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, (187 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.
Gorgeous Fairway Oaks Villa, 100 yards from the beach

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, (141 reviews)
"Host was very responsive and the villa was in the perfect location!"
United States
Lindsey & Ryan Wedding 2025 R.
The price is AU$641
includes taxes & fees
20 Apr - 21 Apr
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
2.0 star property
West Beach
The price is AU$649
includes taxes & fees
5 May - 6 May
Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
West Beach
8.4 out of 10, Very good, (9 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 AU$671
includes taxes & fees
6 May - 7 May
Hideout at Shipwatch - On The Beach

Romantic Oceanfront Escape for Couples

Romantic Oceanfront Escape for Couples
Kiawah Island
10.0 out of 10, Exceptional, (109 reviews)
"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 AU$894
includes taxes & fees
26 Apr - 27 Apr
Romantic Oceanfront Escape for Couples

Kiawah Island Vacation Rental: Walk to Beach!

Kiawah Island Vacation Rental: Walk to Beach!
3.5 star property
West Beach
The price is AU$1,230
includes taxes & fees
16 Apr - 17 Apr
Kiawah Island Vacation Rental: Walk to Beach!

Romantic Oceanfront Escape for Couples

Romantic Oceanfront Escape for Couples
West Beach
10.0 out of 10, Exceptional, (82 reviews)
"Thoroughly enjoyed our stay. Great location, clean and comfortable."
United States
Mindy D.
The price is AU$1,013
includes taxes & fees
18 Apr - 19 Apr
Romantic Oceanfront Escape for Couples

Oceanfront Retreat for Two Couples

Oceanfront Retreat for Two Couples
Kiawah Island
9.8 out of 10, Exceptional, (45 reviews)
"Beautiful condo in the perfect location!"
United States
Caitlin F.
The price is AU$1,156
includes taxes & fees
26 Apr - 27 Apr
Oceanfront Retreat for Two Couples

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 AU$1,179
includes taxes & fees
28 Apr - 29 Apr
Peaceful Family Beach Retreat, 3-Minute Walk to the Beach

Serenity Over the Lagoon-- 3 BR/3 BA Villa w/ Lagoon Views! 8 Min walk to Beach!

Serenity Over the Lagoon-- 3 BR/3 BA Villa w/ Lagoon Views! 8 Min walk to Beach!
Kiawah Island
10.0 out of 10, Exceptional, (62 reviews)
"Great clean condo in an excellent location. Walking/biking distance from the beach and park with plenty of room for the family to spread out. The patio over the lagoon is so nice too. Great nature watching and great stargazing at night. Would definitely stay here again."
United States
Jon C.
Serenity Over the Lagoon-- 3 BR/3 BA Villa w/ Lagoon Views! 8 Min walk to Beach!

Oceanfront 3BR Family Beach Retreat

Oceanfront 3BR Family Beach Retreat
West Beach
10.0 out of 10, Exceptional, (17 reviews)
"Thoughtfully decorated, impeccably clean, and so comfortable! We loved our stay here!"
United States
Erin C.
The price is AU$1,902
includes taxes & fees
21 Apr - 22 Apr
Oceanfront 3BR Family Beach Retreat

Luxury Oceanfront Penthouse Escape for Couples & Friends

Luxury Oceanfront Penthouse Escape for Couples & Friends
Kiawah Island
10.0 out of 10, Exceptional, (86 reviews)
"Outstanding"
United States
john m.
The price is AU$1,638
includes taxes & fees
5 May - 6 May
Luxury Oceanfront Penthouse Escape for Couples & Friends

Oceanfront 4BR Retreat - Great for 3-4 Couples

Oceanfront 4BR Retreat - Great for 3-4 Couples
West Beach
10.0 out of 10, Exceptional, (23 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 AU$2,139
includes taxes & fees
15 Apr - 16 Apr
Oceanfront 4BR Retreat - Great for 3-4 Couples

Perfect Oceanfront Condo w/Stunning Ocean View! Community Pool, Fishing Pier!

Perfect Oceanfront Condo w/Stunning Ocean View! Community Pool, Fishing Pier!
Downtown Isle of Palms
9.2 out of 10, Wonderful, (31 reviews)
"Beautiful condo we enjoyed our stay"
United States
Danette C.
The price is AU$500
includes taxes & fees
6 May - 7 May
Perfect Oceanfront Condo w/Stunning Ocean View! Community Pool, 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
9.4 out of 10, Exceptional, (73 reviews)
"Great stay, great accommodations, great host!"
United States
Stanley S.
The price is AU$465
includes taxes & fees
20 Apr - 21 Apr
2023 Updates! 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access!

Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access!
Downtown Isle of Palms
9.2 out of 10, Wonderful, (22 reviews)
"Amazing location, parking availability was good, pool was very clean, balcony was a great place to hang out and see the ocean "
United States
Alexis
The price is AU$519
includes taxes & fees
15 Apr - 16 Apr
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access!

Oceanfront, One-Bedroom with Balcony, 50" Flat TV, OPEN April 26-30!

Oceanfront, One-Bedroom with Balcony, 50" Flat TV, OPEN April 26-30!
Downtown Isle of Palms
9.0 out of 10, Wonderful, (255 reviews)
"It was a nice place to stay with good beach access and pretty view."
United States
Olena T.
The price is AU$488
includes taxes & fees
23 Apr - 24 Apr
Oceanfront, One-Bedroom with Balcony, 50" Flat TV, OPEN April 26-30!

Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP!

Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP!
Downtown Isle of Palms
9.6 out of 10, Exceptional, (70 reviews)
"Super cool place "
United States
Bohdan K.
The price is AU$502
includes taxes & fees
26 Apr - 27 Apr
Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP!

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, (52 reviews)
"I visited here just to get away before the busy holiday season! I must say I made an excellent choice and would love to visit again soon! This condo was perfectly located for walks along the beach or walks to shops! "
United States
Lisa M.
The price is AU$488
includes taxes & fees
20 Apr - 21 Apr
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier!

3rd Floor Oceanfront Condo!! Community Pool & Pier w/ 1000 ft fishing pier!

3rd Floor Oceanfront Condo!! Community Pool & Pier w/ 1000 ft fishing pier!
Downtown Isle of Palms
8.4 out of 10, Very good, (33 reviews)
"Has a great stay. "
United States
Henry S.
The price is AU$507
includes taxes & fees
15 Apr - 16 Apr
3rd Floor Oceanfront Condo!! Community Pool & Pier w/ 1000 ft fishing pier!
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 favourite 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 depend 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 per night. Entering your travel dates in the search wizard might find you 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?

Beautiful Home in the Woods with Updated Amenities and Shared Pool: This highly rated holiday home rental in Kiawah Island is located near the beach, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other homes for rent in Kiawah Island include Third floor home with stunning private-deck ocean views - steps from beach and Scenic-view cottage with sunroom, deck, kitchen & pool - close to beach & golf.

How many holiday rentals are there in Kiawah Island?

Choose from 376 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.