Callawassie Island Vacation Rentals

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Our top choices for Callawassie Island vacation rentals

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is CA $479
CA $527 total
includes taxes & fees
Mar 23 - Mar 24
Marriott's Harbour Club

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (195 reviews)
"Very clean room and resort "
United States
Larisa
The price is CA $701
CA $771 total
includes taxes & fees
Apr 11 - Apr 12
Marriott's SurfWatch

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (128 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

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

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is CA $137
CA $397 total
includes taxes & fees
Mar 23 - Mar 24
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Modern Coastal Escape on Beaufort's Battery Creek

Modern Coastal Escape on Beaufort's Battery Creek
Beaufort
9.8 out of 10, Exceptional, (36 reviews)
"Super cute condo, comfy accommodations super close to Parris Island. Way better than staying at a hotel."
United States
Kristine I.
The price is CA $148
CA $306 total
includes taxes & fees
Mar 23 - Mar 24
Modern Coastal Escape on Beaufort's Battery Creek

Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
The price is CA $388
CA $783 total
includes taxes & fees
Apr 6 - Apr 7
Beachfront Condo w/ Pool Access in Hilton Head!

Mariners' Nautical Nest on Port Royal's Battery Creek

Mariners' Nautical Nest on Port Royal's Battery Creek
Beaufort
10.0 out of 10, Exceptional, (31 reviews)
"We so loved our stay! Our stay was AMAZING! Great location, great views, and the downtown area is very close and easy to get to. Cannot wait to rebook your place!! "
United States
Glenn G.
The price is CA $148
CA $305 total
includes taxes & fees
Apr 3 - Apr 4
Mariners' Nautical Nest on Port Royal's Battery Creek

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (28 reviews)
"The home and the amenities were perfect for our needs. Would highly recommend."
United States
Sean F.
The price is CA $421
CA $949 total
includes taxes & fees
Mar 24 - Mar 25
Old Town + Modern 4 BR + Fire Pit + EV Charger

Charming Coastal Casa on Beaufort's Battery Creek

Charming Coastal Casa on Beaufort's Battery Creek
Beaufort
9.8 out of 10, Exceptional, (45 reviews)
"Clean, cozy, and close to Parris Island!"
United States
Jeremy G.
The price is CA $185
CA $355 total
includes taxes & fees
Mar 28 - Mar 29
Charming Coastal Casa on Beaufort's Battery Creek

Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"It was a nice place to stay at. There was a hiccup with the cleaning but the owner was very apologetic - made it right so all good. "
United States
Shelly N.
The price is CA $293
CA $714 total
includes taxes & fees
Mar 24 - Mar 25
Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"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 CA $531
CA $584 total
includes taxes & fees
Mar 31 - Apr 1
Marriott's Heritage Club

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (248 reviews)
"Beautiful property "
United States
Charlotte
The price is CA $668
CA $735 total
includes taxes & fees
Mar 31 - Apr 1
Marriott's Barony Beach Club

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.
South End
9.8 out of 10, Exceptional, (29 reviews)
"Very nice place and pool was awesome "
United States
Jack
The price is CA $391
CA $829 total
includes taxes & fees
Apr 19 - Apr 20
Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

Close to beach, heated pool, free golf cart included

Close to beach, heated pool, free golf cart included
Mid Island
9.8 out of 10, Exceptional, (87 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
The price is CA $716
CA $1,763 total
includes taxes & fees
Mar 23 - Mar 24
Close to beach, heated pool, free golf cart included

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
10.0 out of 10, Exceptional, (21 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is CA $268
CA $476 total
includes taxes & fees
Mar 23 - Mar 24
Bluffton Retreat, Pet Friendly

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is CA $235
CA $577 total
includes taxes & fees
Apr 15 - Apr 16
Oceanfront Breakers 137 Condo w/ Sunrise Views!

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, (128 reviews)
"Great location, very quiet and private street. Extremely pet friendly. We had an issue with the furnace but the host quickly took immediate action on getting a repair man to fix it. Our suggestions would be to fix the screen door and blinds for the sliding door and state there’s a charcoal grill instead of a gas grill. "
United States
Patti V.
The price is CA $309
CA $734 total
includes taxes & fees
Mar 29 - Mar 30
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

Beautiful Vintage Airstream, Beaufort SC-Enjoy the Journey

Beautiful Vintage Airstream, Beaufort SC-Enjoy the Journey
Beaufort
9.4 out of 10, Exceptional, (6 reviews)
"Great stay for the price!!"
United States
Randall
The price is CA $122
CA $240 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful Vintage Airstream, Beaufort SC-Enjoy the Journey

From the Owners Seen on HGTV! Deluxe Beach Villa, Quick Beach Access!

From the Owners Seen on HGTV! Deluxe Beach Villa, Quick Beach Access!
South End
9.6 out of 10, Exceptional, (81 reviews)
"Beautiful place and great location! "
United States
Anslea R.
The price is CA $405
CA $1,170 total
includes taxes & fees
Mar 23 - Mar 24
From the Owners Seen on HGTV! Deluxe Beach Villa, Quick Beach Access!

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, (58 reviews)
"Very clean, well appointed, close to everything. Overall a great property!"
United States
Jenna B.
The price is CA $384
CA $803 total
includes taxes & fees
Apr 13 - Apr 14
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Callawassie Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.