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Holiday Rentals in Dewees Island

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Our top choices for Dewees Island holiday rentals

1. Fire Tower

Fire Tower
3.0 star property
Downtown Charleston
9.8 out of 10, Exceptional, (17 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 €233
includes taxes & fees
9 Nov - 10 Nov
Fire Tower

2. The Iris Charleston

The Iris Charleston
3.0 star property
Downtown Charleston
9.8 out of 10, Exceptional, (179 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 €209
includes taxes & fees
18 Oct - 19 Oct
The Iris Charleston

3. 360 King

360 King
4.0 star property
Charleston Historic District
10.0 out of 10, Exceptional, (33 reviews)
"Centrally located and perfect for a weeks stay. Hidden House is great for a light breakfast or glass of wine."
United States
Grant
The price is €238
includes taxes & fees
17 Nov - 18 Nov
360 King

4. Discover Charleston @seacabin226b - Isle of Palms, Oceanfront Condo

Discover Charleston @seacabin226b - Isle of Palms, Oceanfront Condo
Downtown Isle of Palms
10.0 out of 10, Exceptional, (114 reviews)
"The location of this condo was amazing being right in the heart of the Isle of Palms and right off of the beach. Trish also provided so many well stocked kitchen, amenities, and beach supplies. Her communication with me in the booking and check-in process was excellent and very appreciated."
United States
Shelley G.
The price is €349
includes taxes & fees
16 Nov - 17 Nov
Discover Charleston @seacabin226b - Isle of Palms, Oceanfront Condo

5. 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, (29 reviews)
"Great location for family and friends. "
United States
Moni W.
The price is €271
includes taxes & fees
1 Nov - 2 Nov
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*

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, (28 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 €361
includes taxes & fees
17 Nov - 18 Nov
Oceanfront 1 BR Condo with Pier and Pool

7. Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 117*

Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 117*
Downtown Isle of Palms
9.4 out of 10, Exceptional, (52 reviews)
"A great place to stay right on the beach. Close to places to eat and things to do in IOP. Will stay again."
United States
Alexa A.
The price is €275
includes taxes & fees
21 Oct - 22 Oct
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 117*

8. 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
9.6 out of 10, Exceptional, (67 reviews)
"We enjoyed our stay"
United States
Jaime B.
The price is €264
includes taxes & fees
8 Nov - 9 Nov
Oceanfront Condo Pool & Fishing Pier Access! In the Heart of IOP! *Unit 136*

9. Oceanfront 1 BR Condo with Pier and Pool

Oceanfront 1 BR Condo with Pier and Pool
Downtown Isle of Palms
9.8 out of 10, Exceptional, (38 reviews)
"This is perfect location and on beach. It is small but perfect for 2 adults or family with small kids. We stayed for a baseball tournament at Shipyard and it was easy access and still got beach time. The property was very responsive and answered questions same day."
United States
Mollie R.
The price is €350
includes taxes & fees
2 Nov - 3 Nov
Oceanfront 1 BR Condo with Pier and Pool

10. 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 €340
includes taxes & fees
1 Nov - 2 Nov
Oceanfront 1 BR Condo with Pier and Pool

11. 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)
"Great place with pool and beach access"
United States
Gina M.
The price is €268
includes taxes & fees
18 Oct - 19 Oct
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier! *Unit 124*

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 €272
includes taxes & fees
8 Nov - 9 Nov
Great Oceanfront 2nd Floor Condo!! Community Pool! End Unit on the Beach w/the Best View!

13. 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)
"We loved being so close to the beach. Check in and check out was super easy."
United States
Mandy L.
The price is €266
includes taxes & fees
26 Oct - 27 Oct
3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*

14. 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 €548
includes taxes & fees
30 Oct - 31 Oct
Sullivan’s Beach Getaway on Island's Main St

15. Jonathan Jasper Wright Inn

Jonathan Jasper Wright Inn
3.5 star property
Downtown Charleston
10.0 out of 10, Exceptional, (25 reviews)
"Great place with lots of amenities."
United States
Jade
The price is €239
includes taxes & fees
16 Nov - 17 Nov
Jonathan Jasper Wright Inn

16. 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)
"Clean, great location. Loved the fishing pier. "
United States
Anne F.
The price is €272
includes taxes & fees
8 Nov - 9 Nov
Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

17. 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.
5 KING BEDS! OLD VILLAGE LOCATION!!! Close to Beaches, Shem Creek and Charleston

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 €561
includes taxes & fees
26 Oct - 27 Oct
Cold Plunge, Outdoor Shower , Bike to Shem Creek

19. Southern Comfort | Minutes to CHS | Grill!

Southern Comfort | Minutes to CHS | Grill!
Harborgate Shores
10.0 out of 10, Exceptional, (113 reviews)
"We had a nice stay at the"
United States
Carol K.
The price is €434
includes taxes & fees
25 Oct - 26 Oct
Southern Comfort | Minutes to CHS | Grill!

20. Steps from the beach, extraordinary luxurious home and perfect outdoor space

Steps from the beach, extraordinary luxurious home and perfect outdoor space
Isle of Palms
10.0 out of 10, Exceptional, (61 reviews)
"There were a few things in the listing that we expected to be at the house as they were listed (bikes, beach chairs) but I think it was an honest mistake and the owner was responsive to our concern so it was no big deal. The house was amazing. We had a lovely stay!!! Melissa was an awesome host."
United States
Courtney B.
The price is €781
includes taxes & fees
18 Oct - 19 Oct
Steps from the beach, extraordinary luxurious home and perfect outdoor space
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 €209 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.