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Callawassie Island Holiday Rentals

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Our top choices for Callawassie Island holiday rentals

1. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
The price is AU$313
includes taxes & fees
30 Nov - 1 Dec
Marriott's SurfWatch

2. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is AU$2,711
includes taxes & fees
15 Nov - 16 Nov
Montage Palmetto Bluff Residences

3. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is AU$209
includes taxes & fees
14 Dec - 15 Dec
Marriott's Heritage Club

4. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

5. Steps to Beach-hilton Head Condo-pet Friendly

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Great stay overall. The place was clean, comfortable, and quiet, and everything worked like it should. Good location and easy to get in and out. Would happily stay here again."
United States
Robert
Steps to Beach-hilton Head Condo-pet Friendly

6. Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
8.8 out of 10, Excellent, (6 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
The price is AU$438
includes taxes & fees
15 Nov - 16 Nov
Oceanfront Hilton Head Island Condo w/ Pool!

7. Hilton Head 2BR Townhouse Walk to Shops & Dining

Hilton Head 2BR Townhouse Walk to Shops & Dining
2.0 star property
Mid Island
The price is AU$469
includes taxes & fees
9 Dec - 10 Dec
Hilton Head 2BR Townhouse Walk to Shops & Dining

8. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (254 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is AU$338
includes taxes & fees
9 Dec - 10 Dec
Marriott's Barony Beach Club

9. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (133 reviews)
"After a booking mixup on what Expedia had listed & what the property details were.. we were happily surprised that the staff & GM made an exception for our reservation. Everyone was very helpful, room was great, clean, great outdoor spaces & easy beach access."
United States
Cory
The price is AU$342
includes taxes & fees
20 Nov - 21 Nov
Marriott's Monarch at Sea Pines

10. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (159 reviews)
"It was a very nice vacation club. They had activities planned throughout the day that you could attend if you’d like. My kids really enjoyed themselves."
United States
Gary T
The price is AU$140
includes taxes & fees
30 Nov - 1 Dec
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

11. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is AU$182
includes taxes & fees
13 Dec - 14 Dec
Marriott's Harbour Club

12. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (180 reviews)
"The property and room was very good. Marriott Service polite and friendly."
United States
Robert Alan
The price is AU$347
includes taxes & fees
30 Nov - 1 Dec
Marriott's Grande Ocean

13. Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
4.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
"Felt like home. Very comfortable. Great views. Short walk to beach. Everything we needed was supplied. Large shopping center right across the street with grocery store, and restaurants and shops of all kinds."
United States
Ron
Oceanfront Breakers 137 Condo w/ Sunrise Views!

14. Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
The price is AU$555
includes taxes & fees
15 Nov - 16 Nov
Serene Hilton Head Island Condo w/ Community Pool!
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 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$140 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. 

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