Callawassie Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Callawassie Island

Beach Getaway 2BR w/ Pool + Modern Comforts

2.0 star property
Mid Island
8.0 out of 10, Very good, (2)
"Good place "
Mexico
Misael
The price is AU$478
includes taxes & fees
25 Nov - 26 Nov
Beach Getaway 2BR w/ Pool + Modern Comforts

Marriott's Barony Beach Club

3.5 star property
Mid Island
9.6 out of 10, Exceptional, (239)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is AU$310
includes taxes & fees
30 Nov - 1 Dec
Marriott's Barony Beach Club

Marriott's Harbour Club

3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (60)
"Villa provided a perfect accommodation for adult children with parents- full kitchen was stocked with everything you need. Most kitchen items looked brand new! So close to Harbour Town shops and restaurants! It’s very quiet and the property is laid out to make even the balcony private! "
United States
Suzanna
The price is AU$268
includes taxes & fees
30 Nov - 1 Dec
Marriott's Harbour Club

Players Club Resort

4.0 star property
South End
8.0 out of 10, Very good, (10)
"I stayed for 1 night an checked out the following morning an the property refused to refund me back my money for the night the unused night that I didn’t stay."
United States
Olivia
The price is AU$251
includes taxes & fees
5 Dec - 6 Dec
Players Club Resort

Disney's Hilton Head Island Resort

3.5 star property
Mid Island
9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

Montage Palmetto Bluff Residences

5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
The price is AU$2,557
includes taxes & fees
15 Dec - 16 Dec
Montage Palmetto Bluff Residences

Spacious 3BR Hilton Head Getaway + Pool Access

2.0 star property
Mid Island
The price is AU$608
includes taxes & fees
25 Nov - 26 Nov
Spacious 3BR Hilton Head Getaway + Pool Access

Marriott's Grande Ocean

3.5 star property
South End
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is AU$369
includes taxes & fees
30 Nov - 1 Dec
Marriott's Grande Ocean

Marriott's Heritage Club

3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67)
"We liked that property is so close to the Marina and harbor town light house"
United States
Charles
The price is AU$268
includes taxes & fees
30 Nov - 1 Dec
Marriott's Heritage Club

Marriott's Monarch at Sea Pines

3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (129)
"Great stay "
United States
Ashalon
The price is AU$335
includes taxes & fees
30 Nov - 1 Dec
Marriott's Monarch at Sea Pines

Central Hilton Head Retreat 2BR Near Beaches

2.0 star property
Mid Island
The price is AU$443
includes taxes & fees
23 Nov - 24 Nov
Central Hilton Head Retreat 2BR Near Beaches

Hilton Head 2BR Townhouse Walk to Shops & Dining

2.0 star property
Mid Island
The price is AU$498
includes taxes & fees
14 Dec - 15 Dec
Hilton Head 2BR Townhouse Walk to Shops & Dining

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

2.0 star property
Mid Island
The price is AU$480
includes taxes & fees
25 Nov - 26 Nov
Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Stylish 2BR Townhome Near Bradley Beach + Pool

2.0 star property
Mid Island
The price is AU$478
includes taxes & fees
25 Nov - 26 Nov
Stylish 2BR Townhome Near Bradley Beach + Pool

Bright 2BR Townhome Pool & Beach Minutes Away

2.0 star property
Mid Island
The price is AU$480
includes taxes & fees
25 Nov - 26 Nov
Bright 2BR Townhome Pool & Beach Minutes Away

Hilton Head 3BR Retreat Pool, Dining & Shops

2.0 star property
Mid Island
The price is AU$608
includes taxes & fees
3 Dec - 4 Dec
Hilton Head 3BR Retreat Pool, Dining & Shops

Cozy 2BR Hilton Head Townhome w/ Pool Access

2.0 star property
Mid Island
2.0 out of 10, (1)
"The place smelled really bad like cigarettes. Go into the bathroom and it smelled like sewage. Rugs were filthy black dirt on our feet. Queen size bed right in the living room behind the tv."
United States
Ava
The price is AU$469
includes taxes & fees
23 Nov - 24 Nov
Cozy 2BR Hilton Head Townhome w/ Pool Access
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Callawassie Island Hotel Reviews

Find out more about Callawassie Island

Everything you need to know about Callawassie Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Callawassie Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Callawassie Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Callawassie Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Callawassie Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Callawassie Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Callawassie Island holiday rentals we have selected for you start as low as AU$251 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Callawassie Island rentals

At Expedia, we put the best Callawassie Island holiday 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 Callawassie 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 Callawassie Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Callawassie 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.