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

Search Callawassie Island Villa Accommodation

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 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 AU$413
includes taxes & fees
21 Nov - 22 Nov
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 AU$586
includes taxes & fees
23 Oct - 24 Oct
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 AU$403
includes taxes & fees
25 Oct - 26 Oct
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 AU$413
includes taxes & fees
19 Nov - 20 Nov
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.
The price is AU$569
includes taxes & fees
7 Nov - 8 Nov
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.
The price is AU$545
includes taxes & fees
1 Nov - 2 Nov
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 AU$559
includes taxes & fees
21 Nov - 22 Nov
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 AU$494
includes taxes & fees
23 Oct - 24 Oct
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 AU$389
includes taxes & fees
1 Nov - 2 Nov
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 AU$656
includes taxes & fees
29 Oct - 30 Oct
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 AU$443
includes taxes & fees
1 Nov - 2 Nov
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 AU$607
includes taxes & fees
23 Oct - 24 Oct
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 AU$515
includes taxes & fees
30 Oct - 31 Oct
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 AU$484
includes taxes & fees
1 Nov - 2 Nov
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 AU$620
includes taxes & fees
1 Nov - 2 Nov
Newly Renovated Beachfront Villa with Ocean Views
A balcony with a table and two chairs, overlooking a coastal landscape with a body of water, a tree, and a fountain.

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 AU$850
includes taxes & fees
16 Nov - 17 Nov
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 AU$450
includes taxes & fees
22 Nov - 23 Nov
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 AU$587
includes taxes & fees
23 Oct - 24 Oct
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 AU$414
includes taxes & fees
27 Oct - 28 Oct
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 AU$875
includes taxes & fees
16 Nov - 17 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Callawassie Island Hotel Reviews

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"Probably the best front desk and valet team I have ever seen. Thank you guys for such a pleasant welcome. And for ensuring our experience and time there was genuinely enjoyable. Thank you"
Sa'Youh 2-night trip
Posted 17 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island

Find out more about Callawassie Island

Callawassie Island Villas information

Number of reviews
933
Accommodation
320 Villas
Lowest Price
AU$389
Highest Price
AU$875

Explore a world of travel with Expedia