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

Callawassie Island Vacation Rentals

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Our top choices for Callawassie Island vacation rentals

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (153 reviews)
"Very nice place to stay "
United States
Alejandro
The price is CA $794
CA $873 total
includes taxes & fees
Jul 25 - Jul 26
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

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, (61 reviews)
The price is CA $281
CA $582 total
includes taxes & fees
Jul 1 - Jul 2
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (68 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 $652
CA $717 total
includes taxes & fees
Jul 12 - Jul 13
Marriott's Heritage Club

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.
Hardeeville
9.6 out of 10, Exceptional, (85 reviews)
"We didn’t spend much time here but we had what we needed and were comfortable."
United States
Gena D.
The price is CA $368
CA $613 total
includes taxes & fees
Jul 1 - Jul 2
Great views of the New River close to Savannah and Hilton Head.

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill
Sea Pines
8.8 out of 10, Excellent, (41 reviews)
"Had a wonderful time!"
United States
William M.
The price is CA $461
CA $891 total
includes taxes & fees
Jul 1 - Jul 2
House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill

Beach, Private Pool, Designer Everything, Exclusive Community

Beach, Private Pool, Designer Everything, Exclusive Community
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"A great house, location and stay! We will definitely be back! Everything you could think of was provided and communication throughout was top notch! "
United States
Lindsay J.
The price is CA $2,598
CA $3,264 total
includes taxes & fees
Jul 5 - Jul 6
Beach, Private Pool, Designer Everything, Exclusive Community

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat
Sea Pines
10.0 out of 10, Exceptional, (25 reviews)
"My husband and his friends really enjoyed the house. it had everything they needed for their stay."
United States
Laura H.
The price is CA $1,145
CA $2,277 total
includes taxes & fees
Jul 15 - Jul 16
Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator
Mid Island
9.8 out of 10, Exceptional, (16 reviews)
"We loved our stay at this house. Close to the beach and really well stocked for families. We’ll definitely stay here again."
United States
Sue D.
The price is CA $3,706
CA $4,655 total
includes taxes & fees
Jul 21 - Jul 22
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

"A" Secluded Quiet Oasis Treehouse w/ Beach Pass

"A" Secluded Quiet Oasis Treehouse w/ Beach Pass
Saint Helena Island
10.0 out of 10, Exceptional, (15 reviews)
"Highly recommending this to others! "
United States
Steven L.
The price is CA $248
CA $472 total
includes taxes & fees
Jul 1 - Jul 2
"A" Secluded Quiet Oasis Treehouse w/ Beach Pass

Gated Community, Close to beach, heated pool, golf cart available to rent

Gated Community, Close to beach, heated pool, golf cart available to rent
Mid Island
9.8 out of 10, Exceptional, (89 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 $1,150
CA $2,338 total
includes taxes & fees
Jul 1 - Jul 2
Gated Community, Close to beach, heated pool, golf cart available to rent

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (250 reviews)
"Family orientated hotel with great pools, walk on beach access, wonderful BBQ options for self catering. Rooms are large and family orientated. Fab stay! "
Australia
Pauline
The price is CA $1,334
CA $1,468 total
includes taxes & fees
Jul 6 - Jul 7
Marriott's Barony Beach Club

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Old Town Bluffton
9.4 out of 10, Exceptional, (140 reviews)
"Loved my stay. Will definitely be back."
United States
Angie H.
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Modern Coastal Escape on Beaufort's Battery Creek

Modern Coastal Escape on Beaufort's Battery Creek
Beaufort
9.8 out of 10, Exceptional, (40 reviews)
"We enjoyed the stay. Heading out now. Thank you "
United States
Patricia C.
The price is CA $196
CA $370 total
includes taxes & fees
Jul 1 - Jul 2
Modern Coastal Escape on Beaufort's Battery Creek

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, (36 reviews)
"Perfect location "
United States
Jayda M.
The price is CA $153
CA $319 total
includes taxes & fees
Jul 5 - Jul 6
Mariners' Nautical Nest on Port Royal's Battery Creek

5th Fl Ocean/Beach Views 1BR/2BA Sleeps 4/New King Mattress/Sofa Bed/Jacuzzi Tub

5th Fl Ocean/Beach Views 1BR/2BA Sleeps 4/New King Mattress/Sofa Bed/Jacuzzi Tub
South End
9.8 out of 10, Exceptional, (88 reviews)
"Very nice condo! Very clean. Comfortable bed. Process to check-in was easy with great communication! "
United States
Deanna G.
The price is CA $495
CA $979 total
includes taxes & fees
Jul 1 - Jul 2
5th Fl Ocean/Beach Views 1BR/2BA Sleeps 4/New King Mattress/Sofa Bed/Jacuzzi Tub

Cozy 5 BR/3-Bath home near Parris Island/Downtown Beaufort - Game Room, Fire Pit

Cozy 5 BR/3-Bath home near Parris Island/Downtown Beaufort - Game Room, Fire Pit
Royal Oaks
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely perfect stay, the location was perfect. The cleanliness was perfect. The layout of the house was perfect. Extremely happy and would definitely stay here again!"
United States
Anonymous traveller
The price is CA $603
CA $1,200 total
includes taxes & fees
Jul 14 - Jul 15
Cozy 5 BR/3-Bath home near Parris Island/Downtown Beaufort - Game Room, Fire Pit

Ocean View Condo - Perfect location! 2 BR 2 BA

Ocean View Condo - Perfect location! 2 BR 2 BA
Mid Island
9.8 out of 10, Exceptional, (96 reviews)
"Everything was wonderful. Great view! "
United States
Sarah R.
The price is CA $389
CA $753 total
includes taxes & fees
Jul 30 - Jul 31
Ocean View Condo - Perfect location! 2 BR 2 BA

GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (34 reviews)
"We had a relaxing stay! The house was true to advertising! The host was very responsive and professional. We would definitely stay there again!"
United States
Matt T.
GOLF CART! Remodeled home near Old Town, Xbox!

Gorgeous Waterfront Battery Creek Retreat

Gorgeous Waterfront Battery Creek Retreat
Beaufort
10.0 out of 10, Exceptional, (110 reviews)
"Place was as pictured Very peaceful and beautiful "
United States
Randy O.
The price is CA $192
CA $367 total
includes taxes & fees
Jul 18 - Jul 19
Gorgeous Waterfront Battery Creek Retreat
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.

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