Kiawah Island Holiday Rentals

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Our top choices for Kiawah Island holiday rentals

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, (191 reviews)
"Great communication with host. Property clean and comfortable. It is one of the closest villas to the ocean- an easy walk. Love riding bikes on Kiawah! This is our happy place!"
United States
Jeanne B.
The price is NZ$789
includes taxes & fees
18 May - 19 May
Gorgeous Fairway Oaks Villa, 100 yards from the beach

Condo Front Beach Kiawah Island

Condo Front Beach Kiawah Island
Kiawah Island
9.6 out of 10, Exceptional, (98 reviews)
"Host responsive and home clean and well maintained"
United States
Claude M.
The price is NZ$1,342
includes taxes & fees
23 May - 24 May
Condo Front Beach Kiawah Island

1 Bedroom Villa with private screened in porch and short walk to the beach!

1 Bedroom Villa with private screened in porch and short walk to the beach!
Kiawah Island
9.6 out of 10, Exceptional, (143 reviews)
"Host was very responsive and the villa was in the perfect location!"
United States
Lindsey & Ryan Wedding 2025 R.
The price is NZ$780
includes taxes & fees
18 May - 19 May
1 Bedroom Villa with private screened in porch and short walk 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 NZ$2,147
includes taxes & fees
14 June - 15 June
Romantic Oceanfront Escape for Couples

Luxury Oceanfront Penthouse Escape for Couples & Friends

Luxury Oceanfront Penthouse Escape for Couples & Friends
Kiawah Island
10.0 out of 10, Exceptional, (86 reviews)
"The Penthouse is gorgeous, comfortable, and is carefully stocked with everything you'd ever need. The instructions for check-in / check-out were clear and the check-ins during our stay were appreciated. We will be coming here for a getaway again. "
United States
Quinn B.
The price is NZ$1,700
includes taxes & fees
18 May - 19 May
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, (17 reviews)
"Fabulous stay. Had all the great touches, extremely well appointed in the kitchen, bedrooms were super comfortable. The mater shower was a true love. The seating in various places throughout the house was so cozy. The view from the porch and the porch itself was perfect! Beach with long walks and relaxation, want to come back in the summer!"
United States
Kirk D.
The price is NZ$2,714
includes taxes & fees
22 May - 23 May
Oceanfront 3BR Family Beach Retreat

Romantic Oceanfront Escape for Couples

Romantic Oceanfront Escape for Couples
Kiawah Island
10.0 out of 10, Exceptional, (111 reviews)
"Everything was great."
United States
Carline M.
The price is NZ$2,136
includes taxes & fees
1 June - 2 June
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 NZ$2,746
includes taxes & fees
7 June - 8 June
Family Beach Cottage with Easy Access to the Beach and Pool

Oceanfront Retreat for Two Couples

Oceanfront Retreat for Two Couples
Kiawah Island
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful condo in the perfect location!"
United States
Caitlin F.
The price is NZ$1,437
includes taxes & fees
20 May - 21 May
Oceanfront Retreat for Two 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, (25 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 NZ$2,551
includes taxes & fees
20 May - 21 May
Oceanfront 4BR Retreat - Great for 3-4 Couples

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.
The price is NZ$1,306
includes taxes & fees
4 June - 5 June
2 Inlet Cove; steps from the dock & pool; 10 min walk to the beach; EV charger

Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
2.0 star property
West Beach
The price is NZ$832
includes taxes & fees
20 May - 21 May
Hideout at Shipwatch - On The Beach

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

Peaceful Family Beach Retreat, 3-Minute Walk to the Beach
Kiawah Island
9.6 out of 10, Exceptional, (20 reviews)
"Great location! "
United States
Lauren N.
The price is NZ$1,613
includes taxes & fees
25 May - 26 May
Peaceful Family Beach Retreat, 3-Minute Walk to the Beach

Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
West Beach
8.4 out of 10, Very good, (10 reviews)
"Condo is in a great location just a few steps from west beach and green bike trail. Condo was ready when we arrived, easy to access and very clean. The view from living room and bedroom is amazing, great view of sunset. Kitchen is a bit dated but all appliances worked fine. We will stay again."
United States
Dennis S.
The price is NZ$808
includes taxes & fees
20 May - 21 May
Hideout at Shipwatch - On The Beach

Isle of Palms, SC Oceanfront Sea Cabin 226 - Best Place to Discover Charleston!

Isle of Palms, SC Oceanfront Sea Cabin 226 - Best Place to Discover Charleston!
Downtown Isle of Palms
10.0 out of 10, Exceptional, (104 reviews)
"This oceanfront Sea Cabin had an excellent location and view of the ocean. Communication with the host was informative, helpful and prompt. The place was very clean and the kitchen was supplied with necessary items. We enjoyed our trip to Isle of Palms and would stay here again!"
United States
Sherri
The price is NZ$948
includes taxes & fees
22 May - 23 May
Isle of Palms, SC Oceanfront Sea Cabin 226 - Best Place to Discover Charleston!

Arthouse, freshly renovated 2 bedroom residential

Arthouse, freshly renovated 2 bedroom residential
Waylyn
9.8 out of 10, Exceptional, (75 reviews)
"Clean and easy to find. Would stay here again. "
United States
Tina P.
The price is NZ$484
includes taxes & fees
18 May - 19 May
Arthouse, freshly renovated 2 bedroom residential

Cozy Townhouse in heart of West Ashley

Cozy Townhouse in heart of West Ashley
West Ashley
10.0 out of 10, Exceptional, (76 reviews)
"Great place! Very close to the things we wanted to visit. "
United States
SM L.
The price is NZ$744
includes taxes & fees
5 June - 6 June
Cozy Townhouse in heart of West Ashley

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, (32 reviews)
"Perfect location, loved the back porch! "
United States
Erin M.
The price is NZ$602
includes taxes & fees
18 May - 19 May
The Tree Top Terrace- is private, close to ocean & downtown on James Island..

Newly listed waterfront home. Best location on the Isle of Palms. Deepwater dock

Newly listed waterfront home. Best location on the Isle of Palms. Deepwater dock
Isle of Palms
9.8 out of 10, Exceptional, (201 reviews)
"We had a great stay! The host was very responsive and helpful! The house was very roomy and the dock was perfect for fishing! We would definitely stay here again!! "
United States
Mandy B.
The price is NZ$2,167
includes taxes & fees
19 May - 20 May
Newly listed waterfront home. Best location on the Isle of Palms. Deepwater dock

Gorgeous Sunsets! Private, Marsh-front Folly Home. 60 second walk to the beach.

Gorgeous Sunsets! Private, Marsh-front Folly Home. 60 second walk to the beach.
Folly Beach
9.8 out of 10, Exceptional, (128 reviews)
"Roomy and lovely marsh views. Great place!"
United States
Brad S.
The price is NZ$1,628
includes taxes & fees
14 June - 15 June
Gorgeous Sunsets! Private, Marsh-front Folly Home. 60 second walk to the beach.
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

Everything you need to know about Kiawah Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kiawah Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kiawah Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kiawah Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kiawah Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kiawah Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kiawah Island holiday rentals we have selected for you start as low as NZ$780 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kiawah Island rentals

At Expedia, we put the best Kiawah Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kiawah Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kiawah Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kiawah Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Kiawah Island?

Yes, there are holiday rentals in Kiawah Island close to The Resort Shop, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Kiawah Island has to offer?

Private Pool with Heater*. Experience Luxury Living. Stunning, Fully Renovated Home!: This highly rated holiday home rental in Kiawah Island is located by the ocean, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a microwave, so that you can cook with friends or family. Some other homes for rent in Kiawah Island include 10 Minute Walk to Beach! Two Primary Suites, Bunk Bedroom, Den with Pool Table, Expansive Back Porch and Beautiful 3 bdrm 2.5 bath ranch on the 3rd fairway of Cougar Point Golf Course..

How many holiday rentals are there in Kiawah Island?

Choose from 367 Expedia holiday rentals in Kiawah Island for a memorable holiday.

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 holiday rental in Kiawah Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kiawah Island. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips or small group gatherings.