A large, sprawling tree with extensive branches and dense green foliage in a forested area.

Kiawah Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kiawah Island holiday rentals

1. 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, (157 reviews)
"Great location and stay!"
United States
Michael H.
The price is NZ$762
includes taxes & fees
7 Oct - 8 Oct
1 Bedroom Villa with private screened in porch and short walk to the beach!

2. 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, (204 reviews)
"Easy check great location. Would stay again"
United States
Thomas R.
The price is NZ$818
includes taxes & fees
18 Oct - 19 Oct
Gorgeous Fairway Oaks Villa, 100 yards from the beach

3. Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
2.0 star property
West Beach
The price is NZ$795
includes taxes & fees
3 Oct - 4 Oct
Hideout at Shipwatch - On The Beach

4. Hideout at Shipwatch - On The Beach

Hideout at Shipwatch - On The Beach
West Beach
9.0 out of 10, Wonderful, (14 reviews)
"Beautiful view of the ocean everything was perfect!!!"
United States
William S.
The price is NZ$821
includes taxes & fees
3 Oct - 4 Oct
Hideout at Shipwatch - On The Beach

5. Your Beach Stroll Sanctuary | Turtle's Nest

Your Beach Stroll Sanctuary | Turtle's Nest
Johns Island
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful property! Close to everything Kiawah has to offer. "
United States
Sally
The price is NZ$1,119
includes taxes & fees
1 Oct - 2 Oct
Your Beach Stroll Sanctuary | Turtle's Nest

6. The Merry Mariner of Kiawah -100 ft to beach/boardwalk-Owner managed-sleeps 4

The Merry Mariner of Kiawah -100 ft to beach/boardwalk-Owner managed-sleeps 4
Johns Island
10.0 out of 10, Exceptional, (12 reviews)
The price is NZ$959
includes taxes & fees
1 Oct - 2 Oct
The Merry Mariner of Kiawah -100 ft to beach/boardwalk-Owner managed-sleeps 4

7. Luxury Top Floor Villa, Steps to private beach, Night Heron Park & The Nest

Luxury Top Floor Villa, Steps to private beach, Night Heron Park & The Nest
Johns Island
9.8 out of 10, Exceptional, (18 reviews)
"Fantastic location - close to the Nest and the beach - loved the condo - very clean with all needed accessories - host was wonderful - will definitely be back!"
United States
Amy F.
The price is NZ$945
includes taxes & fees
14 Oct - 15 Oct
Luxury Top Floor Villa, Steps to private beach, Night Heron Park & The Nest

8. 14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4

14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4
Vanderhorst Plantation
10.0 out of 10, Exceptional, (25 reviews)
"Had a wonderful time."
United States
Monica C.
The price is NZ$1,110
includes taxes & fees
1 Oct - 2 Oct
14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4

9. 1324 Fairway Oaks ~ Pet Friendly ~ 3 BR Townhome, Sleeps 6

1324 Fairway Oaks ~ Pet Friendly ~ 3 BR Townhome, Sleeps 6
West Beach
9.2 out of 10, Wonderful, (24 reviews)
"Beautiful condo. Great location. The property manager was very helpful and responsive. Five minute walk to the beach. Just lovely!"
United States
Inez L.
1324 Fairway Oaks ~ Pet Friendly ~ 3 BR Townhome, Sleeps 6

10. Romantic Oceanfront Escape for Couples

Romantic Oceanfront Escape for Couples
Kiawah Island
10.0 out of 10, Exceptional, (122 reviews)
"Beautiful getaway - well appointed and stocked. The hosts are truly in touch with what travelers need and clear instructions and recommendations for dining and entertainment."
United States
Angelique H.
The price is NZ$1,384
includes taxes & fees
1 Oct - 2 Oct
Romantic Oceanfront Escape for Couples

11. 3BR3BA Luxury Turtle Point Townhouse On Lagoon & 18th Fairway

3BR3BA Luxury Turtle Point Townhouse On Lagoon & 18th Fairway
Kiawah Island
10.0 out of 10, Exceptional, (26 reviews)
"Great property and the host Amanda was great."
United States
Jonathon D.
The price is NZ$1,332
includes taxes & fees
1 Oct - 2 Oct
3BR3BA Luxury Turtle Point Townhouse On Lagoon & 18th Fairway

12. 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, (18 reviews)
"Very clean well done renovation great location terrific host"
United States
Darryl D.
The price is NZ$1,238
includes taxes & fees
5 Oct - 6 Oct
2 Inlet Cove; steps from the dock & pool; 10 min walk to the beach; EV charger

13. Romantic Oceanfront Escape for Couples

Romantic Oceanfront Escape for Couples
West Beach
10.0 out of 10, Exceptional, (94 reviews)
"Nice property with excellent amenities and beach access. Would definitely book here again."
United States
Constance L.
Romantic Oceanfront Escape for Couples

14. Oceanfront Retreat for Two Couples

Oceanfront Retreat for Two Couples
Kiawah Island
9.8 out of 10, Exceptional, (58 reviews)
"Amazing stay! Gorgeous property! Beautiful views!"
United States
Laurie N.
The price is NZ$1,754
includes taxes & fees
18 Oct - 19 Oct
Oceanfront Retreat for Two Couples

15. Ocean View Escape | Dual King Suites | East Beach

Ocean View Escape | Dual King Suites | East Beach
Kiawah Island
10.0 out of 10, Exceptional, (1 review)
"We always stay at Windswept condos and this by far is my favorite! The porch is awesome and I loved being on the second floor. Well equipped and beds are really comfortable! Will definitely stay here again."
United States
sonya h.
The price is NZ$1,764
includes taxes & fees
6 Oct - 7 Oct
Ocean View Escape | Dual King Suites | East Beach

16. 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, (23 reviews)
"Just absolutely stunning place to stay!"
United States
Kammy B.
The price is NZ$1,947
includes taxes & fees
4 Oct - 5 Oct
Peaceful Family Beach Retreat, 3-Minute Walk to the Beach

17. 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, (40 reviews)
"Honestly everything was amazing the host amenities cleanliness and decor! "
United States
Kathryn M.
The price is NZ$1,970
includes taxes & fees
1 Oct - 2 Oct
Family Beach Cottage with Easy Access to the Beach and Pool

18. Luxury Oceanfront Penthouse Escape for Couples & Friends

Luxury Oceanfront Penthouse Escape for Couples & Friends
Kiawah Island
10.0 out of 10, Exceptional, (96 reviews)
"Great location, thoughtful hosts, great condo and truly set up for beach access and enjoyment"
United States
Neel P.
The price is NZ$2,214
includes taxes & fees
27 Oct - 28 Oct
Luxury Oceanfront Penthouse Escape for Couples & Friends

19. Oceanfront 4BR Retreat - Great for 3-4 Couples

Oceanfront 4BR Retreat - Great for 3-4 Couples
West Beach
10.0 out of 10, Exceptional, (30 reviews)
"We had a wonderful stay in this home. It was impeccably kept and clean which is our top priority The outdoor space was lovely and we thoroughly enjoyed our morning yoga out on the deck. Beach access was very close and easy to navigate back and forth with our wagon full of chairs etc. Highly recommend for anyone wanting a beautiful home with a great view."
United States
Susie S.
The price is NZ$3,000
includes taxes & fees
10 Oct - 11 Oct
Oceanfront 4BR Retreat - Great for 3-4 Couples

20. "The Goldeneye” (3021 Southerly Way) 2 person creekside bungalow at Kiawah River

"The Goldeneye” (3021 Southerly Way) 2 person creekside bungalow at Kiawah River
Johns Island
10.0 out of 10, Exceptional, (17 reviews)
"Loved the bed, the porch view, the people and what an amazing area!"
United States
Blake
The price is NZ$1,101
includes taxes & fees
4 Oct - 5 Oct
"The Goldeneye” (3021 Southerly Way) 2 person creekside bungalow at Kiawah River
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kiawah Island Hotel Reviews

Find out more about Kiawah Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kiawah Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kiawah Island. 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 Kiawah Island. 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 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 holiday 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 Kiawah Island short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

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?

Lagoon-Front Villa w/ Screened Porch, WiFi & AC - Steps to Beach, Tennis & Golf: This highly rated holiday home rental in Kiawah Island is located on the waterfront, and offers a selection of games, 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 Scenic view cottage w/ Free Wifi - just a short walk to the beach & park and Stunning spacious property in popular area!.

How many holiday rentals are there in Kiawah Island?

Choose from 363 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 Kiawah Beachwalker Park 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.