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 SC
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 ...
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
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 4-minute drive from Kiawah Island Beach and 5 minutes from Turtle Point ...
Opens in a new windowFive Star Retreat, Private pool, Marsh Views & Close to beaches and golf
Luxury Home, Private Homesite with Pool, Easy walk to Beach!!

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

Johns Island SC
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 1-minute drive from Kiawah Island Beach and 7 minutes from Osprey Point ...
Opens in a new windowLuxury Home, Private Homesite with Pool, Easy walk to Beach!!
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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
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 3-minute drive from Kiawah Island Beach and 7 minutes from Osprey Point ...
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
With a stay at this vacation home in Kiawah Island (West Beach), you'll be steps from Kiawah Island Beach and 14 minutes by foot from Night Heron Park.
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
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 Osprey Point ...
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
With a stay at this vacation home in Kiawah Island (Vanderhorst Plantation), you'll be a 2-minute drive from Kiawah Island Beach and 6 minutes from Osprey Point ...
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
Located in Kiawah Island (Vanderhorst Plantation), this vacation home is within a 5-minute drive of Turtle Point Golf Course and Night Heron Park.
Opens in a new windowOceanwoods Kiawah West Beach 3BR Home, Seconds to Beach or Park! Great Location!
Lagoon view second floor villa, just a short walk to the beach

Lagoon view second floor villa, just a short walk to the beach

2 out of 5
Kiawah Island SC
With a stay at this vacation home in Kiawah Island, you'll be by the sea, just a 3-minute walk from Turtle Point Golf Course and 13 minutes by foot from Night ...
Opens in a new windowLagoon view second floor villa, just a short walk to the beach
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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
373 Holiday Homes
Lowest Price
AU$575
Highest Price
AU$582
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, 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!, Lagoon view second floor villa, just a short walk to the beach

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$575 per night from 16 Feb to 17 Feb
AU$575
16 Feb - 17 Feb
includes taxes & fees
Located in Kiawah Island (East Beach), The Sanctuary at Kiawah Island Golf Resort is a 3-minute walk from Kiawah Island Beach and 12 minutes by foot from Turtle ...
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 AU$582 per night from 22 Feb to 23 Feb
AU$582
22 Feb - 23 Feb
includes taxes & fees
When you stay at Charleston Kiawah Island/Andell Inn in Kiawah Island, you'll be next to a golf course, just steps from Freshfields Village and 14 minutes by ...
Opens in a new windowCharleston Kiawah Island/Andell Inn
Three Oceanfront Private Balconies with Panoramic View, Dolphins & Calm Breezes!

Three Oceanfront Private Balconies with Panoramic View, Dolphins & Calm Breezes!

Johns Island SC
With a stay at this condo in Kiawah Island (West Beach), you'll be steps from Kiawah Island Beach and The Ocean Course.
Opens in a new windowThree Oceanfront Private Balconies with Panoramic View, Dolphins & Calm Breezes!
Save an average of 15% on thousands of hotels when you're signed in
Oceanfront 3BR/3Bath Premier Penthouse in the heart of Kiawah

Oceanfront 3BR/3Bath Premier Penthouse in the heart of Kiawah

Kiawah Island SC
When you stay at this villa in Kiawah Island, you'll be on the beach, just steps from Kiawah Island Beach and 5 minutes by foot from Night Heron Park.
Opens in a new windowOceanfront 3BR/3Bath Premier Penthouse in the heart of Kiawah
Don't see what you're looking for?
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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.