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
With a stay at this vacation home in Kiawah Island (West Beach), you'll be a 4-minute walk from Kiawah Island Beach and within a 5-minute drive of Night Heron ...
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
Located in Kiawah Island (West Beach), this vacation home is within a 15-minute walk of Osprey Point and The Ocean Course.
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
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 3-minute drive from Kiawah Island Beach and 9 minutes from Osprey Point ...
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
With a stay at this vacation home in Kiawah Island (West Beach), you'll be steps from Kiawah Island Beach and 3 minutes by foot from The Ocean Course.
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
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 4-minute drive from Kiawah Island Beach and 8 minutes from Turtle Point ...
Gorgeous Kiawah House with Expansive Marsh and River Views!
BOOKING SMOKING HOT 2025 DEALS NOW!

BOOKING SMOKING HOT 2025 DEALS NOW!

Johns Island
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be within a 5-minute drive of Kiawah Island Beach and Osprey Point Golf ...
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
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 2-minute drive from Kiawah Island Beach and 5 minutes from Osprey Point ...
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
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 4-minute drive from Kiawah Island Beach and 9 minutes from Osprey Point ...
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
With a stay at this vacation home in Kiawah Island, you'll be by the sea, just a 3-minute walk from Night Heron Park and 12 minutes by foot from Kiawah Island ...
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
329 Holiday Homes
Lowest Price
AU$777
Highest Price
AU$1,274
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 AU$1,274 per night from 13 Apr to 14 Apr
AU$1,274
includes taxes & fees
13 Apr - 14 Apr
With a stay at The Sanctuary at Kiawah Island Golf Resort in Kiawah Island (East Beach), you'll be steps from Kiawah Island Beach and a 1-minute drive from Turtle ...
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 AU$777 per night from 30 Mar to 31 Mar
AU$777
includes taxes & fees
30 Mar - 31 Mar
Located in Kiawah Island, Charleston Kiawah Island/Andell Inn is next to a golf course, a 3-minute walk from Freshfields Village and 13 minutes by foot from ...
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
With a stay at Kiawah Island Golf Resort - Villas in Kiawah Island (East Beach), you'll be a 1-minute drive from Kiawah Island Beach and 10 minutes from The ...
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
Located in Kiawah Island (West Beach), this cottage is within a 5-minute drive of Kiawah Beachwalker Park and Cougar Point Golf Course.
Cottage w/ On-Site Golf, Shared Pool, & Beautiful Inlet Views - Near the Beach
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See all available properties in Kiawah Island
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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.

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^Subject to availability and chosen travel dates.