Kiawah Island Holiday Rentals

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Our top choices for Kiawah Island holiday rentals

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, (138)
"Enjoyed our three night stay! Comfortable bed, and well-equipped kitchen. Could have used a luggage rack, more hangers, and drawers for clothes. Would definitely revisit!"
United States
Dona
The price is NZ$638
includes taxes & fees
5 Jan - 6 Jan 2026
1 Bedroom Villa with private screened in porch and short 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, (8)
"Great location easy access to Charleston beautiful view. Dated but comfortable. "
United States
Maureen K.
The price is NZ$648
includes taxes & fees
4 Jan - 5 Jan 2026
Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
2.0 star property
West Beach
The price is NZ$652
includes taxes & fees
4 Jan - 5 Jan 2026
Hideout at Shipwatch - On The Beach

1 BR Lux Cottage, 2 Minute Walk to Beach! Love Kiawah? Love your Accommodations!

1 BR Lux Cottage, 2 Minute Walk to Beach! Love Kiawah? Love your Accommodations!
West Beach
10.0 out of 10, Exceptional, (72)
"We loved this space- it was comfortable, clean and everything we needed for a perfect Kiawah trip!"
United States
Barbie M.
The price is NZ$680
includes taxes & fees
11 Jan - 12 Jan 2026
1 BR Lux Cottage, 2 Minute Walk to Beach! Love Kiawah? Love your Accommodations!

1st Floor 1 BR 1 BA Windswept Villa

1st Floor 1 BR 1 BA Windswept Villa
Kiawah Island
9.8 out of 10, Exceptional, (96)
"Convenient to the beach, great overnigh5 stay"
United States
Linda T.
The price is NZ$716
includes taxes & fees
3 Jan - 4 Jan 2026
1st Floor 1 BR 1 BA Windswept Villa

3BR Lux Beach Cottage with Garden! Love Kiawah? Love your Accommodations!

3BR Lux Beach Cottage with Garden! Love Kiawah? Love your Accommodations!
West Beach
10.0 out of 10, Exceptional, (37)
"Excellent location. Property was so nice with thoughtful amenities. Had a great time. I would definitely rent again."
United States
Joe H.
The price is NZ$1,229
includes taxes & fees
4 Jan - 5 Jan 2026
3BR Lux Beach Cottage with Garden! Love Kiawah? Love your Accommodations!

3BR Elegant, 3-Minute Walk to the Beach! Love Kiawah? Love your Accommodations!

3BR Elegant, 3-Minute Walk to the Beach! Love Kiawah? Love your Accommodations!
Kiawah Island
9.6 out of 10, Exceptional, (17)
"We loved this condo! Excellent uodated furnishings, comfortable and clean. Also a great location!"
United States
Ann T.
The price is NZ$1,250
includes taxes & fees
25 Jan - 26 Jan 2026
3BR Elegant, 3-Minute Walk to the Beach! Love Kiawah? Love your Accommodations!

2BR Oceanfront - The Height of Luxury and Comfort on Kiawah

2BR Oceanfront - The Height of Luxury and Comfort on Kiawah
Kiawah Island
9.8 out of 10, Exceptional, (42)
"Beautiful condo in the perfect location!"
United States
Caitlin F.
The price is NZ$1,241
includes taxes & fees
4 Jan - 5 Jan 2026
2BR Oceanfront - The Height of Luxury and Comfort on Kiawah

1 BR with Ocean Views from Bed! Love Kiawah? Love your Accommodations!

1 BR with Ocean Views from Bed! Love Kiawah? Love your Accommodations!
Kiawah Island
10.0 out of 10, Exceptional, (105)
"Great stay at this condo! Close to the beach and had everything we needed. Unit was clean and host gave detailed and through information for each step in in the stay. Loved the deviled eggs and fresh flowers!"
United States
Kaitlin P.
The price is NZ$953
includes taxes & fees
1 Jan - 2 Jan 2026
1 BR with Ocean Views from Bed! Love Kiawah? Love your Accommodations!

1 BR Sweeping Ocean Views! Love Kiawah? Love your Accommodations too!

1 BR Sweeping Ocean Views! Love Kiawah? Love your Accommodations too!
West Beach
10.0 out of 10, Exceptional, (79)
"Thoroughly enjoyed our stay. Great location, clean and comfortable."
United States
Mindy D.
The price is NZ$1,059
includes taxes & fees
1 Jan - 2 Jan 2026
1 BR Sweeping Ocean Views! Love Kiawah? Love your Accommodations too!

4BR Oceanfront - Fresh and Clean! Love Kiawah? Love your Accommodations!

4BR Oceanfront - Fresh and Clean! Love Kiawah? Love your Accommodations!
West Beach
10.0 out of 10, Exceptional, (22)
"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$2,588
includes taxes & fees
4 Jan - 5 Jan 2026
4BR Oceanfront - Fresh and Clean! Love Kiawah? Love your Accommodations!

3BR Oceanfront and Deluxe! Love Kiawah? Love you Accommodations!

3BR Oceanfront and Deluxe! Love Kiawah? Love you Accommodations!
West Beach
10.0 out of 10, Exceptional, (15)
"Thoughtfully decorated, impeccably clean, and so comfortable! We loved our stay here!"
United States
Erin C.
The price is NZ$1,910
includes taxes & fees
4 Jan - 5 Jan 2026
3BR Oceanfront and Deluxe! Love Kiawah? Love you Accommodations!

3BR Phenomenal Penthouse Views! Love Kiawah? Love your Accommodations!

3BR Phenomenal Penthouse Views! Love Kiawah? Love your Accommodations!
Kiawah Island
10.0 out of 10, Exceptional, (80)
"Great condo, beautifully decorated ,well appointed everything you need. Perfect location."
United States
Anonymous traveller
The price is NZ$1,728
includes taxes & fees
4 Jan - 5 Jan 2026
3BR Phenomenal Penthouse Views! Love Kiawah? Love your Accommodations!

James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!

James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!
James Island
9.6 out of 10, Exceptional, (29)
"Fun place to spend some quality time in a ubique environmnet!"
United States
Rich K.
The price is NZ$288
includes taxes & fees
14 Jan - 15 Jan 2026
James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!

3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP!

3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP!
Downtown Isle of Palms
9.4 out of 10, Exceptional, (20)
"Great location within walking distance from the beach, restaurants and stores. The property was very clean and quiet. Definitely will stay again."
United States
Carlitha E.
The price is NZ$495
includes taxes & fees
2 Jan - 3 Jan 2026
3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP!

Modern Ocean Front Condo!! Community Pool & Pier!

Modern Ocean Front Condo!! Community Pool & Pier!
Downtown Isle of Palms
9.8 out of 10, Exceptional, (31)
"Quick trip - very convenient to the beach access and pool!"
United States
David M.
The price is NZ$503
includes taxes & fees
15 Jan - 16 Jan 2026
Modern Ocean Front Condo!! Community Pool & Pier!

Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier!

Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier!
Downtown Isle of Palms
9.2 out of 10, Wonderful, (51)
"Clean, good location, nice beach. We’d love to stay again. "
United States
Brent C.
The price is NZ$476
includes taxes & fees
1 Jan - 2 Jan 2026
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier!

2023 Updates! 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

2023 Updates! 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!
Downtown Isle of Palms
9.6 out of 10, Exceptional, (60)
"Great location"
United States
carol h.
The price is NZ$481
includes taxes & fees
4 Jan - 5 Jan 2026
2023 Updates! 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

Modern House in Old Village - Walk to Dinner - Bike to Beach & Shem Creek

Modern House in Old Village - Walk to Dinner - Bike to Beach & Shem Creek
Old Village
10.0 out of 10, Exceptional, (65)
"Very nice place - owner was very friendly. "
United States
Tommy L.
The price is NZ$521
includes taxes & fees
21 Jan - 22 Jan 2026
Modern House in Old Village - Walk to Dinner - Bike to Beach & Shem Creek

The Fox Pond | Fenced In Backyard

The Fox Pond | Fenced In Backyard
Old Village
9.8 out of 10, Exceptional, (69)
"Very nice area and neighborhood. The property was clean and comfortable as described in the listing. The property manager is very friendly and helpful with any questions you may befored your stay and while you are there. We would definetly stay at this property again. "
United States
Debbie B.
The price is NZ$673
includes taxes & fees
4 Jan - 5 Jan 2026
The Fox Pond | Fenced In Backyard
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$638 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?

Steps to Beach! Private Heatable* Pool, Two Master Suites, Bunk Bedroom, Two Dens & Terrific Patio: This highly rated holiday home rental in Kiawah Island is located near the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Some other homes for rent in Kiawah Island include HOLIDAY SPECIALS BOOKING NOW! and 10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views.

How many holiday rentals are there in Kiawah Island?

Choose from 360 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.