An aerial view of a coastal landscape with a river, dense forest, and a beach.

Dewees Island Vacation Rentals

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Our top choices for Dewees Island vacation rentals

1. The Iris Charleston

The Iris Charleston
3.0 star property
Downtown Charleston
9.8 out of 10, Exceptional, (177 reviews)
"This place is really nice. I enjoy the privacy and cleanliness of the property. I travel Monthly to Charleston and I always love staying here."
United States
Brian
The price is CA $234
CA $373 total
includes taxes & fees
Nov 1 - Nov 2
The Iris Charleston

2. Fire Tower

Fire Tower
3.0 star property
Downtown Charleston
9.6 out of 10, Exceptional, (14 reviews)
"We really loved this place. Very nice place!! Close to some of the best restaurants in town! Would stay there and would recommend it to everyone! Thanks for the great accommodation!!"
United States
Roy Pat
The price is CA $187
CA $401 total
includes taxes & fees
Oct 18 - Oct 19
Fire Tower

3. Modern House in Old Village. Walk to Dining & Coffee. Bikes, Ping Pong, Fire Pit

Modern House in Old Village. Walk to Dining & Coffee. Bikes, Ping Pong, Fire Pit
Old Village
10.0 out of 10, Exceptional, (91 reviews)
"This stay was exactly what we needed. It was a great location, hosts communicated continually, was beautiful and had everything we needed. We definitely would stay again on another visit to Charleston."
United States
Jennifer R.
The price is CA $118
CA $429 total
includes taxes & fees
Oct 12 - Oct 13
Modern House in Old Village. Walk to Dining & Coffee. Bikes, Ping Pong, Fire Pit

4. 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access! *Unit 328*

3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access! *Unit 328*
Downtown Isle of Palms
9.2 out of 10, Wonderful, (92 reviews)
"Great place to stay with kids!"
United States
Kaylyn H.
The price is CA $166
CA $424 total
includes taxes & fees
Oct 27 - Oct 28
3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access! *Unit 328*

5. Oceanfront 3rd Floor Condo, Modern Renovations, & Decor! Comm. Pool & 1000ft Pier! *Unit 322*

Oceanfront 3rd Floor Condo, Modern Renovations, & Decor! Comm. Pool & 1000ft Pier! *Unit 322*
Downtown Isle of Palms
9.8 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay. "
United States
Kyle H.
The price is CA $167
CA $440 total
includes taxes & fees
Oct 20 - Oct 21
Oceanfront 3rd Floor Condo, Modern Renovations, & Decor! Comm. Pool & 1000ft Pier! *Unit 322*

6. Oceanfront 1 BR Condo with Pier and Pool

Oceanfront 1 BR Condo with Pier and Pool
Downtown Isle of Palms
9.6 out of 10, Exceptional, (27 reviews)
"Nice pier and ocean view, good communication prior to trip, easy check-in process, comfortable main bed"
United States
Missy H.
The price is CA $180
CA $597 total
includes taxes & fees
Oct 21 - Oct 22
Oceanfront 1 BR Condo with Pier and Pool

7. Oceanfront 1 BR Condo with Pier and Pool

Oceanfront 1 BR Condo with Pier and Pool
Downtown Isle of Palms
9.4 out of 10, Exceptional, (49 reviews)
"The location cannot be beat, steps away from beach, fishing pier, restaurants and a few great beach bars. We had a wonderful stay. The hosts were very responsive and easy to communicate with. We hope to return very soon!"
United States
Kathryn S.
The price is CA $173
CA $588 total
includes taxes & fees
Nov 3 - Nov 4
Oceanfront 1 BR Condo with Pier and Pool

8. Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*

Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*
Downtown Isle of Palms
9.2 out of 10, Wonderful, (28 reviews)
"Great location for family and friends. "
United States
Moni W.
The price is CA $187
CA $449 total
includes taxes & fees
Oct 14 - Oct 15
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*

9. Beautiful Oceanfront Condo New to the Rental Market! Community Pool & Fishing Pier! *Unit 202*

Beautiful Oceanfront Condo New to the Rental Market! Community Pool & Fishing Pier! *Unit 202*
Downtown Isle of Palms
9.6 out of 10, Exceptional, (14 reviews)
"Very pleased with our stay! Such a beautiful place! "
United States
Catie P.
The price is CA $164
CA $436 total
includes taxes & fees
Oct 21 - Oct 22
Beautiful Oceanfront Condo New to the Rental Market! Community Pool & Fishing Pier! *Unit 202*

10. 3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*

3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*
Downtown Isle of Palms
8.6 out of 10, Excellent, (43 reviews)
"Clean ocean view easy access to the beach"
United States
Melissa V.
The price is CA $153
CA $419 total
includes taxes & fees
Oct 13 - Oct 14
3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*

11. Oceanfront, One-Bedroom & Balcony, 50" Flat TV, Oct. 11 - 16 - Low Rates!

Oceanfront, One-Bedroom & Balcony, 50" Flat TV, Oct. 11 - 16 - Low Rates!
Downtown Isle of Palms
9.0 out of 10, Wonderful, (277 reviews)
"The location was perfect for a beach vacation. We enjoyed our stay!"
United States
Hannah B.
The price is CA $212
CA $488 total
includes taxes & fees
Oct 8 - Oct 9
Oceanfront, One-Bedroom & Balcony, 50" Flat TV, Oct. 11 - 16 - Low Rates!

12. Great Oceanfront 2nd Floor Condo!! Community Pool! End Unit on the Beach w/the Best View!

Great Oceanfront 2nd Floor Condo!! Community Pool! End Unit on the Beach w/the Best View!
Downtown Isle of Palms
9.4 out of 10, Exceptional, (81 reviews)
"Amazing location...ease of booking, great communication and very nice unit! Thoroughly enjoyed ourb stay!"
United States
Annette J.
The price is CA $163
CA $430 total
includes taxes & fees
Oct 28 - Oct 29
Great Oceanfront 2nd Floor Condo!! Community Pool! End Unit on the Beach w/the Best View!

13. Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!
Downtown Isle of Palms
9.2 out of 10, Wonderful, (72 reviews)
"Elevator ?"
United States
Jose
The price is CA $164
CA $428 total
includes taxes & fees
Oct 13 - Oct 14
Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

14. Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier! *Unit 124*

Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier! *Unit 124*
Downtown Isle of Palms
9.0 out of 10, Wonderful, (66 reviews)
"We love staying here. The entire property is new and perfect for us."
United States
Sara T.
The price is CA $157
CA $417 total
includes taxes & fees
Oct 13 - Oct 14
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier! *Unit 124*

15. Fenced In Backyard! | The Fox Pond

Fenced In Backyard! | The Fox Pond
Old Village
9.8 out of 10, Exceptional, (73 reviews)
"Great location "
United States
Brianne H.
The price is CA $193
CA $594 total
includes taxes & fees
Oct 12 - Oct 13
Fenced In Backyard! | The Fox Pond

16. Southern Comfort | Minutes to CHS | Grill!

Southern Comfort | Minutes to CHS | Grill!
Harborgate Shores
10.0 out of 10, Exceptional, (112 reviews)
"We had a nice stay at the"
United States
Carol K.
The price is CA $288
CA $764 total
includes taxes & fees
Oct 8 - Oct 9
Southern Comfort | Minutes to CHS | Grill!

17. Oceanfront Top Floor Villa, Large Balcony, & Community Pool in Wild Dunes!

Oceanfront Top Floor Villa, Large Balcony, & Community Pool in Wild Dunes!
Isle Of Palms
8.6 out of 10, Excellent, (36 reviews)
"Great place to stay. The only drawback was there was a little walk to the beach going through the other condo complex. No big deal just bring wheels to make it easier to get there. The host was very communicative and responsive to questions. All in all a great trip would recommend!"
United States
Sarah B.
The price is CA $362
CA $1,106 total
includes taxes & fees
Oct 20 - Oct 21
Oceanfront Top Floor Villa, Large Balcony, & Community Pool in Wild Dunes!

18. Cold Plunge, Outdoor Shower , Bike to Shem Creek

Cold Plunge, Outdoor Shower , Bike to Shem Creek
Mount Pleasant
10.0 out of 10, Exceptional, (53 reviews)
"This ended up being a very good location for visiting various points in Charleston. Super convenient to grocery and shopping. The hot tub and outdoor shower were great."
United States
Patrick G.
Cold Plunge, Outdoor Shower , Bike to Shem Creek

19. Sullivan’s Beach Getaway on Island's Main St

Sullivan’s Beach Getaway on Island's Main St
Sullivan's Island
9.6 out of 10, Exceptional, (37 reviews)
"Great location, clean and enjoyable stay!"
United States
Angela D.
Sullivan’s Beach Getaway on Island's Main St

20. 5 KING BEDS! OLD VILLAGE LOCATION!!! Close to Beaches, Shem Creek and Charleston

5 KING BEDS! OLD VILLAGE LOCATION!!! Close to Beaches, Shem Creek and Charleston
Old Village
9.6 out of 10, Exceptional, (127 reviews)
"Loved the home and location. Everything was great, rooms were lovely. We regret only staying 1 night. Krista was easy to communicate with and quick with responding."
United States
Ella S.
The price is CA $442
CA $1,354 total
includes taxes & fees
Nov 2 - Nov 3
5 KING BEDS! OLD VILLAGE LOCATION!!! Close to Beaches, Shem Creek and Charleston
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dewees Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.