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Properties Available 89 properties available
Perfect home for a multi-family vacation. This expansive 6 bedroom, 4.5 bathroom vacation home in Vanderhorst Plantation with tranquil lagoon views. With multiple indoor and outdoor living areas, this home boasts 4,200 sq feet of beautifully appointed interiors and is a short walk or bike ride to the scenic beaches and fairways on Kiawah Island. T
205 Glen Abbey
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 14 guests
Welcome to 4308 Windswept, a spacious second floor Kiawah Island oceanfront villa located in the popular East Beach Villa community. This 2 bedroom, 2 bath villa boasts high quality furnishings, an ocean facing deck, quick access to Night Heron Park and the Sanctuary, and a boardwalk straight to the beach! The open plan living area features high v
4308 Windswept Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4341 Windswept is a stunning villa located across from the beach in Kiawah Island’s centrally located East Beach neighborhood. This updated 2-bedroom, 2.5-bathroom villa offers designer interiors with all the comforts of home, a private deck and a location that puts the very best of the island right at your doorstep. For families looking for the pe
Specials Tag Special
Stars, Stripes & Stunning Stays

Get ready to celebrate the 4th of July in style! Whether you’re planning to kick back on the beach, enjoy the fireworks, or host a family barbecue, we’ve got the perfect home for your holiday getaway. Check out these stunning vacation rentals, all ready for your stay. From oceanfront escapes to cozy retreats, these homes are the ideal backdrop for your Independence Day celebration!

4341 Windswept Lakeside Woodland View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 5 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
1066 Sparrow Pond is a 3 bedroom, 2.5 bathroom beach cottage in West Beach Village Kiawah with exterior deck, modern bathrooms and a fresh outdoor shower to end your day at the neighborhood swimming pool or the beach, only a short 5 minute walk away. This elegant Kiawah Island cottage is open and spacious with a comfortable living area and flat s
1066 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 7 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
5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views of both the adjacent sea forest and nearby ocean from the relaxing side deck, with a wall of sliding glass doors allowing the same tranquil views from inside the villa. Set in a prime location in East Beach Village, beach access is directly from the b
5107 Windswept Oceanfront Villa
Villa - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Experience oceanfront luxury at 5117 Windswept Oceanfront Villa, a beautifully appointed three bedroom, three bathroom retreat set directly on the pristine shoreline of Kiawah Island. Designed for effortless coastal living, this open-concept villa pairs refined comfort with sweeping Atlantic views. The sunlit living area invites you to unwind with
5117 Windswept Oceanfront Villa
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
This stunning 1 bedroom, 1 bathroom first floor villa is located in the oceanfront Windswept Villa complex in the popular East Beach neighborhood of Kiawah Island, with beach access from your private deck! Enjoy a short walk down the boardwalk to the beach from this relaxing oceanside Kiawah Island escape. The open plan living area is cute and coz
4438 Windswept Oceanside Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
4468 Windswept Villa is a stunning 1 bedroom, 1 bathroom villa located in the popular East Beach area of Kiawah, only steps from the ocean and minutes to Night Heron Park and world-class golf courses. This second-floor villa offers serene wooded Island views from inside and out. The open plan living area features a sofa sleeper, comfortable seatin
4468 Windswept Villa Woodland View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Oceanwoods is a popular West Beach neighborhood just off Eugenia Ave, the iconic moss draped, oceanfront street on Kiawah Island. This private 3 bedroom, 3 bathroom cottage sits at the end of a cul-de-sac, surrounded by lush maritime forest, overlooking a tranquil lagoon with beach access just a short 3 minute walk away. This Kiawah Island beach
478 Oceanwoods Cottage Lagoon View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 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

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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.