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

Our top choices for Callawassie Island villas

A coastal view with a pathway leading to the beach, surrounded by trees and greenery.

1. Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.2 out of 10, Wonderful, (68 reviews)
"We really enjoyed our stay! The pool was great, and we especially loved the easy access to the less crowded beach!"
United States
Abigail H.
The price is ￥15,516
￥44,652 total
includes taxes & fees
Oct 25 - Oct 26
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
A building with a covered porch, a staircase leading to the entrance, and a sign indicating it is a general store.

2. Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf

Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf
Mid Island
10.0 out of 10, Exceptional, (158 reviews)
"Great place to stay. Fits our needs perfectly!"
United States
Charles P.
The price is ￥24,685
￥66,463 total
includes taxes & fees
Oct 24 - Oct 25
Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf
An outdoor dining area with wooden tables and chairs, string lights, and a view of trees and a sunset.

3. November/Snow Birds OPEN! Ocean view 4 condos from the beach Read our reviews

November/Snow Birds OPEN! Ocean view 4 condos from the beach Read our reviews
Mid Island
9.6 out of 10, Exceptional, (275 reviews)
"Good place for a couple nights. The resort is outstanding - great pool, bars, beach."
United States
Anderson F.
The price is ￥16,363
￥45,239 total
includes taxes & fees
Oct 25 - Oct 26
November/Snow Birds OPEN! Ocean view 4 condos from the beach Read our reviews
A white pergola with a black bench underneath, overlooking a beach with a wooden boardwalk and the ocean in the background.

4. 2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed

2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed
Mid Island
The price is ￥13,949
￥45,170 total
includes taxes & fees
Nov 19 - Nov 20
2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed
A house with a green door, a small window, and a welcome mat.

5. Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces

Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces
Mid Island
9.2 out of 10, Wonderful, (7 reviews)
"Everything was absolutely awesome we will be back Thank you so much"
United States
Nakeida Y.
Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces
A wooden balcony with two green chairs and a view of a residential area with trees and parked cars.

6. Tranquility in Paradise- 2bdr pet-friendly villa w/parking

Tranquility in Paradise- 2bdr pet-friendly villa w/parking
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very good stay"
United States
Ellen W.
Tranquility in Paradise- 2bdr pet-friendly villa w/parking
A balcony with a red chair and a small round table, a concrete wall, and a door leading to another room.

7. Serenity in Paradise

Serenity in Paradise
Mid Island
9.2 out of 10, Wonderful, (10 reviews)
"Place was ok not sure that I'd stay again for several reasons."
United States
Rhonda
The price is ￥26,644
￥62,582 total
includes taxes & fees
Nov 21 - Nov 22
Serenity in Paradise
A two-story building with a stone facade, multiple windows, and a central entrance with an archway.

8. Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.

Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.
Mid Island
8.6 out of 10, Excellent, (7 reviews)
"Condo was very nice inside with everything we needed"
United States
Alison S.
The price is ￥21,353
￥56,198 total
includes taxes & fees
Oct 29 - Oct 30
Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.
A balcony with two Adirondack chairs, a small table with a plant, and a view of a body of water and buildings in the distance.

9. OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (124 reviews)
"Wonderful place to stay. We would stay there again"
United States
Connie W.
The price is ￥17,632
￥42,844 total
includes taxes & fees
Nov 2 - Nov 3
OCEAN VIEW - TOP FLOOR
A view from a porch with a wooden railing, overlooking a well-maintained lawn and trees.

10. FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
Sea Pines
9.8 out of 10, Exceptional, (136 reviews)
"This was our second stay at the property and it was just as good as the first! Property was clean and conveniently located for all that Sea Pines and Hilton Head have to offer."
United States
Byron J.
The price is ￥27,428
￥73,961 total
includes taxes & fees
Nov 1 - Nov 2
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
A view from a balcony overlooking a landscaped area with a pond, trees, and a distant building.

11. Beautiful condo in Hilton Head Resort, renovated and minutes from the beach!

Beautiful condo in Hilton Head Resort, renovated and minutes from the beach!
Mid Island
9.6 out of 10, Exceptional, (4 reviews)
"Unit very clean and new. Host very friendly, helpful and responsive."
United States
Matthew W.
The price is ￥16,927
￥48,963 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful condo in Hilton Head Resort, renovated and minutes from the beach!
A small, white gazebo with a sloped roof, surrounded by a wooden deck and concrete border.

12. Poolside Villa, Walk to Beach - Coligny Hotspots Close

Poolside Villa, Walk to Beach - Coligny Hotspots Close
South End
10.0 out of 10, Exceptional, (6 reviews)
"Nice clean well appointed unit. Nicely stocked with everything you might need. Really enjoyed our stay"
United States
Dee D.
The price is ￥18,024
￥68,099 total
includes taxes & fees
Oct 24 - Oct 25
Poolside Villa, Walk to Beach - Coligny Hotspots Close
A ceiling with string lights, a window with blinds, and a wicker chair.

13. Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (158 reviews)
"Place was amazing! Highly recommend for anyone wanting to come down to HH for the weekend "
United States
Alexander A.
The price is ￥15,516
￥53,272 total
includes taxes & fees
Oct 24 - Oct 25
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
A deck with sun loungers overlooking a coastal landscape.

14. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
South End
10.0 out of 10, Exceptional, (19 reviews)
"Within steps of the ocean, great location to bike and walking trail, close to shops and dining. "
United States
Dee W.
The price is ￥19,043
￥54,050 total
includes taxes & fees
Nov 1 - Nov 2
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
A room with a large sliding glass door leading to a balcony with a view of the beach.

15. Newly Renovated Beachfront Villa with Ocean Views

Newly Renovated Beachfront Villa with Ocean Views
Mid Island
7.4 out of 10, Good, (3 reviews)
"Beautiful place! "
United States
Christina K.
The price is ￥31,189
￥73,271 total
includes taxes & fees
Nov 6 - Nov 7
Newly Renovated Beachfront Villa with Ocean Views
A balcony with a view of the ocean, a round table, two chairs, and a sofa with a patterned pillow.

16. Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen

Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen
Mid Island
10.0 out of 10, Exceptional, (6 reviews)
"Very beautifully appointed unit. It was a wonderful trip with relaxation a great food. Owner was easy and a joy to work with!!!!"
United States
Blaise B.
The price is ￥28,776
￥95,855 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen
A balcony with a view of the ocean, palm trees, and a parking area.

17. Cozy King Size Bed ! FREE BIKES, Poolside Villa with 3rd Floor Ocean View

Cozy King Size Bed ! FREE BIKES, Poolside Villa with 3rd Floor Ocean View
South End
10.0 out of 10, Exceptional, (5 reviews)
"This was the perfect get away for my husband and I. Such a great time!"
United States
Christa M.
The price is ￥24,920
￥48,790 total
includes taxes & fees
Nov 6 - Nov 7
Cozy King Size Bed ! FREE BIKES, Poolside Villa with 3rd Floor Ocean View
A two-story building with balconies and a clear sky.

18. Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Mid Island
10.0 out of 10, Exceptional, (61 reviews)
"We’ve stayed at this resort several times but this was the best stay we’ve had so far!"
United States
Jennifer V.
The price is ￥23,488
￥66,725 total
includes taxes & fees
Oct 29 - Oct 30
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
A balcony with a view of a parking lot and trees.

19. 2bdr/2bath, heated indoor pool, walk to beach

2bdr/2bath, heated indoor pool, walk to beach
Mid Island
8.4 out of 10, Very good, (16 reviews)
"Great condo in Hilton Head. Clean with all the amenities!"
United States
Niki V.
The price is ￥16,927
￥45,687 total
includes taxes & fees
Oct 27 - Oct 28
2bdr/2bath, heated indoor pool, walk to beach
A covered porch with a checkered floor, a chair, and a view of the surrounding greenery.

20. Modern Island Serenity!

Modern Island Serenity!
Mid Island
9.8 out of 10, Exceptional, (8 reviews)
"Room was great and host was very attentive "
United States
Todd E.
The price is ￥47,019
￥98,442 total
includes taxes & fees
Nov 20 - Nov 21
Modern Island Serenity!
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

Holiday Inn Express Bluffton at Hilton Head Area by IHG

Holiday Inn Express Bluffton at Hilton Head Area by IHG

10/10 Excellent
"Ok ok location behind TARGET SHOPPING CENTER"
thomas b 2-night trip
Posted 12 hours ago
Holiday Inn Express Bluffton at Hilton Head Area by IHG

Find out more about Callawassie Island

Callawassie Island Villas information

Number of reviews
933
Accommodation
333 Villas
Lowest Price
￥42,844
Highest Price
￥98,442

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