Holiday houses in Callawassie Island

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Top-rated holiday rentals in Callawassie Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A newly constructed two-story cottage is surrounded by lush greenery, featuring a screened-in porch and a welcoming front entry. The exterior is accentuated by light green siding and white trim, complemented by landscaping that includes palm trees and shrubbery.

Guest suite in Bluffton

4.98 out of 5 average rating, 214 reviews

"The Bluffton Bird House"

A one-bedroom carriage house apartment in a newly constructed lowcountry cottage located in the beautiful Stock Farm neighborhood of Historic Old Town Bluffton within walking distance of the many restaurants, galleries, shops and historic buildings this charming town has to offer. Comfortable, cozy and tastefully decorated, "The Bluffton Bird House" features new kitchen appliances, a full-size stacked LG washer and dryer and all the amenities necessary to guarantee a comfortable, enjoyable stay.

Top Guest favourite

A spacious studio apartment is shown, featuring a king size bed draped in a patterned quilt. A dresser and lamp are positioned nearby, while a modern kitchen area is visible in the background. Natural light fills the room, highlighting the warm wooden flooring.

Apartment in Bluffton

4.99 out of 5 average rating, 198 reviews

Sunset on the May / Historic Old Town Bluffton

Spacious studio apartment sits above a detached garage with your own private entrance located in the heart of Old Town Bluffton. A short stroll to nearby restaurants, boutiques and unbelievable sunsets on May River. New king size bed, appliances and large sectional couch. Full kitchen with plenty of space to relax and store your things. Nice size bathroom, full shower and an abundance of amenities like private fire pit, outdoor grill and patio table for your enjoyment. HH Beaches minutes away!

Top Guest favourite

A three-story building is depicted, featuring a light-colored exterior with a spacious porch adorned with white railings. The ground level showcases large windows and a welcoming entrance. Stairs on the side lead to the upper levels, framed by greenery in the background.

Apartment in Bluffton

4.97 out of 5 average rating, 678 reviews

Bluffton Villa in the heart of the Promenade

Beautiful villa in the heart of the Promenade in the Historic District of Bluffton. Steps away are a wine bar, coffee shop, French bakery, 5 star and casual dining, & fabulous boutique shopping. Newly built in 2017, we offer our guests a fully equipped kitchen with an electric convection oven, microwave, dishwasher, ice maker in refrigerator. The bathroom offers a large walk in shower with a rain shower head, and the bedroom has a King size bed. You are a 15 minute ride to Hilton Head.

Top Guest favourite

The front exterior of the house features a welcoming porch with a central decorative door and flanking windows. Flowering plants are suspended from the eaves, while well-maintained shrubs frame the entrance. A clear pathway leads to the door, inviting guests into the home.

Home in Bluffton

4.96 out of 5 average rating, 132 reviews

Encanto of the Lowcountry in Old Town Bluffton

Welcome to the Heart of the Lowcountry - Bluffton South Carolina! Come stay in this vibrant & luxurious 2 BED / 2 BATH recently renovated home and enjoy the coastal way of life with cool river breezes as you discover the hub of businesses, shopping and community gatherings of eclectic Old Town. Spend time in the sun and sand on the nearby beaches of Hilton Head Island or visit the downtown waterfront of Historic Beaufort. Lots of local fun & activities! Welcome to Encanto of the Lowcountry

Guest favourite

The front exterior of the home features a welcoming porch with blue shutters and a vibrant blue door. Neatly trimmed hedges surround the entryway, and a paved pathway leads to the entrance. Lush green grass and a bright sky enhance the inviting curb appeal.

Townhouse in Bluffton

4.94 out of 5 average rating, 224 reviews

Newly Remodeled Lowcountry Escape!

This will be our third Airbnb in this community as we love it so much! The home is two bed and two full bath. A lovely single story home that is ADA friendly equipped with a ramp in the back and wheelchair width doors throughout. Conveniently located a short drive from many beaches or downtown Savannah. Within walking distance of downtown Bluffton with tons of awesome galleries, fun shops and amazing food! We have superhost status and strive to ensure your stay is comfortable and enjyable!

Top Guest favourite

A well-lit living area features a comfortable sofa and a patterned armchair, surrounded by large windows allowing natural light. A coffee table holds magazines and a decorative tray, while plants add a touch of greenery. The kitchenette is visible in the background, enhancing the open layout.

Guesthouse in Bluffton

4.99 out of 5 average rating, 664 reviews

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

Top Guest favourite

Apartment in Bluffton

4.99 out of 5 average rating, 445 reviews

Guest House on Lawrence Street

UPDATED LUXURY & FASTIDOUS CLEANLINESS in one of historic OldTown Bluffton’s coziest carriage houses. OldTown’s vibe is just plain fun. Stoll two blocks to super restaurants, night life, art galleries, boutiques, antebellum homes & lush waterfront parks on the idyllic May River. Built in 2018 w/ quartz counters, private bedroom w/ plush king-size bed, upscale bath w/ soaking tub, bright living/dining room, full kitchen w/ gas cooktop, romantic rocking-chair porch up in moss-draped oaks.

Guest favourite

A combined living and sleeping area features a gray couch with decorative pillows, a small coffee table, and a light-colored area rug. A twin bed with a white quilt and pillows is visible in the background, with large windows draped in yellow curtains allowing natural light to enter.

Guesthouse in Hilton Head Island

4.92 out of 5 average rating, 256 reviews

Alli B's Air B and B-Great Country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

Top Guest favourite

A living area features a comfortable sofa and stylish coffee table placed on a patterned rug. Natural light filters through the large window, illuminating the decor. A kitchenette with modern appliances is visible, along with sliding glass doors leading to an outdoor deck.

Apartment in Bluffton

5 out of 5 average rating, 153 reviews

Charming carriage house in Bluffton

Newly renovated carriage house close to everything Bluffton and Hilton Head have to offer. Less than a mile to the restaurants, shops, and galleries of historic Old Town Bluffton, 8 miles to Hilton Head Island, and just 18 miles to Savannah’s riverfront. Plush king-size bed, pull-out sofa, efficiency kitchen with microwave, refrigerator, coffee maker, and a large private deck are all available for guests. *Please note - minimum age of 10 for a child as the 3rd guest.

Guest favourite

The entrance reveals a spacious living area, featuring a comfortable sofa and a piece of wall art depicting a sunset. The open-plan design connects to a well-equipped kitchen visible in the background, with light-colored walls and warm wood flooring enhancing the inviting atmosphere.

Guesthouse in Bluffton

4.92 out of 5 average rating, 303 reviews

Beautiful Carriage House! Your Home Away from Home

Looking for the perfect Bluffton stay? Our cozy carriage house is minutes from everything Bluffton has to offer! Located just 20 minutes from the beaches of Hilton Head Island, and a 20-minute walk (or 3-minute drive) to downtown Bluffton. Enjoy complete privacy with easy keypad entry, convenient on-site parking, in-unit washer and dryer, a spacious living room with a sofa bed, a fully equipped kitchen, and comfortable accommodations for up to 4 guests.

Top Guest favourite

A bright bedroom features a large bed framed in light blue, complemented by decorative pillows. Two upholstered chairs are positioned nearby. Natural light enters through a window, which is dressed in sheer curtains, and a wall clock adds a functional touch to the inviting space.

Guesthouse in Bluffton

4.96 out of 5 average rating, 151 reviews

Cozy Bluffton Carriage House Near Old Town

Welcome to the Sugar Maple Shack! A completely renovated carriage house in a charming neighborhood close to Old Town Bluffton. The perfect space for 2 with a king size bed, sitting area, kitchenette and updated bathroom. Enjoy the paver patio and grill outside. Parking is available in the driveway or on the main street. Old Town Bluffton is a bike ride away, easily access the beaches of Hilton Head in 20 minutes and downtown Savannah, GA in 35 minutes.

Top Guest favourite

A tranquil waterfront view is captured at sunset, showcasing vibrant hues of pink and orange reflected across the water. Silhouetted against the sky are tall grasses by the dock, creating a peaceful atmosphere. The scene is framed by a white picket fence.

Guesthouse in Beaufort

4.95 out of 5 average rating, 348 reviews

River Retreat- Waterfront- Hot Tub- 1 MI from Parr

This river retreat can sleep 8 and is a little slice of heaven less than a mile from Parris Island. You will have the chance to sit in the Hot Tub and hopefully see the dolphins feed while you are relaxing or you can sit on the porch and catch a breathtaking sunrise over the water. This is a quiet guest home that has amazing views whether you are coming for a graduation, to relax or enjoy the water this is the spot for you.