All Vacation Rentals


Properties Available 92 properties available
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
21 Surfsong is a single story 3 Bedroom, 3 Bathroom private vacation home in the Vanderhorst Plantation on Kiawah Island. This home offers 3,100 sq feet of classic interiors and an expansive private deck overlooking Canvasback Lagoon for sunning, entertaining or alfresco BBQ dining, only a short 2-minute stroll from the beach! The bright and elega
21 Surfsong Road
House -
Bedrooms 3 bedrooms
Bathrooms 3 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
Sip morning coffee from your screened porch while overlooking serene views of Kiawah's subtropical forest in this 1 bedroom, 1 bathroom first floor West Beach villa within walking distance to the Cougar Point Clubhouse, in close proximity to many island amenities, and less than 2 minutes to Kiawah Island’s pristine beaches! The open living / dinin
3536 Seascape Villa Woodland View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This stunning 2nd-floor 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 o
4285 Mariners Watch Villa Woodland View
Villa - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 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
364 Red Bay is a luxury 4 bedroom, 4.5 bathroom Kiawah Island vacation home newly constructed in 2024, featuring an expansive private deck with more than 700 sq ft of outdoor living space, a private pool, and completely remodeled interiors. This stunning home is nestled in the quiet West Beach neighborhood, overlooking a tranquil lagoon and the lus
364 Red Bay
House - Pet Friendly
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
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
This 3 bedroom, 2 bathroom Kiawah Island cottage is nestled in a quiet cul de sac of the popular Night Heron neighborhood of East Beach Village, less than a 5 minute walk to the beach! The spacious open plan living area offers high-end furnishings, including a leather sofa or accent seating with plenty of room for the whole family to sit back and r
4136 Night Heron Cottage Woodland View
Cottage -
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
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

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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.