 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (44)
RBL19-000003In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 3, the maximum allowed occupancy is 6, and the maximum allowed number of vehicles is 2.This oceanfront Kiawah Island vacation rental offers beautiful ocean views from each of the 3 bedrooms. The villa i
Hot HOT 22
4304 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (28)
RBL19-006524In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 1, the maximum allowed occupancy is 2, and the maximum allowed number of vehicles is 2.Please note: Beginning in early December, the building will undergo deck renovations. While the exact scope and tim
Hot HOT 23
4429 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.8 (113)
RBL23-000022In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 1, the maximum allowed occupancy is 3, and the maximum allowed number of vehicles is 2.This fully renovated Kiawah Island vacation rental offers 1 bedroom, a relaxing balcony, and a short 1-minute walk
4332 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 5 (22)
RBL20-000318In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 2, the maximum allowed occupancy is 6, and the maximum allowed number of vehicles is 2.Please note: Beginning in early December, the building will undergo deck renovations. While the exact scope and tim
Hot HOT 24
4416 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (52)

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