Dewees Island Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Dewees Island Vacation Homes

Featured "HGTV Dream Home" - Best View on the Oceanfront!
Terrace/patio

Featured "HGTV Dream Home" - Best View on the Oceanfront!

9.0 out of 10, Wonderful, (91)
"We had a wonderful stay at this beautiful oceanfront property with our friends and young children. The view was absolutely breathtaking, and being just steps away from the beach made it perfect for relaxing and making memories together. The home was clean, spacious, and well-equipped for both adults and kids, which made our stay incredibly comfortable. It truly felt like a home away from home. What made our experience even more special was the host, James Nolan. He was incredibly humble, kind,...
Featured "HGTV Dream Home" - Best View on the Oceanfront!
Adorable Grand Pavilion House/w full Grand Pavilion pool access
Pool

Adorable Grand Pavilion House/w full Grand Pavilion pool access

9.4 out of 10, Exceptional, (124)
"Great location and weather"
Adorable Grand Pavilion House/w full Grand Pavilion pool access
Carolina Belle Recent Renovation 5 bd/4 ba Private Pool, Backyard Oasis, 3rd Row
Smart TV

Carolina Belle Recent Renovation 5 bd/4 ba Private Pool, Backyard Oasis, 3rd Row

10.0 out of 10, Exceptional, (120)
"The house was very clean, well decorated for a relaxing seaside retreat."
Carolina Belle Recent Renovation 5 bd/4 ba Private Pool, Backyard Oasis, 3rd Row
4BR/4.5BA - Prime Location - 2 Blocks to King ST
4 bedrooms, iron/ironing board, travel crib, WiFi

4BR/4.5BA - Prime Location - 2 Blocks to King ST

9.8 out of 10, Exceptional, (99)
"Fantastic location, clean. we all had a wonderful time "
The price is CA $268
CA $764 total
includes taxes & fees
Sep 1 - Sep 2
4BR/4.5BA - Prime Location - 2 Blocks to King ST
Cozy Downtown Carriage House ☺ Walk Everywhere!
Property grounds

Cozy Downtown Carriage House ☺ Walk Everywhere!

9.8 out of 10, Exceptional, (85)
"Charming stay, close to everything in downtown Charleston. Property management responsive and pleasant to work with."
The price is CA $200
CA $466 total
includes taxes & fees
Aug 20 - Aug 21
Cozy Downtown Carriage House ☺ Walk Everywhere!
Oceanfront relaxation at its best! Magnificent 5 Bed &5.5Bath 3 blocks from pier
On the beach

Oceanfront relaxation at its best! Magnificent 5 Bed &5.5Bath 3 blocks from pier

9.8 out of 10, Exceptional, (131)
"This was a great place to stay. We loved it. Great view and easy access to the beach. Not too far from Charleston. Far enough away from the main drag, but not too far. We had a great time."
Oceanfront relaxation at its best! Magnificent 5 Bed &5.5Bath 3 blocks from pier
Spacious Private Home In Gated Community - Walk to Beach!
Exterior

Spacious Private Home In Gated Community - Walk to Beach!

9.2 out of 10, Wonderful, (77)
"Great stay"
Spacious Private Home In Gated Community - Walk to Beach!
2 Rooftop decks, pool/elevator. Downtown IOP, 1 blk from beach
Game room

2 Rooftop decks, pool/elevator. Downtown IOP, 1 blk from beach

9.8 out of 10, Exceptional, (166)
"Great place! Would highly recommend. Excellent location "
2 Rooftop decks, pool/elevator. Downtown IOP, 1 blk from beach
New Listing! Port O' Call C103- Walk Out To Beach!
Pool

New Listing! Port O' Call C103- Walk Out To Beach!

9.0 out of 10, Wonderful, (4)
"Very peaceful and relaxing. Perfect accommodations. Looking forward to next year."
New Listing! Port O' Call C103- Walk Out To Beach!
Lakeside Landing Spacious Comfort Near Downtown
Outdoor dining

Lakeside Landing Spacious Comfort Near Downtown

10.0 out of 10, Exceptional, (11)
"Perfect for what we were looking for"
The price is CA $169
CA $605 total
includes taxes & fees
Sep 2 - Sep 3
Lakeside Landing Spacious Comfort Near Downtown
Backyard Tropical Oasis w/ Private Pool, Lush Landscaping, Screened Deck, Side Deck & Putting Green
Terrace/patio

Backyard Tropical Oasis w/ Private Pool, Lush Landscaping, Screened Deck, Side Deck & Putting Green

10.0 out of 10, Exceptional, (8)
"We loved our stay at this home in Isle of Palms. The place had so much to do, we didn’t leave the property that much! Had an issue with the pool heater and not only didn’t techs come out twice, they removed the charges for the trouble. Wish it could fit more people or we’d bring another family with! A all around. "
Backyard Tropical Oasis w/ Private Pool, Lush Landscaping, Screened Deck, Side Deck & Putting Green
Downtown Charmer! 3BD/3BA ★ 2 Blocks to King
3 bedrooms, iron/ironing board, travel crib, WiFi

Downtown Charmer! 3BD/3BA ★ 2 Blocks to King

9.8 out of 10, Exceptional, (75)
"Close to everything, clean, spacious...couldn't be happier!"
The price is CA $206
CA $610 total
includes taxes & fees
Aug 19 - Aug 20
Downtown Charmer! 3BD/3BA ★ 2 Blocks to King
Corner of King St! 3BD/3.5BA - Walk Everywhere!
Fridge, microwave, oven, stovetop

Corner of King St! 3BD/3.5BA - Walk Everywhere!

10.0 out of 10, Exceptional, (18)
"Property was perfect for our short stay in Charleston. It is close to shops and restaurants and very comfortable for our family. "
The price is CA $241
CA $654 total
includes taxes & fees
Aug 20 - Aug 21
Corner of King St! 3BD/3.5BA - Walk Everywhere!
Beautifully Restored 3 Bedroom 3 Bath Home with Private Deck
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Beautifully Restored 3 Bedroom 3 Bath Home with Private Deck

9.6 out of 10, Exceptional, (10)
"What a charming property, great location, and accommodating host. Thank you!"
Beautifully Restored 3 Bedroom 3 Bath Home with Private Deck
Stunning Designer Home, Fully Renovated, in Gated Community Near Beach.
Exterior

Stunning Designer Home, Fully Renovated, in Gated Community Near Beach.

10.0 out of 10, Exceptional, (70)
"Nice location. Exactly as pictured. "
Stunning Designer Home, Fully Renovated, in Gated Community Near Beach.
Coastal Cottage on Shem Creek - near Sullivan's Island and Downtown
Marina

Coastal Cottage on Shem Creek - near Sullivan's Island and Downtown

9.8 out of 10, Exceptional, (313)
"The place was very close to everything. We could walk to dinner. It was just the right size and had all the conveniences provided. Very clean and the beds were so comfortable. "
Coastal Cottage on Shem Creek - near Sullivan's Island and Downtown
Charming 1BR Downtown Retreat
Fridge, microwave, oven, stovetop

Charming 1BR Downtown Retreat

9.8 out of 10, Exceptional, (16)
"We had such a nice stay, the house is beautiful, in a safe neighborhood and very clean! "
The price is CA $186
CA $411 total
includes taxes & fees
Aug 14 - Aug 15
Charming 1BR Downtown Retreat
Handicap Friendly Pets Allowed Beach House - Ocean Across the Street with Elevator!
Beach nearby

Handicap Friendly Pets Allowed Beach House - Ocean Across the Street with Elevator!

9.8 out of 10, Exceptional, (211)
"We had an awesome stay. And it was nice to have handicapped accessible access. Thank you for a wonderful vacation."
Handicap Friendly Pets Allowed Beach House - Ocean Across the Street with Elevator!
5 Min Walk to Beach & Berts! Relax in this Pet & Family Friendly Home with Wrap-Around Deck.
Beach nearby

5 Min Walk to Beach & Berts! Relax in this Pet & Family Friendly Home with Wrap-Around Deck.

9.8 out of 10, Exceptional, (164)
"Lovely Charming Folly Beach. Warm, friendly people. Beautiful nature to appreciate, so wonderful to relax and have fun."
5 Min Walk to Beach & Berts! Relax in this Pet & Family Friendly Home with Wrap-Around Deck.
3BR Fully appointed home minutes from the islands, shops, parks, and downtown!
Exterior

3BR Fully appointed home minutes from the islands, shops, parks, and downtown!

10.0 out of 10, Exceptional, (105)
"This was a great property to stay in. It was perfect for us ( 2 couples ). Close to everything, spotless, great area, owner easy to communicate with."
3BR Fully appointed home minutes from the islands, shops, parks, and downtown!
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

Emeline

Emeline

10/10 Excellent
"Perfect location right in the heart of downtown Charleston. Plenty of restaurant spots in the area, and the restaurant/bar on-site is great. Staff were friendly and the rooms were clean and modern. Only small complaint is that our mattress was pretty worn, so there wasn't much support for our back. Probably time for them to upgrade those mattresses so it doesn't feel like you're sleeping in a hole. Otherwise, it was a great experience; we'll return!"
Kaitlin 2-night trip
Posted 11 hours ago
Emeline