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

Dewees Island Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Dewees Island holiday rentals

An outdoor patio with wicker furniture, a brick building in the background, and string lights.

1. Fire Tower

Fire Tower
3.0 star property
Downtown Charleston
9.6 out of 10, Exceptional, (22 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 HK$896
HK$2,050 total
includes taxes & fees
16 Nov - 17 Nov
Fire Tower
A coastal hotel with multiple buildings, a swimming pool, and a beach area with umbrellas.

2. 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 HK$804
HK$3,096 total
includes taxes & fees
9 Nov - 10 Nov
Oceanfront 1 BR Condo with Pier and Pool
A balcony with a table and chairs, overlooking a parking area with several cars and palm trees.

3. 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, (50 reviews)
"Condo was clean. Excellent location. Easy to get ahold of rental property. We will be back!!!"
United States
Cherie Z.
The price is HK$804
HK$3,070 total
includes taxes & fees
16 Nov - 17 Nov
Oceanfront 1 BR Condo with Pier and Pool
A balcony with wicker furniture, a view of a parking lot, and palm trees.

4. 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, (29 reviews)
"This was a great location. Close to the beach and pool."
United States
Nina L.
The price is HK$847
HK$3,158 total
includes taxes & fees
17 Nov - 18 Nov
Oceanfront 1 BR Condo with Pier and Pool
A resort with multiple buildings, a swimming pool, and a water tower.

5. 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 HK$871
HK$2,395 total
includes taxes & fees
27 Oct - 28 Oct
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 117*
A living room with a sofa, armchair, and table, a balcony with a view of palm trees and a fence, and a TV mounted on the wall.

6. Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 115*

Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 115*
Downtown Isle of Palms
9.2 out of 10, Wonderful, (42 reviews)
"Great stay would recommend for sure"
United States
Michele B.
The price is HK$919
HK$2,410 total
includes taxes & fees
27 Oct - 28 Oct
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 115*
A room with a view of the beach, a white wall, and a door leading to an outdoor area with chairs.

7. 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, (30 reviews)
"Great location for family and friends. "
United States
Moni W.
The price is HK$863
HK$2,333 total
includes taxes & fees
1 Nov - 2 Nov
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*
A wooden balcony with a table and chairs overlooking a beach and a parking area.

8. 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 HK$840
HK$2,304 total
includes taxes & fees
27 Oct - 28 Oct
3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*
A dining area with a bottle of RUFFINO Pinot Grigio, two glasses, and lemons on a marble countertop.

9. 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, (67 reviews)
"Great place with pool and beach access"
United States
Gina M.
The price is HK$863
HK$2,333 total
includes taxes & fees
27 Oct - 28 Oct
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier! *Unit 124*
A pool surrounded by palm trees, a pier extending into the ocean, and a beach in the background.

10. 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.
Discover Charleston @seacabin226b - Isle of Palms, Oceanfront Condo
A modern living room with a kitchen area, a dining table, and a sofa.

11. 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, (73 reviews)
"Clean, great location. Loved the fishing pier. "
United States
Anne F.
The price is HK$903
HK$2,390 total
includes taxes & fees
31 Oct - 1 Nov
Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!
A resort with multiple buildings, a swimming pool, and a water tower.

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, (82 reviews)
"Amazing location...ease of booking, great communication and very nice unit! Thoroughly enjoyed ourb stay!"
United States
Annette J.
The price is HK$895
HK$2,372 total
includes taxes & fees
1 Nov - 2 Nov
Great Oceanfront 2nd Floor Condo!! Community Pool! End Unit on the Beach w/the Best View!
A modern living room with a sofa, coffee table, and a view of the street.

13. The Iris Charleston

The Iris Charleston
3.0 star property
Downtown Charleston
9.8 out of 10, Exceptional, (181 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 HK$1,124
HK$1,861 total
includes taxes & fees
29 Oct - 30 Oct
The Iris Charleston
A modern living room with a grey sofa, a grey armchair, a glass coffee table, and a large window with a view of trees and buildings.

14. Steps From Park Circle | Mavis at the Quad

Steps From Park Circle | Mavis at the Quad
Old North Charleston
9.6 out of 10, Exceptional, (20 reviews)
"Our stay was wonderful the house was great and our host check i and made sure we had everything we needed. I highly recommend staying here."
United States
Shana H.
The price is HK$667
HK$2,355 total
includes taxes & fees
27 Oct - 28 Oct
Steps From Park Circle | Mavis at the Quad
A cozy interior with a wooden table and brown leather seating.

15. 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)
"Wonderful! Clean, adorable, conveniently located. Will definitely book again."
United States
Jennie T.
The price is HK$389
HK$1,446 total
includes taxes & fees
2 Nov - 3 Nov
James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!
A resort with multiple buildings, a swimming pool, and a water tower.

16. Great Oceanfront, 1st Floor Condo! Pool & Fishing Pier! In the Heart of IOP! *Unit 135*

Great Oceanfront, 1st Floor Condo! Pool & Fishing Pier! In the Heart of IOP! *Unit 135*
Downtown Isle of Palms
9.0 out of 10, Wonderful, (81 reviews)
"Great location, clean unit, enjoyed our stay"
United States
Meghan L.
The price is HK$800
HK$2,220 total
includes taxes & fees
27 Oct - 28 Oct
Great Oceanfront, 1st Floor Condo! Pool & Fishing Pier! In the Heart of IOP! *Unit 135*
A resort with multiple buildings, a swimming pool, and a water tower.

17. 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, (104 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
Oceanfront 1st Floor Condo, Unit 130!! Community Pool & Fishing Pier! Iin the Heart of IOP!
A dining area with a glass table, wooden chairs, and a central decorative bowl.

18. 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 HK$1,020
HK$3,109 total
includes taxes & fees
27 Oct - 28 Oct
Fenced In Backyard! | The Fox Pond
A resort with multiple buildings, a swimming pool, and a water tower.

19. Oceanfront 1st Floor Condo with Community Pool & Fishing Pier! In Heart of IOP! *Unit 114*

Oceanfront 1st Floor Condo with Community Pool & Fishing Pier! In Heart of IOP! *Unit 114*
Downtown Isle of Palms
8.8 out of 10, Excellent, (41 reviews)
"Great stay! There were marks and stains in many places that could easily be fixed! Overall great"
United States
Renee
The price is HK$832
HK$2,267 total
includes taxes & fees
29 Oct - 30 Oct
Oceanfront 1st Floor Condo with Community Pool & Fishing Pier! In Heart of IOP! *Unit 114*
A beach view from a balcony with a wooden railing, sandy beach, palm trees, and a wooden fence.

20. 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, (15 reviews)
"Very pleased with our stay! Such a beautiful place! "
United States
Catie P.
The price is HK$911
HK$2,373 total
includes taxes & fees
27 Oct - 28 Oct
Beautiful Oceanfront Condo New to the Rental Market! Community Pool & Fishing Pier! *Unit 202*
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

Harborside at Charleston Harbor Resort and Marina

Harborside at Charleston Harbor Resort and Marina

8/10 Good
"We enjoyed the resort Great pool and par Cute room It is older and our biggest complaint would be the room cleaning each day Made one bed not the other Didn’t replace coffee cups or pick up dirty towels"
susan 4-night trip
Posted 1 hour ago
Harborside at Charleston Harbor Resort and Marina

Find out more about Dewees Island

Search for holiday rentals in Dewees Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Dewees Island using one of the methods below:

  • View our selection of featured holiday rentals in Dewees Island
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Look no further and take a look at our great range of rental properties in Dewees Island!

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.