Vacation rentals in Dewees Island

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Top-rated vacation rentals in Dewees Island

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Guest favorite
A comfortable living area is presented with two light-colored sofas, arranged around a dark coffee table that features decorative items. A flat-screen television is mounted on a white console against a wall, while large windows allow natural light and a view of greenery.
Condo in Wild Dunes
4.93 out of 5 average rating, 100 reviews

Cozy condo w/easy beach access in Wild Dunes

Dear guests! I am happy to introduce an amazing retreat place with 10-min walk to the beach, and at the same time a cozy home-like spot where everyone will feel comfortable and warm hosted. This is a lagoon view condo on the second floor with two separate bedrooms. Every bedroom has its own bathroom and a private balcony. The unit also has everything you need for a comfortable leisure time. Relax with the whole family or friends at this peaceful and beautiful place to stay. Permit #: P-00694

Top guest favorite
Home in Wild Dunes
5.0 out of 5 average rating, 42 reviews

Palm Paradise ~Heated Pool~Games~Walk to Beach

Palm Paradise by One Sweet Stay| Heated Pool, Outdoor Living, Steps to Isle of Palms Beach Property Highlights • 4 beautifully appointed bedrooms up to 10 guests • 3.5 spa-inspired bathrooms • Elevated pool with lounge seating •Putting green, turf backyard, and family lawn games-NEW • Outdoor fireplace and dining space • Gourmet kitchen with Viking appliances • Spacious living areas with designer furnishings and curated decor • 3 min walk to the best beach access on IOP *POOL HEAT $100/Day

Top guest favorite
The exterior of a two-story home is shown, featuring light yellow siding and dark green shutters. A well-maintained front yard with manicured shrubs flanks the walkway. An American flag hangs from the front porch, and a driveway leads to a single-car garage.
Home in Mount Pleasant
4.93 out of 5 average rating, 129 reviews

Mount Pleasant oasis near beach with private pool!

Beautifully updated Mount Pleasant home with a pool! The home's perfectly located just a few short miles from the IOP beaches and a stone's throw from great shopping nearby. This house is the perfect spot for a family vacation or just a weekend away with friends as it offers 3 bedrooms (2 with queen beds and 1 with a king bed). You can enjoy a day at the beach (5 mins away), just relax by the pool, or swim laps in the endless pool system with a push of a button. LIC# ST260331 Bus# 20139685

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

Guest favorite
Apartment in Wild Dunes
4.97 out of 5 average rating, 30 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 a brick ranch house is visible, showcasing a well-maintained front yard with greenery and a large tree. A driveway leads up to a single-car garage with a white door. The entrance features a covered porch highlighted by light blue shutters.
Home in James Island
4.89 out of 5 average rating, 215 reviews

Make Yourself at Home

Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

Guest favorite
Home in Isle of Palms
5.0 out of 5 average rating, 11 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, 108 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, 53 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, 136 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
A tranquil backyard scene is displayed with a softly lit water fountain and an umbrella adorned with lights, creating a serene ambiance. The house is situated in the background, and lush greenery frames the area, while a secure wooden fence offers privacy.
Home in Mount Pleasant
4.98 out of 5 average rating, 164 reviews

Pet Friendly&Fenced Yard Near Beaches & Downtown!

Imagine starting your vacation knowing that everything that you might need awaits you. After a day of sun and fun at Isle of Palms beach, or of exploring all of the activity that downtown Charleston has to offer, enjoy the peaceful serenity of your very own private backyard oasis. This is the experience that we strive to create for all of our guests - this, is purposeful travel.

Top guest favorite
Home in Wild Dunes
5.0 out of 5 average rating, 26 reviews

Oceanfront Home w/ A+ Views & Private Beach Entry!

Escape to The Isle Jewel, a 6-bedroom oceanfront retreat in Isle of Palms. Perfect for large groups, this true beachfront home offers stunning sea views, a private beach walkway, and high-end amenities. Enjoy a gourmet kitchen, multiple decks, and a fire pit. Comfortably sleeps 12 guests in 6 king beds and a daybed. Your ultimate coastal getaway awaits!

Popular amenities for Dewees Island vacation rentals