trover photo by Bill Tynan

Search Private Holiday Homes in Kiawah Island

Search over 1 million properties and 550 airlines worldwide

Search over 1 million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation

Featured Private Holiday Homes in Kiawah Island

Kiawah Island Home w/ Wraparound Porch Near Beach!
506 Old Dock Road, Kiawah Island, SC
Get Rates

Located in West Beach, this holiday home is within 1 mile (2 km) of Night Heron Park and Beach. Turtle Point Golf Course and Osprey Point are also within 2 miles ...

4.6/5Wonderful! (5 reviews)
Great value for beach fun!

"Great house, well stocked. Loved the huge porch! No need to pack the car down with bikes, towels or chairs. We rented a bike trailer to haul everything to the beach. Came in super handy as there is little parking close to beach accesses for those who can't bike."…"

Reviewed on 13 Aug 2019

Kiawah Island Home w/ Wraparound Porch Near Beach!
Pool and Boat Dock at This Relaxing, Secluded Kiawah Villa. Short Walk on Wooded Trail to the Beach!

Located in West Beach, this holiday home is within 1 mile (2 km) of Kiawah Beachwalker Park, Osprey Point and Cougar Point Golf Course. Beach and Night Heron ...

4.9/5Exceptional! (8 reviews)
Quiet get away

"The location was nice, quiet, and near the water which made the stay very enjoyable. It is close enough to Charleston to go and do sight seeing as well. The proximity to Fresh Fields shopping was a plus."…"

Reviewed on 20 Oct 2019

Pool and Boat Dock at This Relaxing, Secluded Kiawah Villa. Short Walk on Wooded Trail to the Beach!
Lovely 4 BR Home With Heated Private Pool
136 Conifer Ln, Kiawah Island, SC
Get Rates

Located in West Beach, this holiday home is within a 15-minute walk of Osprey Point and Cougar Point Golf Course. Beach and Kiawah Beachwalker Park are also ...

4.8/5Exceptional! (38 reviews)
Highly recommended for the entire family experience

"Our family of 6 adults and 5 children under 6 years old could have not had a better experience. The owner was exceptional with property details and area recommendations. The home was very clean and provided a great kitchen and eating area to accommodate the entire family. The pool was the greatest ..."…"

Reviewed on 9 Aug 2019

Lovely 4 BR Home With Heated Private Pool
Hands Down Best Deal IN Kiawah - $225 A Night
15 Bufflehead Drive, Kiawah Island, SC
Get Rates

Located in Vanderhorst Plantation, this holiday home is within 1 mile (2 km) of Beach and Osprey Point Golf Course. Turtle Point Golf Course and Night Heron ...

4.3/5Excellent! (27 reviews)
Great place to celebrate my wife's 60th birthday with family

"Great place to stay. Beautiful view from the back porch toward the waterway."…"

Reviewed on 7 Oct 2019

Hands Down Best Deal IN Kiawah - $225 A Night
Marsh's Edge- Our Endearing Cottage Right on the Lagoon
26 Marsh Edge Lane, Kiawah Island, SC
Get Rates

Located in Vanderhorst Plantation, this romantic holiday home is within 1 mile (2 km) of Osprey Point Golf Course and Beach. Turtle Point Golf Course and Night ...

4.7/5Exceptional! (18 reviews)
Wonderful Stay!

"The home was big and spacious with tons of space to hang out, many beds and a great area. I would recommend to anyone!"…"

Reviewed on 17 Mar 2019

Marsh's Edge- Our Endearing Cottage Right on the Lagoon
Luxury 4BR Home,award Winning Enclave, Walk to Beach, Elevator, Dogs Ok,
Get Rates

Situated in Kiawah Island, this historic holiday home is within a 15-minute walk of Turtle Point Golf Course and Beach. Night Heron Park and Osprey Point Golf ...

4.9/5Exceptional! (31 reviews)
September vacation

"Beautiful property as listed in VRBO. Family enjoyed the beach although it was a long walk. We used bikes and occasionally drove beach chairs and umbrellas down to beach. Elevator was perfect for our needs. House is comfortable, nicely decorated, and everything was in working order. Everyone had ..."…"

Reviewed on 2 Oct 2019

Luxury 4BR Home,award Winning Enclave, Walk to Beach, Elevator, Dogs Ok,
Kiawah Island- Fabulous Golf/lagoon Views & All Resort Amenities
Get Rates

Located in West Beach, this historic holiday home is within 1 mile (2 km) of Night Heron Park and Beach. Turtle Point Golf Course and Osprey Point are also within ...

4.5/5Wonderful! (34 reviews)
Oct stay

"Nice house , great location for golfers. Had a great time !!!"…"

Reviewed on 25 Oct 2019

Kiawah Island- Fabulous Golf/lagoon Views & All Resort Amenities
Great Family Friendly Home, Close to Beach!
397 Green Winged Teal Rd, Kiawah Island, SC
Get Rates

Located in West Beach, this historic resort is within a 15-minute walk of Beach and Night Heron Park. Osprey Point and Cougar Point Golf Course are also within ...

No reviews
Great Family Friendly Home, Close to Beach!
Perfect for Families or Couples Golf Getaway, Close to Beach, Park, Bike tra

This family-friendly Kiawah Island holiday home is located in West Beach, within 1 mi (2 km) of Beach and Night Heron Park. Osprey Point and Cougar Point Golf ...

4.6/5Wonderful! (7 reviews)
Excellent Family Getaway

"This rental has everything you'll need for a great Kiawah experience. We had 6 adults and 2 children and were very comfortable for our 5 day stay. The lovely home is so well equipped and is an easy walk to the beach. We would definitely stay here again."…"

Reviewed on 19 Jun 2018

Perfect for Families or Couples Golf Getaway, Close to Beach, Park, Bike tra
Luxe 3br W/ Stunning Marsh Views 3 Bedroom Home
3.5 out of 5
167 Marsh Hawk Lane, Kiawah Island, SC
Get Rates

Located in West Beach, this golf holiday home is within 1 mile (2 km) of Beach, Osprey Point and Cougar Point Golf Course. Night Heron Park and Kiawah Beachwalker ...

No reviews
Luxe 3br W/ Stunning Marsh Views 3 Bedroom Home
Kiawah Elegance - Near Beach w/ Heated Pool, Perfect Multi-family Beach House

Located in Vanderhorst Plantation, this holiday home is within a 10-minute walk of Osprey Point Golf Course and Beach. Turtle Point Golf Course and Night Heron ...

5/5Exceptional! (22 reviews)
Four Generation Beach Vacation

"We took four generations of family on a week’s vacation to Kiawah Island. This property was great. We had 3 Master suites and additional bedrooms exactly as advertised. The photos are current and give excellent views of what to expect. All rooms were in excellent condition and arranged around the ..."…"

Reviewed on 1 Oct 2019

Kiawah Elegance - Near Beach w/ Heated Pool, Perfect Multi-family Beach House
81 Surfsong Kiawah Home 5 Bedrooms 4.5 Bathrooms Home
4 out of 5
81 Surfsong Rd, Unit #1328187, Kiawah Island, SC
Get Rates

Located in Vanderhorst Plantation, this golf holiday home is within 2 miles (3 km) of Beach, Osprey Point Golf Course and Turtle Point Golf Course. Night Heron ...

No reviews
81 Surfsong Kiawah Home 5 Bedrooms 4.5 Bathrooms Home
Can't see what you're looking for?
See all available properties in Kiawah Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Kiawah Island

Charleston Kiawah Island/Andell Inn
Charleston Kiawah Island/Andell Inn
3.5 out of 5
300 Farm Lake View Road, Kiawah Island, SC
£143
per night
Jan 27 - Jan 28
4.8/5Exceptional! (273 reviews)

"The only problem was the HVAC system which when it came on sounded like a fleet of garbage trucks. Impossible to sleep through the noise. Fortunately we just turned the system off but only because the weather was just cool but not cold!"…"

Reviewed on 26 Nov 2019

Charleston Kiawah Island/Andell Inn
The Sanctuary at Kiawah Island Resort
The Sanctuary at Kiawah Island Resort
5 out of 5
1 Sanctuary Beach Drive, Kiawah Island, SC
£207
per night
Jan 26 - Jan 27
4.3/5Excellent! (4 reviews)
Be cautious if you're booking a villa thru Expedia

"There was confusion for first timers. Although listed on Expedia As a room choice for Sanctuary hotel, a villa is actually individually owned and managed separately from the hotel. The location is different, and you can't use the hotel gym or pools as a villa guest. The villa is not bad, but it is ..."…"

Reviewed on 26 May 2015

The Sanctuary at Kiawah Island Resort
Kiawah Island Golf Resort - Villas
Kiawah Island Golf Resort - Villas
4 out of 5
1 Sanctuary Beach Drive, Kiawah Island, SC
4.1/5Very Good! (277 reviews)

"Beautiful and clean and close to everything within the island"…"

Reviewed on 19 Dec 2019

Kiawah Island Golf Resort - Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More trip options