All Vacation Rentals


Properties Available 98 properties available
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
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
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
Truly breathtaking ocean views greet you upon entering 5121 Windswept Villas on Kiawah Island. This pet-friendly 3 bedroom, 3 bathroom third floor villa is located oceanfront in East Beach Village, just steps to miles of pristine Atlantic beaches and minutes to Kiawah’s top attractions and activities. This spacious Windswept villa offers a very op
5121 Windswept Oceanfront Villa
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
104 Surfscoter Lane is a 4 bedroom, 3.5 bathroom two story vacation home in the popular West Beach Kiawah Island area. This home offers spacious accommodations for a group of 8 with a screened porch, expansive deck with serene lagoon views and updated interiors, only a minute walk to the beach. The downstairs level includes an open living and din
104 Surfscoter Lane
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
1111 Duneside is a beautifully updated 4-bedroom, 3.5-bathroom oceanfront villa located in the West Beach area.This modern villa boasts coastal-inspired charming interiors, exceptional ocean views from every window and balcony, and a boardwalk from the first floor deck down to the beach!The main living area features a large sofa, decorative arm cha
1111 Duneside Oceanfront Villa
Villa -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 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
4906 Turtle Point is a luxury pet-friendly villa nestled in the quiet East Beach neighborhood of Kiawah Island, offering 2 bedrooms and 2 bathrooms, spacious interiors with high-end furnishings, an expansive screened porch for alfresco dining, a private deck with tranquil island views, and close proximity to the beach just a short walk away!This sp
4906 Turtle Point Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 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
23 Marsh Cottage Lane is a luxury 3 bedroom, 3.5 bathroom private Kiawah Island vacation home located in Vanderhorst Plantation This newly updated home features inspiring interiors, a beautifully furnished screened porch, a sun deck with a gas grill and tranquil marsh views, all just a short bike ride from Kiawah Islands scenic beaches and world-cl
23 Marsh Cottage Lane
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
192 Ryder Cup is located in the sought after Vanderhorst community. This spacious 4 bedroom, 3 bathroom Kiawah Island vacation home overlooks one of the most captivating lagoons on the island and features a sparkling, private pool and easy beach access! Double doors open to the foyer which leads to the airy living room featuring hardwood floors, a
192 Ryder Cup
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 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

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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.