Vacation rentals in Dewees Island

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Top-rated vacation rentals in Dewees Island

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Guest favorite
An aerial view showcases a spacious backyard with a large inground pool, surrounded by six lounge chairs and shaded by large umbrellas. A well-maintained grassy area is visible, along with a barbecue area and a storage shed in the background, framed by lush greenery.
Home in Isle of Palms
4.95 out of 5 average rating, 73 reviews

The Sea Shadow - Walk to Beach!

Enjoy access to a private driveway upon your arrival at the Sea Shadow to unload in. A contactless check-in, using a personal guest code, unlocks the door to a spacious living room where you and your group can kick back on a comfy sofa after a day of travel. The open concept seamlessly connects the living space to a dining area and modern kitchen, with a glimpse of the inviting backyard with a large grassy area and pool. This is an ideal getaway for small families, or groups of friends! P-00669

Top guest favorite
Home in Mount Pleasant
5.0 out of 5 average rating, 42 reviews

Architecture* La Cabaña * Beach 8 min * 2 Bdrm

Nestled on an old dirt road sits La Cabaña, a uniquely designed haven of relaxation and a vibrant tropical scene. This exquisite property has 2 master suites, thoughtfully positioned at opposite ends of the house to offer privacy and tranquility for couples seeking a rejuvenating getaway. Wake up to the sounds of a bubbly lagoon and a hot cup of coffee in your private retreat. La Cabaña's location offers easy access to the IOP Beach & a short drive to CHS culinary scene. ZSTR-12-25-01315

Top guest favorite
A spacious living area is highlighted by a ceiling fan and large window, allowing for ample natural light. Comfortable beige couches surround a white coffee table, with a decorative plant and magazines. A wall-mounted television and faux fireplace add to the relaxation of the space.
Home in Mount Pleasant
4.97 out of 5 average rating, 30 reviews

Pet Friendly Coastal Cottage

Pet Friendly! This beautifully updated 2BR, 2BA home is just 3 miles to the beach and 15 minutes to historic downtown Charleston. Comfortably sleeps 6 and features a fully fenced backyard—perfect for pups. Enjoy high-speed WiFi, a dedicated workspace for remote work, and stylish, serene living spaces. Spend your days at the beach, on nearby golf courses, or exploring Charleston’s charm—then unwind in your private backyard oasis. STR Permit No. ST260395 Business License: BL-001271

Top guest favorite
Apartment in Wild Dunes
4.96 out of 5 average rating, 28 reviews

1st-Floor/End-Unit Condo/Ocean Views/Beach Access

Relax with the whole family! This first-floor, end-unit condo is beautifully decorated with high-end furnishings in relaxed coastal blues and sandy neutrals. It’s bright, sunny, and feels welcoming the moment you walk in. Take in the ocean views right from the back porch! The kitchen is fully equipped with white cabinetry and stainless-steel appliances, including a fridge, dishwasher, oven/hood, and microwave, everything you need for an easy stay. Short-Term Rental Permit P-01965

Guest favorite
The exterior of the cottage is showcased with a two-story structure nestled among trees. A welcoming staircase leads to the entrance, and a flag is displayed prominently. The driveway is spacious, providing ample parking space for multiple vehicles.
Cottage in Wild Dunes
4.94 out of 5 average rating, 79 reviews

4BR/3 BA Getaway w/ Golf Cart Included

Located within the gated Wild Dunes Resort, Salty Southern is a charming beach retreat that offers comfort and convenience. The quaint home offers 4BD & 3BR. Master suite has a king bed and a shower the 2nd BD has a queen w a shared bath w/ the 3rd BD which has two sets of twin bunk beds. The 4BD has a queen bed with 3rdBR lw/ walk in shower Enjoy the screened-in porch perfect for relaxing w/ friends. You’re just a 5-min walk away from the beach or drive the golf cart.

Guest favorite
Home in Isle of Palms
5.0 out of 5 average rating, 10 reviews

Waterfront Goat Island Getaway – Boat Access Only

Escape to Goat Island, a boat-access-only waterfront retreat just across from the Isle of Palms. This cozy 2BR + loft home offers Intracoastal Waterway and marsh views, multiple outdoor living areas with TVs, a private dock with covered pierhead and seating, and the peaceful serenity that comes with island life. Relax on rocking chairs, watch the sunrise, or fish off the dock. Perfect for couples, families, or small groups seeking a unique Lowcountry getaway.

Top guest favorite
Townhouse in Mount Pleasant
5.0 out of 5 average rating, 107 reviews

Coziest Townhome in the heart of Mt. Pleasant

Pleasant Places is conveniently located to the beaches, Shem Creek’s popular restaurants and tourist attractions and is minutes from Historical downtown Charleston. Drive, walk or bike to many local attractions and restaurants. 20 min from Charleston Airport 10 min from Sullivan's Island and Isle of Palms 8 min to Downtown Charleston 5 min to Shem Creek Bars & Restaurants 5 min to grocery stores - Whole Foods and Trader Joes ST260067 MP BL-24-016987

Top guest favorite
A relaxing outdoor space features a private pool surrounded by lush greenery and trees. Sunlight reflects off the water, while a small table and chairs provide a shaded area under an umbrella. The view overlooks a well-maintained golf course, enhancing the tranquil setting.
Home in Wild Dunes
5.0 out of 5 average rating, 52 reviews

Welcome to Ohana House!

Thank you for choosing Ohana House as your getaway-can’t beat lowcountry hospitality! Minutes to the beach, world class golf, a heated pool, gourmet kitchen, 4 en suite bedrooms, a screened porch with heat and TV, grill, work out space, and game rooms. Ride our bikes or rent a local golf cart to explore Wild Dunes or go straight to the beach! However you choose to spend time at Ohana House we know you’ll have a great time; we always do! IOP #P-00469

Top guest favorite
A welcoming cottage exterior is showcased, featuring a pale brick facade and a sloped roof. The front entrance is highlighted by a wooden door, flanked by black shutters. Lush green grass and neatly trimmed shrubs provide a neat and inviting landscaping.
Home in Mount Pleasant
4.99 out of 5 average rating, 135 reviews

Mt Pleasant Cottage-Downtown, Shem Creek & Beaches

Make the most of your visit to Charleston by staying at this fully renovated cottage in the heart of Mount Pleasant! This property offers an open floor plan, deck area, and spacious backyard. Conveniently located just minutes away from Shem Creek, Downtown Charleston, Isle of Palms, Sullivans Island, and a variety of restaurants/shopping! -12 mins to Isle of Palms -13 mins to Sullivans Island -12 mins to Shem Creek -14 mins to Downtown

Guest favorite
Home in Isle of Palms
5.0 out of 5 average rating, 21 reviews

4 BR Close To Beach, Pool, Hot Tub, Pet Friendly

The Beach Blessing is a luxury 4-bedroom coastal retreat just steps from the beach. Enjoy a private fenced yard and new heated pool and hot tub, elegant interiors, a chef’s kitchen, and garden views from the screened gazebo. With 3 king bedrooms plus a bunk room, and bright indoor/outdoor living, it’s the perfect Isle of Palms escape for families and groups.

Top guest favorite
A scenic view of a saltwater creek meanders through golden grasslands and wetlands. Large, sprawling oak trees frame the landscape, offering shade and texture. A clear blue sky creates a serene backdrop, enhancing the natural beauty of the setting.
Place to stay in Johns Island
5.0 out of 5 average rating, 21 reviews

Pluff Mud Point

Take it easy at this unique house located on Johns Island, SC. The views are spectacular, and the house is well suited for a relaxing vacation. Sprawling oak trees and the saltwater creek provide a beautiful location to enjoy the singular geography of the lowcountry of South Carolina.

Superhost
An airy living and dining area features a circular table surrounded by six chairs, with a plush sofa and an area rug on the floor. Large windows provide natural light and views of the surrounding landscape. A chandelier hangs from the ceiling, enhancing the light tones of the decor.
Villa in Wild Dunes
4.97 out of 5 average rating, 33 reviews

Linkside Court 21 - Community Tennis/Pickleball!

Intracoastal views from a spacious three-bedroom townhouse at Wild Dunes — peaceful, private, and convenient to the Linkside Court pool, tennis, and pickleball complex. A short drive or bike ride to the beach, and 30 minutes to historic Charleston. No fireplace at this property.

Popular amenities for Dewees Island vacation rentals