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!
10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views

10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views

Kiawah Island
With a stay at this vacation home in Kiawah Island (West Beach), you'll be a 2-minute drive from Kiawah Island Beach and 6 minutes from Night Heron Park.
10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course 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!
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Cottage with natural wooded view - walking distance to beach/ lots of trails

Cottage with natural wooded view - walking distance to beach/ lots of trails

Kiawah Island
With a stay at this vacation home in Kiawah Island, you'll be by the sea, just a 2-minute walk from Kiawah Island Beach and 7 minutes by foot from Night Heron ...
Cottage with natural wooded view - walking distance to beach/ lots of trails
Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach

Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach

Johns Island
Located in Kiawah Island (West Beach), this vacation home is within a 15-minute walk of Kiawah Island Beach and Night Heron Park.
Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to 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
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
10 Minute Walk to Beach!  Two Master Suites, Bunk Bedroom, Den with Pool Table, Expansive Back Porch

10 Minute Walk to Beach! Two Master Suites, Bunk Bedroom, Den with Pool Table, Expansive Back Porch

Kiawah Island
With a stay at this vacation home in Kiawah Island (West Beach), you'll be within a 10-minute walk of Osprey Point and The Ocean Course.
10 Minute Walk to Beach! Two Master Suites, Bunk Bedroom, Den with Pool Table, Expansive Back Porch
Beachside Treehouse, spectacular ocean view on popular Surfsong Rd

Beachside Treehouse, spectacular ocean view on popular Surfsong Rd

Kiawah Island
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 1-minute drive from Kiawah Island Beach and 6 minutes from Turtle Point ...
Beachside Treehouse, spectacular ocean view on popular Surfsong Rd
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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
283 Holiday Homes
Lowest Price
AU$774
Highest Price
AU$1,537
Popular accommodation
Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!, 10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views, BOOKING SMOKING HOT 2025 DEALS NOW!, Cottage with natural wooded view - walking distance to beach/ lots of trails, Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach , Updated island estate with serene lagoon views & 2 decks - bike to beach, Scenic view cottage w/ Free Wifi - just a short walk to the beach & park, 10 Minute Walk to Beach! Two Master Suites, Bunk Bedroom, Den with Pool Table, Expansive Back Porch, Beachside Treehouse, spectacular ocean view on popular Surfsong Rd

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$1,537 per night from 24 Mar to 25 Mar
AU$1,537
includes taxes & fees
24 Mar - 25 Mar
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
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
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$774 per night from 13 Apr to 14 Apr
AU$774
includes taxes & fees
13 Apr - 14 Apr
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
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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
Don't see what you're looking for?
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.