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Our top choices for Dewees Island holiday rentals

1. 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, (24 reviews)
"We enjoyed our stay. "
United States
Kyle H.
The price is £243
includes taxes & fees
30 Sept - 1 Oct
Oceanfront 3rd Floor Condo, Modern Renovations, & Decor! Comm. Pool & 1000ft Pier! *Unit 322*

2. 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 £329
includes taxes & fees
20 Oct - 21 Oct
Oceanfront 1 BR Condo with Pier and Pool

3. Oceanfront Condo Pool & Fishing Pier Access! In the Heart of IOP! *Unit 136*

Oceanfront Condo Pool & Fishing Pier Access! In the Heart of IOP! *Unit 136*
Downtown Isle of Palms
9.4 out of 10, Exceptional, (65 reviews)
"We enjoyed our stay"
United States
Jaime B.
The price is £241
includes taxes & fees
13 Oct - 14 Oct
Oceanfront Condo Pool & Fishing Pier Access! In the Heart of IOP! *Unit 136*

4. 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 £231
includes taxes & fees
18 Oct - 19 Oct
Beautiful Oceanfront Condo New to the Rental Market! Community Pool & Fishing Pier! *Unit 202*

5. 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, (42 reviews)
"Clean ocean view easy access to the beach"
United States
Melissa V.
The price is £234
includes taxes & fees
27 Oct - 28 Oct
3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*

6. Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP! *Unit 212*

Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP! *Unit 212*
Downtown Isle of Palms
9.6 out of 10, Exceptional, (86 reviews)
"My husband and I enjoyed our stay. We loved the views from our balcony and the condo."
United States
Greta C.
The price is £235
includes taxes & fees
19 Oct - 20 Oct
Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP! *Unit 212*

7. 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 £305
includes taxes & fees
20 Oct - 21 Oct
Oceanfront 1 BR Condo with Pier and Pool

8. Fire Tower

Fire Tower
3.0 star property
Downtown Charleston
9.6 out of 10, Exceptional, (12 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 £197
includes taxes & fees
6 Oct - 7 Oct
Fire Tower

9. 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 £230
includes taxes & fees
13 Oct - 14 Oct
Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

10. 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 £226
includes taxes & fees
7 Oct - 8 Oct
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier! *Unit 124*

11. 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 £239
includes taxes & fees
7 Oct - 8 Oct
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*

12. Oceanfront, One-Bedroom & Balcony, 50" Flat TV, Sept. 27- Oct. 2- Low Rates!

Oceanfront, One-Bedroom & Balcony, 50" Flat TV, Sept. 27- Oct. 2- Low Rates!
Downtown Isle of Palms
9.0 out of 10, Wonderful, (276 reviews)
"The location was perfect for a beach vacation. We enjoyed our stay!"
United States
Hannah B.
The price is £255
includes taxes & fees
8 Oct - 9 Oct
Oceanfront, One-Bedroom & Balcony, 50" Flat TV, Sept. 27- Oct. 2- Low Rates!

13. James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!

James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!
James Island
9.6 out of 10, Exceptional, (43 reviews)
"Cool setup. Great host!!"
United States
Wayne K.
The price is £147
includes taxes & fees
30 Sept - 1 Oct
James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!

14. 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, (90 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 £236
includes taxes & fees
12 Oct - 13 Oct
Modern House in Old Village. Walk to Dining & Coffee. Bikes, Ping Pong, Fire Pit

15. The Iris Charleston

The Iris Charleston
3.0 star property
Downtown Charleston
9.8 out of 10, Exceptional, (176 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 £198
includes taxes & fees
30 Sept - 1 Oct
The Iris Charleston

16. 2nd Floor Oceanfront Beach Condo w/Community Pool & 1000ft Fishing Pier! *Unit 237*

2nd Floor Oceanfront Beach Condo w/Community Pool & 1000ft Fishing Pier! *Unit 237*
Downtown Isle of Palms
8.6 out of 10, Excellent, (59 reviews)
"Had a quick stay, property was very clean. Great view. Walking distance to food, drink and entertainment. I’d like to go back for a longer stay"
United States
K L.
The price is £228
includes taxes & fees
7 Oct - 8 Oct
2nd Floor Oceanfront Beach Condo w/Community Pool & 1000ft Fishing Pier! *Unit 237*

17. 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 £225
includes taxes & fees
27 Oct - 28 Oct
3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access! *Unit 328*

18. Oceanfront 1st Floor Condo, Unit 130!! Community Pool & Fishing Pier! Iin the Heart of IOP!

Oceanfront 1st Floor Condo, Unit 130!! Community Pool & Fishing Pier! Iin the Heart of IOP!
Downtown Isle of Palms
8.8 out of 10, Excellent, (101 reviews)
"It is extremely close to the beach—less than a two-minute walk—so we were able to enjoy the beautiful sunrise every day."
United States
XI
The price is £225
includes taxes & fees
4 Oct - 5 Oct
Oceanfront 1st Floor Condo, Unit 130!! Community Pool & Fishing Pier! Iin the Heart of IOP!

19. Southern Comfort | Minutes to CHS | Grill!

Southern Comfort | Minutes to CHS | Grill!
Harborgate Shores
10.0 out of 10, Exceptional, (112 reviews)
"Great house and nice neighborhood. House is very clean, well equipped with everything working. We enjoyed our stay for the second time there."
United States
Shaun H.
The price is £364
includes taxes & fees
5 Oct - 6 Oct
Southern Comfort | Minutes to CHS | Grill!

20. 10 Minute Drive To Beaches | The Wishing Well

10 Minute Drive To Beaches | The Wishing Well
Hickory Shadows
10.0 out of 10, Exceptional, (20 reviews)
"This is the most adorable home. We loved staying there and it was the perfect location for our needs. Plenty of room for meals and hanging out. Kitchen was very well stocked. And the overall vibe was just very relaxing. Definitely would stay again and highly recommend."
United States
Laura A.
The price is £340
includes taxes & fees
4 Oct - 5 Oct
10 Minute Drive To Beaches | The Wishing Well
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, apart-hotels, 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 favorite 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 depends 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 £197 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 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.