A sunset over a lake with a dock and distant trees silhouetted against the sky.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Callawassie Island cottages

A two-story house with a covered porch, a garage, and a staircase leading to the upper level.

1. Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (29 reviews)
"Great location!"
United States
T C.
The price is ￥21,801
￥56,912 total
includes taxes & fees
Sep 20 - Sep 21
Old Town + Walk to restaurant + EV Charger
A porch with a blue and white patterned rug, a wicker sofa with blue cushions, two wooden tables, and a wooden shelf with various items.

2. Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!
Daufuskie Island
9.4 out of 10, Exceptional, (19 reviews)
"Our stay was wonderful! Would for sure stay again :)"
United States
Angie B.
The price is ￥31,414
￥61,177 total
includes taxes & fees
Sep 19 - Sep 20
Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!
A wooden pier extending into calm waters with several fishing boats docked at the end.

3. 3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL
Historic District
9.8 out of 10, Exceptional, (104 reviews)
"Enjoyed our stay. Cute and comfortable. Wish we were able to take better advantage of the big back yard. A pleasant walk to the downtown area."
United States
Richard S.
The price is ￥25,596
￥58,519 total
includes taxes & fees
Oct 5 - Oct 6
3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL
A two-story house with a white picket fence, a covered porch, and a staircase leading to the upper floor.

4. New Cottage: 4th row & fully fenced back yard!

New Cottage: 4th row & fully fenced back yard!
Mid Island
9.6 out of 10, Exceptional, (22 reviews)
"The property provided everything we needed. Very convenient to the beach."
United States
Gary K.
The price is ￥25,942
￥70,530 total
includes taxes & fees
Sep 28 - Sep 29
New Cottage: 4th row & fully fenced back yard!
A wooden porch with a bench, a door with a wreath, and a view of a tree-lined street.

5. Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive
Beaufort
10.0 out of 10, Exceptional, (15 reviews)
"Great location close to downtown newly renovated home with everything we could ask for. Would definitely book again on our next trip"
United States
adam s.
The price is ￥47,665
￥78,562 total
includes taxes & fees
Sep 20 - Sep 21
Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive
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

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"Onsite restaurants providing in house dining.Great access to all HHI activities."
E.C. 3-night trip
Posted 3 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island

Find out more about Callawassie Island

Callawassie Island Cottages information

Number of reviews
189
Accommodation
45 Cottages
Lowest Price
￥56,912
Highest Price
￥78,562

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