All Vacation Rentals


Properties Available 95 properties available
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
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
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
2375 Shipwatch is a charming 2 bedroom, 2 bathroom oceanside villa on the third floor of Shipwatch Villas in Kiawah Island’s West Beach neighborhood. This Shipwatch villa is beautifully updated with partial ocean views and direct access from the building to the beach! This oceanside villa is well-appointed with lovely, updated furnishings and all
2375 Shipwatch Oceanside Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This Kiawah Exclusives home rental located in beautiful Vanderhorst Plantation overlooks the 4th hole of Turtle Point Golf Course. This 8 bedroom, 6.5 bathroom vacation home offers 4,300 sq ft of living space for large groups up to 18, a gourmet kitchen and an open deck with brand new furniture overlooking the golf course and your private pool! Th
230 Glen Abbey
House -
Bedrooms 8 bedrooms
Bathrooms 6 baths
Half Bathroom 1 Half bath
Guests 18 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
4108 Night Heron is a newly renovated 3 bedroom, 2 bathroom Kiawah Island cottage bordering Night Heron Park and a short 8 minute walk or bike ride to the beach. The open plan living area features plenty of comfy seating for all your guests with a flat screen TV for entertainment, a dining table for family meals and access to the tranquil furnish
4108 Night Heron Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 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
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
Discover your perfect escape in the captivating West Beach Village of Kiawah Island. This charming 1-bedroom, 1-bathroom villa rental is a serene oasis with stylish, beach-inspired interiors. Enjoy effortless access to the pristine shores just a short walk away via boardwalk access, and indulge in golfing at the renowned Cougar Point Golf Club, mer
3575 Seascape Villa Woodland View
Villa Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 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
This private home offers exceptional indoor and outdoor living spaces with 4 bedrooms, 4 bathrooms. Located on a quiet cul-de-sac behind the second security gate in the Vanderhorst Plantation, this vacation rental overlooks a scenic lagoon teaming with wildlife and is just a 5 minute walk to the pristine beaches of Kiawah Island! On entry, the foye
193 Ryder Cup
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 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.