Dewees Island holiday rentals

We found 1,522 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Dewees Island that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Dewees Island

Showing deals for:13 Nov - 20 Nov

Big sectional to lounge and watch your favorite Netflix movies!
Pool
Exterior detail
Terrace/patio
Exceptional
(75 reviews)

Amazing Beach House! Steps to Ocean, Private Pool, Jacuzzi, 6 Bdrms, Great Views

Isle of Palms

8% off
S$14,128
for 7 nights, 1 home
S$2,018 per night
includes taxes & fees
Amazing Beach House! Steps to Ocean, Private Pool, Jacuzzi, 6 Bdrms, Great Views
Poolside view of Sunset
Completely fenced backyard for your pets!
Dining
Living area
Exceptional
(200 reviews)

~HUGE TROPICAL POOL WITH NEW ROOFTOP DECK!! AMAZING VIEWS! Pet Friendly!!

Isle of Palms

7% off
S$5,662
for 7 nights, 1 home
S$809 per night
includes taxes & fees
~HUGE TROPICAL POOL WITH NEW ROOFTOP DECK!! AMAZING VIEWS! Pet Friendly!!
Dining room for 8 people
New screened in porch with smart TV
Front view
Back view
Exceptional
(121 reviews)

Family Home w/ Private Pool & A two min. walk to the Beach. Lots of extras

Isle of Palms

7% off
S$10,031
for 7 nights, 1 home
S$1,433 per night
includes taxes & fees
Family Home w/ Private Pool & A two min. walk to the Beach. Lots of extras
Exterior
Private kitchen
Interior
Interior
Exceptional
(110 reviews)

Ocean Views ! A Luxurious Vacation Home to Remember !

Isle of Palms

8% off
S$10,230
for 7 nights, 1 home
S$1,461 per night
includes taxes & fees
Ocean Views ! A Luxurious Vacation Home to Remember !
Exterior detail
Private kitchen
Pool
Interior
Exceptional
(7 reviews)

Luxury Isle of Palms Home Steps to Beach with Pool

Isle of Palms

5% off
S$5,417
for 7 nights, 1 villa
S$774 per night
includes taxes & fees
Luxury Isle of Palms Home Steps to Beach with Pool
Kitchen
Dining into Kitchen
Exterior
Primary Suite
Exceptional
(40 reviews)

TREEHOUSE AT THE BEACH-NEW Pool-1 Block to Beach & 1 Block to Wild Dunes

Isle of Palms

8% off
S$9,649
for 7 nights, 1 home
S$1,378 per night
includes taxes & fees
TREEHOUSE AT THE BEACH-NEW Pool-1 Block to Beach & 1 Block to Wild Dunes
Livingroom
Grand Pavilion Pools
kitchen
front of house  - 3 minute walk to beach
Exceptional
(147 reviews)

Adorable Grand Pavilion House/w full Grand Pavilion pool access

Isle of Palms

7% off
S$4,038
for 7 nights, 1 home
S$577 per night
includes taxes & fees
Adorable Grand Pavilion House/w full Grand Pavilion pool access
WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Kitchen - WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Open Living Room WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Kitchen - WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Exceptional
(11 reviews)

6 BR | 6.5 BA | Sleeps 12 | Dog-Friendly | Heated Plunge Pool | Walk to Beach

Isle of Palms

7% off
S$12,593
for 7 nights, 1 home
S$1,799 per night
includes taxes & fees
6 BR | 6.5 BA | Sleeps 12 | Dog-Friendly | Heated Plunge Pool | Walk to Beach
Large Open Pool Deck
Large Kitchen with walk out to Pool Deck
Aerial View of IOP Life
Welcome to IOP Life at 27 22nd Avenue
Exceptional
(26 reviews)

6BR 6BA Isle of Palms Vacation Rental Pet Friendly, Luxury Coastal Retreat

Isle of Palms

7% off
S$12,368
for 7 nights, 1 home
S$1,767 per night
includes taxes & fees
6BR 6BA Isle of Palms Vacation Rental Pet Friendly, Luxury Coastal Retreat
Kitchen | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Aerial View of Home | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Dining and Kitchen | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Primary King Bedroom 1 | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Exceptional
(11 reviews)

6 Bedroom IOP Home w/ Community Pool Just Outside | Steps from Beach and Fun

Isle of Palms

6% off
S$9,274
for 7 nights, 1 home
S$1,325 per night
includes taxes & fees
6 Bedroom IOP Home w/ Community Pool Just Outside | Steps from Beach and Fun
An oceanfront patio for morning coffee 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
1140 Ocean Blvd. welcomes guests with beautiful oceanfront views
A private boardwalk to the beach
Open-concept living and dining area 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(103 reviews)

Beautiful Oceanfront 4BR Condo in the Heart of IOP with Pool.

Isle of Palms

6% off
S$5,574
for 7 nights, 1 apartment
S$796 per night
includes taxes & fees
Beautiful Oceanfront 4BR Condo in the Heart of IOP with Pool.
Dining Room
Front Entry
Shared Pool (On Adjacent Property)
Front Entry
Wonderful
(175 reviews)

Dog-friendly Cottage! 3/30 night stays year-round! 7 Night/Monthly Discounts!

Isle of Palms

8% off
S$2,508
for 7 nights, 1 cottage
S$358 per night
includes taxes & fees
Dog-friendly Cottage! 3/30 night stays year-round! 7 Night/Monthly Discounts!
Beach Please | 10 32nd Ave | Isle of Palms | SC | IOP Escapes
Kitchen
Dining
Interior
Exceptional
(13 reviews)

Luxury 5BR with pool | 2 minute walk to Beach | Beach Please

Isle of Palms

6% off
S$8,874
for 7 nights, 1 home
S$1,268 per night
includes taxes & fees
Luxury 5BR with pool | 2 minute walk to Beach | Beach Please
Bedroom 1: Primary king suite | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Beachfront Balcony | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Kitchen | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Oceanview | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(207 reviews)

3BR Oceanfront Condo; Heart of IOP

Isle of Palms

7% off
S$4,611
for 7 nights, 1 apartment
S$659 per night
includes taxes & fees
3BR Oceanfront Condo; Heart of IOP
Kitchen Island, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Kitchen Island, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Dining Room, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Aerial View of Isle of Palms, SC | IOP Escapes
Exceptional
(10 reviews)

3 BR 2.5 BA House | Pool | 3 Min Walk To The Beach | Chef's Kitchen

Isle of Palms

6% off
S$4,469
for 7 nights, 1 home
S$638 per night
includes taxes & fees
3 BR 2.5 BA House | Pool | 3 Min Walk To The Beach | Chef's Kitchen
Interior
Walkway with lights
Living area
Living area
Exceptional
(105 reviews)

"Cottage by the Sea"

Isle of Palms

7% off
S$2,886
for 7 nights, 1 home
S$412 per night
includes taxes & fees
"Cottage by the Sea"
Back porch views of the ocean | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Oceanview | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Marina | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Beach Gate | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(85 reviews)

Pet Friendly | 3BR First Floor Oceanfront Condo | Heart of IOP

Isle of Palms

7% off
S$4,746
for 7 nights, 1 apartment
S$678 per night
includes taxes & fees
Pet Friendly | 3BR First Floor Oceanfront Condo | Heart of IOP
Owners Bedroom
Balcony & Ocean
Balcony, Pool, & Ocean
1140 Ocean Blvd Complex & Ocean
Exceptional
(77 reviews)

Spectacular Ocean Front Condo 1140 OB Blvd #108 4 BR / 3 BA IOP, SC, Sleeps 12+

Isle of Palms

7% off
S$7,733
for 7 nights, 1 apartment
S$1,105 per night
includes taxes & fees
Spectacular Ocean Front Condo 1140 OB Blvd #108 4 BR / 3 BA IOP, SC, Sleeps 12+
Dining Room, 3 Edgewater Alley, Wild Dunes, Isle of Palms, SC | IOP Escapes
Dining Room, 3 Edgewater Alley, Wild Dunes, Isle of Palms, SC | IOP Escapes
Aerial View of Isle of Palms, SC | IOP Escapes
Aerial View of Isle of Palms, SC | IOP Escapes
Exceptional
(19 reviews)

3 BR Beach Cottage | 2 Minute Walk To The Beach

Isle of Palms

5% off
S$3,357
for 7 nights, 1 home
S$480 per night
includes taxes & fees
3 BR Beach Cottage | 2 Minute Walk To The Beach
Dining room
Relax on the back porch.
Living area
Wet bar and Smart tv with Roku in living room
Exceptional
(102 reviews)

Family Friendly House with Master BR on Ground Floor

Isle of Palms

7% off
S$2,831
for 7 nights, 1 home
S$404 per night
includes taxes & fees
Family Friendly House with Master BR on Ground Floor
Breakfast bar with seating for four
Spacious living room with plenty of seating, cable TV with netflix
Exterior
Enjoy the views from the master bedroom balcony
Exceptional
(101 reviews)

Palmetto Perch - Fully Stocked Wild Dunes Condo with Pool, Close to Beach

Isle of Palms

11% off
S$2,923
for 7 nights, 1 apartment
S$418 per night
includes taxes & fees
Palmetto Perch - Fully Stocked Wild Dunes Condo with Pool, Close to Beach
Community pool | Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes
Welcome to Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes
Sea cabins from the ocean | Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes
Entrance to Sea Cabins | Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes
Exceptional
(13 reviews)

Oceanfront 2nd Floor Luxury Condo - Community Pool & Fishing Pier!

Isle of Palms

6% off
S$2,476
for 7 nights, 1 home
S$354 per night
includes taxes & fees
Oceanfront 2nd Floor Luxury Condo - Community Pool & Fishing Pier!
Aerial View of Tidewater in Wild Dunes, Isle of Palms, SC | IOP Escapes
Screened in porch at Tidewater 201H, Isle of Palms, SC | IOP Escapes
Aerial View of Tidewater in Wild Dunes, Isle of Palms, SC | IOP Escapes
Bar Top Seating at Tidewater 201H, Isle of Palms, SC | IOP Escapes
Wonderful
(11 reviews)

Oceanfront Condo with Pool | 2 BR 2 BA | Ocean views

Isle of Palms

6% off
S$3,199
for 7 nights, 1 apartment
S$457 per night
includes taxes & fees
Oceanfront Condo with Pool | 2 BR 2 BA | Ocean views
Front Beach IOP | Palms Postcard | 1006 Ocean Blvd, Dunescape 103, Isle of Palms, SC | IOP Escapes
Living Room view of beach | Palms Postcard | 1006 Ocean Blvd, Dunescape 103, Isle of Palms, SC | IOP Escapes
Dining | Palms Postcard | 1006 Ocean Blvd, Dunescape 103, Isle of Palms, SC | IOP Escapes
Exterior Dunescape Isle of Palms, SC | IOP Escapes
Exceptional
(10 reviews)

FIrst Floor End Unit 3 BR Oceanfront Condo w/ Pool | Isle of Palms Beach Rental

Isle of Palms

6% off
S$5,931
for 7 nights, 1 apartment
S$847 per night
includes taxes & fees
FIrst Floor End Unit 3 BR Oceanfront Condo w/ Pool | Isle of Palms Beach Rental
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Dewees Island getaway

Learn about the unique charm of Dewees Island with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Dewees Island

Are you looking for top things to see and do during your stay? Venture out of your holiday home and check out everything that Dewees Island has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wild Dunes Resort Golf Course (2.4 mi / 3.9 km)
  • Dunes West Golf and River Club (6.6 mi / 10.6 km)
  • South Carolina Aquarium (12.9 mi / 20.8 km)
  • Charleston National Golf Club (3.4 mi / 5.5 km)
  • Patriots Point Links (11.5 mi / 18.5 km)
  • Snee Farm Country Club (6.3 mi / 10.2 km)

Exploring the natural landscape of Dewees Island

Whether you're an adventurous traveller or just want to appreciate the scenery, Dewees Island is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Dewees Island Beach (1.2 mi / 2 km)
  • Front Beach (4.3 mi / 6.9 km)
  • Isle of Palms Beach (4.7 mi / 7.6 km)
  • Isle of Palms County Park (5.9 mi / 9.5 km)
  • Sullivan's Island Beach (9.5 mi / 15.2 km)
  • Shem Creek Park (10.4 mi / 16.8 km)

Transport to and around Dewees Island

Fly into Charleston, SC (CHS-Charleston Intl.), the closest airport, located 18.9 mi (30.4 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday rental in Dewees Island?
The average price for a holiday home in Dewees Island is based on a number of factors, including property type, length of stay and season. Whether you're dreaming about a sprawling villa with space for extended family or a cosy condo for you and your other half, just enter your travel dates to see stays with terrific value.
How much does it cost to rent a beach house in Dewees Island?
Prices for beach houses in Dewees Island differ depending on the style and size of the property and when you're travelling. Simply enter your dates of travel into Vrbo and the number of guests to see your options and prices. From there you can use our filter tool to narrow your search results by amenities, nearby activities, ratings and more.
What are the top attractions for families in Dewees Island?
Keep your kids occupied at these awesome family-friendly attractions in Dewees Island:
  • Front Beach
  • Charleston Fishfinder Charters
  • Dewees Island Beach
How old do you have to be to rent a holiday rental in Dewees Island?
You'll need to check with the Dewees Island holiday home you're considering on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Dewees Island for?
It really depends on the Dewees Island property. To view a list of options offering extended stays, simply type your dates and number of people into the Vrbo search page. You can enjoy having the whole place to yourself, along with comforts such as air conditioning, a kitchen and a backyard where the kids can run and play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.