Holiday rentals 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 wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.

Apartment in Hilton Head Island

4.96 out of 5 average rating, 333 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

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.

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.

Flat in Bluffton

4.97 out of 5 average rating, 677 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.

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.

Guest house in Bluffton

4.99 out of 5 average rating, 662 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

Flat 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.

Top guest favourite

A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.

Apartment in Hilton Head Island

4.98 out of 5 average rating, 205 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

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.

Guest house in Hilton Head Island

4.92 out of 5 average rating, 255 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.

Flat 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.

Top guest favourite

A welcoming living area features a light-colored sofa adorned with decorative pillows. A round coffee table sits on a textured area rug. A large mirror and a potted plant enhance the space, while natural light enters through the door opposite the seating.

Guest house in Bluffton

4.97 out of 5 average rating, 804 reviews

Bluffton's Tropical Carriage House Getaway

Embrace the inviting atmosphere of this detached garage apartment. The guesthouse features an open-concept living/*kitchenette/sleeping area, a tropical design, a private entry, a luxury king mattress and blackout window treatments. This southern style hood offers ample sidewalks, ponds for fishing, a playground, and a park. Quaint Old Town Bluffton is a 3 minute drive or 20 minute walk to a number of shops and restaurants. Permit # STR21-00119

Guest favourite

A cozy living area is furnished with floral-patterned sofas arranged around a round coffee table. Large windows allow natural light to fill the space, while light curtains frame the views. A flat-screen television is mounted on a stand opposite the seating.

Home in Bluffton

4.86 out of 5 average rating, 244 reviews

Bluffton/Hilton Head Island/Savannah Vacation Home

A 3 great bedroom house in Bluffton SC.Full kitchen, Spacious master bedroom, walk in closet, fire stick streaming tv, Big backyard with private fence. There is 1 kingsize bed, two queen beds. There is a propane gas grill in the backyard, a public pool is a walking distance away. The house is minutes away from Bluffton Old Town , 11 miles away from Hilton Head Island heading to the beaches.