All Vacation Rentals


Properties Available 91 properties available
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
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
Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across from the beach in Kiawah Island’s East Beach neighborhood. This lakeside villa is beautifully decorated with updated kitchen and bathrooms, modern interior lighting, hardwood flooring, updated TV’s, high-end furnishings and comforta
4365 Windswept Lakeside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 4 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
This recently renovated 1 bedroom, 1 bathroom first floor Mariners Watch villa is conveniently located near Night Heron Park and Kiawah Island’s pristine beach in the sought after East Beach Villa community. A short 3 minute walk takes you directly to the beach or Night Heron Park. The open plan living area is beautifully decorated with a comforta
4286 Mariners Watch Villa Lagoon View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
328 Moon Tide Lane is a secluded, private retreat on 2.36-acres of Kiawah riverfront. This luxury 5 bedroom, 4.5 bathroom Kiawah Island vacation rental boasts 4,636 sq of designer interiors with, wonderful outdoor spaces with a private pool with large spa, expansive marsh views from nearly every room and breathtaking sunset views! Featuring an open
328 Moon Tide Lane
House -
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathroom 1 Half bath
Guests 12 guests
This stunning 3 bedroom, 3 bathroom Kiawah Island cottage is located in the West Beach area and has been newly remodeled in Spring 2023! Enjoy island style living with a wraparound porch, natural gas grill for BBQs, access to a secluded community pool, and a brand-new outdoor shower just off the steps to quickly rinse off after a day on the beach,
1063 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Experience the beauty of Kiawah Island from 3560 Seascape Villa, a beautifully renovated oceanfront retreat in the sought-after West Beach area. This light-filled 3-bedroom, 3-bathroom villa comfortably accommodates up to six guests, offering an ideal setting for families or small groups looking to relax and reconnect by the sea.Designed to highlig
3560 Seascape Oceanfront Villa
Villa
Bedrooms 3 bedrooms
Bathrooms 3 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
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
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
Oceanwoods is a popular West Beach neighborhood just off Eugenia Ave, the iconic moss draped, oceanfront street on Kiawah Island. This private 3 bedroom, 3 bathroom cottage sits at the end of a cul-de-sac, surrounded by lush maritime forest, overlooking a tranquil lagoon with beach access just a short 3 minute walk away. This Kiawah Island beach
478 Oceanwoods Cottage Lagoon 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.