All Vacation Rentals


Properties Available 92 properties available
4270 Mariners Watch is a stunning private villa located in the heart of Kiawah Island, just a short walk to the beach or Night Heron Park. Tucked away in the trees, this beautifully decorated villa offers plenty of privacy with lagoon views and a convenient location.The spacious open floor plan features a large living area with comfortable seating,
4270 Mariners Watch Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
4426 Windswept is a comfortable 1 bedroom, 1 bathroom 3rd floor ocean view villa beautifully remodeled and updated for a luxury Kiawah Island vacation. Located in Kiawah Island’s popular East Beach Village, you’re minutes from Night Heron Park and world-class golf with beach access direct from your building. Upon entry, guests will admire the new
4426 Windswept Ocean View Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 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
1104 Duneside is a former 3BR unit newly renovated into an upscale 4 bedroom, 4.5 bathroom oceanfront villa boasting a private elevator, modern interiors, exceptional ocean views and a boardwalk from the first floor deck down to the beach! The main living area is located on the 2nd level, affording guests fantastic views from the living room, din
1104 Duneside Oceanfront Villa
Villa -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 8 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
4470 Windswept Villas is a wonderful, completely updated and beautifully maintained 1 bedroom, 1.5 bathroom Kiawah Island villa just steps from the ocean in East Beach Village. A short walk or bike ride and you’re soaking up the sun, teeing off on world-class golf courses and enjoying family friendly island activities on Kiawah. This first floor v
4470 Windswept Villa Woodland Suite
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Half Bathroom 1 Half bath
Guests 2 guests
Just prior to the first guard gate is a quiet Kiawah neighborhood, literally off the beaten path. As you take a right past the old General Store, this private enclave of cottages sits right along the banks of the Kiawah River. Inlet Cove Cottages are a hidden jewel, complete with a community pool, dock, and its own secluded walkway to the beach. Th
105 Inlet Cove Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
This private home offers exceptional indoor and outdoor living spaces with 4 bedrooms, 4 bathrooms. Located on a quiet cul-de-sac behind the second security gate in the Vanderhorst Plantation, this vacation rental overlooks a scenic lagoon teaming with wildlife and is just a 5 minute walk to the pristine beaches of Kiawah Island! On entry, the foye
193 Ryder Cup
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
*1031 Sparrow Pond Cottage is undergoing renovations and will reveal fresh updates in 2026! The updates include the addition of a brand-new third bathroom, enhancing guest comfort and convenience. These improvements aim to elevate the overall guest experience while preserving the cottage’s coastal charm. The renovations are expected to be completed
1031 Sparrow Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Enjoy this well maintained first floor 2 bedroom, 2 bathroom Tennis Club Villa close to the beach, Night Heron Park, The Sanctuary and the award-winning Roy Barth Tennis facilities in East Beach, Kiawah Island. The beach is a short 6 minute walk or 2 minute bike ride away! This Tennis Club Villa has an open plan layout with lots of natural light a
4741 Tennis Club Villa Wooded 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
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.