Holiday rentals in Dewees Island

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

3 BR only 1 block to the beach!

Enjoy your stay in this charming home located ONE block from the beach and ONE block from the IOP recreation center. Walk to sandy beaches, pickle ball courts, a brand new playground and much more. Newly renovated this property provides three bedrooms, two full baths and can accommodate up to six. With a beautiful and fully equipped kitchen, an extra large bath tub, and a large patio perfect for grilling out, you'll love having this comfortable home-base to come back to after a day in the sun.

Architecture* La Cabaña * Beach 8 min * 2 Bedrooms

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

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

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

Wild Dunes Retreat - Morgan Creek - 5 Min to Beach

Our family’s waterfront getaway on Morgan Creek offers stunning sunsets, golf course views, fishing from the dock, and access to a community pool. This older, well-loved three-story home has plenty of space for families and friends, just a few minutes from the beach and inside of Wild Dunes Resort. Expect charm and comfort—not modern luxury—with Charleston, Mount Pleasant, and Sullivan’s Island just a short drive away. 7 day minimum stay for summer season, check in on Saturday.

Seaside Serenity|New Home-Listing|Oceanfront|

Welcome to Your Dream Coastal Retreat at 52 Ocean Point! Discover the ultimate in luxury and relaxation at "Seaside Serenity", a brand-new, designer-furnished vacation home completed in 2024. This stunning 5-bedroom, 5.5-bathroom sanctuary offers breathtaking views of the Atlantic Ocean, the iconic Links Golf Course, and Dewees Inlet. Experience unparalleled comfort, world-class amenities, and unforgettable coastal charm in the exclusive Wild Dunes community on Isle of Palms.

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

Beachfront IOP 2bd with Pool + Parking!

Embrace the tranquility of sunrise views over the Atlantic from this spectacular 2-bed, 2-bath beachfront escape in Wild Dunes Resort, Isle of Palms, SC. With direct beach access, a fully-equipped kitchen, and resort amenities, including tennis, golf, and so much more, it's the ideal getaway for up to 4 guests seeking an unforgettable retreat surrounded by natural beauty and coastal charm.

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.

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!

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.