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

Dewees Island Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Dewees Island vacation rentals

An aerial view of a coastal area with a beach, a bridge, and a hotel complex with multiple buildings and parking areas.

1. 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, (100 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
$260 nightly
The price is $289
Sep 15 - Sep 16
Total with taxes and fees
Oceanfront 1st Floor Condo, Unit 130!! Community Pool & Fishing Pier! Iin the Heart of IOP!
A dining area with a bottle of RUFFINO Pinot Grigio, two glasses, and lemons on a marble countertop.

2. 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, (65 reviews)
"We love staying here. The entire property is new and perfect for us."
United States
Sara T.
$260 nightly
The price is $289
Sep 13 - Sep 14
Total with taxes and fees
Comfort @ the Beach, Oceanfront Condo! Community Pool & 1000ft Fishing Pier! *Unit 124*
An aerial view of a coastal area with a beach, a bridge, and a hotel complex with multiple buildings and parking areas.

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, (64 reviews)
"We enjoyed our stay"
United States
Jaime B.
$279 nightly
The price is $311
Sep 21 - Sep 22
Total with taxes and fees
Oceanfront Condo Pool & Fishing Pier Access! In the Heart of IOP! *Unit 136*
A modern living room with a kitchen area, a dining table, and a sofa.

4. 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
$265 nightly
The price is $295
Sep 13 - Sep 14
Total with taxes and fees
Modern Oceanfront 3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access!
A modern living room with a sofa, a coffee table, a TV, and a view of the ocean through a sliding door.

5. Beautiful Newly Renovated Condo with Exceptional Views! *Unit 329*

Beautiful Newly Renovated Condo with Exceptional Views! *Unit 329*
Downtown Isle of Palms
9.4 out of 10, Exceptional, (20 reviews)
"Perfect size for one or two people. Location is great!"
United States
Lauren L.
$289 nightly
The price is $322
Sep 16 - Sep 17
Total with taxes and fees
Beautiful Newly Renovated Condo with Exceptional Views! *Unit 329*
A balcony with a table and chairs, overlooking a parking area with several cars and palm trees.

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, (48 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.
$346 nightly
The price is $394
Sep 29 - Sep 30
Total with taxes and fees
Oceanfront 1 BR Condo with Pier and Pool
An aerial view of a coastal area with a beach, a bridge, and a hotel complex with multiple buildings and parking areas.

7. 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, (85 reviews)
"Great place to stay. Everything was in great condition and clean. We love going to this property. So many things are in walking distance! Definitely recommend this place."
United States
nathaniel f.
$272 nightly
The price is $303
Sep 15 - Sep 16
Total with taxes and fees
Super Modern, Ocean Front Condo!! Community Pool & Pier! Heart of IOP! *Unit 212*
A modern kitchen with white cabinetry, a wooden island, and a ceiling fan.

8. 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, (23 reviews)
"We enjoyed our stay. "
United States
Kyle H.
$280 nightly
The price is $312
Sep 21 - Sep 22
Total with taxes and fees
Oceanfront 3rd Floor Condo, Modern Renovations, & Decor! Comm. Pool & 1000ft Pier! *Unit 322*
A wooden balcony with a table and chairs overlooking a beach and a parking area.

9. 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.
$281 nightly
The price is $314
Oct 6 - Oct 7
Total with taxes and fees
3rd Floor Oceanfront Condo!! Community Pool & 1000 ft Fishing Pier! *Unit 308, Bldg A*
A balcony with wicker furniture, a view of a parking lot, and palm trees.

10. 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, (24 reviews)
"Nice pier and ocean view, good communication prior to trip, easy check-in process, comfortable main bed"
United States
Missy H.
$381 nightly
The price is $435
Sep 28 - Sep 29
Total with taxes and fees
Oceanfront 1 BR Condo with Pier and Pool
An outdoor patio with wicker furniture, a brick building in the background, and string lights.

11. 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
$248 nightly
The price is $283
Sep 21 - Sep 22
Total with taxes and fees
Fire Tower
An aerial view of a coastal area with a beach, a bridge, and a hotel complex with multiple buildings and parking areas.

12. 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, (46 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.
$262 nightly
The price is $298
Sep 16 - Sep 17
Total with taxes and fees
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 117*
A modern kitchen with blue cabinets, a large island with stools, and a refrigerator.

13. 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, (88 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.
$276 nightly
The price is $312
Sep 16 - Sep 17
Total with taxes and fees
Modern House in Old Village. Walk to Dining & Coffee. Bikes, Ping Pong, Fire Pit
A dining area with a round table and chairs, a kitchen in the background, and a black door with windows.

14. Southern Comfort | Minutes to CHS | Grill!

Southern Comfort | Minutes to CHS | Grill!
Harborgate Shores
10.0 out of 10, Exceptional, (111 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.
$401 nightly
The price is $453
Sep 14 - Sep 15
Total with taxes and fees
Southern Comfort | Minutes to CHS | Grill!
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.

15. 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, (40 reviews)
"Great stay would recommend for sure"
United States
Michele B.
$257 nightly
The price is $286
Sep 23 - Sep 24
Total with taxes and fees
Oceanfront 1st Floor Condo!! Community Pool & Fishing Pier! In the Heart of IOP! *Unit 115*
A hot tub with a television mounted on a wooden wall, surrounded by a wooden deck and a garden with palm trees.

16. Luxury Townhouse near Downtown and Beaches with Hot Tub

Luxury Townhouse near Downtown and Beaches with Hot Tub
Mount Pleasant
9.6 out of 10, Exceptional, (14 reviews)
"Nice place snd convenient location. "
United States
Maryann R.
$270 nightly
The price is $305
Sep 16 - Sep 17
Total with taxes and fees
Luxury Townhouse near Downtown and Beaches with Hot Tub
A modern living room with a sofa, coffee table, and a view of the street.

17. The Iris Charleston

The Iris Charleston
3.0 star property
Downtown Charleston
9.8 out of 10, Exceptional, (174 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
$213 nightly
The price is $242
Sep 13 - Sep 14
Total with taxes and fees
The Iris Charleston
A modern living room with a grey sofa, a round mirror, and a view of the ocean through large sliding doors.

18. 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, (91 reviews)
"Great place to stay with kids!"
United States
Kaylyn H.
$267 nightly
The price is $298
Sep 16 - Sep 17
Total with taxes and fees
3rd Floor Condo w/Amazing Ocean View! Pool & Pier Access! *Unit 328*
An aerial view of a coastal area with a beach, a bridge, and a hotel complex with multiple buildings and parking areas.

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
9.0 out of 10, Wonderful, (39 reviews)
"Our room was exactly what we needed. "
United States
Lisa M.
$269 nightly
The price is $300
Sep 22 - Sep 23
Total with taxes and fees
Oceanfront 1st Floor Condo with Community Pool & Fishing Pier! In Heart of IOP! *Unit 114*
A balcony with wicker furniture, a ceiling fan, and a view of a parking lot and buildings.

20. Perfect Oceanfront Condo w/Stunning Ocean View! Community Pool, Fishing Pier!

Perfect Oceanfront Condo w/Stunning Ocean View! Community Pool, Fishing Pier!
Downtown Isle of Palms
9.4 out of 10, Exceptional, (38 reviews)
"Loved the location and accessibility to the beach and restaurants."
United States
Jennifer
$273 nightly
The price is $305
Sep 17 - Sep 18
Total with taxes and fees
Perfect Oceanfront Condo w/Stunning Ocean View! Community Pool, Fishing Pier!
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

The Ryder Hotel

The Ryder Hotel

8/10 Good
"X"
Stephanie 2-night trip
Posted less than an hour ago
The Ryder Hotel

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 $242 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.