All Vacation Rentals
100 properties available
4176 Night Heron is an inviting 1,300 sq ft vacation rental cottage in the heart of Kiawah Island, close to Night Heron Park, a short bike ride or scenic walk to the beach, and centrally located to enjoy the best shopping, dining and activities on Kiawah Island. This Cottage has 3 bedrooms and accommodates up to 6 guests. This spacious Night Hero
3
bedrooms
2
baths
6
guests
4158 Night Heron is a 3 bedroom, 3 bathroom elevated cottage nestled below a canopy of live oaks in the popular Night Heron Community, a short walk from Night Heron Park, the Kiawah Nature Center and a public boardwalk to miles of pristine beaches. As you walk into the house, you are met with an open living space, perfect for relaxing after a lon
3
bedrooms
3
baths
8
guests
This 1 bedroom, 1 bathroom 2nd floor Kiawah villa is located in the Windswept Villa complex in popular East Beach, an easy stroll to the island's top amenities and miles of pristine beaches.This gorgeous villa is recently renovated and redecorated with designer inspired interiors, high-end amenities and all your need for a tranquil and hassle-free
1
bedrooms
1
baths
4
guests
4418 Windswept is a 1 bedroom, 1 bathroom villa in Kiawah Island’s East Beach with gorgeous views of the ocean and dunes, and direct access to the beach boardwalk from your private deck! This second floor Windswept villa offers an open living, dining and kitchen area. The living area features a sleeper sofa, flat screen TV, cozy window seat, and
1
bedrooms
1
baths
4
guests
17 Surfsong is a 5 bedroom, 3.5 bathroom luxury Kiawah Island pool home across the street from the beach in the Vanderhorst Plantation. This beautiful Carolina coastal home boasts a screened porch, an outdoor deck with a private pool, tranquil tropical views and beautifully appointed interiors. The living room is spacious with vaulted ceilings an
5
bedrooms
3.5
baths
10
guests
121 Surfscoter Lane is a fully renovated 3 bedroom, 3.5 bathroom Kiawah Island vacation home in the popular West Beach Village area, only one block from the beach. Nestled in the trees, this home offers exceptional Lowcountry living with an expansive outdoor deck with BBQ grill, a screened in porch and classic Carolina coastal interiors. All on o
3
bedrooms
3.5
baths
6
guests
Majestic ocean views from every room await you in this beautifully-renovated , 2 bedroom, 2 bathroom oceanfront Shipwatch penthouse. Located in the heart of West Beach Village, 2473 Shipwatch is a rare townhouse-style villa offering a calm, impeccably-furnished interior, ocean facing decks and just steps from the ocean on Kiawah Island. Each floo
2
bedrooms
2
baths
5
guests
99 Surfscoter Lane is a welcoming 3 bedroom, 2 bathroom private vacation home in the popular West Beach neighborhood, just a 3 minute walk to the beach and a short bike ride to Kiawah Island's dining, shopping and family-friendly island activities. This spacious 1,500 sq ft Kiawah home is a great option for a single family looking to have more spac
3
bedrooms
2
baths
6
guests
4560 Parkside Villa is a newly updated and tastefully furnished 3 bedroom, 3 bathroom Kiawah Island villa located in the popular East Beach Village area with amazing lagoon views, a sunny screened porch, and a private dock. This villa is in the heart of Kiawah Island only minutes to the beach, Night Heron Park and world-class golf. The villa is sp
3
bedrooms
3
baths
6
guests
This fabulous 2 bedroom, 2 bathroom oceanfront Windswept Villa penthouse is perched on the 5th floor with designer interiors, an ocean facing balcony with gorgeous Atlantic views and the best beach access to Kiawah Island’s beaches and attractions. Professionally decorated, this beautiful Windswept unit boasts vaulted ceilings, custom cabinetry i
2
bedrooms
2
baths
4
guests
594 Piping Plover is a custom 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home overlooking the 12th fairway of Osprey Point Golf Course and Bufflehead Pond. This spacious 4,056 sq ft private home boasts luxurious living spaces with a private elevator, a large deck and BBQ grill overlooking the fairways, a tranquil screened porch and a s
4
bedrooms
4.5
baths
9
guests
21 Surfsong is a single story 3 Bedroom, 3 Bathroom private vacation home in the Vanderhorst Plantation on Kiawah Island. This home offers 3,100 sq feet of classic interiors and an expansive private deck overlooking Canvasback Lagoon for sunning, entertaining or alfresco BBQ dining, only a short 2-minute stroll from the beach! The bright and elega
3
bedrooms
3
baths
6
guests
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