All Vacation Rentals


Properties Available 99 properties available
4906 Turtle Point is a luxury pet-friendly villa nestled in the quiet East Beach neighborhood of Kiawah Island, offering 2 bedrooms and 2 bathrooms, spacious interiors with high-end furnishings, an expansive screened porch for alfresco dining, a private deck with tranquil island views, and close proximity to the beach just a short walk away!This sp
4906 Turtle Point Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
99 Surfscoter Lane is a welcoming 3 bedroom, 2 bathroom private vacation home in the popular West Beach neighborhood, just a 3 minute walk to the beach and a short bike ride to Kiawah Island's dining, shopping and family-friendly island activities. This spacious 1,500 sq ft Kiawah home is a great option for a single family looking to have more spac
99 Surfscoter Lane
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
This stunning 3 bedroom, 3.5 bathroom vacation home located in Vanderhorst plantation offers spacious interiors with updated furnishings, serene outdoor spaces with 180 degree marsh views, and easy access to Kiawah Island’s 10-mile beach and family-friendly activities. This home sits on a private, secluded lot which truly showcases the beautiful wi
65 Persimmon Court
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 6 guests
Tucked away in the trees behind the second gate on Kiawah Island is this luxury 4 bedroom, 3.5 bathroom Vanderhorst Plantation vacation home with stylish, spacious interiors, a private elevator, tranquil outdoor spaces with wooded views, and all the comforts of home for an exceptional stay on Kiawah Island. You’re welcomed to your Kiawah retreat
74 Governors Drive
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
This stunning 1 bedroom, 1 bathroom Mariners Watch villa is nestled in the East Beach neighborhood of Kiawah Island, conveniently located near Night Heron Park and just a short 3-minute walk to the beach!The open plan living area is newly decorated with a comfortable L Shaped sectional sofa. There is a large desk in the living room that once pulled
4285 Mariners Watch Villa Woodland View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This 3 bedroom, 3 bathroom luxury Kiawah Island rental is a one of a kind, completely remodeled beach cottage in the Night Heron community in East Beach Village. Every detail in this property is of the highest quality and will surely please even the most distinguished guests. Decorated in muted coastal colors and exquisite appointments, this is t
4140 Night Heron Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
594 Piping Plover is a custom 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home overlooking the 12th fairway of Osprey Point Golf Course and Bufflehead Pond. This spacious 4,056 sq ft private home boasts luxurious living spaces with a private elevator, a large deck and BBQ grill overlooking the fairways, a tranquil screened porch and a s
594 Piping Plover
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 9 guests
2273 Shipwatch is a stunning second floor 1 bedroom, 1 bathroom oceanside villa located in the heart of Kiawah Island’s West Beach neighborhood. This Shipwatch villa offers ocean views from the private deck as well as convenient access to the beach and the island’s top attractions. The living area is flooded with natural light and ocean views from
2273 Shipwatch Oceanside Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
4994 Turtle Point is a 2 bedroom, 2 bathroom second floor villa located on the 17th hole of Turtle Point Golf Course. This Kiawah Island villa rental boasts beautifully appointed interiors, tranquil golf and lagoon views from the open deck and easy access to miles of pristine beaches only a short, 5 minute walk from the villa! The living room is u
4994 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
This cute and stylish 3 bedroom, 2.5 bathroom West Beach vacation home is nestled in the trees overlooking a tranquil lagoon near the Cougar Point Golf Course, just a short bike ride or 12 minute walk to the beautiful beaches on Kiawah Island. This home boasts 2,005 sq ft of beautifully appointed interiors with walls of windows offering loads of
9 Greensward Road
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 7 guests
This stunning 3 bedroom, 3 bathroom Kiawah Island cottage is located in the West Beach area and has been newly remodeled in Spring 2023! Enjoy island style living with a wraparound porch, natural gas grill for BBQs, access to a secluded community pool, and a brand-new outdoor shower just off the steps to quickly rinse off after a day on the beach,
1063 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
4409 Windswept Villas is a beautifully renovated 1 bedroom, 2 bathroom oceanfront Kiawah Island villa with a private deck leading directly to a beach path. Located in East Beach, you’re conveniently located to the best of Kiawah Island. The open plan living area is elegantly decorated with a sleeper sofa, decorative fireplace and flat screen TV f
4409 Windswept Oceanside Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests

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Kiawah Island Vacation Rental FAQs:

What are the top activities to enjoy on Kiawah Island?

Kiawah Island is a perfect playground for those who truly love the great outdoors. It starts with Kiawah’s ten miles of pristine beach, ideal for swimming, collecting seashells, or relaxing with a good book.

For the golfers, you’re in luck. Five of the island’s courses are ranked some of the best in the country. The Ocean Course, in particular, has an esteemed status from hosting PGA legends and iconic tournaments.

Want to stay closer to nature? Hop on a bike or lace up your shoes, as trails weave through forests and marshland where you might spot deer, herons, or even a gator or two. If you prefer your thrills on the water, you can paddle through tidal reeks in a kayak or on a paddleboard for an up-close view of the island’s wild side.

From tennis courts to guided tours, every detail is thoughtfully designed for you to explore. So whether you’re chasing adrenaline or serenity, Kiawah has you covered.

 

When is the best time to visit Kiawah Island?

Each season brings its unique charm, and it all depends on the experience you’re after. Spring and fall are fan favorites, with mild temperatures, fewer crowds, and perfect days for golfing or getting lost in nature.

Summer brings the heat and the crowds, making it the busiest season. However, it’s also the best time for experiencing long and sunny days on the beach. Classic island buzz.

If you’re drawn to peace and quiet, winter is the season for you. Cooler days make for dreamy walks and slow mornings, plus often a more budget-friendly time to visit. No matter when you choose to visit, it’s all about finding what suits you between the weather, the crowds, and the cost.

 

How do I get to Kiawah Island and move around once there?

Kiawah Island is about 30 miles away from Charleston International Airport. Upon arrival at Charleston International, it’s a scenic 45-minute drive to the island, where you’ll pass a gated entrance. There’s no public transit, so make sure to plan for either renting a car or taking the shuttle.

Once you’re on Kiawah, having your own set of wheels is ideal, especially if you’re planning on getting around and exploring. The island's vast bike trails make it easy to rent one and cruise trails that link beaches, golf courses, and restaurants. Walking works just fine for short hops in central areas.

To maximize the full island experience, it is recommended to have some kind of ride to keep your visit to Kiawah Island smooth and simple.

 

What is the weather like on Kiawah Island throughout the year?

Hitting temperature highs in the 80’s and 90’s, expect a hot and humid summer due to Kiawah Island’s subtropical weather. Expect sunshine with a side of afternoon storms on your beach day visits during this season.

Winter, on the other hand, tends to be fairly mild. Daytime temps are in the 50’s and 60’s, and nights rarely dip near freezing. This time of the year is ideal for golf, long walks, or hanging out and enjoying the quiet season.

As for spring and fall, highs reach the 70’s with lower humidity and light rainfall keeps the island lush and vibrant. These seasons are a perfect time for a wide variety of island activities.

Packing for the season is a must. Prepare swimsuits in the summer and light jackets for the rest of the year.

 

Where should I stay on Kiawah Island for the best experience?

If you’re craving a full-on luxury experience, the Kiawah Island Golf Resort offers the service you’re looking for. They offer deluxe restaurants, bars, and experiences all within a short distance away from the golf course and the beach.

Vacation homes and condos offer more space and privacy. There’s plenty available across the island, with many featuring ocean views, back-deck sunsets, or trail access right outside your doorstep. The ideal choice for families or larger groups.

Choosing your beach getaway is crucial to having the best Kiawah Island experience. Staying near the Sanctuary leans more towards the classic, high-end hotel atmosphere, while rentals around the east and west ends of the island are more for seclusion or staying close to your favorite course.

It all comes down to what you want your vacation to be: the resort treatment, beachfront living, or a simple tranquility.