Dewees Island Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Dewees Island

Exterior
The Iris Charleston

Apartment in Downtown Charleston

3.0 star property
9.8 out of 10, Exceptional, (120)
"Clean room and well located"
United States
Stephen
The price is ￥20,814
￥34,353 total
includes taxes & fees
Dec 14 - Dec 15
The Iris Charleston
TV, table tennis, books, stereo
OCEANFRONT / Sleeps 16 / BELLA VISTA / POOL / SPA / ELEVATOR / ELEGANT HOME

Vacation Home in Ocean Boulevard

9.6 out of 10, Exceptional, (136)
"Beautiful setting "
United States
janice c.
OCEANFRONT / Sleeps 16 / BELLA VISTA / POOL / SPA / ELEVATOR / ELEGANT HOME
Deluxe Two Bedroom Suite | Living area | Flat-screen TV, Netflix
The Quarters on King

Aparthotel in Charleston Historic District

3.0 star property
8.6 out of 10, Excellent, (196)
"stayed here twice!"
United States
Nancy
The price is ￥39,046
￥70,781 total
includes taxes & fees
Dec 10 - Dec 11
The Quarters on King
Family Apartment | Free WiFi
The Palmetto House

Aparthotel in Downtown Charleston

2.5 star property
9.8 out of 10, Exceptional, (15)
"Excellent set-up - two large bedrooms with comfy king-sized beds, a nice living/sitting room and kitchen. The unit is right across the street from a nice small Mexican restaurant with good margaritas (if you arrive early for check-in). The owner/manager was in contact in case we needed anything, but all was perfect."
United States
David
The price is ￥30,755
￥66,127 total
includes taxes & fees
Dec 8 - Dec 9
The Palmetto House
Luxury Apartment | Living area | 55-inch LED TV with digital channels
Emerson Square

Vacation Home in Downtown Charleston

4.0 star property
10.0 out of 10, Exceptional, (1)
"Need new pillows and used sound machine But worked for large group. "
United States
Kimberly
The price is ￥32,153
￥98,786 total
includes taxes & fees
Dec 8 - Dec 9
Emerson Square
Property grounds
Spend The Weekend Aboard Your Own Private Yacht In Historic Charleston

Houseboat in Downtown Charleston

9.4 out of 10, Exceptional, (127)
"Room was clean location was great . We really enjoyed our stay."
United States
Stephen W.
Spend The Weekend Aboard Your Own Private Yacht In Historic Charleston
TV, stereo, offices
Casa Zoë | Historic Garden Carriage House CHS

Vacation Home in Downtown Charleston

9.8 out of 10, Exceptional, (146)
"It truly was perfect. Stevenson was so wonderful to work with and the house was a dream! "
United States
Savannah C.
The price is ￥69,899
￥150,692 total
includes taxes & fees
Dec 10 - Dec 11
Casa Zoë | Historic Garden Carriage House CHS
Pool
Oceanfront Home w/ Private Pool, Roof Deck, Porches & Game Room -- Incredible Ocean & Marsh Views

Vacation Home in Folly Beach

9.6 out of 10, Exceptional, (80)
"Wonderful home for a family vacation. Open floor plan on 2nd floor kitchen and family room. Bedrooms and bathrooms galore. Pool was just right for post beach cool offs. "
United States
David S.
Oceanfront Home w/ Private Pool, Roof Deck, Porches & Game Room -- Incredible Ocean & Marsh Views
Exterior detail
Peaceful with Most Spectacular Views Fun in Folly Beach & Downtown Charleston

Condo in Charleston

9.8 out of 10, Exceptional, (283)
"It was a wonderful stay. Will definitely recommend and come back! Very clean very good location. "
United States
Jacque W.
Peaceful with Most Spectacular Views Fun in Folly Beach & Downtown Charleston
Property grounds
5-bedroom vacation home, Last week of July promotion 30 % off Jul 26th - Aug 2nd

Vacation Home in Folly Beach

10.0 out of 10, Exceptional, (157)
"The stay was amazing and we loved it!"
United States
Nancy G.
5-bedroom vacation home, Last week of July promotion 30 % off Jul 26th - Aug 2nd
Fridge, microwave, oven, stovetop
Exclusive, safe, quiet island living Charleston!

Vacation Home in Charleston

9.4 out of 10, Exceptional, (91)
"It is a nice and quiet neighborhood, has a lot of parks to walk and enjoy the evening, the place is very nice and clean, definitely recommended."
United States
Lucely G.
Exclusive, safe, quiet island living Charleston!
Charleston Studio Cottage minutes from Historic Downtown with offstreet parking

Cottage in West Ashley

10.0 out of 10, Exceptional, (185)
"Great private bungalow close to Charleston proper, as well as all the beaches. Perfect for a couple touring the area. "
United States
Terry N.
Charleston Studio Cottage minutes from Historic Downtown with offstreet parking
Outdoor pool
Luxury Estate. Secluded Folly Beach Home with Infinity Pool!

Vacation Home in Folly Beach

10.0 out of 10, Exceptional, (169)
"The house was perfect for our large family. It was spacious, clean and had everything we needed. We especially enjoyed the pool after a day at the beach.Location couldn’t have been better. It was a short walk to the beach yet tucked away for privacy. We would definitely stay here again!"
United States
Anonymous traveler
Luxury Estate. Secluded Folly Beach Home with Infinity Pool!
Fridge, microwave, oven, stovetop
Historic Charleston Charm

Vacation Home in Downtown Charleston

9.2 out of 10, Wonderful, (142)
"Great place close to Kings Road."
United States
Spencer M.
The price is ￥16,776
￥46,926 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Historic Charleston Charm
Exterior
Luxury Designer Home, HEATED Pool & Hot Tub, Elevator, Across From Beach Access

Vacation Home in Isle of Palms

10.0 out of 10, Exceptional, (55)
"We would definitely rent this home for future beach vacations."
United States
Jane M.
Luxury Designer Home, HEATED Pool & Hot Tub, Elevator, Across From Beach Access
Outdoor dining
The Overlook on King

Vacation Home in Downtown Charleston

2.0 star property
10.0 out of 10, Exceptional, (11)
"It was great! "
United States
Leah J.
The Overlook on King
Fridge, microwave, oven, stovetop
Monaco Manor | Charleston Home w/ Rooftop Deck!

Vacation Home in Downtown Charleston

9.6 out of 10, Exceptional, (108)
"Super cute house and located perfectly to a lot of restaurants, dive bars, most importantly...bookstores. It was a great stay, we really enjoyed it! "
United States
Crystal B.
The price is ￥21,591
￥47,988 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Monaco Manor | Charleston Home w/ Rooftop Deck!
A heated pool
Exclusive 5K sq ft Home w/Backyard Oasis & Salt Water Heated Pool, Steps 2 Beach

Vacation Home in Isle of Palms

10.0 out of 10, Exceptional, (130)
"Everything about the stay was easy from check-in to leaving. The living space was great for out group of 8 adults and 7 kids. Plenty of space in the dining room and the kitchen was well appointed with just about every type of equipment we needed for our meals. The master on the 2nd floor was great and spacious. We loved all of the "toys" available in the garage for use in the pool and at the beach.The one and only drawback - if it could be called that - is that there was only one bathroom on...
United States
jill b.
Exclusive 5K sq ft Home w/Backyard Oasis & Salt Water Heated Pool, Steps 2 Beach
Outdoor pool
Beach Front Condo with Pool and Ocean View-Fall Special Rate Special

Villa in Downtown Isle of Palms

9.0 out of 10, Wonderful, (194)
"Awesome location. Great set up. Loved the ease of walking to restaurants and bars. Very nice mini vacation for our family! "
United States
Tracy H.
Beach Front Condo with Pool and Ocean View-Fall Special Rate Special
Exterior
Stay @ Sea Salt! Heated Oceanfront Pool!

Vacation Home in Folly Beach

9.8 out of 10, Exceptional, (77)
"So much to do within a short distance combined with the beach, pool and bike rentals kept us busy all week."
United States
KERRY M.
Stay @ Sea Salt! Heated Oceanfront Pool!
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

The Charleston Place

The Charleston Place

10/10 Excellent
"Facilities are fabulous and the staff is the best I have ever seen in any business!"
Thornton 4-night trip
Posted 1 day ago
The Charleston Place

Find out more about Dewees Island

Search for holiday rentals in Dewees Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Dewees Island using one of the methods below:

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Look no further and take a look at our great range of rental properties in Dewees Island!

Frequently asked questions

Can I find vacation rentals in Dewees Island?

Yes, you can find vacation rentals close to popular attractions in Dewees Island, or you can go with a secluded option if you'd like a relaxing place to stay.

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

Featured "HGTV Dream Home" - Best View on the Oceanfront!: This vacation home rental near Dewees Island is located on the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Make the most of the 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 larger area.

What are vacation rentals like in Dewees Island?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Dewees Island. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family gatherings.