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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Guest favourite
A spacious studio features a comfortable king bed with bedside tables and lamps. A rattan chair is positioned nearby. The kitchenette, equipped with a black refrigerator and stove, complements the casual seating area. Natural light fills the room through a window with blinds.
Guest house in Bluffton
4.89 out of 5 average rating, 250 reviews

Your own carriage house - detached, private, safe!

Awesome carriage house in quiet, prestigious Bluffton community. Completely private, detached 300 sq ft space perfect for groups of 2 adults/child. Enjoy an open floor plan, 1 comfy king bed plu& thoughtful touches that make this the perfect home away from home. Close to everything you want to see - just 20 minutes to Savannah, Hilton Head or Beaufort. Restaurants, shopping, golf & beaches! Plus, we're happy to be your personal concierge and offer tips on everything the low country has to offer

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, 324 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 cottage features a modern design with a sloped roof and expansive glass walls that create a bright and open feel. A wooden deck wraps around the front, complemented by a pergola and greenery, inviting relaxation in the tranquil outdoor space.
Cottage in Hardeeville
4.95 out of 5 average rating, 534 reviews

Tranquil Savannah River Cottage w/ Views+Breakfast

Awaken on the banks of the Savannah River w/ views, song birds & morning coffee! Enjoy the 2x decks, full wall glass doors, metal roof rain, 2 acres strung w/ Spanish moss & relaxing in the sun as the water hits the docks! Bring a book, fish, or hike! Enjoy breakfast, gas BBQ, firepit, screened porch+fans, fast wifi & SmartTV! 2023 renovated & travel magazine featured! Near Savannah, Hilton Head, I95 & airport! This adorable, smaller cottage is perfect for special occasions or getting 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.
Flat in Bluffton
4.97 out of 5 average rating, 670 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
4.95 out of 5 average rating, 219 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, 646 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, 437 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.
Guest house in Hilton Head Island
4.92 out of 5 average rating, 243 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

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.
Guest house in Bluffton
4.92 out of 5 average rating, 298 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.

Guest favourite
A cozy outdoor area is highlighted by a gazebo with soft fabric drapes. Seating is provided by a sectional sofa and armchair, arranged around a low coffee table. A hammock hangs nearby on the manicured grass, enhancing the serene atmosphere.
Flat in Bluffton
4.84 out of 5 average rating, 199 reviews

Bluffton Cottage • Fenced yard • Pet-Friendly

Located in the heart of downtown Bluffton. Just a short walk to the many shops, restaurants, & parks in Old Town. Newly remodeled cottage with fully stocked kitchen, smart TV, games, washer, dryer, king bed, & two pull out twin beds. Enjoy cozy outdoor area with gazebo, outdoor lounge, & hammack. A short drive to the beaches of Hilton Head, Savannah, &Beaufort or take a day trip to Charleston or even Jacksonville, FL. Pet friendly.

Top guest favourite
A cozy bedroom features a spacious bed with soft linens, accented by decorative pillows. A stylish wash basin is shown with toiletries on a wooden vanity. A living area showcases comfortable seating, decorative plants, and a coffee table, enhancing the welcoming environment.
Home in Port Royal
4.99 out of 5 average rating, 237 reviews

Great reviews! Stylish Port Royal cottage!

Bright and airy with an open floor plan, this quaint cottage boasts unique features and effortless style in 900 sq. ft. This stylish, newly renovated home is just minutes from Parris Island, historic downtown Beaufort, and a 20-minute scenic drive to Hunting Island-it's the ideal Lowcountry retreat. Port Royal, SC license# 12106

Top guest favourite
A circular window seat is framed by a decorative arch and surrounded by bookshelves filled with various books and decorative items. Plush cushions invite relaxation, while natural light filters through the stained glass window, offering a view of the outdoor greenery.
Home in Savannah
5 out of 5 average rating, 122 reviews

Casula Solis

This is CASULA SOLIS!! Coming to you from the same owners as the CASITA :) Very unique stay with every amenity imaginable including a small 6' x 6' inground salt water dipping pool hot tub and fire pit! Very private 1 bedroom with king bed. I will even cook meals for an extra cost and plenty of heads up.

Popular amenities for Callawassie Island holiday rentals