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 $235
CA $374 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 $165
CA $375 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 $430 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 $166
CA $438 total
includes taxes & fees
Oct 19 - Oct 20
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 $186
CA $606 total
includes taxes & fees
Oct 20 - Oct 21
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 $158
CA $567 total
includes taxes & fees
Nov 5 - Nov 6
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 $157
CA $414 total
includes taxes & fees
Nov 1 - Nov 2
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 $431 total
includes taxes & fees
Oct 7 - Oct 8
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 12 - Oct 13
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 18 - Oct 19
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 $192
CA $597 total
includes taxes & fees
Oct 7 - Oct 8
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 $214
CA $658 total
includes taxes & fees
Oct 7 - Oct 8
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 $360
CA $1,104 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is CA $366
CA $835 total
includes taxes & fees
Oct 13 - Oct 14
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.
The price is CA $528
CA $874 total
includes taxes & fees
Oct 30 - Oct 31
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

Everything you need to know about Dewees Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dewees Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dewees Island vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dewees Island vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dewees Island vacation rentals we have selected for you start as low as CA $374 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dewees Island rentals

At Expedia, we put the best Dewees Island vacation 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 vacation.

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 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.