All Vacation Rentals


Properties Available 92 properties available
4176 Night Heron is an inviting 1,300 sq ft vacation rental cottage in the heart of Kiawah Island, close to Night Heron Park, a short bike ride or scenic walk to the beach, and centrally located to enjoy the best shopping, dining and activities on Kiawah Island. This Cottage has 3 bedrooms and accommodates up to 6 guests. This spacious Night Hero
4176 Night Heron Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
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
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
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
1066 Sparrow Pond is a 3 bedroom, 2.5 bathroom beach cottage in West Beach Village Kiawah with exterior deck, modern bathrooms and a fresh outdoor shower to end your day at the neighborhood swimming pool or the beach, only a short 5 minute walk away. This elegant Kiawah Island cottage is open and spacious with a comfortable living area and flat s
1066 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathroom 1 Half bath
Guests 7 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
Welcome to 5 Avocet! This 5 bedroom, 5 1/2 bathroom Vanderhorst Plantation home offers spacious accommodations, a private pool and beautiful lagoon views from almost every room. The beach is just a short bike ride. This home is a truly wonderful place for your next Kiawah Island vacation. This spacious Kiawah Island vacation home boasts 6,270 sq f
5 Avocet
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathroom 1 Half bath
Guests 12 guests
Tucked within the tranquil East Beach neighborhood of Kiawah Island, 4333 Windswept Villa offers a peaceful coastal escape where the rhythm of the ocean sets the tone for your stay. As you step inside this first-floor retreat, you are welcomed by a light-filled, open living space that feels both inviting and effortlessly comfortable. After a day sp
4333 Windswept Villa Woodland View
Villa -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 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
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
1070 Sparrow Pond is a 3 bedroom, 2 bathroom beach cottage in West Beach Village with a private screened porch, spacious interiors, access to a tranquil community pool, and located only a short 5 minute walk away from beach access.This stunning Kiawah Island cottage is open and spacious with a comfortable living area and flat screen TV for entertai
1070 Sparrow Pond Cottage Woodland View
Cottage -
Bedrooms 3 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.