Dewees Island holiday rentals

We found 1,508 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:4 Dec - 11 Dec

Poolside view of Sunset
Completely fenced backyard for your pets!
Living area
Living area
Exceptional
(201 reviews)

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

Isle of Palms

7% off
S$5,109
for 7 nights, 1 home
S$730 per night
includes taxes & fees
~HUGE TROPICAL POOL WITH NEW ROOFTOP DECK!! AMAZING VIEWS! Pet Friendly!!
Interior
Private kitchen
Interior
Exterior
Exceptional
(110 reviews)

Ocean Views ! A Luxurious Vacation Home to Remember !

Isle of Palms

8% off
S$10,266
for 7 nights, 1 home
S$1,467 per night
includes taxes & fees
Ocean Views ! A Luxurious Vacation Home to Remember !
Main Living Room | Beach Shelter | 3708 Palm Blvd | Isle of Palms, SC | IOP Escapes
Welcome to Beach Shelter | 3708 Palm Blvd | Isle of Palms, SC | IOP Escapes
Beachfront Pool Deck | Beach Shelter | 3708 Palm Blvd | Isle of Palms, SC | IOP Escapes
Chef Kitchen | Beach Shelter | 3708 Palm Blvd | Isle of Palms, SC | IOP Escapes
Exceptional
(13 reviews)

Luxury 6 Bedroom Oceanfront Home | Pool | Hot Tub

Isle of Palms

7% off
S$16,413
for 7 nights, 1 home
S$2,345 per night
includes taxes & fees
Luxury 6 Bedroom Oceanfront Home | Pool | Hot Tub
Dining room for 8 people
New screened in porch with smart TV
Living room with smart TV
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$10,057
for 7 nights, 1 home
S$1,437 per night
includes taxes & fees
Family Home w/ Private Pool & A two min. walk to the Beach. Lots of extras
Primary King Suite 2 All Decked Out | Isle of Palms, SC | IOP Escapes
Pool, All Decked Out | Isle of Palms, SC | IOP Escapes
Chef's kitchen All Decked Out | Isle of Palms, SC | IOP Escapes
Primary Ensuite Bath 2 All Decked Out | Isle of Palms, SC | IOP Escapes
Exceptional
(12 reviews)

5 BR Luxury Home with Pool & Hot Tub | Ocean Views

Isle of Palms

6% off
S$10,215
for 7 nights, 1 home
S$1,459 per night
includes taxes & fees
5 BR Luxury Home with Pool & Hot Tub | Ocean Views
Primary Suite
Dining into Kitchen
Basement - Den
Exterior
Exceptional
(42 reviews)

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

Isle of Palms

8% off
S$9,280
for 7 nights, 1 home
S$1,326 per night
includes taxes & fees
TREEHOUSE AT THE BEACH-NEW Pool-1 Block to Beach & 1 Block to Wild Dunes
Living room
Nautical Pelican Reach House
dining
dining looking towards living area
Exceptional
(151 reviews)

Lovely Wild Dunes home with golf cart and pool access - one block to the beach

Isle of Palms

7% off
S$4,050
for 7 nights, 1 home
S$579 per night
includes taxes & fees
Lovely Wild Dunes home with golf cart and pool access - one block to the beach
Dine in style with your closest friends and break out a board game after!
Eight barstools round out the dining experience so everyone has a seat.
Relax and take in the sea breeze from the ocean with your closest friends.
Beach
Exceptional
(17 reviews)

Steps to Beach, Heated Private Pool, Elevator, Game Room

Isle of Palms

11% off
S$12,218
for 7 nights, 1 home
S$1,745 per night
includes taxes & fees
Steps to Beach, Heated Private Pool, Elevator, Game Room
kitchen
Grand Pavilion Pools
front porch
Livingroom
Exceptional
(148 reviews)

Adorable Grand Pavilion House/w full Grand Pavilion pool access

Isle of Palms

7% off
S$4,050
for 7 nights, 1 home
S$579 per night
includes taxes & fees
Adorable Grand Pavilion House/w full Grand Pavilion pool access
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
Pet Friendly - WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Welcome to WhatUp Beach! 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

6% off
S$12,295
for 7 nights, 1 home
S$1,756 per night
includes taxes & fees
6 BR | 6.5 BA | Sleeps 12 | Dog-Friendly | Heated Plunge Pool | Walk to Beach
Front of House | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Open concept living 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
Welcome to Front Beach Fun | 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$8,768
for 7 nights, 1 home
S$1,253 per night
includes taxes & fees
6 Bedroom IOP Home w/ Community Pool Just Outside | Steps from Beach and Fun
Large Kitchen with walk out to Pool Deck
Welcome to IOP Life at 27 22nd Avenue
Open Kitchen with Seating for the Entire Group
Dining Table
Exceptional
(26 reviews)

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

Isle of Palms

6% off
S$10,316
for 7 nights, 1 home
S$1,474 per night
includes taxes & fees
6BR 6BA Isle of Palms Vacation Rental Pet Friendly, Luxury Coastal Retreat
Wild Dunes
bunkroom with private porch
dining and large open kitchen
dining room looking into living area
Exceptional
(55 reviews)

Pelican Reach Wild Dunes one block to the beach with pool access with golf cart

Isle of Palms

7% off
S$3,577
for 7 nights, 1 home
S$511 per night
includes taxes & fees
Pelican Reach Wild Dunes one block to the beach with pool access with golf cart
Master bedroom with sitting area and spacious bathroom. 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
1140 Ocean Blvd. welcomes guests with beautiful oceanfront views
Kitchen with stainless steel appliances and prep island. 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Open-concept living and dining area 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(104 reviews)

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

Isle of Palms

6% off
S$5,018
for 7 nights, 1 apartment
S$717 per night
includes taxes & fees
Beautiful Oceanfront 4BR Condo in the Heart of IOP with Pool.
Primary Suite | Crescent Moon, 301 Oceanview | Isle of Palms, SC | IOP Escapes Vacation Rentals
Reading Nook | Crescent Moon, 301 Oceanview | Isle of Palms, SC | IOP Escapes Vacation Rentals
Beachfront view | Crescent Moon, 301 Oceanview | Isle of Palms, SC | IOP Escapes Vacation Rentals
Community Pool | Crescent Moon, 301 Oceanview | Isle of Palms, SC | IOP Escapes Vacation Rentals
Exceptional
(203 reviews)

Largest 1BR/1BA in IOP | Pool | Pet Friendly

Isle of Palms

7% off
S$2,374
for 7 nights, 1 apartment
S$339 per night
includes taxes & fees
Largest 1BR/1BA in IOP | Pool | Pet Friendly
Dining table is ready for your family Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Welcome Home to 3904 Hartnett Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC  Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Family Room Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Primary Ensuite Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Exceptional
(12 reviews)

4 BR Beach House w/ Lush Backyard | Pet Friendly

Isle of Palms

6% off
S$4,757
for 7 nights, 1 home
S$680 per night
includes taxes & fees
4 BR Beach House w/ Lush Backyard | Pet Friendly
Balcony, Pool, & Ocean
Balcony & Ocean
Balcony, Palm Trees, & Ocean
Pool & Ocean
Exceptional
(78 reviews)

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

Isle of Palms

7% off
S$7,545
for 7 nights, 1 apartment
S$1,078 per night
includes taxes & fees
Spectacular Ocean Front Condo 1140 OB Blvd #108 4 BR / 3 BA IOP, SC, Sleeps 12+
Primary Suite | Southern Grace | 6 23rd Ave. | Isle of Palms, SC | IOP Escapes
Welcome to Southern Grace | 6 23rd Ave | Isle of Palms, SC | IOP Escapes
Elevated Private Pool & Hot Tub | Southern Grace | 6 23rd Ave. | Isle of Palms, SC | IOP Escapes
One Block from Beach Access | Southern Grace | 6 23rd Ave. | Isle of Palms, SC | IOP Escapes
Exceptional
(6 reviews)

6BR Pet Friendly | Elevated Heated Pool & Hot Tub | 2 Min. Walk to Beach Access

Isle of Palms

6% off
S$9,453
for 7 nights, 1 home
S$1,350 per night
includes taxes & fees
6BR Pet Friendly | Elevated Heated Pool & Hot Tub | 2 Min. Walk to Beach Access
Interior
Pool
Pool
Living area
Exceptional
(15 reviews)

4 BR IOP Beach Rental with Private Pool & Hot Tub

Isle of Palms

6% off
S$6,120
for 7 nights, 1 home
S$874 per night
includes taxes & fees
4 BR IOP Beach Rental with Private Pool & Hot Tub
Master Bathroom
Beach Please | 10 32nd Ave | Isle of Palms | SC | IOP Escapes
Kitchen
Master Bedroom
Exceptional
(14 reviews)

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

Isle of Palms

6% off
S$8,713
for 7 nights, 1 home
S$1,245 per night
includes taxes & fees
Luxury 5BR with pool | 2 minute walk to Beach | Beach Please
Dining room
Relax on the back porch.
Kitchen
Living area
Exceptional
(103 reviews)

Family Friendly House with Master BR on Ground Floor

Isle of Palms

7% off
S$2,869
for 7 nights, 1 home
S$410 per night
includes taxes & fees
Family Friendly House with Master BR on Ground Floor
Living area
Walkway with lights
Living area
Living area
Exceptional
(106 reviews)

"Cottage by the Sea"

Isle of Palms

7% off
S$2,866
for 7 nights, 1 home
S$409 per night
includes taxes & fees
"Cottage by the Sea"
Kitchen | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Oceanview pool | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Living room | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Bedroom 1: Primary king suite | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(210 reviews)

3BR Oceanfront Condo; Heart of IOP

Isle of Palms

6% off
S$4,016
for 7 nights, 1 apartment
S$574 per night
includes taxes & fees
3BR Oceanfront Condo; Heart of IOP
Spacious open living room
Beautiful Oceanfront views from this 3rd floor/top level unit.
Beautiful Oceanfront views from this 3rd floor/top level unit.
Spacious open living room
Exceptional
(145 reviews)

Oceanfront Condo. Top Floor Unit. Walking Distance to Everything.

Isle of Palms

7% off
S$5,895
for 7 nights, 1 apartment
S$842 per night
includes taxes & fees
Oceanfront Condo. Top Floor Unit. Walking Distance to Everything.
  • 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)
  • Snee Farm Country Club (6.3 mi / 10.2 km)
  • Patriots Point Links (11.5 mi / 18.5 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)
  • Goat Island (6.4 mi / 10.3 km)
  • Sullivan's Island Beach (9.5 mi / 15.2 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.