All Vacation Rentals


Properties Available 98 properties available
130 Turnberry Drive is a spacious 3 bedroom, 3 bath Vanderhorst Plantation vacation home offering expansive views of the Turtle Point Golf Course. This home has been completely renovated in 2021 with all new furnishings and your luxury Kiawah Island family vacation in mind. This home offers approximately 2,800 sq feet of luxurious comfort with a
130 Turnberry Drive
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area of floor six. During this time, loud noise and potential airborne dust may affect your stay. Thank you for your understanding!This fabulous 2 bedroom, 2 bathroom oceanfront Windswept Villa penthouse is perched on the 5th floor with
5133 Windswept Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
This 3 bedroom, 2 bathroom Kiawah vacation rental is conveniently located on a private cul de sac in the popular Night Heron section of East Beach Village, just under a 5 minute walk to the beach. The open plan living area is bright and airy with a cozy living space and flat screen TV for entertainment, a dining table that seats 6 comfortably and
4138 Night Heron Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
15 Ocean Green is a lovely 3 bedroom, 3 bathroom Kiawah Island vacation home overlooking the Turtle Point Golf Course in Vanderhorst Plantation. This freestanding golf course Kiawah Island rental offers 2,100 sq feet of remodeled interiors, an outdoor deck, a community pool and easy access to miles of beautiful beaches and lush fairways. The open
15 Ocean Green
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 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
Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area of floor six. During this time, loud noise and potential airborne dust may affect your stay. Thank you for your understanding!5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views of bot
5107 Windswept Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Experience the allure of 165 Marsh Hawk Lane, an exquisite vacation home on Kiawah Island that defines luxury living. With 3 beautifully appointed bedrooms and 3.5 bathrooms, this vacation home offers panoramic marsh views that fill the expansive open living area and can be enjoyed from the impressive wraparound deck, designed around a tree that ha
165 Marsh Hawk Lane
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
81 Surfsong Road is a 5 bedroom, 4.5 bathroom Kiawah Island vacation home with only a short walk down scenic Surfsong Rd to the beach access. This spacious home boasts 3,576 sq ft of beautifully appointed interiors, exceptional outdoor living and a recently added pool and spa with long views down Canvasback Pond. The large back deck has beautiful
81 Surfsong Road
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 guests
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 -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 8 guests
This pet-friendly villa boasts stunning lagoon views and is located only a short walk from The Sanctuary, Night Heron Park, Turtle Point Golf Club, the Tennis Center and miles of pristine Kiawah Island beach.The living area offers natural light through double sliding glass doors, comfortable seating with pull-out sofa bed, and a flat screen TV for
4847 Green Dolphin Way
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This spacious 3 bedroom, 2 bathroom Sparrow Pond Cottage accommodates up to 6 guests in comfort and style. A true home away from home, this Kiawah Island cottage boasts a screened porch, a furnished wraparound deck, a community pool, and coastal-inspired interiors.This Kiawah Island cottage is beautifully decorated with a spacious living area full
1031 Sparrow Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 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.