Book Holiday Homes in Kiawah Island

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

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 SC
Stay at this holiday home in Kiawah Island. Enjoy private pools, laundry facilities and tennis courts. Popular attractions Night Heron Park and Kiawah Island ...
Opens in a new windowShort Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!
Five Star Retreat, Private pool, Marsh Views & Close to beaches and golf

Five Star Retreat, Private pool, Marsh Views & Close to beaches and golf

Kiawah Island SC
Stay at this family-friendly holiday home in Kiawah Island. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Turtle Point Golf Course ...
Opens in a new windowFive Star Retreat, Private pool, Marsh Views & Close to beaches and golf
Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach

Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach

Kiawah Island SC
Stay at this beach holiday home in Kiawah Island. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Osprey Point Golf Course and Turtle ...
Opens in a new windowSpectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach
Save an average of 15% on thousands of hotels when you're signed in
Luxury Home, Private Homesite with Pool, Easy walk to Beach!!

Luxury Home, Private Homesite with Pool, Easy walk to Beach!!

Johns Island SC
Stay at this family-friendly holiday home in Kiawah Island. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Osprey Point Golf Course and Turtle ...
Opens in a new windowLuxury Home, Private Homesite with Pool, Easy walk to Beach!!
Beautiful 4 bedroom/4 bath home with private heated pool, Discounted Fall Rates

Beautiful 4 bedroom/4 bath home with private heated pool, Discounted Fall Rates

Kiawah Island SC
Stay at this golf holiday home in Kiawah Island. Enjoy private pools, laundry facilities and patios. Our guests praise the pool and the helpful staff in their ...
Opens in a new windowBeautiful 4 bedroom/4 bath home with private heated pool, Discounted Fall Rates
Steps to Beach!  Private Heatable* Pool, Two Master Suites, Bunk Bedroom, Two Dens & Terrific Patio

Steps to Beach! Private Heatable* Pool, Two Master Suites, Bunk Bedroom, Two Dens & Terrific Patio

Kiawah Island SC
Stay at this holiday home in Kiawah Island. Enjoy private pools, laundry facilities and tennis courts. Popular attractions Night Heron Park and Kiawah Island ...
Opens in a new windowSteps to Beach! Private Heatable* Pool, Two Master Suites, Bunk Bedroom, Two Dens & Terrific Patio
Beautiful  6BR/6BA Home w/ Resort Style Pool, Cabana Bar and Guest House!

Beautiful 6BR/6BA Home w/ Resort Style Pool, Cabana Bar and Guest House!

Johns Island SC
Stay at this family-friendly holiday home in Kiawah Island. Enjoy private pools, laundry facilities and tennis courts. Popular attractions Turtle Point Golf ...
Opens in a new windowBeautiful 6BR/6BA Home w/ Resort Style Pool, Cabana Bar and Guest House!
Kiawah Exclusives | 205 Glen Abbey

Kiawah Exclusives | 205 Glen Abbey

Kiawah Island SC
Stay at this holiday home in Kiawah Island. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Turtle Point Golf Course and Osprey Point Golf ...
Opens in a new windowKiawah Exclusives | 205 Glen Abbey
Oceanwoods Kiawah West Beach 3BR Home, Seconds to Beach or Park! Great Location!

Oceanwoods Kiawah West Beach 3BR Home, Seconds to Beach or Park! Great Location!

Kiawah Island SC
Stay at this holiday home in Kiawah Island. Enjoy a garden, laundry facilities and concierge services. Popular attractions Turtle Point Golf Course and Night ...
Opens in a new windowOceanwoods Kiawah West Beach 3BR Home, Seconds to Beach or Park! Great Location!
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.

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
373 Holiday Homes
Lowest Price
NZ$596
Highest Price
NZ$615
Popular accommodation
Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!, Five Star Retreat, Private pool, Marsh Views & Close to beaches and golf, Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach, Luxury Home, Private Homesite with Pool, Easy walk to Beach!!, Beautiful 4 bedroom/4 bath home with private heated pool, Discounted Fall Rates, Steps to Beach! Private Heatable* Pool, Two Master Suites, Bunk Bedroom, Two Dens & Terrific Patio, Beautiful 6BR/6BA Home w/ Resort Style Pool, Cabana Bar and Guest House! , Kiawah Exclusives | 205 Glen Abbey, Oceanwoods Kiawah West Beach 3BR Home, Seconds to Beach or Park! Great Location!

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$596 per night from 11 Jan to 12 Jan
NZ$596
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this luxury resort in Kiawah Island. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowThe 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$615 per night from 4 Jan to 5 Jan
NZ$615
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this hotel in Charleston County. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowCharleston 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 beach resort in Kiawah Island. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Popular attractions Turtle Point Golf Course and Night Heron ...
Opens in a new windowKiawah Island Golf Resort - Villas
Save an average of 15% on thousands of hotels when you're signed in
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 SC
Stay at this holiday home in Kiawah Island. Enjoy private pools, laundry facilities and tennis courts. Popular attractions Night Heron Park and Kiawah Island ...
Opens in a new windowShort Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.