Luxury Vacation Rentals with a Private Pool in Kiawah Island

Luxury Vacation Rentals with a Private Pool in Kiawah Island

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 20 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Kiawah Island

Wander Kiawah Cypress

Home in Kiawah Island, SC

Wander Kiawah Cypress

$1,170 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Palmetto

Home in Kiawah Island, SC

Wander Kiawah Palmetto

$1,818 for 2 nights•
New
4 bedrooms•4 beds•3.5 baths
Wander Kiawah Pond

Home in Kiawah Island, SC

Wander Kiawah Pond

$1,636 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Cove

Home in Kiawah Island, SC

Wander Kiawah Cove

$2,457 for 3 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Island Shores

Home in Kiawah Island, SC

Wander Kiawah Island Shores

$1,191 for 2 nights•
New
5 bedrooms•5 beds•5 baths
Wander Kiawah Marsh

Home in Kiawah Island, SC

Wander Kiawah Marsh

$1,051 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Drift

Home in Kiawah Island, SC

Wander Kiawah Drift

$6,093 for 6 nights•
New
4 bedrooms•4 beds•4 baths
Wander Kiawah Sanctuary

Home in Kiawah Island, SC

Wander Kiawah Sanctuary

$1,544 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Welcome to private poolside luxury in Kiawah Island

Welcome to private poolside luxury in Kiawah Island

Settle into coastal ease with Wander’s luxury vacation rentals in Kiawah Island. Our private pool homes pair refined design with complete privacy, creating a serene base for sunlit laps and twilight dips.
Inside, expect hotel-grade details at every turn, from ultra fast WiFi and plush linens to sleek kitchens and pristine cleaning, all supported by 24/7 concierge care. Outside, generous patios and pool decks make indoor outdoor living feel effortless. Only the best homes, always as pictured.

Popular private pool vacation rentals in Kiawah Island

Wander Kiawah Cypress

Home in Kiawah Island, SC

Wander Kiawah Cypress

$1,170 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Palmetto

Home in Kiawah Island, SC

Wander Kiawah Palmetto

$1,818 for 2 nights•
New
4 bedrooms•4 beds•3.5 baths
Wander Kiawah Pond

Home in Kiawah Island, SC

Wander Kiawah Pond

$1,636 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Cove

Home in Kiawah Island, SC

Wander Kiawah Cove

$2,457 for 3 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Island Shores

Home in Kiawah Island, SC

Wander Kiawah Island Shores

$1,191 for 2 nights•
New
5 bedrooms•5 beds•5 baths
Wander Kiawah Marsh

Home in Kiawah Island, SC

Wander Kiawah Marsh

$1,051 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Drift

Home in Kiawah Island, SC

Wander Kiawah Drift

$6,093 for 6 nights•
New
4 bedrooms•4 beds•4 baths
Wander Kiawah Sanctuary

Home in Kiawah Island, SC

Wander Kiawah Sanctuary

$1,544 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths

Available soon in Kiawah Island

Wander Kiawah Pond

Home in Kiawah Island, SC

Wander Kiawah Pond

$2,453 for 3 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Sanctuary

Home in Kiawah Island, SC

Wander Kiawah Sanctuary

$2,317 for 3 nights•
New
4 bedrooms•4 beds•4.5 baths

Highlights in Kiawah Island

Discover pristine beaches, world-class golf courses, and abundant wildlife on this luxurious South Carolina barrier island retreat.
Kiawah Beachwalker Park
The Ocean Course
Night Heron Park
Freshfields Village
Bohicket Marina
Turtle Point Golf Course

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Kiawah Island

Wander Kiawah Cypress

Home in Kiawah Island, SC

Wander Kiawah Cypress

$1,170 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Palmetto

Home in Kiawah Island, SC

Wander Kiawah Palmetto

$1,818 for 2 nights•
New
4 bedrooms•4 beds•3.5 baths
Wander Kiawah Pond

Home in Kiawah Island, SC

Wander Kiawah Pond

$1,636 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Cove

Home in Kiawah Island, SC

Wander Kiawah Cove

$2,457 for 3 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Island Shores

Home in Kiawah Island, SC

Wander Kiawah Island Shores

$1,191 for 2 nights•
New
5 bedrooms•5 beds•5 baths
Wander Kiawah Marsh

Home in Kiawah Island, SC

Wander Kiawah Marsh

$1,051 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
Wander Kiawah Drift

Home in Kiawah Island, SC

Wander Kiawah Drift

$6,093 for 6 nights•
New
4 bedrooms•4 beds•4 baths
Wander Kiawah Sanctuary

Home in Kiawah Island, SC

Wander Kiawah Sanctuary

$1,544 for 2 nights•
New
4 bedrooms•4 beds•4.5 baths
View all homes

Most popular amenities for private pool vacation rentals in Kiawah Island

Outdoor pool (20)
Wet Bar (4)
Tennis Court (11)
Hot Tub (5)
Jacuzzi (2)
Ocean View (1)
Heated Pool (1)
Beach Access (8)
Mini Golf (1)
Putting Green (1)
Waterfront (1)
Patio (20)
Pool Toys (1)
Sound System (4)
Lake View (4)
Bbq Area (19)

More popular private pool destinations near Kiawah Island

Private pool vacation rentals in Folly Beach
Private pool vacation rentals in Sullivan's Island
Private pool vacation rentals in Mount Pleasant
Private pool vacation rentals in Isle of Palms
Private pool vacation rentals in Isle Of Palms
Private pool vacation rentals in Hilton Head Island
Private pool vacation rentals in Murrells Inlet
Private pool vacation rentals in Garden City Beach

Other popular amenities & vacation types in Kiawah Island

Lakefront vacation rentals in Kiawah Island
Pet-friendly vacation rentals in Kiawah Island
Large group vacation rentals in Kiawah Island
Hot tub vacation rentals in Kiawah Island
Family vacation rentals in Kiawah Island
Discover more beyond the pool in Kiawah Island

Discover more beyond the pool in Kiawah Island

On South Carolina’s Lowcountry coast, Kiawah Island blends ten miles of uncrowded beach with winding salt marsh and maritime forest. Mornings glow with rose colored sunrises and shorebirds skimming the tide. Afternoons invite cycling shaded paths, paddling the Kiawah River, or teeing off on legendary oceanfront fairways.
Wildlife is part of the rhythm here. Watch for dolphins in the river, egrets in the lagoons, and seasonal loggerhead nests along the dunes. When you crave a touch of city energy, historic Charleston is within easy reach for culture and dining. This natural elegance and proximity to it all is why Wander’s luxury vacation rentals in Kiawah Island are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Kiawah Island

Why should I book a Wander in Kiawah Island over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.
Every home in Kiawah Island delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Kiawah Island?

Some of our most popular private pool vacation rentals in Kiawah Island include Wander Kiawah Cypress, Wander Kiawah Palmetto, and Wander Kiawah Pond. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Kiawah Island?

Wander offers 20 private pool vacation rentals in Kiawah Island, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Kiawah Island?

You can check-in to Wander private pool vacation rentals in Kiawah Island after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Kiawah Island have WiFi access?

Yes. Every Wander home in Kiawah Island has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.