Villa holiday rentals in Kiawah Island

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Popular amenities for villa rentals in Kiawah Island

Private villa rentals

Guest favourite
Villa in Kiawah Island
5 out of 5 average rating, 5 reviews

Palm Bungalow - an iTrip Home

AmarisRating, 5 stars10 months ago
Palm Bungalow was the perfect fit for our week long vacation for my husband and I. It was exactly what we had in mind with the beach being a 4 min walk just across the road. Freshfields Village and Night Heron Park was an easy 15-20 min bike ride which we loved doing in the mornings. The villa complex was private and serene itself and the unit was adorably decorated and extremely fresh and clean feeling. We loved our first experience in KI and will def be back !
Superhost
Villa in Seabrook Island
4.67 out of 5 average rating, 3 reviews

Stunning w/ Ocean Views! Amenity Cards Included!

Travis DouglasRating, 5 stars8 months ago
Pass views very laid-back made a lot of great memories!
Superhost
Villa in Kiawah Island
5 out of 5 average rating, 4 reviews

Perfect ocean view villa!

AshleyRating, 5 stars6 months ago
This condo was absolutely beautiful! The location was peaceful with a great view and right by a beach boardwalk. The inside looked to have been recently updated and it was done with exquisite taste. The kitchen was gorgeous and the bathrooms had a spa-like feel. It was decorated beautifully and tastefully. I appreciated that it had everything needed, but was clutter-free!
Superhost
Villa in Kiawah Island
4.73 out of 5 average rating, 59 reviews

Central, spacious in heart of Kiawah

SharonRating, 5 stars8 months ago
Great place and very comfortable. Would stay again! The bike rental was key!
Superhost
Villa in Kiawah Island
4.92 out of 5 average rating, 13 reviews

Let's Do Sunset - An iTrip Vacations Home

TaraRating, 5 stars10 months ago
We loved our stay on Kiawah Island. Having the flexibility to cook some of our meals really allowed us to flex our schedule. Everything was super clean and it was well stocked. the hosts also had recommendations on places g to go and things to do. This place was a low stress walk to the beach where we met plenty of nice families. We used some of the tennis and golf facilities and they were top notch. We would totally come back to this spot again. đź’•
Villa in Seabrook Island
4.96 out of 5 average rating, 26 reviews

Upscale, Private,Breathtaking Views

LisaRating, 5 stars11 months ago
We absolutely loved our stay at Vicki’s villa on Seabrook. The location is perfect, private and peaceful, nestled in the Live Oaks with beautiful views from each of the FOUR outdoor areas. It is an easy walk to the beach and the club, which has a great pool and lounge area on an embankment overlooking the ocean. We love to cook, and the kitchen is fabulous, well appointed with all the equipment you need to make meals. Vicki and the management were also incredible with communication. We couldn’t have asked for a better week. We highly recommend Vicki’s villa—you will experience a peaceful escape and right at home.
Superhost
Villa in Kiawah Island
4.94 out of 5 average rating, 49 reviews

New reno, Boho-style "treehouse" at the beach!

DanielleRating, 5 stars7 months ago
We truly enjoyed our stay here. It is very true to the pictures. It is a beautiful location. The home is stocked with everything you need in the kitchen and to enjoy your beach experience. It was quiet and everyone was friendly. I can’t wait to return!
Villa in Folly Beach
4.6 out of 5 average rating, 30 reviews

Incredible 3BR Oceanfront 5th-Floor | Balcony

MariaRating, 5 stars10 months ago
Very beautiful place, view was amazing and place very well kept. Only problem we faced was the fact that the elevator was broken and we had to walk several flights of stairs to the 4th floor several times per day. Other than that, everything was amazing.

Luxury villa rentals

Guest favourite
Villa in Wild Dunes
4.86 out of 5 average rating, 14 reviews

Ocean 180 | Easily Best Oceanfront View | All New

KimRating, 5 stars2 months ago
Michael does a great job looking out for his guests. The communication was excellent. There was plenty of room for each family to have their own space for us (6 adults and a toddler). The property was even better than expected and we wouldn't change a thing! I wouldn't hesitate to rent the house again or have to trust Michael with finding us another property.
Guest favourite
Villa in Wild Dunes
4.98 out of 5 average rating, 54 reviews

Beach Club Villa 32 - Elite Oceanfront! Pool!

ErikaRating, 5 stars3 weeks ago
We were so thrilled with our stay! We will be back!! Very clean and a great location!!!!
Superhost
Villa in Seabrook Island
5 out of 5 average rating, 3 reviews

2 Bedroom 2 Bath. Walk to Beach & Club!

KylieRating, 5 stars11 months ago
Had a relaxing weekend in this perfect little condo. very clean, very quiet. we enjoyed being walking distance to the beach and club. nice view of the golf course where we got to see multiple deer, and alligators!
Top guest favourite
Villa in Seabrook Island
4.97 out of 5 average rating, 32 reviews

Luxury Seabrook Isl Beach Condo

RobRating, 5 stars1 week ago
Brian’s place was as advertised…clean, spacious, great views, and conveniently located to the pool, beach, golf, and restaurants. We would definitely recommend to others. Brian was a great host!
Top guest favourite
Villa in Seabrook Island
5 out of 5 average rating, 39 reviews

Close to beach, pool,tennis, golf+Amenity card+

BriceRating, 5 stars1 week ago
This property is right across the street from beach access and a 5 minute walk to the main pool, restaurant, and golf courses. Amanda was very responsive and proactive ensuring we had everything we needed prior to check-in, especially our amenity card information. She even let us check in an hour early to accommodate our toddlers nap time. We stayed as a family of 5 and this villa was the perfect size. We would recommend this property to anyone looking for a beach vacation in a great location!
Superhost
Villa in Seabrook Island
4.5 out of 5 average rating, 4 reviews

Top Floor Villa Steps from Beach

TaraRating, 5 stars3 months ago
We absolutely loved our stay! The villa is right across the street from the pool and a short walk to the beach, but is still very quiet, peaceful and safe. It was great that the beautiful pool area was so convenient for my 2 kids. The place is super clean and has everything you need. I especially loved the outdoor deck with lounge chairs. I would definitely stay here again the next time I visit Seabrook Island.
Superhost
Villa in Saint Helena Island
4.88 out of 5 average rating, 8 reviews

Golfers' Paradise Villa with Stunning Dataw Views!

AlexisRating, 5 stars6 months ago
This was a perfect spot for my family! We were right down the street from our grandparents house on the island. It was clean, comfortable and just as it was described. The location is beautiful with the most gorgeous view of the sunrise. We will definitely be staying here again should we need another place in the future.
Guest favourite
Villa in Johns Island
4.78 out of 5 average rating, 9 reviews

Sea La Vie - An iTrip Vacations Home

JoyRating, 5 stars4 months ago
We had a wonderful experience with iTrip Charleston, and the beautiful Sea La Vie villa. All pre-booking questions were answered immediately, and the team was highly informative with travel details from check-in/arrival through departure. We felt at home from the moment we walked in to discover welcome treats and a lovely message from Sarah & Steven in this spacious and beautiful villa. The pet-friendly home was well-stocked, nicely decorated, and super cozy - everything we needed for a relaxing break. It’s in a fantastic location - only a short walk to the beach. Thank you for sharing your charming home with us…we look forward to returning soon.

Villa rentals with a pool

Villa in Beaufort County
4.8 out of 5 average rating, 5 reviews

JOHN FRIPP VILLA - Ocean Views - Sleeps 8

JohnRating, 5 stars3 weeks ago
Very nice, clean, comfortable villa overlooking the ocean; close to pool & places to eat. Would definitely stay here again!
Top guest favourite
Villa in Fripp Island
5 out of 5 average rating, 8 reviews

Tidal Treasure - Fripp

DerekRating, 5 stars1 month ago
Loved our stay and we will definitely come back in the future. We’ve been to Fripp numerous times over the years with our little family and this place is the best we’ve had yet. Thanks for hosting us!
Top guest favourite
Villa in Hilton Head Island
4.93 out of 5 average rating, 95 reviews

Beach, Pool & Fun Awaits You! Weekly discounts!

KaylaRating, 5 stars2 months ago
Came here for a babymoon. We stayed for a week, and I don’t know if it was the hormones or not, but I actually cried when we had to leave lol. We greatly enjoyed our time here. It was peaceful, and the quiet retreat we were looking for. Would definitely come back!
Top guest favourite
Villa in Seabrook Island
5 out of 5 average rating, 11 reviews

Chic Tennis Oasis. Pet friendly with Club cards

DerekRating, 5 stars4 weeks ago
We had a wonderful stay! The place was very clean and comfortable, which made it easy to settle in and relax. One of the best parts was how close it was to the beach—just a short drive, which was perfect for our family. It made beach outings super convenient and enjoyable. Highly recommend this spot for anyone looking for a peaceful, family-friendly getaway!
Superhost
Villa in Hilton Head Island
4.88 out of 5 average rating, 32 reviews

(215)Ocean Views,Pools, Tennis, Pickleball, Dining

KaraRating, 5 stars2 weeks ago
We enjoyed our stay in this cozy condo! The condo location being so close to the beach was perfect. We appreciated that this condo came equipped with everything we needed and more. The decor was nice and we loved being able to see and hear the ocean from the balcony. The pickle ball Courts were close and our family enjoyed playing daily. We also enjoyed renting bikes on property and exploring the beautiful island. I really appreciated the accurate information, instructions, and clear, quick communication!
Superhost
Villa in Fripp Island
4.86 out of 5 average rating, 94 reviews

Coastal Charm: Oceanview Condo on Fripp Island

KristieRating, 5 stars4 days ago
The location is perfect. There are tons of upgrades and we needed nothing. The bedrooms are big and conformable and the family room is very big and comfortable, with a huge, new smart TV. We'll be back!!!
Superhost
Villa in Wild Dunes
4.82 out of 5 average rating, 56 reviews

Desirable Seagrove Villa- Beachside, Pool Access

AmyRating, 5 stars1 month ago
This roomy condo was exactly what we were looking for…plenty of space for our group in a location very near the beach. Check-in/-out was very easy and it had everything we needed. Would definitely stay here again!
Villa in Seabrook Island
4.92 out of 5 average rating, 12 reviews

Courtside Dream | Private Condo | Amazing Sunsets

LisaRating, 5 stars2 months ago
This place was amazing! It was extremely clean, comfy and convenient to Freshfields. Great walking paths. Will definitely be back in the future! Thanks for allowing us to stay in your wonderful place.

Quick stats about villa rentals in Kiawah Island

  • Total rentals

    70 properties

  • Nightly prices starting at

    $218 SGD before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. South Carolina
  4. Charleston County
  5. Kiawah Island
  6. Villa rentals