House holiday rentals in Kiawah Island

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Popular amenities for Kiawah Island house rentals

House rentals with a pool

Top Guest favourite
Home in Beaufort
5 out of 5 average rating, 17 reviews

The '56 Retreat

MarcyRating, 5 stars3 days ago
This home truly felt like our personal oasis, just as advertised! Its proximity to downtown Beaufort made it incredibly convenient for us. We absolutely loved spending time by the pool, relaxing on the porches, and unwinding in the hot tub. The layout was perfect for our family of six, and I even found a cozy spot to work when needed. As beach lovers, having the park pass for Hunting Island was a delightful perk. We’re already excited about the possibility of making this a cherished yearly getaway!
Top Guest favourite
Home in Mount Pleasant
4.96 out of 5 average rating, 114 reviews

Private Entrance Suite w/ pool, 5 min from beach

MichelleRating, 5 stars2 weeks ago
My husband and I enjoyed our stay. The location is in a very nice neighborhood and very close to lots of Charleston's favorite things to do. Liz was a great host giving specific directions as well as checking in to make sure we had everything we needed. However, we did not need to request anything additional than what was provided. Check in and check out was an easy process. We will stay here again.
Guest favourite
Home in Wild Dunes
5 out of 5 average rating, 6 reviews

Palm Paradise~3min to Beach~Bikes~Foosball~Pool

MatthewRating, 5 stars4 days ago
Thoroughly enjoyed our stay and the accommodations were everything that was described in description. Great location, extremely clean, and host communicated extremely well.
Top Guest favourite
Home in Edisto Island
4.98 out of 5 average rating, 55 reviews

Jungle House/ Pet Friendly/ Luxury New Edisto Home

HaleyRating, 5 stars1 month ago
Absolutely enjoyed a second year here at The Jungle house! Beautiful as always and so close to all the shops and restaurants on jungle road. The pool was amazing and so refreshing and very clean! Someone was there to clean the pool most mornings very early which was also such a plus. I will definitely be returning next year and hopefully many years to come
Top Guest favourite
Home in Seabrook Island
5 out of 5 average rating, 29 reviews

Hugging Tree Sea Cottage!

AmberRating, 5 stars2 weeks ago
Do not hesitate to stay at Hugging Tree Cottage - our entire experience from first booking to check out was seamless. I cannot say enough about our host, Kim. She was proactive in reaching out to us to see if we needed anything or had questions and was incredibly responsive and kind when we contacted her. The house is perfection, so so so clean, beautifully decorated, VERY comfortable beds, fabulous and cozy couch, and the golf cart option was amazing. The kitchen is beautiful and has everything you need and the location of the house was so easy to the pool, beach, Freshfields, etc. We were 3 moms and 4 teen girls and it was perfect for our group. We are so grateful to our amazing hosts for an unforgettable long weekend. Thank you! Can’t wait to come again.
Guest favourite
Home in Johns Island
5 out of 5 average rating, 16 reviews

Crooked Oaks Retreat on 8

AprylRating, 5 stars2 weeks ago
Our stay was amazing. The house was well equipped and completely comfortable. We will definitely be back in the future.
Top Guest favourite
Home in Harleston Village
4.98 out of 5 average rating, 88 reviews

Casa Zoë | Historic Garden Carriage House CHS

MarianneRating, 5 stars3 weeks ago
Wow. This is an amazing place to stay in Charleston — truly a one-of-a-kind experience! This carriage house is remarkably well done, keeping all of its unique historic character while providing all the needed/desired modern amenities. The neighborhood is so charming, as is the meticulously-kept courtyard garden. We especially enjoyed our time at The Wonderer. It’s a bit of a drive, but it gave us all the hotel perks we could have wanted while allowing us to enjoy the benefits of our own private space. The owners were so helpful and accommodating, and we loved their guide to the city. We’d stay here again in a heartbeat!
Top Guest favourite
Home in Isle of Palms
4.96 out of 5 average rating, 85 reviews

Gorgeous home one block from beach w/ heated pool

MimiRating, 5 stars2 weeks ago
It’s a beautiful, well appointed, clean and tastefully decorated home. The home is spacious with a great floor plan. We were 3 families. 6 adults and 5 children. The kids loved the pool. There were numerous pool toys to keep them entertained. The kitchen is a cook’s dream. Everything ( except a coffee grinder) was available. The long kitchen table easily accommodates 12. We enjoyed the porches. There are 3 but we did not use top balcony. ( that is where the fire pit is ) There are lots of steps, but the convenience of the elevator was wonderful. It was a great location as well. We had a lovely time.

Weekly house rentals

Guest favourite
Home in Johns Island
4.87 out of 5 average rating, 86 reviews

3 BEDROOM 2 BATH JOHNS ISLAND HOME SLEEPS 10

SkipRating, 5 stars2 weeks ago
Nice place. Convenient to Kiawah and Freshfields. Down a side road in an older neighborhood but neighbors were friendly enough to wave. House has been remodeled and flows well. We enjoyed our stay and are ready to come back again.
Guest favourite
Home in Wild Dunes
5 out of 5 average rating, 24 reviews

LSV Golf Cart &Private Jacuzzi Included! 5 Minute Walk to Beach! New Listing!!

JayRating, 5 stars1 month ago
Great place to stay!!!! Host was very responsive, highly recommend!!!! Only thing is be sure to read the rules as they are pretty stringent to include music and TV being used after hours with a noise monitoring system installed on property.
Home in Kiawah Island
4.75 out of 5 average rating, 20 reviews

Walk to Beach 3BR Oceanview | Deck | W/D

DevinRating, 5 stars8 months ago
10am checkout is a little too early but other than that was a great place to stay
Home in Kiawah Island
4.81 out of 5 average rating, 31 reviews

Woodsy 4BR | Private Pool | Deck | Golf | Tennis

TommyRating, 5 stars3 months ago
The house was amazing and was everything we needed for our family, even the 3 teenagers had no complaints. The beach was a 5 minute drive or a very scenic 10 min bike ride. It was a peaceful location and we cannot wait to come back!
Top Guest favourite
Home in Saint Helena Island
5 out of 5 average rating, 24 reviews

Waterfront! Pet Friendly! 30+ day discount

JaneRating, 5 stars3 months ago
Beautiful surroundings and views of the Marsh! Extremely close to Hunting Island and all that it offers. Several local flavor restaurants within a 3 to 5 minute drive. Easy drive into Historic Beaufort. We will be back!
Home in Kiawah Island
4.58 out of 5 average rating, 38 reviews

5BR | Private Pool | Balcony | W/D

BennieRating, 5 stars3 months ago
Thank you for a great stay!!
Top Guest favourite
Home in Fripp Island
4.96 out of 5 average rating, 48 reviews

Located mid-island by tennis courts, marsh sunsets

AntoninaRating, 5 stars3 weeks ago
We had a very short but relaxing stay at Kathy’s place. We enjoyed how quiet and private yet walkable it is to some food options and morning coffee. Loved riding around on a golf cart exploring the island and meeting its beautiful deer everywhere! We definitely will be back!
Top Guest favourite
Home in Saint Helena Island
5 out of 5 average rating, 57 reviews

Serene Treehouse Hideaway - Private Beach

JenniferRating, 5 stars1 month ago
Not a great beach for swimming but a really pretty spot for relaxing..left us nice toiletries..had everything we needed to cook all of our meals..bring swim shoes..get up early for the awesome sunrise 😊

Private house rentals

Home in Kiawah Island
5 out of 5 average rating, 7 reviews

Kiawah Island 3BR Beautiful Lagoon View Home, WiFi

ReginaRating, 5 stars7 months ago
Loved our 10 day stay in this beautiful, peaceful place! The lagoon provided endless bird and gator watching. Deer strolled through the yard. First time to Kiawah Island. Loved all the bike paths available. As a side note, there is a nice grocery store 15 min away, but other than that, most shops and restaurants are 45 min away, closer to Charleston.
Home in Johns Island
4.63 out of 5 average rating, 41 reviews

Updated 5BR Lakefront | Deck | Game Room | W/D

JeffreyRating, 5 stars1 month ago
Very nice home. We booked it again for the next week also.
Superhost
Home in Kiawah Island
5 out of 5 average rating, 5 reviews

New, complete reno, gorgeous airy home

RubyRating, 5 stars1 month ago
House was beautiful and is in an amazing location! highly recommend.
Home in Johns Island
5 out of 5 average rating, 3 reviews

Exclusive Vanderhorst Home: Marsh-Front

AnnaRating, 5 stars3 weeks ago
We had an amazing stay at this beautiful five-bedroom retreat in the exclusive Vanderhorst community of Kiawah Island Golf Resort. The panoramic views of the Lowcountry marshes and Kiawah River are absolutely stunning—especially from the second-floor living area designed to capture every sunset. The reverse floor plan made the most of the scenery, with spacious living areas, a well-equipped kitchen, and plenty of room for our group to relax. The screened porch was perfect for morning coffee, and we loved dining on the open deck while enjoying the fresh coastal breeze. Each bedroom was thoughtfully appointed, with the primary suite offering spa-like comfort and unbeatable marsh views. The location is ideal—just a short bike ride to the beach and steps from Marsh Island Park. This home is the perfect mix of luxury, comfort, and classic Lowcountry charm. Highly recommend!
Home in Kiawah Island
4.83 out of 5 average rating, 18 reviews

Hideout at Shipwatch - On The Beach

KathrynRating, 5 stars1 month ago
We were in town for only two days to attend a wedding on John’s Island, and we were so lucky to find this clean, quiet, and comfortable oceanfront villa! This place was almost perfect for the two of us. I don’t think I’ve ever stayed in a hotel or vacation rental that was cleaner, and clean is very important to me. Could the kitchen and bath be more updated? Of course they could—and the place could be a lot more expensive, too! We had everything we needed, with the bonus of an ocean a few steps away and NO Charleston traffic, and this lovely villa cost $200 less than the hotel reservation we cancelled when we found the Hideaway at Shipwatch. We will be back for a longer stay. To be honest, a memory foam mattress topper and some curtains in the bedroom would make us more comfortable. If you are a couple or an individual looking for a bargain oceanfront stay at a beautiful resort, consider this villa. Just read the description and look at the photos. They are accurate.
Home in Seabrook Island
5 out of 5 average rating, 4 reviews

Hidden Oak Hideaway

WalterRating, 5 stars1 month ago
Beautiful house in a beautiful community. Perfectly appointed house with literally everything we needed from dishes to beach chairs. Comfortable, clean space with plenty of room. Cannot say enough good things about the home or the host. A+ experience!
Guest favourite
Home in Saint Helena Island
5 out of 5 average rating, 9 reviews

The Tidewatch

Florina DanielaRating, 5 stars1 week ago
Such a serene place! You cannot be closer to the ocean. The house is very spacious and fully equipped with everything a family with children can need. Brandon is just one phone call away in case you need any help, like “What’s the best restaurant to go to late in the evening?” . We loved it so much we wanted to book our next vacation as soon as we left the Tidewatch; so we will be back soon.
Top Guest favourite
Home in Edisto Island
5 out of 5 average rating, 11 reviews

Pompano Pool House

EmilyRating, 5 stars2 weeks ago
Our family vacations in Edisto every year. We were very pleased with our stay and will try to rebook this exact stay for future trips

Quick stats about house rentals in Kiawah Island

  • Total rentals

    390 properties

  • Nightly prices starting at

    $233 NZD before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    390 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    230 properties have a pool

Destinations to explore