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

Dewees Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Dewees Island vacation rentals

A beach with a wooden boardwalk, sandy beach, and ocean view.

1. 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, (41 reviews)
"The condo was perfect. It was clean and had everything we needed to cook dinner and breakfast. It was in a convenient area to restaurants and coffee shops. The communication was excellent. We eill definitely stay there again!"
United States
Donna
The price is AED 424
AED 1,442 total
includes taxes & fees
19 Nov - 20 Nov
Oceanfront 1 BR Condo with Pier and Pool
A covered outdoor patio with brick flooring, wicker furniture, and potted plants.

2. Fire Tower

Fire Tower
3.0 star property
Downtown Charleston
9.6 out of 10, Exceptional, (31 reviews)
"Great location great unit."
United States
Soprina
The price is AED 420
AED 960 total
includes taxes & fees
29 Nov - 30 Nov
Fire Tower
A wooden pathway leading to a beach with a wooden fence on one side and a wooden structure in the distance.

3. Can't beat the combo of Oceanfront Location & Luxury! Plus - POOL & PIER! *Unit 147*

Can't beat the combo of Oceanfront Location & Luxury! Plus - POOL & PIER! *Unit 147*
Downtown Isle of Palms
9.4 out of 10, Exceptional, (76 reviews)
"Beautiful spot, we loved it!"
United States
Quinn T.
The price is AED 382
AED 1,049 total
includes taxes & fees
15 Nov - 16 Nov
Can't beat the combo of Oceanfront Location & Luxury! Plus - POOL & PIER! *Unit 147*
A spacious room with a ping pong table, large windows, ceiling fans, and a brick wall.

4. 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, (94 reviews)
"A perfect stay! Great location, full amenities, clean and responsive hosts. Highly recommended!"
United States
Kari B.
Modern House in Old Village. Walk to Dining & Coffee. Bikes, Ping Pong, Fire Pit
A beach pathway leading to the ocean with a wooden boardwalk on the left.

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)
"Great place! Small but well appointed and can’t beat the location!"
United States
Stephanie C.
The price is AED 375
AED 1,062 total
includes taxes & fees
15 Nov - 16 Nov
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 117*
A two-story house with a front porch, a covered patio, and a brick driveway.

6. Heirloom Spring

Heirloom Spring
3.5 star property
Downtown Charleston
10.0 out of 10, Exceptional, (1 review)
"Property was beautiful and extremely clean however the assigned parking space was a block over but due to the streets being one direction, It was rather inconvenient."
United States
Anonymous traveler
The price is AED 378
AED 954 total
includes taxes & fees
15 Dec - 16 Dec
Heirloom Spring
A multi-story hotel with a modern architectural design, featuring balconies and a prominent entrance.

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, (31 reviews)
"Great location for family and friends. "
United States
Moni W.
The price is AED 390
AED 1,016 total
includes taxes & fees
16 Nov - 17 Nov
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*
A wooden pier extending into the ocean with a bench at the end.

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, (46 reviews)
"We loved being so close to the beach. Check in and check out was super easy."
United States
Mandy L.
The price is AED 378
AED 1,002 total
includes taxes & fees
16 Nov - 17 Nov
3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*
A modern living room with a sofa, a dining table, and a kitchen area.

9. 3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP! *Unit 321*

3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP! *Unit 321*
Downtown Isle of Palms
9.2 out of 10, Wonderful, (38 reviews)
"Very nice spot. Clean and good communication from management company. Great location!"
United States
Oscar R.
3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP! *Unit 321*
A beach with a wooden pier extending into the ocean, a sandy beach, and a few people and umbrellas.

10. 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, (74 reviews)
"The property was as listed. It was clean and had plenty of towels. 3 adults were able to share the unit comfortably. The kitchen was sufficiently supplied. We enjoyed the unit, pool, and beach."
United States
Jessica W.
The price is AED 423
AED 1,107 total
includes taxes & fees
12 Dec - 13 Dec
Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!
A beach scene with a pier extending into the water.

11. 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, (90 reviews)
"Great short trip with my mom. We had a wonderful time."
United States
Kerrie H.
The price is AED 427
AED 1,134 total
includes taxes & fees
10 Dec - 11 Dec
Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP! *Unit 212*
A beach pathway leading to the ocean with a wooden boardwalk and grassy dunes.

12. Oceanfront, One-Bedroom & Balcony, 50" Flat TV, See Weekday - Low, Low Rates!

Oceanfront, One-Bedroom & Balcony, 50" Flat TV, See Weekday - Low, Low Rates!
Downtown Isle of Palms
9.0 out of 10, Wonderful, (278 reviews)
"Very clean and great location. We love staying at The Sea Cabins."
United States
Sharon L.
The price is AED 533
AED 1,177 total
includes taxes & fees
16 Nov - 17 Nov
Oceanfront, One-Bedroom & Balcony, 50" Flat TV, See Weekday - Low, Low Rates!
An aerial view of a coastal resort with beachfront properties, a pier, and a large hotel complex.

13. Two-Eleven Studio, 4 Min to Your Toes in the Sand

Two-Eleven Studio, 4 Min to Your Toes in the Sand
Downtown Isle of Palms
9.6 out of 10, Exceptional, (40 reviews)
"We loved our stay. Great location and nice rental unit!"
United States
Alex C.
Two-Eleven Studio, 4 Min to Your Toes in the Sand
An aerial view of a coastal town with a beach, a pier, and residential and commercial buildings.

14. Beach Vibes #204 Beautiful 1 Bed + Sleeper, Pool

Beach Vibes #204 Beautiful 1 Bed + Sleeper, Pool
Downtown Isle of Palms
9.8 out of 10, Exceptional, (52 reviews)
"Excellent place to stay. Tidy and easy. "
United States
Misha D.
The price is AED 418
AED 1,130 total
includes taxes & fees
22 Nov - 23 Nov
Beach Vibes #204 Beautiful 1 Bed + Sleeper, Pool
A beach with a wooden boardwalk, sandy beach, and ocean view.

15. 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, (30 reviews)
"This was a great location. Close to the beach and pool."
United States
Nina L.
The price is AED 447
AED 1,407 total
includes taxes & fees
17 Nov - 18 Nov
Oceanfront 1 BR Condo with Pier and Pool
A wooden pier extending into the ocean with benches and railings.

16. 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, (115 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 AED 515
AED 1,303 total
includes taxes & fees
16 Nov - 17 Nov
Discover Charleston @seacabin226b - Isle of Palms, Oceanfront Condo
A hot tub with a wooden deck and chairs, surrounded by a grassy area with trees and string lights.

17. 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, (44 reviews)
"Wonderful! Clean, adorable, conveniently located. Will definitely book again."
United States
Jennie T.
The price is AED 275
AED 789 total
includes taxes & fees
29 Nov - 30 Nov
James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!
A modern living room with a sofa, coffee table, and a view of the street.

18. The Iris Charleston

The Iris Charleston
3.0 star property
Downtown Charleston
9.8 out of 10, Exceptional, (186 reviews)
"The Iris was wonderful will definitely stay again!!"
United States
Tanya
The price is AED 522
AED 867 total
includes taxes & fees
15 Nov - 16 Nov
The Iris Charleston
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a ceiling fan. There is a dining area with a table and chairs, and a large window providing natural light.

19. Cozy Couples Retreat | 10 Min to Beach & Downtown

Cozy Couples Retreat | 10 Min to Beach & Downtown
James Island
9.8 out of 10, Exceptional, (31 reviews)
"Great place! Location between Folly Beach and downtown makes it the ideal spot for a getaway!"
United States
Mike S.
Cozy Couples Retreat | 10 Min to Beach & Downtown
A living room with a round black table, a blue sofa, a wooden chair, and a bookshelf.

20. 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.
Fenced In Backyard! | The Fox Pond
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dewees Island Hotel Reviews

Harborside at Charleston Harbor Resort and Marina

Harborside at Charleston Harbor Resort and Marina

8/10 Good
"Just came back after staying at Charleston harbor and Marina resort. Beautiful location, great sunsets, fire pits on the property were amazing. Water taxi rides were great as well as shuttle buses to Downtown. Property is beautiful and staff is very helpful. The only negatives were very limited food options - we did not have a car so we were stuck with food from the bar or restaurant on the property ( both options were very expensive and just ok). Room was ok, but small and needed some repairs. Overall, I would recommend this property"
Alina 5-night trip
Posted 7 hours ago
Harborside at Charleston Harbor Resort and Marina

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.