Vacation Rentals


Properties Available 250 properties available
RBL24-000120In 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.Completely renovated in 2025, this 3 bedroom, 3 1/2 bath semi-detached home is located in Vanderhorst Plantation, a
20 Ocean Green Drive
House
Ocean Green
Kiawah Island - Vanderhorst Plantation
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (16)
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 4.8 (45)
RBL25-000137In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 4, the maximum allowed occupancy is 8, and the maximum allowed number of vehicles is 4.This Kiawah Island West Beach vacation rental features 4 bedrooms plus a private pool, and is just about a 5-minute
Hot HOT 28
228 Sea Marsh Drive
House
Kiawah Island - West Beach
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 8 guests
RBL21-000025In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 4, the maximum allowed occupancy is 10, and the maximum allowed number of vehicles is 4.This Kiawah Island vacation rental, located in West Beach, features four bedrooms, views of Cougar Point Golf Cour
Hot HOT 34
123 Surfscoter Lane
House
Kiawah Island - West Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 (11)
RBL19-006289In 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 7, and the maximum allowed number of vehicles is 3.This Kiawah Island vacation rental offers 3 bedrooms and bathrooms, a deck overlooking the golf course and lagoon,
1304 Fairway Oaks Villa Pet Friendly
Villa
Fairway Oaks
Kiawah Island - West Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.8 (54)
RBL23-000079In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 6, the maximum allowed occupancy is 14, and the maximum allowed number of vehicles is 5.Completely renovated in 2023, this Kiawah Island vacation rental is a 6-bedroom, 5.5-bathroom beach house with a n
Hot HOT 37
64 Surfsong Road
House
Kiawah Island - Vanderhorst Plantation
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (16)
RBL23-000137In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 6, the maximum allowed occupancy is 12, and the maximum allowed number of vehicles is 6.This newly built Kiawah Island vacation rental is settled in Vanderhorst Plantation. It features 6 bedrooms, a pri
Hot HOT 26
194 Ballybunion Drive
House
Kiawah Island - Vanderhorst Plantation
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 5 (18)
RBL19-007022In 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.This first-floor renovated Kiawah Island vacation rental is a Turtle Point Villa that features two bedrooms, a sunr
4914 Turtle Point Villa
Villa
Turtle Point
Kiawah Island - East Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (29)
RBL19-006527In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 4, the maximum allowed occupancy is 8, and the maximum allowed number of vehicles is 4.This Kiawah Island vacation rental features 4 bedrooms, a large deck and screened porch, and lovely views of the la
404 Amaranth Road
House
Kiawah Island - West Beach
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (78)
RBL20-000371In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 5, the maximum allowed occupancy is 11, and the maximum allowed number of vehicles is 6.This Kiawah Island vacation rental, located in Vanderhorst Plantation, has five bedrooms, a gorgeous pond view, la
Hot HOT 36
5 Bufflehead Drive
House
Kiawah Island - Vanderhorst Plantation
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 11 guests
Rating 4.6 (6)
RBL24-000191In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 5, the maximum allowed occupancy is 12, and the maximum allowed number of vehicles is 5.Nestled along Kiawah Island’s legendary Ocean Course Drive, this summer-only vacation rental showcases some of the
0 Ocean Course Drive
House
Kiawah Island - Vanderhorst Plantation
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (1)
RBL23-000222In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the approved number of bedrooms is 4, the maximum allowed occupancy is 10, and the maximum allowed number of vehicles is 2.Absolutely no pets are allowed at this property. If evidence of a pet is found, pictures will be sent and a fee w
417 Amaranth Road
House
Kiawah Island - West Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (9)

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

I agree