All Vacation Rentals


Properties Available 92 properties available
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
Perfect home for a multi-family vacation. This expansive 6 bedroom, 4.5 bathroom vacation home in Vanderhorst Plantation with tranquil lagoon views. With multiple indoor and outdoor living areas, this home boasts 4,200 sq feet of beautifully appointed interiors and is a short walk or bike ride to the scenic beaches and fairways on Kiawah Island. T
205 Glen Abbey
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 14 guests
5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views of both the adjacent sea forest and nearby ocean from the relaxing side deck, with a wall of sliding glass doors allowing the same tranquil views from inside the villa. Set in a prime location in East Beach Village, beach access is directly from the b
5107 Windswept Oceanfront Villa
Villa - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
1096 Sparrow Pond is the closest cottage to the beach! Enjoy tranquil lagoon views and the sound of the ocean from this cozy 3 bedroom, 2 bathroom Kiawah Island cottage with a screened porch, furnished outdoor deck and gas grill, neighborhood swimming pool, and easy access to miles of beautiful barrier island beaches. The open plan living area is
1096 Sparrow Pond Cottage Lagoon View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
17 Surfsong is a 5 bedroom, 3.5 bathroom Kiawah Island home with a pool and the home is across the street from the beach in the Vanderhorst Plantation. This beautiful Carolina coastal home boasts a screened porch, an outdoor deck with a private pool and tranquil tropical views. The living room is spacious with vaulted ceilings and large windows o
17 Surfsong Road
House -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 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
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
Immerse yourself in the natural beauty of Kiawah Island from 12 Falcon Point Road, a 5 bedroom, 4.5 bathroom luxury Kiawah Island plantation style home with Lowcountry elegance amid a private setting. This home is quiet and peaceful and boasts plantation style porches, a private pool, classic interiors and easy access to Kiawah Island’s beautiful b
12 Falcon Point Road
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 guests
2476 Shipwatch is a 1 bedroom, 1 bathroom oceanfront villa in the popular West Beach neighborhood with inviting interiors, sweeping ocean views and beach access directly from the building to Kiawah Island’s miles of pristine beaches. This oceanfront villa is well-appointed with an open layout offering wonderful morning sun and natural light throu
2476 Shipwatch Oceanfront Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Enjoy your Kiawah Island vacation in a 3 bedroom, 3 bathroom Kiawah villa located on the 2nd floor, off the 17th fairway of the Turtle Point golf course. A short 30-minute drive from historic Charleston, a brief drive to 5 championship golf courses and a simple 7 minute walk from the beach and the Sanctuary Hotel, this premier villa is perfectly si
4974 Turtle Point Villa Golf View
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Experience the best of Lowcountry living at 54 Salt Cedar, a newly renovated marshfront retreat designed for effortless relaxation and unforgettable gatherings. Perfectly positioned along the water with access to a shared dock, this home invites you to start your mornings with serene marsh views and end your evenings with golden sunsets. Inside, a
54 Salt Cedar
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 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

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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.