All Vacation Rentals


Properties Available 91 properties available
166 Surfsong is a spacious 2,600 square ft pet-friendly home with 4 bedrooms and 3.5 bathrooms located in Vanderhorst Plantation, overlooking the Turtle Point Golf Course.The living room features two comfortable couches, a flat screen TV, and plenty of natural light through the abundant windows, and a screened in porch with seating. The gourmet ki
166 Surfsong Road
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
This charming 4 bedroom, 4 bathroom Kiawah Island vacation home is located in popular West Beach one block from the beach, nature/biking trails and the West Beach Tennis Center. This spacious home offers a large screened porch, gas grill and outdoor shower, fun ping pong table and a true home-away-from-home for your Kiawah Island vacation. Offerin
119 Surfscoter Lane
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 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
The living space is bright and open, offering comfortable seating and a flat screen TV to sit back and relax with stunning views of the private lagoon just outside the windows. Sliding glass doors open to a large screened-in porch with comfortable outdoor seating to enjoy your morning coffee or a home cooked meal. The kitchen is fully-equipped with
5550 Turtle Cove Lagoon View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
1082 Sparrow Pond is a lovely 3 bedroom 3 bathroom Kiawah Island beach cottage with fabulous modern updates in a prime location in West Beach Village. This charming cottage boasts tranquil lagoon views from the sunroom and outdoor deck, a BBQ grill for Lowcountry feasts, a community pool and easy access to the beaches of Kiawah Island. The living
1082 Sparrow Pond Cottage Lagoon View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
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
Majestic ocean views from every room await you in this beautifully-renovated , 2 bedroom, 2 bathroom oceanfront Shipwatch penthouse. Located in the heart of West Beach Village, 2473 Shipwatch is a rare townhouse-style villa offering a calm, impeccably-furnished interior, ocean facing decks and just steps from the ocean on Kiawah Island. Each floo
2473 Shipwatch Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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
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
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
4965 Turtle Point Villa is a newly renovated 2 bedroom, 2 bathroom first floor villa with an expansive deck overlooking the lush fairways of the Turtle Point Golf Course on Kiawah Island. This spacious villa is an easy walk to the beach and minutes to shopping, dining and the world-class golf courses and tennis on Kiawah Island. Entering 4965 you
4965 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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

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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.