Dewees Island Holiday Rentals

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Our top choices for Dewees Island holiday rentals

Apartment in Downtown Charleston

The Iris Charleston
3.0 star property
9.8 out of 10, Exceptional, (125)
"Room was extremely clean. The dishwasher and all in one washer dryer was very convenient! "
United States
Jared
The price is AU$329
includes taxes & fees
6 Jan - 7 Jan 2026
The Iris Charleston
9.8 out of 10, Exceptional, (35)
"It was a nice cute little place we really enjoyed our stay"
United States
Deborah S.
The price is AU$417
includes taxes & fees
6 Jan - 7 Jan 2026
Salty Breeze Bungalow: located near beaches, downtown, coliseum, riverfront park
9.4 out of 10, Exceptional, (62)
"This place was clean, cute and located perfectly. Loved our stay! "
United States
Wadeana G.
The price is AU$442
includes taxes & fees
31 Dec - 1 Jan 2026
Oceanfront, Modern condo! Can't beat the combo of Location & Luxury! POOL & PIER
8.8 out of 10, Excellent, (20)
"Great location to the beach, restaurants, and everything you need on vacation. Super clean, easy check-in, contact with host was awesome. Would stay there again. "
United States
Bryan M.
The price is AU$411
includes taxes & fees
5 Jan - 6 Jan 2026
The Tree Top Terrace- is private, close to ocean & downtown on James Island..
9.8 out of 10, Exceptional, (31)
"Quick trip - very convenient to the beach access and pool!"
United States
David M.
The price is AU$440
includes taxes & fees
15 Jan - 16 Jan 2026
Modern Ocean Front Condo!! Community Pool & Pier!

Aparthotel in Downtown Charleston

The Palmetto House
2.5 star property
9.8 out of 10, Exceptional, (15)
"Wonderful property in a great location. Very responsive host. Walk to restaurants and coffee. We loved this place!"
United States
Patricia
The price is AU$551
includes taxes & fees
27 Jan - 28 Jan 2026
The Palmetto House
10.0 out of 10, Exceptional, (65)
"Very nice place - owner was very friendly. "
United States
Tommy L.
Modern House in Old Village - Walk to Dinner - Bike to Beach & Shem Creek
9.6 out of 10, Exceptional, (67)
"Super cool place "
United States
Bohdan K.
The price is AU$438
includes taxes & fees
1 Jan - 2 Jan 2026
Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP!
10.0 out of 10, Exceptional, (13)
"Amazing location! Very clean and cozy. Steps from the pool and beach. We loved it and will coming back soon!"
United States
Lori W.
The price is AU$811
includes taxes & fees
3 Jan - 4 Jan 2026
Oceanfront Condo in Wild Dunes! Community Pool! Great View Looking at Ocean!
9.4 out of 10, Exceptional, (28)
"Great little condo. Clean and great location close to the beach and local restaurants."
United States
Richard E.
Sullivan’s Beach Getaway on Island's Main St
9.4 out of 10, Exceptional, (42)
"Clean condo, nice amenities, clear instructions for stay, and no crazy rules. Very satisfied with our stay!"
United States
Christopher
The price is AU$433
includes taxes & fees
31 Dec - 1 Jan 2026
3rd Floor Oceanfront Condo!! Breathtaking Ocean Views, Community Pool & Pier!
9.8 out of 10, Exceptional, (72)
"Awesome place, communication with the owner was outstanding and super helpful very clean! "
United States
Austin L.
The price is AU$413
includes taxes & fees
4 Jan - 5 Jan 2026
Arthouse, freshly renovated 2 bedroom residential

Holiday Home in James Island

King Bed, Soaking Tub and Outdoor Kitchen!
9.8 out of 10, Exceptional, (57)
"We loved the outdoor space and the feel of this place… we will definitely be back. Host was great at making sure we had anything we needed. "
United States
Jonathan T.
The price is AU$356
includes taxes & fees
19 Jan - 20 Jan 2026
King Bed, Soaking Tub and Outdoor Kitchen!
10.0 out of 10, Exceptional, (100)
"Very nice place easy to get to everything. "
United States
Jean S.
The price is AU$482
includes taxes & fees
11 Jan - 12 Jan 2026
Downtown Charleston abode w/ bikes, 4 Beds

Holiday Home in James Island

Teal Door Inn-With Fire Pit!
9.0 out of 10, Wonderful, (55)
"We loved our stay! The place was amazing and in the best location! Our little one had a amazing first birthday! Can't wait to come back!"
United States
Jessica B.
The price is AU$384
includes taxes & fees
26 Jan - 27 Jan 2026
Teal Door Inn-With Fire Pit!
9.4 out of 10, Exceptional, (20)
"Great location within walking distance from the beach, restaurants and stores. The property was very clean and quiet. Definitely will stay again."
United States
Carlitha E.
The price is AU$437
includes taxes & fees
5 Jan - 6 Jan 2026
3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP!
2.0 star property
9.0 out of 10, Wonderful, (19)
"Amazing location, parking availability was good, pool was very clean, balcony was a great place to hang out and see the ocean "
United States
Alexis
The price is AU$438
includes taxes & fees
1 Jan - 2 Jan 2026
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access!
9.2 out of 10, Wonderful, (51)
"Clean, good location, nice beach. We’d love to stay again. "
United States
Brent C.
The price is AU$415
includes taxes & fees
1 Jan - 2 Jan 2026
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier!
8.4 out of 10, Very good, (30)
"Has a great stay. "
United States
Henry S.
The price is AU$431
includes taxes & fees
1 Jan - 2 Jan 2026
3rd Floor Oceanfront Condo!! Community Pool & Pier w/ 1000 ft fishing pier!

Holiday Home in James Island

Central Island Home
9.8 out of 10, Exceptional, (37)
"The house was very clean and the host was very accommodating. The backyard and outdoor shower were amazing. We throughly enjoyed our stay. "
United States
Kevin W.
The price is AU$374
includes taxes & fees
12 Jan - 13 Jan 2026
Central Island Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dewees Island Hotel Reviews

Find out more about Dewees Island

Everything you need to know about Dewees Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dewees Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dewees Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dewees Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dewees Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dewees Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dewees Island holiday rentals we have selected for you start as low as AU$329 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dewees Island rentals

At Expedia, we put the best Dewees Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dewees Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dewees Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dewees Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Dewees Island?

Yes, there are holiday rentals close to the most popular sights in Dewees Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Dewees Island has to offer?

Featured "HGTV Dream Home" - Best View on the Oceanfront!: This holiday home rental outside of Dewees Island is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

What can I see and do in Dewees Island?

While exploring the area, visit family-friendly sights like Mount Pleasant Memorial Waterfront Park, or get outside and enjoy nature at Dewees Island Beach. Port of Charleston and Wild Dunes Resort Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in Dewees Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dewees Island. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.