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

Holiday Homes in Callawassie Island

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Callawassie Island holiday homes

A beach with a wooden fence, sand, and grass.

1. 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 NZ$812
includes taxes & fees
9 Nov - 10 Nov
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A beach with a wooden fence, sand, and grass.

2. Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.6 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay! The home is lovely and the location is unbeatable. We were able to walk everywhere in Bluffton and enjoy its southern charm. "
United States
Anonymous traveller
The price is NZ$1,035
includes taxes & fees
27 Oct - 28 Oct
Old Town + Home & Carriage House + EV Charger
A view from a room with a large window overlooking a lake, surrounded by trees and a patio area with chairs and a table.

3. Parris Island 3 min away- Sleeps 6

Parris Island 3 min away- Sleeps 6
Beaufort
10.0 out of 10, Exceptional, (43 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 NZ$724
includes taxes & fees
7 Nov - 8 Nov
Parris Island 3 min away- Sleeps 6
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

4. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The Treehouse exceeded our expectations! It was so well appointed, clean and prefect for our needs. The hosts were beyond nice and helpful. We will definitely stay there again!"
United States
Karen P.
The price is NZ$683
includes taxes & fees
26 Oct - 27 Oct
Treehouse at BootLegger Cove
A modern kitchen with a dining area, wooden floors, and a ceiling fan.

5. 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 NZ$615
includes taxes & fees
28 Oct - 29 Oct
Low Country Living In Old Town Bluffton
A hotel room with a wooden floor, a bed with white bedding, and a brown sofa.

6. Serene 3-bedroom house in charming Port Royal

Serene 3-bedroom house in charming Port Royal
Port Royal
10.0 out of 10, Exceptional, (2 reviews)
"Short but amazing stay! We will be back!"
United States
Jessica C.
The price is NZ$562
includes taxes & fees
25 Oct - 26 Oct
Serene 3-bedroom house in charming Port Royal
A staircase with white railings and wooden steps leading to a landing.

7. 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 NZ$758
includes taxes & fees
25 Oct - 26 Oct
The Bluffton Farmhouse
A beach with waves approaching the shore.

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.
GOLF CART! Remodeled home near Old Town, Xbox!
A wooden deck with a table and chairs, surrounded by trees.

9. 4 mi. to Beaufort Waterfront and Parris Island 🇺🇸- 🧲 Pit - Porch w/ Grill

4 mi. to Beaufort Waterfront and Parris Island 🇺🇸- 🧲 Pit - Porch w/ Grill
Port Royal
9.6 out of 10, Exceptional, (18 reviews)
"The kids loved the nearby waterfront park!"
United States
Willa T.
The price is NZ$795
includes taxes & fees
7 Nov - 8 Nov
4 mi. to Beaufort Waterfront and Parris Island 🇺🇸- 🧲 Pit - Porch w/ Grill
A modern kitchen with a central island, a dining area with a table and chairs, a staircase, and a living room with a sofa and a flat-screen TV.

10. Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches

Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Bluffton
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
A two-story house with a porch, a front door, and multiple windows.

11. NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
Bluffton
9.8 out of 10, Exceptional, (10 reviews)
"everything was great for our family trip!"
United States
Grace M.
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
A modern kitchen with white cabinetry, a built-in oven, a dishwasher, and a coffee maker.

12. Historic Beaufort, South Carolina Near Hilton Head, SC, New Renovation, Sleeps 8

Historic Beaufort, South Carolina Near Hilton Head, SC, New Renovation, Sleeps 8
Beaufort
8.6 out of 10, Excellent, (19 reviews)
"This was our 2nd stay at this property so there we no surprises. The home is comfortable with plenty of room for a larger family. It has everything you need and is close to Beaufort. "
United States
Faye B.
The price is NZ$438
includes taxes & fees
25 Oct - 26 Oct
Historic Beaufort, South Carolina Near Hilton Head, SC, New Renovation, Sleeps 8
A waterfront restaurant with outdoor seating and a view of the water.

13. 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
A modern kitchen with a large island, bar stools, and a dining area with wicker chairs.

14. Coastal Cottage near DT Bluffton w/ Golf Cart

Coastal Cottage near DT Bluffton w/ Golf Cart
Bluffton
8.8 out of 10, Excellent, (8 reviews)
"My family and I had a pleasant stay at this lovely well equipped vacation home. The location was ideal for our events and would love to return when we all had more time to explore! I would recommend this home."
United States
Tammy B.
Coastal Cottage near DT Bluffton w/ Golf Cart
A beach with a wooden fence, sand, and grass.

15. Old Town + Modern + Fire Pit + EV Charger

Old Town + Modern + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (32 reviews)
"We have a lovely stay over the 4th of July. Perfectly located! The house was clean and well appointed. Check in was smooth and the hosts were very accessible."
United States
Mariah M.
The price is NZ$770
includes taxes & fees
26 Oct - 27 Oct
Old Town + Modern + Fire Pit + EV Charger
A wooden tray with wine bottles, glasses, and snacks on a wicker sofa with cushions.

16. Sleeps 10•5 Beds•3 min to DT Beaufort•12 min to Parris Island 🇺🇸•Shaded Deck

Sleeps 10•5 Beds•3 min to DT Beaufort•12 min to Parris Island 🇺🇸•Shaded Deck
Northwest Quadrant
10.0 out of 10, Exceptional, (44 reviews)
"Great little house! Super clean and well appointed. VERY close to downtown-only about 1.5 miles away. Great place to stay!"
United States
JENNIFER C.
Sleeps 10•5 Beds•3 min to DT Beaufort•12 min to Parris Island 🇺🇸•Shaded Deck
Interior

17. Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The check in was easy-peasy and the property was as advertised, clean and very conveniently situated near Old Town Bluffton. My granddaughter loved the swings across the road and the lagoon view was lovely. "
United States
Anne B.
The price is NZ$735
includes taxes & fees
26 Oct - 27 Oct
Pond View near Old Town Bluffton
A bedroom with a bed, a sofa, a TV, a fireplace, and a large window with curtains.

18. Huge King Suite w. Porches, near Downtown!

Huge King Suite w. Porches, near Downtown!
Historic District
9.2 out of 10, Wonderful, (5 reviews)
"Interesting property in a great location. Good job of keeping true to the original property but providing a modern bathroom and shower."
United States
michael
The price is NZ$356
includes taxes & fees
2 Nov - 3 Nov
Huge King Suite w. Porches, near Downtown!
A covered porch with wooden flooring, a bench, two chairs, and a table.

19. Two Homes · Walk to Old Town · Fire Pit · EV

Two Homes · Walk to Old Town · Fire Pit · EV
Old Town Bluffton
10.0 out of 10, Exceptional, (5 reviews)
"We had an incredible weekend. Everything was perfect!! The rental is beautiful and in perfect proximity to Old Town Bluffton. "
United States
Ashley G.
The price is NZ$1,073
includes taxes & fees
25 Oct - 26 Oct
Two Homes · Walk to Old Town · Fire Pit · EV
A spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

20. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (113 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is NZ$568
includes taxes & fees
2 Nov - 3 Nov
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
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

Red Roof Inn Hardeeville

Red Roof Inn Hardeeville

10/10 Excellent
"Nice room, staff and convenient location"
Sathwik 2-night trip
Posted less than an hour ago
Red Roof Inn Hardeeville

Find out more about Callawassie Island

Callawassie Island Holiday Homes information

Number of reviews
762
Accommodation
833 Holiday Homes
Lowest Price
NZ$356
Highest Price
NZ$1,073

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