The famous Angel Oak, located in its own park outside of Charleston, South Carolina. The tree is at least 400 years old (some claim 1,500).  A person is shown to give perspective.

Kiawah Island Vacation Rentals

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Our top choices for Kiawah Island vacation rentals

Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
2.0 star property
West Beach
The price is CA $262
CA $723 total
includes taxes & fees
Jun 15 - Jun 16
Hideout at Shipwatch - On The Beach

Gorgeous Fairway Oaks Villa, 100 yards from the beach

Gorgeous Fairway Oaks Villa, 100 yards from the beach
West Beach
9.8 out of 10, Exceptional, (194 reviews)
"Host always responsive, place is clea and comfortable. All appliances, heat plumbing work as they should. What could any want for more?"
United States
James E.
Gorgeous Fairway Oaks Villa, 100 yards from the beach

Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
West Beach
8.8 out of 10, Excellent, (12 reviews)
"The condo was in a nice, quiet location with a beautiful view of the ocean. It was a good value, but the decor needs a refresh and the bed was not very comfortable. "
United States
Jim F.
The price is CA $290
CA $796 total
includes taxes & fees
Jun 18 - Jun 19
Hideout at Shipwatch - On The Beach

Relaxing Coastal Stay with Shared Pool | La Mer

Relaxing Coastal Stay with Shared Pool | La Mer
West Beach
10.0 out of 10, Exceptional, (25 reviews)
"The place was perfect for us. Great location, short walk to the beach. Very clean and comfortable and had everything needed for our stay. Communication with owner was excellent. Would definitely stay here again. "
United States
David B.
The price is CA $297
CA $1,075 total
includes taxes & fees
Jun 17 - Jun 18
Relaxing Coastal Stay with Shared Pool | La Mer

2 Inlet Cove; steps from the dock & pool; 10 min walk to the beach; EV charger

2 Inlet Cove; steps from the dock & pool; 10 min walk to the beach; EV charger
West Beach
10.0 out of 10, Exceptional, (14 reviews)
"Very clean well done renovation great location terrific host"
United States
Darryl D.
2 Inlet Cove; steps from the dock & pool; 10 min walk to the beach; EV charger

Oceanfront Retreat for Two Couples

Oceanfront Retreat for Two Couples
Kiawah Island
9.8 out of 10, Exceptional, (53 reviews)
"Incredible views, beautiful place with a new kitchen. Highly recommend!"
United States
J L.
The price is CA $1,058
CA $1,934 total
includes taxes & fees
Jun 17 - Jun 18
Oceanfront Retreat for Two Couples

Fairway Oaks Villa! Lagoon views! Short 5-7 minute stroll to the beach!

Fairway Oaks Villa! Lagoon views! Short 5-7 minute stroll to the beach!
West Beach
10.0 out of 10, Exceptional, (14 reviews)
"The property was absolutely perfect. One of the best I have stayed at. We will be back!"
United States
Vicki W.
The price is CA $628
CA $1,488 total
includes taxes & fees
Jun 14 - Jun 15
Fairway Oaks Villa! Lagoon views! Short 5-7 minute stroll to the beach!

Romantic Oceanfront Escape for Couples

Romantic Oceanfront Escape for Couples
West Beach
10.0 out of 10, Exceptional, (83 reviews)
"Thoroughly enjoyed our stay. Great location, clean and comfortable."
United States
Mindy D.
The price is CA $990
CA $1,677 total
includes taxes & fees
Jun 14 - Jun 15
Romantic Oceanfront Escape for Couples

Family Beach Cottage with Easy Access to the Beach and Pool

Family Beach Cottage with Easy Access to the Beach and Pool
West Beach
10.0 out of 10, Exceptional, (38 reviews)
"Honestly everything was amazing the host amenities cleanliness and decor! "
United States
Kathryn M.
The price is CA $1,058
CA $2,096 total
includes taxes & fees
Jun 14 - Jun 15
Family Beach Cottage with Easy Access to the Beach and Pool

Romantic Oceanfront Escape for Couples

Romantic Oceanfront Escape for Couples
Kiawah Island
10.0 out of 10, Exceptional, (114 reviews)
"We loved our stay very convenient to the beach with beautiful ocean views the condo was very clean and we will definitely be staying there again"
United States
Joe L.
The price is CA $1,022
CA $1,723 total
includes taxes & fees
Jun 17 - Jun 18
Romantic Oceanfront Escape for Couples

Oceanfront 4BR Retreat - Great for 3-4 Couples

Oceanfront 4BR Retreat - Great for 3-4 Couples
West Beach
10.0 out of 10, Exceptional, (26 reviews)
"This home was spectacular and suited our family during our holiday stay. Would definitely recommend to friends"
United States
Ken M.
The price is CA $2,151
CA $3,796 total
includes taxes & fees
Jun 17 - Jun 18
Oceanfront 4BR Retreat - Great for 3-4 Couples

Peaceful Family Beach Retreat, 3-Minute Walk to the Beach

Peaceful Family Beach Retreat, 3-Minute Walk to the Beach
Kiawah Island
9.8 out of 10, Exceptional, (21 reviews)
"Condition of the property was outstanding with very good attention to quality and cleanliness. Host was gracious and responsive making for an enjoyable stay. We would definitely rent there again."
United States
Mike P.
The price is CA $1,234
CA $2,344 total
includes taxes & fees
Jun 17 - Jun 18
Peaceful Family Beach Retreat, 3-Minute Walk to the Beach

Luxury Oceanfront Penthouse Escape for Couples & Friends

Luxury Oceanfront Penthouse Escape for Couples & Friends
Kiawah Island
10.0 out of 10, Exceptional, (89 reviews)
"We’ve stayed on Kiawah many times, and many times also in this development, but this was by far our favorite condo in Windswept. The house is impeccably furnished, the views are unbeatable, and you’ll feel at home right away."
United States
Katherine G.
The price is CA $1,234
CA $2,344 total
includes taxes & fees
Jun 17 - Jun 18
Luxury Oceanfront Penthouse Escape for Couples & Friends

Oceanfront 3BR Family Beach Retreat

Oceanfront 3BR Family Beach Retreat
West Beach
10.0 out of 10, Exceptional, (20 reviews)
"Gorgeous ocean / nature view out the back. Villa was spacious, clean, and comfy. Host was very helpful and timely with questions. Highly recommend."
United States
Luke F.
The price is CA $2,608
CA $4,275 total
includes taxes & fees
Jul 5 - Jul 6
Oceanfront 3BR Family Beach Retreat

The Tree Top Terrace- is private, close to ocean & downtown on James Island..

The Tree Top Terrace- is private, close to ocean & downtown on James Island..
James Island
9.2 out of 10, Wonderful, (36 reviews)
"Great owner"
United States
Phuong
The price is CA $263
CA $516 total
includes taxes & fees
Jun 24 - Jun 25
The Tree Top Terrace- is private, close to ocean & downtown on James Island..

NEW - Most affordable 1 bedroom close to Downtown 4 miles & Beach 6 miles

NEW - Most affordable 1 bedroom close to Downtown 4 miles & Beach 6 miles
James Island
9.8 out of 10, Exceptional, (190 reviews)
"Perfect location for attending a friend's Folly Beach wedding and at a very reasonable price! "
United States
Nic C.
The price is CA $133
CA $319 total
includes taxes & fees
Jun 21 - Jun 22
NEW - Most affordable 1 bedroom close to Downtown 4 miles & Beach 6 miles

Fire Tower

Fire Tower
3.0 star property
Downtown Charleston
9.0 out of 10, Wonderful, (2 reviews)
"Great bed and linens made for comfort nights sleep"
United States
Nick
The price is CA $176
CA $403 total
includes taxes & fees
Jul 6 - Jul 7
Fire Tower

King Bed, Soaking Tub and Outdoor Kitchen!

King Bed, Soaking Tub and Outdoor Kitchen!
James Island
9.8 out of 10, Exceptional, (63 reviews)
"We had a wonderful experience! The room was clean and comfortable. Would definitely recommend. David was quick to respond. "
United States
Matt L.
The price is CA $206
CA $437 total
includes taxes & fees
Jun 15 - Jun 16
King Bed, Soaking Tub and Outdoor Kitchen!

Salty Breeze Bungalow: located near beaches, downtown, coliseum, riverfront park

Salty Breeze Bungalow: located near beaches, downtown, coliseum, riverfront park
Waylyn
9.8 out of 10, Exceptional, (54 reviews)
"Host is outstanding, very responsive and helpful. Good location near downtown Charleston."
United States
Anonymous traveller
The price is CA $156
CA $426 total
includes taxes & fees
Jul 12 - Jul 13
Salty Breeze Bungalow: located near beaches, downtown, coliseum, riverfront park

The Lazy Susan

The Lazy Susan
James Island
9.0 out of 10, Wonderful, (17 reviews)
"Great location close to Folly Beach. Convenient, comfortable lodging. "
United States
Bettie D.
The price is CA $189
CA $421 total
includes taxes & fees
Jun 15 - Jun 16
The Lazy Susan
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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Top Kiawah Island Hotel Reviews

Find out more about Kiawah Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kiawah Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Kiawah Island?

Yes, we offer vacation rentals in Kiawah Island close to The Resort Shop, or you can choose a more secluded option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kiawah Island. Make sure you have time to check out the golf courses and gardens during your trip.

What are some of the best vacation rentals that Kiawah Island has to offer?

Second floor oceanfront villa with deck & full kitchen super close to the beach: This Kiawah Island vacation home rental is on the beach and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Kiawah Island include 10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views and Beautiful 4 bedroom/4 bath home with private heated pool, Discounted Fall Rates.

How many vacation rentals are there in Kiawah Island?

Choose from 369 Expedia vacation rentals in Kiawah Island for a memorable vacation.

What’s there to see and do in Kiawah Island?

Night Heron Park and Kiawah Island Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Resort Shop. While here, Turtle Point Golf Course and The Ocean Course are other places worth a visit.

What’s a vacation rental in Kiawah Island like?

Vacation rentals are private properties where you can stay for several days or longer in Kiawah Island. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.