Search Holiday Rentals in Callawassie Island
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Callawassie Island holiday rentals
Condo resort in Mid Island
Marriott's Barony Beach Club9.6 out of 10, Exceptional, (243)
"Great place for vacation on the beach, nice, clean and quiet areas "
Larisa
The price is 4.888.452 ₫
5.377.297 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Home in Sea Pines
Marriott's Harbour Club9.2 out of 10, Wonderful, (61)
"The staff was extremely inviting, professional, and kind.
Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner.
I’d definitely recommend this property for a quiet and peaceful getaway."
ANGELEE
The price is 11.800.618 ₫
12.980.679 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Holiday Home in Mid Island
Disney's Hilton Head Island Resort9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
Chad
Aparthotel in Mid Island
Ocean Palms Villas at Port Royal Resort8.6 out of 10, Excellent, (98)
"It was perfect for our needs. Check-in was super easy!"
Melanie
Aparthotel in South End
Players Club Resort8.0 out of 10, Very good, (10)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
Melvin
The price is 3.931.610 ₫
6.061.626 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Condo resort in South End
Marriott's Grande Ocean9.4 out of 10, Exceptional, (163)
"Great hotel"
WOOJIN
The price is 5.545.502 ₫
6.100.052 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Home in Sea Pines
Marriott's Heritage Club9.4 out of 10, Exceptional, (67)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
Landry
The price is 4.289.508 ₫
4.718.458 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
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.
Find holiday rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Callawassie Island Hotel Reviews
Hilton Garden Inn Hilton Head
10/10 Excellent
