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

Callawassie Island Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Callawassie Island holiday rentals

A hotel room with a balcony, a dining area, and a seating area with a view of the ocean.

1. 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 HK$1,365
HK$1,502 total
includes taxes & fees
20 Nov - 21 Nov
Marriott's Monarch at Sea Pines
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

2. 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 HK$1,122
HK$1,234 total
includes taxes & fees
7 Nov - 8 Nov
Marriott's Harbour Club
A spacious living room with a gray sofa, ottoman, and patterned rug. A ceiling fan and an air conditioning unit are visible.

3. Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (100 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
The price is HK$883
HK$2,179 total
includes taxes & fees
2 Nov - 3 Nov
Carriage House within 5 minute walk of Old Town Bluffton
A modern kitchen with a built-in refrigerator, microwave, and coffee maker. There is a dining area with a wooden table and chairs, and a living room with a sofa and a window with curtains.

4. C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.8 out of 10, Exceptional, (12 reviews)
"Extremely clean and very well kept. Perfect for what we were looking for. Price was very affordable, awesome stay!!!"
United States
Maggie M.
The price is HK$988
HK$1,812 total
includes taxes & fees
31 Oct - 1 Nov
C & N Lodging, Bluffton, SC
A lake with a dock, surrounded by lush greenery and a clear sky.

5. Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
9.0 out of 10, Wonderful, (17 reviews)
"It’s an adorable little apartment. It was perfect for our overnight stay."
United States
Julia T.
The price is HK$1,286
HK$2,011 total
includes taxes & fees
2 Nov - 3 Nov
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
A modern kitchen with white cabinets, a large island with stools, a built-in oven, and a microwave.

6. Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
10.0 out of 10, Exceptional, (31 reviews)
"Great location!"
United States
T C.
The price is HK$1,051
HK$2,870 total
includes taxes & fees
3 Nov - 4 Nov
Old Town + Walk to restaurant + EV Charger
A colonial-style house with a brick chimney, surrounded by azaleas and large trees with Spanish moss.

7. Old Town Bluffton Cottage | Pet-Friendly, Big Yard

Old Town Bluffton Cottage | Pet-Friendly, Big Yard
Old Town Bluffton
9.4 out of 10, Exceptional, (148 reviews)
"This is a perfect little long weekend get away retreat! Very clean, close to everything walking distance to shops restaurants the river and parks. The bed was extremely comfortable. We were in town for a family reunion and had family that were staying close by it was the perfect spot to gather a visit. We will definitely book again next year for the union."
United States
Eric
The price is HK$1,059
HK$2,573 total
includes taxes & fees
1 Nov - 2 Nov
Old Town Bluffton Cottage | Pet-Friendly, Big Yard
A modern living room with a fireplace, a ceiling fan, and a large window with curtains.

8. GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (42 reviews)
"House is beautiful, clean and very comfortable. Location is great - close to restaurants and stores. Really enjoyed our stay and will recommend it to family and friends."
United States
Steven F.
The price is HK$1,455
HK$3,465 total
includes taxes & fees
1 Nov - 2 Nov
GOLF CART! Remodeled home near Old Town, Xbox!
A staircase with white railings and wooden steps leading to a landing.

9. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (126 reviews)
"Amazing place and host will for sure stay again"
United States
Jeffery A.
The price is HK$1,589
HK$3,482 total
includes taxes & fees
31 Oct - 1 Nov
The Bluffton Farmhouse
A modern living room with a wooden ceiling, a TV, a sofa, a coffee table, and a dining area with bar stools.

10. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (99 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is HK$1,226
HK$3,537 total
includes taxes & fees
2 Nov - 3 Nov
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A covered outdoor area with a pool, lounge chairs, and a sofa.

11. 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 HK$1,545
HK$1,700 total
includes taxes & fees
29 Nov - 30 Nov
Marriott's SurfWatch
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

12. 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 HK$1,122
HK$1,234 total
includes taxes & fees
5 Nov - 6 Nov
Marriott's Heritage Club
A modern kitchen with a dining area, wooden floors, and a ceiling fan.

13. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (50 reviews)
"Super great location easy to walk everywhere. Easy to check in and out and adorable cottage."
United States
angela d.
The price is HK$1,765
HK$3,003 total
includes taxes & fees
12 Nov - 13 Nov
Low Country Living In Old Town Bluffton
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

14. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
Mid Island
9.6 out of 10, Exceptional, (120 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
The price is HK$353
HK$2,580 total
includes taxes & fees
30 Oct - 31 Oct
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
A wooden deck with a glass table and chairs, overlooking a lake with trees and a distant building.

15. The Drift at Port Royal on Battery Creek

The Drift at Port Royal on Battery Creek
Beaufort
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay and plan to rent from you again."
United States
Anita M.
The price is HK$745
HK$1,605 total
includes taxes & fees
30 Oct - 31 Oct
The Drift at Port Royal on Battery Creek
A view from a room with a large window overlooking a lake, surrounded by trees and a patio area with chairs and a table.

16. Parris Island 3 min away- Sleeps 6

Parris Island 3 min away- Sleeps 6
Beaufort
10.0 out of 10, Exceptional, (45 reviews)
"Everything is description was spot on! The waterfront view was amazing! We loved the baby crabs that would even come right up to patio!! We would absolutely stay again!"
United States
Lindsay W.
The price is HK$1,326
HK$3,227 total
includes taxes & fees
1 Nov - 2 Nov
Parris Island 3 min away- Sleeps 6
A swimming pool with multiple lanes and lounge chairs, surrounded by a fenced area and buildings in the background.

17. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
Mid Island
10.0 out of 10, Exceptional, (155 reviews)
"Cozy condo that was perfect for our stay."
United States
Shawn K.
The price is HK$621
HK$1,943 total
includes taxes & fees
30 Oct - 31 Oct
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A covered patio with two chairs and a table, overlooking a lake with a fence in the background.

18. Charming Coastal Casa on Beaufort's Battery Creek

Charming Coastal Casa on Beaufort's Battery Creek
Beaufort
9.8 out of 10, Exceptional, (53 reviews)
"The view was worth it, peaceful"
United States
Amanda
The price is HK$745
HK$1,605 total
includes taxes & fees
1 Nov - 2 Nov
Charming Coastal Casa on Beaufort's Battery Creek
A modern kitchen with white cabinetry, a wooden island with stools, a stone fireplace, and a view of the ocean through large windows.

19. Gorgeous Waterfront Battery Creek Retreat

Gorgeous Waterfront Battery Creek Retreat
Beaufort
9.8 out of 10, Exceptional, (128 reviews)
"Loved the views. Would definitely rent again."
United States
Thomas F.
The price is HK$847
HK$1,734 total
includes taxes & fees
10 Nov - 11 Nov
Gorgeous Waterfront Battery Creek Retreat
A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

20. 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
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

Best Western Plus Bluffton / Hilton Head Hotel

Best Western Plus Bluffton / Hilton Head Hotel

10/10 Excellent
"Great value!"
thomas 2-night trip
Posted 1 hour ago
Best Western Plus Bluffton / Hilton Head Hotel

Find out more about Callawassie Island

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