All Vacation Rentals


Properties Available 91 properties available
79 Bittern Court is a private 4 bedroom, 3.5 bathroom Kiawah vacation home in the West Beach area of Kiawah Island. This luxury home boasts updated interiors, tranquil views of the Cougar Point Golf Course and lagoons from the screened porch and deck, an outdoor shower and easy access to the beach, only a 4 minute walk! This spacious 2,493 sq ft
79 Bittern
House -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 8 guests
This stunning 2nd-floor 1 bedroom, 1 bathroom Mariners Watch villa is nestled in the East Beach neighborhood of Kiawah Island, conveniently located near Night Heron Park and just a short 3-minute walk to the beach!The open plan living area is newly decorated with a comfortable L Shaped sectional sofa. There is a large desk in the living room that o
4285 Mariners Watch Villa Woodland View
Villa - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
350 Low Oak Woods is a spacious 5 bedroom, 3.5 bathroom Kiawah Island vacation home in West Beach Village. This home boasts an open floor plan with 2,850 sq ft of inviting interiors, screened porch, furnished deck with BBQ grill, tranquil golf course views of Cougar Point’s 11th, and easy access to Kiawah Island’s pristine beaches, just a short 8-m
350 Low Oak Woods
House -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathroom 1 Half bath
Guests 10 guests
4994 Turtle Point is a 2 bedroom, 2 bathroom second floor villa located on the 17th hole of Turtle Point Golf Course. This Kiawah Island villa rental boasts beautifully appointed interiors, tranquil golf and lagoon views from the open deck and easy access to miles of pristine beaches only a short, 5 minute walk from the villa! The living room is u
4994 Turtle Point Villa Golf View
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
4303 Windswept Villas is a 1 bedroom, 1 bathroom first floor oceanfront villa in East Beach Village, only steps to the miles of pristine beaches of Kiawah Island. This elegant first-floor Windswept villa features ocean views from the living room - soak up some sun on the deck, dine al fresco on the covered porch, or just curl up on the couch for a
4303 Windswept Oceanfront Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
4300 Windswept Villas is new to Kiawah Exclusives and offers a truly opulent oceanfront experience on Kiawah Island. This 3 bedroom, 3 bathroom oceanfront villa boasts a prime first floor location with stunning ocean views, designer interiors throughout and upscale amenities for a luxury Kiawah Island vacation, only steps from the beach! Enter in
4300 Windswept Oceanfront Villa
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
A relaxing island-style retreat awaits at this cozy 1 bedroom, 1 bathroom villa. Located in the heart of West Beach Village, 1402 West Beach Villa is a townhouse-style villa offering a spacious interior, as well as close proximity to beach access and the Cougar Point Golf Course. The main living area is bright and airy, offering a comfortable sofa
1402 West Beach Villa
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This fabulous 2 bedroom, 2 bathroom oceanfront Windswept Villa penthouse is perched on the 5th floor with designer interiors, an ocean facing balcony with gorgeous Atlantic views and the best beach access to Kiawah Island’s beaches and attractions. Professionally decorated, this beautiful Windswept unit boasts vaulted ceilings, custom cabinetry i
5133 Windswept Oceanfront Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 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
Experience the ultimate in luxury and breathtaking views from the comfort of this stunning 4 bedroom, 4.5 bathroom Vanderhorst Plantation luxury vacation home. Nestled on the shores of Bufflehead Pond and alongside the fairways of the Osprey Golf Course, 122 Bufflehead comfortably accommodates up to 10 guests in a spacious and exceptionally maintai
122 Bufflehead Drive
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 10 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
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

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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.