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Vacation rentals in Callawassie Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Callawassie Island

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

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Top guest favorite
Home in Beaufort
4.97 out of 5 average rating, 149 reviews

Peaceful house mins to downtown,MCAS,P.I & Beaches

L.J.’s Hideaway provides a truly peaceful and private setting for your family. Located in the quiet, family friendly neighborhood of Mossy Oaks. Come cozy up in this two bedroom, one bath home on a half acre lot situated on a dead end street. Conveniently located minutes from historic downtown Beaufort, within walking distance of the Spanish Moss biking/hiking trail and Beaufort Memorial Hospital. Only 3 miles to the entrance of Parris Island (MCRD) and 22 miles to Hunting Island State Park.

Top guest favorite
A charming farmhouse cottage is showcased, featuring a welcoming porch with rocking chairs. Lush plants are positioned on either side of the entrance, which is highlighted by a wooden door and decorative lighting. A well-maintained lawn contributes to the inviting exterior.
Cottage in Beaufort
4.98 out of 5 average rating, 327 reviews

Lovely Cottage in Beaufort w/ State Park Beach Pas

This adorable but well-appointed farmhouse cottage is located just a few streets from the heart of DT Beaufort, in the desired neighborhood of Pigeon Point, with easy access to the boat launch. Just a few blocks from Bay Street and the Marina, where great shopping and outdoor dining with breathtaking views of the harbor await. A relaxed and inviting space, style, and beauty combine to make this special cottage a much sought-after resting space for a memorable vacation with your loved one(s).

Guest favorite
Home in Bluffton
4.91 out of 5 average rating, 179 reviews

Divers Inn

Welcome to The Promenade! This rare corner townhome with an ELEVATOR, zoned MIXED USE, is in the heart of Old Town Bluffton, above Calhoun Street Tavern. With 2,537 sq. ft., dual primary suites, a private third bedroom, 2.5 baths, and multiple outdoor spaces, it’s fully furnished and a successful Airbnb. Steps from top restaurants, shopping, and bars, and just 15-20 minutes from Hilton Head’s beaches and 30 minutes to Savannah, this townhome offers the perfect blend of urban and coastal living.

Top guest favorite
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, 218 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 favorite
Treehouse in Beaufort
4.98 out of 5 average rating, 166 reviews

Private island Treehouse

The ultimate in glamping !! This beautiful studio is on a private island with dock access to the Intercoastal water way. Minutes from downtown Beaufort SC. Only 35 miles from Hilton Head , 45 miles from Savannah GA, and only 60 miles from Charleston SC. Minutes away from great restaurants and attractions like Hunting Island state park and public golf courses. Swimming, Fishing, Kayaking or paddel Boarding (equipment provided) or just relax . You can do as much or as little as you desire.

Top guest favorite
A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.
Cottage in Tybee Island
4.99 out of 5 average rating, 192 reviews

Private Dock | FREE Golf Cart | Kayaks | Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

Top guest favorite
The cottage is surrounded by mature trees and landscaping, with a neatly trimmed path leading to the entrance. The front porch features two chairs and potted plants, offering an inviting entrance. A spacious lawn provides ample outdoor space.
Home in Beaufort
4.98 out of 5 average rating, 237 reviews

The Cottage at Burroughs

The Cottage at Burroughs has recently been completely renovated. A short walk or bike ride to downtown Beaufort restaurants and shopping, it is also just steps away from the Spanish Moss Trail and a short drive to Parris Island. The Cottage has space to park your boat trailer and is one mile from the Downtown Marina and boat landing. A scenic drive through our barrier islands will take you to the beautiful beaches and trails at Hunting Island State Park - complimentary guest pass provided.

Top guest favorite
A modern kitchen area is displayed, featuring sleek gray cabinetry and a rich wooden countertop. A stainless steel sink and a glass cooktop are positioned under a contemporary hood. Textured white tiles provide a clean backdrop, complemented by a small potted plant.
Cottage in Beaufort
5 out of 5 average rating, 195 reviews

Private cottage in the pines

This cottage has a unique combination of being close to everything, while still maintaining a very private feel. The cottage is accessible by its private, dedicated drive. This new guest cottage has a King sized bed, as well as a pullout xl twin. The home boasts a large screen tv viewable from every angle, a full sized bath, full kitchen, exquisite outdoor shower, fire pit, full laundry, and all the amenities of home. 10 minutes to Beaufort/Parris isl. Boat parking available on site.

Top guest favorite
A serene outdoor setting features a cozy fire pit with firewood arranged inside. Two turquoise Adirondack chairs are positioned nearby, inviting relaxation. A winding stone path leads to a charming house with a spacious porch, surrounded by lush greenery and Spanish moss-draped trees.
Cottage in Beaufort
4.97 out of 5 average rating, 207 reviews

Peaceful River Retreat Near Historic District

This tranquil, private, river retreat has incredible views of the marsh and the Beaufort River. Located in popular Pigeon Point, you are just a short bike ride or a 20 minute walk to the historic district and downtown Beaufort. I also have another more glamorous and exotic property next door see it at: airbnb.com/h/motm Enjoy fishing and crabbing right in your back yard at high tide or take a short walk down to the boat landing where you can watch people hand cast nets for shrimp!

Top guest favorite
Cottage in Saint Helena Island
4.99 out of 5 average rating, 132 reviews

Private Waterfront Retreat w/ Sauna

Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.

Top guest favorite
A bright living space features a comfortable gray sofa adorned with decorative pillows. Natural light floods in through large windows, highlighting a wooden coffee table and stylish armchairs. A dining area with blue chairs complements the decor, while nautical-themed wall art adds charm.
Townhouse in Bluffton
4.99 out of 5 average rating, 161 reviews

Old Town Bluffton! Music, Great Eats, Lively Town

Old Town Bluffton is a vibrant Lowcountry walkable town full of live music, great food, trendy bars, history, art, shopping, and beautiful sunsets on the May River. Find all of this steps from your front door. If you want to venture out, Hilton Head is only 8 miles away, and Savannah is 17 miles away. There are 40+ golf courses, beaches, and more...but you may not want to leave this special place.

Guest favorite
Home in Bluffton
4.86 out of 5 average rating, 254 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.

Popular amenities for Callawassie Island vacation rentals