Book Holiday Homes in Kiawah Island

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Featured Holiday Homes in Kiawah Island

100 Barefoot Steps to Beach, Glorious Lagoon Views, Back Porch & Multiple Seating Areas

100 Barefoot Steps to Beach, Glorious Lagoon Views, Back Porch & Multiple Seating Areas

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy tennis courts, patios, and cable/satellite TV service. Popular attractions Kiawah Island Beach and Osprey ...
100 Barefoot Steps to Beach, Glorious Lagoon Views, Back Porch & Multiple Seating Areas
Gorgeous Natural Light, Vaulted Ceilings & Fairway Views.  Back Deck & Screened Porch.

Gorgeous Natural Light, Vaulted Ceilings & Fairway Views. Back Deck & Screened Porch.

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Osprey Point Golf Course and Turtle ...
Gorgeous Natural Light, Vaulted Ceilings & Fairway Views. Back Deck & Screened Porch.
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!
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4BR Luxury Home with Heated Pool, Marsh Views - World Class Beach, Golf and Tennis!

4BR Luxury Home with Heated Pool, Marsh Views - World Class Beach, Golf and Tennis!

Johns Island
Stay at this vacation home in Kiawah Island. Enjoy free WiFi, private pools, and concierge services. Popular attractions Osprey Point Golf Course and Ocean Course ...
4BR Luxury Home with Heated Pool, Marsh Views - World Class Beach, Golf and Tennis!
Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby

Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby

Kiawah Island
Book a stay at this golf vacation home in Kiawah Island. Enjoy a sauna, tennis courts, and patios. Our guests praise the property condition in our reviews. Popular ...
Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby
Quiet Convenience on a Cul-d-sac, A Home Builder Owner who Loves Dogs!

Quiet Convenience on a Cul-d-sac, A Home Builder Owner who Loves Dogs!

Kiawah Island
Book a stay at this family-friendly vacation home in Kiawah Island. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Night Heron ...
Quiet Convenience on a Cul-d-sac, A Home Builder Owner who Loves Dogs!
3 Bedroom Beach House behind Vanderhorst Gate

3 Bedroom Beach House behind Vanderhorst Gate

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy tennis courts, patios, and cable/satellite TV service. Popular attractions Turtle Point Golf Course and Night ...
3 Bedroom Beach House behind Vanderhorst Gate
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
14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4

14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4

Kiawah Island
Stay at this vacation home in Kiawah Island. Enjoy private pools, tennis courts, and patios. Popular attractions Osprey Point Golf Course and Turtle Point Golf ...
14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4
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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
295 Holiday Homes
Lowest Price
NZ$639
Highest Price
NZ$1,246
Popular accommodation
100 Barefoot Steps to Beach, Glorious Lagoon Views, Back Porch & Multiple Seating Areas, Gorgeous Natural Light, Vaulted Ceilings & Fairway Views. Back Deck & Screened Porch., Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!, 4BR Luxury Home with Heated Pool, Marsh Views - World Class Beach, Golf and Tennis!, Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby, Quiet Convenience on a Cul-d-sac, A Home Builder Owner who Loves Dogs!, 3 Bedroom Beach House behind Vanderhorst Gate, Beautiful 3BR/2.5BA on 3rd Fairway of Cougar Point, minutes from the beach, 14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4

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$1,246 per night from 28 May to 29 May
NZ$1,246
per night
28 May - 29 May
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$639 per night from 28 May to 29 May
NZ$639
per night
28 May - 29 May
Stay at this 3.5-star golf hotel in Kiawah Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Resort Shop and Freshfields Village ...
Charleston Kiawah Island/Andell Inn
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
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Gorgeous Fairway Oaks Villa, 100 yards from the beach

Gorgeous Fairway Oaks Villa, 100 yards from the beach

Kiawah
Stay at this villa in Kiawah Island. Enjoy tennis courts, patios, and cable/satellite TV service. Popular attractions Osprey Point and The Ocean Course are located ...
Gorgeous Fairway Oaks Villa, 100 yards from 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.