All Vacation Villas


Properties Available 40 properties available
4341 Windswept is a stunning lakeside villa located directly across from beach access in Kiawah Island’s East Beach neighborhood. This spacious 2 bedroom, 2.5 bathroom villa offers designer interiors with all the comforts of home, a private deck with island views, and a convenient location just a quick walk from the beach and the island’s top attra
4341 Windswept Lakeside Woodland View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 5 guests
Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across from the beach in Kiawah Island’s East Beach neighborhood. This lakeside villa is beautifully decorated with updated kitchen and bathrooms, modern interior lighting, hardwood flooring, updated TV’s, high-end furnishings and comforta
4365 Windswept Lakeside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 4 guests
4906 Turtle Point is a luxury pet-friendly villa nestled in the quiet East Beach neighborhood of Kiawah Island, offering 2 bedrooms and 2 bathrooms, spacious interiors with high-end furnishings, an expansive screened porch for alfresco dining, a private deck with tranquil island views, and close proximity to the beach just a short walk away!This sp
4906 Turtle Point Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4303 Windswept Villas is a 1 bedroom, 1 bathroom first floor oceanfront villa in East Beach Village, only steps to the miles of pristine beaches of Kiawah Island. This elegant first-floor Windswept villa features ocean views from the living room - soak up some sun on the deck, dine al fresco on the covered porch, or just curl up on the couch for a
4303 Windswept Oceanfront Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This pet-friendly villa boasts stunning lagoon views and is located only a short walk from The Sanctuary, Night Heron Park, Turtle Point Golf Club, the Tennis Center and miles of pristine Kiawah Island beach.The living area offers natural light through double sliding glass doors, comfortable seating with pull-out sofa bed, and a flat screen TV for
4847 Green Dolphin Way Lagoon View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Please Note: From January 21st through early April 2025, the Windswept complex will undergo construction in the common area of floor six. During this time, loud noise and potential airborne dust may affect your stay. Thank you for your understanding!This fabulous 2 bedroom, 2 bathroom oceanfront Windswept Villa penthouse is perched on the 5th floor
5133 Windswept Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
The living space is bright and open, offering comfortable seating and a flat screen TV to sit back and relax with stunning views of the private lagoon just outside the windows. Sliding glass doors open to a large screened-in porch with comfortable outdoor seating to enjoy your morning coffee or a home cooked meal. The kitchen is fully-equipped with
5550 Turtle Cove Lagoon View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2273 Shipwatch is a stunning 1 bedroom, 1 bathroom oceanside villa located in the heart of Kiawah Island’s West Beach neighborhood. This Shipwatch villa offers ocean views from the private deck as well as convenient access to the beach and the island’s top attractions. The living area is flooded with natural light and ocean views from the floor-to-
2273 Shipwatch Oceanside Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
4470 Windswept Villas is a wonderful, completely updated and beautifully maintained 1 bedroom, 1.5 bathroom Kiawah Island villa just steps from the ocean in East Beach Village. A short walk or bike ride and you’re soaking up the sun, teeing off on world-class golf courses and enjoying family friendly island activities on Kiawah. This first floor v
4470 Windswept Villa Woodland Suite
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Half Bathroom 1 Half bath
Guests 2 guests
4953 Turtle Point Villa is a 3 bedroom, 3 bathroom two-story villa rental located along the 18th tee of the Turtle Point Golf Course in the East Beach area of Kiawah Island. This beautiful Kiawah villa boasts tranquil lagoon views and is only a short, 5 minute walk to the beach. This second floor Turtle Point villa offers 1,668 sq feet of living sp
4953 Turtle Point Villa Golf & Lagoon View
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Please Note: From January 21st through early April 2025, the Windswept complex will undergo construction in the common area of floor six. During this time, loud noise and potential airborne dust may affect your stay. Thank you for your understanding!5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views o
5107 Windswept Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Enjoy this lovely 1 bedroom, 1 bathroom Kiawah villa rental located on the first floor of the Mariners Watch villa complex, just a short stroll to the beach or Night Heron Park. The open plan living area features a sleeper sofa, rocking chair and brand new flat screen TV. The kitchen is well-equipped with appliances and amenities with a dining ta
4262 Mariners Watch Villa Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests

Tell us what you're looking for and someone will contact you with available options.

I agree