Cottages in Callawassie Island
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United States of America
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A sunset over a lake with a dock and distant trees silhouetted against the sky.

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your current months are November, 2026 and December, 2026.

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Our top choices for Callawassie Island cottages

A colonial-style house with a brick chimney, surrounded by azaleas and large trees with Spanish moss.

A bedroom with a bed, curtains, a nightstand, a lamp, and a wall-mounted picture.

A living room with a piano, a sofa, a coffee table, a ceiling fan, and a dining area in the background.

A wooden-paneled room with two guitars, a dining table, chairs, and a globe artwork on the wall.

1. Old Town Bluffton Cottage | Pet-Friendly, Big Yard

Old Town Bluffton Cottage | Pet-Friendly, Big Yard

Old Town Bluffton

9.4 out of 10, Exceptional, (148 reviews)

9.4/10

Exceptional

(148 reviews)

"This is a perfect little long weekend get away retreat! Very clean, close to everything walking distance to shops restaurants the river and parks. The bed was extremely comfortable. We were in town for a family reunion and had family that were staying close by it was the perfect spot to gather a visit. We will definitely book again next year for the union."

Eric

The price is AU$480

AU$480

includes taxes & fees

10 Nov - 11 Nov

Old Town Bluffton Cottage | Pet-Friendly, Big Yard

A dining area with a wooden table, chairs, a chandelier, and a painting on the wall.

A living room with a sectional sofa, a small table, a lamp, and artwork on the walls.

A row of traditional-style houses with arched doorways and red shutters, a paved sidewalk, and a well-maintained garden area.

A bedroom with a bed, bedside tables, a dresser, a ceiling fan, and a door leading to another room.

2. Hilton Head 2BR Townhouse Walk to Shops & Dining

Hilton Head 2BR Townhouse Walk to Shops & Dining

2.0 star property

Mid Island

The price is AU$463

AU$463

includes taxes & fees

6 Dec - 7 Dec

Hilton Head 2BR Townhouse Walk to Shops & Dining

A porch with a blue and white patterned rug, a wicker sofa with blue cushions, two wooden tables, and a wooden shelf with various items.

A white bathroom with a shower, a towel rack with two towels, and a set of shelves with baskets.

A bedroom with a bed, dresser, and a television mounted on the wall.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden countertop.

3. Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

Daufuskie Island

9.4 out of 10, Exceptional, (21 reviews)

9.4/10

Exceptional

(21 reviews)

"Our stay was wonderful! Would for sure stay again :)"

Angie B.

The price is AU$535

AU$535

includes taxes & fees

14 Nov - 15 Nov

Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

A wooden pier extending into calm waters with several fishing boats docked at the end.

A beach with palm trees and a sandy path leading to the ocean.

An outdoor seating area with tables and chairs, overlooking a body of water with palm trees and a clear sky.

A yellow house with a blue door, white columns, and a porch with steps leading to the entrance.

4. 3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

Historic District

9.8 out of 10, Exceptional, (106 reviews)

9.8/10

Exceptional

(106 reviews)

"Great location!"

Maria F.

The price is AU$500

AU$500

includes taxes & fees

30 Nov - 1 Dec

3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

A two-story house with a white picket fence, a covered porch, and a staircase leading to the upper floor.

A cozy room with wicker chairs, a wooden counter, and a large window.

A modern kitchen with a wooden island, white cabinetry, and a hanging pendant light.

A beach with a clear sky, visible contrails, and the ocean in the background.

5. New Cottage: 4th row & fully fenced back yard!

New Cottage: 4th row & fully fenced back yard!

Mid Island

9.6 out of 10, Exceptional, (26 reviews)

9.6/10

Exceptional

(26 reviews)

"The property provided everything we needed. Very convenient to the beach."

Gary K.

The price is AU$586

AU$586

includes taxes & fees

8 Nov - 9 Nov

New Cottage: 4th row & fully fenced back yard!

A residential area with multiple houses, each featuring a front porch and a lawn.

A spacious living area with a dining table, chairs, a sofa, and a kitchen area with a dining table and chairs.

A living room with a sectional sofa, dining table, chairs, and two patterned armchairs.

A modern kitchen with white cabinets, a central island, pendant lighting, and a view into the adjacent living area.

6. Daufuskie Island Beachfront 2 Bedroom Cottage

Daufuskie Island Beachfront 2 Bedroom Cottage

Melrose on the Beach

9.0 out of 10, Wonderful, (203 reviews)

9.0/10

Wonderful

(203 reviews)

"Beautiful place to stay if you’re in the area…..great communication with the property manager and very accommodating."

Kelly M.

The price is AU$792

AU$792

includes taxes & fees

8 Nov - 9 Nov

Daufuskie Island Beachfront 2 Bedroom Cottage

A wooden porch with a bench, a door with a wreath, and a view of a tree-lined street.

A modern bathroom with a glass-enclosed shower, a toilet, and a bathtub.

A bedroom with a bed, nightstands, a dresser, a chair, and a ceiling fan.

A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

7. Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

Beaufort

10.0 out of 10, Exceptional, (17 reviews)

10/10

Exceptional

(17 reviews)

"Great location close to downtown newly renovated home with everything we could ask for. Would definitely book again on our next trip"

adam s.

The price is AU$674

AU$674

includes taxes & fees

14 Nov - 15 Nov

Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

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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Learn more about Callawassie Island

Check out Marine Corps Recruit Depot Parris Island—just one of the popular sights to explore around Callawassie Island.

See all hotels in Callawassie Island

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Apartments in Beaufort
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B&B in Beaufort
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Tru by Hilton Beaufort
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Beaufort Hotels
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Motels in Beaufort
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Hotels with Pool in Brighton Beach
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Wave House
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Private Beachfront home with large rooms~ Dusty's Dunes
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Stunning Ocean
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Folly Beach Hotels
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601 New Haven
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Sea Pines Gem
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Home2 Suites by Hilton Hilton Head
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Montage Palmetto Bluff
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Sonesta Resort Hilton Head Island
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The Bluffton Farmhouse
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The Inn & Club at Harbour Town
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Condo Rentals in Hilton Head Island
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15 Wagon Road
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16 Spanish Moss at The Sea Pines Resort
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1828 Beachside Tennis at The Sea Pines Resort
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267 Stoney Creek Villa at The Sea Pines Resort
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2881
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407 Barrington Arms
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Luxury Ocean View Villa w/ Pool on Hilton Head
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123 Heated Pool
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(9) Luxury 7BR
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Mizzenmast by Avantstay Harbourtown Escape Group Retreat w/ Patio
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Ocean View
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Resort View
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79 Fairway Ln Villas @ Sea Pines
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Spectacular Sunset Views on the Marsh in Hilton Head Island Sleeps 8
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Sun
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Sunset Rentals
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Village House by Hilton Head Retreats
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Johns Island Hotels
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Beach Hotels in Kiawah Island
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332 Ocean Point
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474 Tarpon Blvd
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Saint Helena Island Hotels
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Spectacular Marsh Views! Walk to North Beach! Sleeps 8! Amenity Access included!
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Seabrook Island Hotels
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South Forest Beach Hotels
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Flights to Dataw Island
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Flights to Harbor Island
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Flights to Kiawah Island
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Flights to Saint Helena Island
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Flights from Folly Beach
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Flights from Adelaide (ADL) to Beaufort (BFT)
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Flights from Atlanta (ATL) to Hilton Head Island (HHH)
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Flights from Brisbane (BNE) to Hilton Head Island (HHH)
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Flights from Melbourne (MEL) to Hilton Head Island (HHH)
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Flights from Sydney (SYD) to Hilton Head Island (HHH)
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Flights from Chatellerault (XCX) to Hilton Head Island (HHH)
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Drayton Hall
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Visit Edisto Island
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Visit Folly Beach
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Hilton Head Island Holidays
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Visit Kiawah Island
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Honeymoon Holiday Packages Hunting Island State Park
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Magnolia Plantation and Gardens
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Saint Helena Island Holidays
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Visit Saint Helena Island
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Car hire Saint Helena Island
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Economy Rent a Car Rental Cars in Walterboro - St. George
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Activities in Kiawah Island
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Search Callawassie Island Cottage Accommodations

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Callawassie Island cottages

1. Old Town Bluffton Cottage | Pet-Friendly, Big Yard

2. Hilton Head 2BR Townhouse Walk to Shops & Dining

3. Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

4. 3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

5. New Cottage: 4th row & fully fenced back yard!

6. Daufuskie Island Beachfront 2 Bedroom Cottage

7. Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

Learn more about Callawassie Island

Explore a world of travel with Expedia