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
In 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. RBL22-000355This 4th-floor, 3-bedroom, 3-bathroom Kiawah Island oceanfront vacation rental is a Windswept Villa that offers st
5132 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (19)
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 5, and the maximum allowed number of vehicles is 2. RBL24-000098This lovely Kiawah Island oceanfront vacation rental is a third-floor Windswept Villa that received a full renovat
Hot HOT 48
5120 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (24)
In 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. RBL23-000022This fully renovated Kiawah Island vacation rental offers 1 bedroom, a relaxing balcony, and a short 1-minute walk
Hot HOT 38
4332 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 5 (27)
In 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. RBL24-000183This Kiawah Island beachfront villa showcases recent renovations and is just steps from the beach.This first-floor
Hot HOT 31
4440 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (6)
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 5, and the maximum allowed number of vehicles is 2. RBL19-005857 This 4th-floor (top floor) unit has one of the best beach views on Kiawah Island. 2 Bedroom Oceanfront Windswep
Hot HOT 41
4436 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (79)
In 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 4, and the maximum allowed number of vehicles is 2. RBL21-000324Please note: This villa is currently undergoing an extensive renovation that is anticipated to be completed in 202
Hot HOT 28
4455 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (53)
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. RBL21-000132This 2-bedroom Kiawah Island oceanfront vacation rental was recently renovated in spring 2025! Designed for comfor
Hot HOT 44
4431 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (46)
In 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 8, and the maximum allowed number of vehicles is 3. RBL19-00651Welcome to your dream getaway! This stunning first-floor oceanfront vacation rental was completely renovated in ear
Hot HOT 43
5101 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (43)
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. RBL23-000003This 5th-floor Kiawah Island oceanfront vacation rental is a Windswept Villa that offers 2 bedrooms and a balcony
Hot HOT 52
5134 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (24)
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. RBL24-000056This top-floor, two-bedroom oceanfront villa offers peaceful views over the ocean and is within walking distance t
Hot HOT 36
5143 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (8)
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. RBL26-000103This beautifully renovated fourth floor Kiawah Island oceanfront villa features two bedrooms and serene views over
Hot HOT 36
5131 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (9)
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. RBL24-000101This updated Kiawah Island oceanfront vacation rental features 2 bedrooms and a covered deck with beautiful views
Hot HOT 44
4465 Windswept Villa
Villa
Windswept
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (15)

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