All Vacation Rentals


Properties Available 92 properties available
353 Low Oak Woods is a pet-friendly 4 bedroom, 3.5 bathroom private West Beach vacation home offering tranquil fairway views and a small private pool just a 4-minute walk to Boardwalk 12. This spacious 3,430 sq ft Kiawah Island vacation home is laid out over two levels and comfortably accommodates up to 8 guests. On the first floor is the main liv
353 Low Oak Woods
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 8 guests
4341 Windswept is a stunning lakeside villa located directly across from beach access in Kiawah Island’s East Beach neighborhood. This spacious 2 bedroom, 2.5 bathroom villa offers designer interiors with all the comforts of home, a private deck with island views, and a convenient location just a quick walk from the beach and the island’s top attra
4341 Windswept Lakeside Woodland View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 5 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
310 Ocean Oaks is a spacious 5 bedroom, 5.5 bathroom private Kiawah Island vacation home in Vanderhorst Plantation. This stunning home is tucked away in a quiet cul-de-sac, offering lots of privacy and beautiful lagoon views. When you stay at this luxurious Kiawah Island vacation home, the beach is just a 6 minute walk away!This spacious home offer
310 Ocean Oaks
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 10 guests
4300 Windswept Villas is new to Kiawah Exclusives and offers a truly opulent oceanfront experience on Kiawah Island. This 3 bedroom, 3 bathroom oceanfront villa boasts a prime first floor location with stunning ocean views, designer interiors throughout and upscale amenities for a luxury Kiawah Island vacation, only steps from the beach! Enter in
4300 Windswept Oceanfront Villa
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
79 Bittern Court is a private 4 bedroom, 3.5 bathroom Kiawah vacation home in the West Beach area of Kiawah Island. This luxury home boasts updated interiors, tranquil views of the Cougar Point Golf Course and lagoons from the screened porch and deck, an outdoor shower and easy access to the beach, only a 4 minute walk! This spacious 2,493 sq ft
79 Bittern
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
This bright and beachy 3 bedroom, 2 bathroom Sparrow Pond Cottage accommodates up to 7 guests in comfort and style. A true home away from home, this Kiawah Island cottage boasts a large wraparound deck with a charcoal BBQ grill, an enclosed four-season Carolina room, an enlarged kitchen with Le Creuset pans, and a beautiful, blue-and-white interior
1023 Sparrow Pond Cottage Wooded View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
350 Low Oak Woods is a spacious 5 bedroom, 3.5 bathroom Kiawah Island vacation home in West Beach Village. This home boasts an open floor plan with 2,850 sq ft of inviting interiors, screened porch, furnished deck with BBQ grill, tranquil golf course views of Cougar Point’s 11th, and easy access to Kiawah Island’s pristine beaches, just a short 8-m
350 Low Oak Woods
House -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 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
Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across from the beach in Kiawah Island’s East Beach neighborhood. This lakeside villa is beautifully decorated with updated kitchen and bathrooms, modern interior lighting, hardwood flooring, updated TV’s, high-end furnishings and comforta
4365 Windswept Lakeside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 4 guests
This 2 bedroom, 2 bathroom Turtle Point Villa boasts a prime location on Kiawah Island overlooking the 17th fairway of the Turtle Point Golf Course. The beach is a short five minute walk away with access from a path from your private deck! This first floor end unit villa in Turtle Beach is flooded with natural light from the south and west. The li
4973 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
411 Ocean Oaks is a charming 5 bedroom, 4.5 bathroom Vanderhorst Plantation rental home located in the desirable back island neighborhood of Ocean Oaks. This plantation style home offers 3,580 sq ft of stylish and spacious interiors with 2 primary bedrooms, a screened porch and scenic courtyard with lagoon views, and easy access to Kiawah Island’s
411 Ocean Oaks
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 12 guests

Tell us what you're looking for and someone will contact you with available options.

I agree

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.