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. Fire Tower

Fire Tower
3.0 star property
Downtown Charleston
9.6 out of 10, Exceptional, (23 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
$242 nightly
The price is $276
Nov 16 - Nov 17
Total with taxes and fees
Fire Tower

2. 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, (93 reviews)
"Everything was great. The hosts were friendly and helpful !"
United States
Richard F R.
$274 nightly
The price is $310
Nov 24 - Nov 25
Total with taxes and fees
Modern House in Old Village. Walk to Dining & Coffee. Bikes, Ping Pong, Fire Pit

3. Heirloom Spring

Heirloom Spring
3.5 star property
Downtown Charleston
$257 nightly
The price is $293
Nov 18 - Nov 19
Total with taxes and fees
Heirloom Spring

4. 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, (39 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.
$329 nightly
The price is $375
Nov 2 - Nov 3
Total with taxes and fees
Oceanfront 1 BR Condo with Pier and Pool

5. 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.
$334 nightly
The price is $381
Nov 17 - Nov 18
Total with taxes and fees
Oceanfront 1 BR Condo with Pier and Pool

6. 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)
"Great location! Short walk to the beach, restaurants, and shops."
United States
Shonya S.
$329 nightly
The price is $375
Nov 2 - Nov 3
Total with taxes and fees
Oceanfront 1 BR Condo with Pier and Pool

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.
$265 nightly
The price is $294
Nov 9 - Nov 10
Total with taxes and fees
Oceanfront 3rd Floor Condo w/ Spectacular Views! Pool & Pier Access! *Unit 316*

8. 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.
$269 nightly
The price is $305
Nov 9 - Nov 10
Total with taxes and fees
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 117*

9. 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.
$311 nightly
The price is $355
Nov 16 - Nov 17
Total with taxes and fees
Discover Charleston @seacabin226b - Isle of Palms, Oceanfront Condo

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, (44 reviews)
"We loved being so close to the beach. Check in and check out was super easy."
United States
Mandy L.
$264 nightly
The price is $293
Nov 9 - Nov 10
Total with taxes and fees
3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*

11. 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.
$296 nightly
The price is $337
Nov 30 - Dec 1
Total with taxes and fees
Beach Vibes #204 Beautiful 1 Bed + Sleeper, Pool

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, (277 reviews)
"Very clean and great location. We love staying at The Sea Cabins."
United States
Sharon L.
$301 nightly
The price is $343
Nov 8 - Nov 9
Total with taxes and fees
Oceanfront, One-Bedroom & Balcony, 50" Flat TV, See Weekday - Low, Low Rates!

13. 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.
$275 nightly
The price is $306
Nov 9 - Nov 10
Total with taxes and fees
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 115*

14. 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.
$273 nightly
The price is $304
Nov 30 - Dec 1
Total with taxes and fees
3rd Floor Condo w/Amazing Ocean Views! Pool & Pier Access! In Heart of IOP! *Unit 321*

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.
$176 nightly
The price is $198
Nov 2 - Nov 3
Total with taxes and fees
James Island Airstream- Between Downtown & Folly Beach. Creekside Glamping!

16. 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)
"Awesome view!"
United States
Lee Anne F.
$270 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
Great Oceanfront 2nd Floor Condo!! Community Pool! End Unit on the Beach w/the Best View!

17. 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)
"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.
$273 nightly
The price is $304
Nov 9 - Nov 10
Total with taxes and fees
Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!

18. 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)
"Pet friendly "
United States
Brendan T.
$268 nightly
The price is $306
Nov 11 - Nov 12
Total with taxes and fees
Two-Eleven Studio, 4 Min to Your Toes in the Sand

19. 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.
$340 nightly
The price is $384
Nov 2 - Nov 3
Total with taxes and fees
Fenced In Backyard! | The Fox Pond

20. 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, (38 reviews)
"Great location, clean and enjoyable stay!"
United States
Angela D.
$327 nightly
The price is $372
Nov 12 - Nov 13
Total with taxes and fees
Sullivan’s Beach Getaway on Island's Main St
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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Dewees Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $229 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.