Holiday Homes in Callawassie Island

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Our top choices for Callawassie Island holiday homes

Holiday Home in Sea Pines

Marriott's Harbour Club
3.5 star property
9.2 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."
United States
ANGELEE
The price is €191
includes taxes & fees
2 Jan - 3 Jan 2026
Marriott's Harbour Club

Holiday Home in Palmetto Bluff

Montage Palmetto Bluff Residences
5.0 star property
10.0 out of 10, Exceptional, (1)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
The price is €1,411
includes taxes & fees
5 Jan - 6 Jan 2026
Montage Palmetto Bluff Residences

Holiday Home in Mid Island

Disney's Hilton Head Island Resort
3.5 star property
9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort
9.4 out of 10, Exceptional, (12)
"Family was impressed with the sleeping accommodations, Wished the stay was longer. "
United States
YVONNE S.
The price is €321
includes taxes & fees
4 Jan - 5 Jan 2026
4 mi. to Beaufort Waterfront and Parris Island 🇺🇸- 🧲 Pit - Porch w/ Grill
10.0 out of 10, Exceptional, (15)
"Beautiful marsh views. Close to the beach and state park. Peaceful and well taken care of. "
United States
Dorothy T.
The price is €278
includes taxes & fees
1 Jan - 2 Jan 2026
The Offbeat Oasis by the Marsh- State Park Pass Included🏖
2.0 star property
The price is €223
includes taxes & fees
1 Jan - 2 Jan 2026
Beach Getaway 2BR w/ Pool + Modern Comforts
10.0 out of 10, Exceptional, (5)
"Our stay was everything we imagined! We had an amazing stay at this beautiful new home. The home is thoughtfully designed and equipped with top-rated amenities that made our visit comfortable and relaxing. The location was perfect for us - peaceful and quiet, yet still convenient for us to enjoy exploring the island. This was the getaway we needed!"
United States
Rhonda C.
The price is €339
includes taxes & fees
5 Jan - 6 Jan 2026
Ocean Dreamer! New custom home nestled in the peaceful Historic District!
9.8 out of 10, Exceptional, (29)
"Clean and friendly stay with family. Would recommend "
United States
BILL E.
The price is €286
includes taxes & fees
4 Jan - 5 Jan 2026
Sleeps 10•5 Beds•3 min to DT Beaufort•12 min to Parris Island 🇺🇸•Shaded Deck
8.8 out of 10, Excellent, (18)
"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 €242
includes taxes & fees
2 Jan - 3 Jan 2026
Historic Beaufort, South Carolina Near Hilton Head, SC, New Renovation, Sleeps 8
8.8 out of 10, Excellent, (12)
"Port Royal is charming & this was a great place to stay. Right next to a park, very clean and super comfy!"
United States
Julie S.
The price is €189
includes taxes & fees
4 Jan - 5 Jan 2026
Experience USMC History: 10 min to Parris Island

Holiday Home in Sea Pines

Marriott's Heritage Club
3.5 star property
9.4 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."
United States
Landry
The price is €152
includes taxes & fees
6 Jan - 7 Jan 2026
Marriott's Heritage Club
The price is €312
includes taxes & fees
1 Jan - 2 Jan 2026
New Listing! Pinky's Palace - Cozy Bungalow minutes from Parris Island

Holiday Home in Old Town Bluffton

Old Town + Modern 4 BR + Fire Pit + EV Charger
9.2 out of 10, Wonderful, (24)
"Definitely stay here!"
United States
Gregory T.
The price is €394
includes taxes & fees
4 Jan - 5 Jan 2026
Old Town + Modern 4 BR + Fire Pit + EV Charger
10.0 out of 10, Exceptional, (74)
"Great stay"
United States
jeremy h.
The price is €311
includes taxes & fees
2 Jan - 3 Jan 2026
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Holiday Home in Saint Helena Island

"A" Secluded Quiet Oasis Treehouse w/ Beach Pass
10.0 out of 10, Exceptional, (11)
"Really cool A frame tiny home off the beaten path. "
United States
Kelly M.
The price is €262
includes taxes & fees
1 Jan - 2 Jan 2026
"A" Secluded Quiet Oasis Treehouse w/ Beach Pass
8.6 out of 10, Excellent, (4)
"The check in process was easy and the owner is very friendly. However we had no idea it was a trailer park. The yard is full clutter and the other mobile homes are too close to the house. The couch and the bed were horrible! We could feel the springs in the cushions and the washer and dryer clearly need to be replaced. The dryer didn't dry. The stay was short and it didn't rain but rain would have been mud puddles. All in all the description of the property feels a little crafted and what we got...
United States
Kijana A.
The price is €218
includes taxes & fees
1 Jan - 2 Jan 2026
Tucked Away Newly Renovated 2 Bedroom/ 1 Bath, Sleep 8
8.0 out of 10, Very good, (2)
"Had a great time, very nice inside!"
United States
teri q.
The price is €311
includes taxes & fees
4 Jan - 5 Jan 2026
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Holiday Home in South End

Relax in Paradise
10.0 out of 10, Exceptional, (4)
"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"
United States
Cynthia M.
The price is €340
includes taxes & fees
1 Jan - 2 Jan 2026
Relax in Paradise

Holiday Home in Bluffton

Bluffton Retreat, Pet Friendly
10.0 out of 10, Exceptional, (20)
"We had a wonderful experience. The house is lovely, in a nice neighborhood, and very close to everything. The host is very responsive and extremely nice!"
United States
Michael F.
The price is €297
includes taxes & fees
12 Jan - 13 Jan 2026
Bluffton Retreat, Pet Friendly
9.6 out of 10, Exceptional, (91)
"Great place great vacation thank you"
United States
Brett S.
The price is €207
includes taxes & fees
1 Jan - 2 Jan 2026
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
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

Find out more about Callawassie Island

Callawassie Island Holiday Homes information

Number of reviews
440
Accommodation
907 Holiday Homes
Lowest Price
€152
Highest Price
€1,411

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