Book Holiday Homes in Kiawah Island

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Featured Holiday Homes in Kiawah Island

Short Stroll to Beach!  Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!

Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy private pools, tennis courts, and patios. Popular attractions Night Heron Park and Kiawah Island Beach are ...
Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!
Beautiful 3BR/2.5BA  on 3rd Fairway of Cougar Point,  minutes from the beach

Beautiful 3BR/2.5BA on 3rd Fairway of Cougar Point, minutes from the beach

Kiawah Island
Book a stay at this golf vacation home in Kiawah Island. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Kiawah Island Beach and ...
Beautiful 3BR/2.5BA on 3rd Fairway of Cougar Point, minutes from the beach
Updated island estate with serene lagoon views & 2 decks - bike to beach

Updated island estate with serene lagoon views & 2 decks - bike to beach

Kiawah Island
Book a stay at this family-friendly vacation home in Kiawah Island. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions ...
Updated island estate with serene lagoon views & 2 decks - bike to beach
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Hideout at Shipwatch - On the Beach

Hideout at Shipwatch - On the Beach

Kiawah Island
Book a stay at this beach vacation home in Kiawah Island. Enjoy free WiFi, a beach locale, and balconies. Popular attractions The Ocean Course and Osprey Point ...
Hideout at Shipwatch - On the Beach
Gorgeous Kiawah House with Expansive Marsh and River Views!

Gorgeous Kiawah House with Expansive Marsh and River Views!

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Osprey Point Golf Course and Turtle ...
Gorgeous Kiawah House with Expansive Marsh and River Views!
BOOKING SMOKING HOT 2025 DEALS NOW!

BOOKING SMOKING HOT 2025 DEALS NOW!

Johns Island
Stay at this vacation home in Kiawah Island. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Osprey Point Golf Course ...
BOOKING SMOKING HOT 2025 DEALS NOW!
Gorgeous, water view getaway with WiFi, AC, washer/dryer, & screened porch

Gorgeous, water view getaway with WiFi, AC, washer/dryer, & screened porch

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy a garden, tennis courts, and patios. Popular attractions Osprey Point Golf Course and Ocean Course are located ...
Gorgeous, water view getaway with WiFi, AC, washer/dryer, & screened porch
New Listing: Luxurious Home with Pool and Guest House on Kiawah

New Listing: Luxurious Home with Pool and Guest House on Kiawah

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy free WiFi, private pools, and patios. Popular attractions Osprey Point Golf Course and Turtle Point Golf Course ...
New Listing: Luxurious Home with Pool and Guest House on Kiawah
Scenic view cottage w/ Free Wifi - just a short walk to the beach & park

Scenic view cottage w/ Free Wifi - just a short walk to the beach & park

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy concierge services, tennis courts, and cable/satellite TV service. Popular attractions Night Heron Park and ...
Scenic view cottage w/ Free Wifi - just a short walk to the beach & park
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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.

Kiawah Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kiawah Island vacation homes are the perfect way for you to wing it.

Holiday houses in Kiawah Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kiawah Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kiawah Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kiawah Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kiawah Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Kiawah Island Holiday Homes essential information

Accommodation
336 Holiday Homes
Lowest Price
NZ$857
Highest Price
NZ$1,404
Popular accommodation
Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!, Beautiful 3BR/2.5BA on 3rd Fairway of Cougar Point, minutes from the beach, Updated island estate with serene lagoon views & 2 decks - bike to beach, Hideout at Shipwatch - On the Beach, Gorgeous Kiawah House with Expansive Marsh and River Views!, BOOKING SMOKING HOT 2025 DEALS NOW!, Gorgeous, water view getaway with WiFi, AC, washer/dryer, & screened porch, New Listing: Luxurious Home with Pool and Guest House on Kiawah, Scenic view cottage w/ Free Wifi - just a short walk to the beach & park

Top trending hotels in Kiawah Island

The Sanctuary at Kiawah Island Golf Resort

The Sanctuary at Kiawah Island Golf Resort

5 out of 5
1 Sanctuary Beach Drive, Kiawah Island, SC
The price is NZ$1,404 per night from 13 Apr to 14 Apr
NZ$1,404
includes taxes & fees
13 Apr - 14 Apr
Stay at this 5-star luxury resort in Kiawah Island. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
The Sanctuary at Kiawah Island Golf Resort
Charleston Kiawah Island/Andell Inn

Charleston Kiawah Island/Andell Inn

3.5 out of 5
300 Farm Lake View Road, Kiawah Island, SC
Fully refundableReserve now, pay when you stay
The price is NZ$857 per night from 13 Apr to 14 Apr
NZ$857
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3.5-star golf hotel in Kiawah Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Charleston Kiawah Island/Andell Inn
Kiawah Island Golf Resort - Villas

Kiawah Island Golf Resort - Villas

4 out of 5
1 Sanctuary Beach Drive, Kiawah Island, SC
Stay at this 4-star beach resort in Kiawah Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Turtle Point Golf Course and Night ...
Kiawah Island Golf Resort - Villas
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Cottage w/ On-Site Golf, Shared Pool, & Beautiful Inlet Views - Near the Beach

Cottage w/ On-Site Golf, Shared Pool, & Beautiful Inlet Views - Near the Beach

Kiawah Island
Stay at this cottage in Kiawah Island. Enjoy a garden, tennis courts, and patios. Popular attractions Cougar Point Golf Course and The Ocean Course are located ...
Cottage w/ On-Site Golf, Shared Pool, & Beautiful Inlet Views - Near the Beach
Don'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.

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^Subject to availability and chosen travel dates.