Holiday Homes in Kiawah Island

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Featured Holiday Homes in Kiawah Island and around

Cottage with natural wooded view - walking distance to beach/ lots of trails

8.6 out of 10, Excellent, (57)
"House is comfortable and attractive. Great open flow. Super close to the beach. Just a 3 minute walk down a quiet path. Gorgeous neighborhood!"
Cottage with natural wooded view - walking distance to beach/ lots of trails

Renovated cottage w/ deck & screened porch - walk 150 yards to the beach

9.2 out of 10, Wonderful, (89)
"My family & I spent a weekend at this lovely home. It was clean and well equipped with an excellent location. The check in process was seamless. Would definitely return!"
Renovated cottage w/ deck & screened porch - walk 150 yards to the beach

New Listing: Luxurious Home with Pool and Guest House on Kiawah

10.0 out of 10, Exceptional, (4)
"We came for a girls weekend and rented this wonderful house for me and 4 of my best friends. May I just say, the house is STUNNING. We absolutely loved the layout of the house. It has a guest house with an additional two bedrooms, but it is so close to the main house that it just feels like you are a part of the main wing of the house. The heated pool was a staple for us! It was 60 degrees outside and we were still able to swim! You could tell how much detail the cleaning staff put into each...
New Listing: Luxurious Home with Pool and Guest House on Kiawah

Lowcountry Oceanfront Estate on Kiawah, 7 bedrooms, Private Pool

9.0 out of 10, Wonderful, (2)
"This is a terrific property! It was beautifully maintained inside and out. The property is very quiet and secluded by natural brush. We found the accommodations excellent and well stocked upon our arrival. The only issues to note were a problem with the hot tub that was out of commission for 48 hours but quickly fixed on a Monday morning. Weird no-vendor rules on the island on a Sunday. The management team was very responsive to our service call sending local folks out to repair the issue, but...
Lowcountry Oceanfront Estate on Kiawah, 7 bedrooms, Private Pool

Beautiful 3BR/2.5BA on 3rd Fairway of Cougar Point, minutes from the beach

9.8 out of 10, Exceptional, (91)
"The house was perfect for us as we attended wedding nearby on the beach. Convenient nice and very private on a small cul de sac - would definitely recommend."
Beautiful 3BR/2.5BA on 3rd Fairway of Cougar Point, minutes from the beach

10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views

10.0 out of 10, Exceptional, (16)
"This was a great weekend for all of us to get together. The property was exactly what the listing said it was. I have stayed in many VRBOs and this home was well stocked with almost anything you would need. We would absolutely stay here again and recommend the property to others. "
10 Min Walk to Beach; Dog Friendly, One Level Home w Golf Course Views

Kiawah Exclusives | 21 Surfsong

10.0 out of 10, Exceptional, (2)
"This is a beautiful property that has once seen great glory, but now needs some attention to detail."
Kiawah Exclusives | 21 Surfsong

Enjoy Stunning Marsh & Tidal Water Views in This Renovated Home w/ Chef's Kitchen & Custom Finishes

10.0 out of 10, Exceptional, (71)
"It was a beautiful home. Closed to all activities. Highly recommended this home. "
Enjoy Stunning Marsh & Tidal Water Views in This Renovated Home w/ Chef's Kitchen & Custom Finishes

Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach

10.0 out of 10, Exceptional, (93)
"Very nice house but had some cleaning issues & could certainly use better bed linens. Master bath shower had mold on the bottom of the glass. "
Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach

Walk to beach, pool and community dock

10.0 out of 10, Exceptional, (7)
"We love Kiawah Island! Sky Run made our stay perfect! We appreciate their accuracy, promptness, and hospitality. Would book again!"
Walk to beach, pool and community dock

Oceanwoods Kiawah West Beach 3BR Home, Seconds to Beach or Park! Great Location!

9.8 out of 10, Exceptional, (85)
"Beautifly remodeled cottage. Everthing was new and up to date. Location perfect. On a bike trail and close walk to beach. It was a psrfect family vacation."
Oceanwoods Kiawah West Beach 3BR Home, Seconds to Beach or Park! Great Location!

Golf-view villa with private deck, AC, & W/D - walk to beach - dog-friendly

8.0 out of 10, Very good, (1)
Golf-view villa with private deck, AC, & W/D - walk to beach - dog-friendly

Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach

9.8 out of 10, Exceptional, (86)
"We have been coming to Kiawah for 20+ years. What a treat to be able to stay in this home. It sits right on the beach with it's own boardwalk, most house of this quality and size are not available to rent. You can tell this is a family home that has been well loved. and boy is this beauty is well built!!! We road out a tropical storm and the house barely budged!! This is the most prestigious street on Kiawah and the property owners are easy to work with. We will definitely be renting this...
Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach

Steps to Beach! Private Heatable* Pool, Two Master Suites, Bunk Bedroom, Two Dens & Terrific Patio

10.0 out of 10, Exceptional, (70)
"We had the most amazing time! The house is beautiful and well appointed. The location couldn’t be better! We would love to come back! "
Steps to Beach! Private Heatable* Pool, Two Master Suites, Bunk Bedroom, Two Dens & Terrific Patio

Beautifully Renovated Home w/ New Kitchen & New Bathrooms. Two Master Suites!

10.0 out of 10, Exceptional, (18)
"As soon as we walked through the door we were welcomed with a bottle of wine and cookies. That was a thoughtful and nice touch! Thank you! Your house is absolutely gorgeous, and in a very quiet neighborhood which was wonderful. My daughter and I had a very relaxing time on Kiawah. We even spent time enjoying the beach in late October! Our trip at sunset at the Ocean Course was Absolutely breathtaking. Your house was a beautiful home away from home. "
Beautifully Renovated Home w/ New Kitchen & New Bathrooms. Two Master Suites!

Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!

10.0 out of 10, Exceptional, (9)
"We had a great stay at this home. There were seven adults and a two year old and we had plenty of room. The hot tub and pool were amazing. Close to the beach with lots of great paths to bike along. The home was clean, spacious and had everything we could have needed. Would recommend to anyone looking for a family vacation. Property managers were super easy to get a hold of through text and very responsive! "
Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!

Gorgeous Natural Light, Vaulted Ceilings & Fairway Views. Back Deck & Screened Porch.

9.6 out of 10, Exceptional, (32)
"Thank you for such a wonderful home to enjoy families with all the needed amenities."
Gorgeous Natural Light, Vaulted Ceilings & Fairway Views. Back Deck & Screened Porch.

4BR Luxury Home with Heated Pool, Marsh Views - World Class Beach, Golf and Tennis!

10.0 out of 10, Exceptional, (59)
"This property was great for my family and friends and our kids and grandkids! When we had a need or issue it was promptly taken care of. The Dack app made asking for late checkout easy. It was close to the ocean, golf restaurants and parks with swings and slides ( kids were 2 5,6). Never a dull moment with a heated pool .. we All agreed it was perfect for fun family time!"
4BR Luxury Home with Heated Pool, Marsh Views - World Class Beach, Golf and Tennis!

Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby

9.4 out of 10, Exceptional, (85)
"Great after some issues were corrected."
Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby

Golf Views! 1.5 Min Walk to Beach/Pool - $125 beach credit

9.4 out of 10, Exceptional, (16)
"Property was adequate for our stay. Rodents were in the ceiling above 2 of the bedrooms running around. I spoke with company that picked up rat traps and they are going to get up in the attic next week"
Golf Views! 1.5 Min Walk to Beach/Pool - $125 beach credit
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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Other property types in Kiawah Island

Kiawah Island Golf Resort - Villas

4.0 star property
8.4 out of 10, Very good, (379)
"Arrival was great. Found where to check in and went to the villa. Not sure what to expect and found that the room was terrific. It was a two bed two bath unit and it looked freshly made over. The kitchen was sparkling clean. The deck out back was screened in to keep the pests at bay. There were tennis courts out back but they were only busy for a couple of hours in the morning. Had a very relaxing stay and instead of heading to Charleston as planned we changed it up and relaxed on the island and...
Kiawah Island Golf Resort - Villas

Cottage w/ On-Site Golf, Shared Pool, & Beautiful Inlet Views - Near the Beach

9.2 out of 10, Wonderful, (24)
"W had a great time but 56 inlet cove needed some things address but wasn’t address while we were there. "
Cottage w/ On-Site Golf, Shared Pool, & Beautiful Inlet Views - Near the Beach

Gorgeous Fairway Oaks Villa, 100 yards from the beach

9.8 out of 10, Exceptional, (167)
"Everything was as expected. Short walk to the beach and the hosts notes helped us find restaurants and other facilities. Golf in the area was outstanding and very expensive. "
Gorgeous Fairway Oaks Villa, 100 yards from the beach
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.