Holiday houses in Callawassie Island

Beautiful Spacious Remodeled Private House w/Pool!

Low Country's Finest Accommodations ! Beautiful 4 bedroom 2 bath fully renovated property nestled on four secluded acres with a pool. The house is stunning and offers all the charm of Low Country living. Ideal for family gatherings, relaxing vacation, a quick getaway for fishing and golf. Centrally located with easy access to Callawassie Island ( 5 min) Beaufort ( 20 min ) Bluffton (20 min) Savanah (45 min) Hilton Head (45 min) Charleston (90 min ). Come enjoy your "Home away from Home !

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!

Lux|Free Golf|Heated Pools|Free Bikes|Parris Is

Perfect for golf escapes, military families, or nearby family gatherings! • 2 Complimentary Rounds of Championship golf per day ($250 day value) • Free bike rentals • 3BR/2BA on beautiful Callawassie Island • Sleeps 6 with king, queen, and twins • 2 heated/cooled pools, tennis, and pickleball • 2 on-site restaurants • <30 mins to Beaufort • 30 mins to Bluffton & Parris Island • <60 mins to Hilton Head & Savannah • <90 mins to Charleston Discover charm, luxury, and adventure all in one place!

Guest House on Lawrence Street

UPDATED LUXURY, FASTIDIOUS CLEANLINESS in historic OldTown Bluffton’s coziest carriage house. OldTown’s vibe is just plain fun. Stoll 2 blocks to super restaurants, night life, art galleries, boutiques, antebellum homes & lush waterfront parks on the idyllic May River. New in 2018 w/ quartz counters, private bedroom w/ plush king-size bed, upscale bath w/ soaking tub, bright living/dining room, full kitchen & romantic rocking-chair porch up in moss-draped oaks. Read our Reviews—guests love it!

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!

The Carriage House at The Grove

Come relax with family and friends at this charming cottage located on multiple acreage overlooking a private lake teaming with native wildlife. Let both the two-legged and four-legged kids run around in a fenced backyard underneath majestic live oaks. Located within a private equestrian community, conveniently located near The Grove at Stoney Creek and Hewitt Oaks, and very close to Savannah, HHI, and Oldtown Bluffton. An additional adjacent apartment may be requested by messaging host.

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!

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!

Farm Guest House

Unplug and unwind at Luna Farm, just 5 minutes from I-95! Wake up to the sounds of roosters, explore scenic trails, and visit friendly farm animals at your leisure. This is a working farm, so expect natural farm life—animals, trains, and our guardian dogs protecting the herd at night. Enjoy fresh seasonal veggies and ample parking for large vehicles. Close to Parris Island, Hunting Island, and Hilton Head. A unique farm stay with rustic charm!

Waterfront Tree House | HT Pool | Private Office

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.

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.

Low Country Home in Beautiful Habersham

This stunning Habersham home is the perfect blend of modern convenience and southern hospitality. With all the necessary furnishings and living tools, it's the ideal spot for both short and long-term stays. Relax on the traditional front porch, take in the charming small-town vibes of Habersham, and explore everything the beautiful South Carolina Low Country has to offer.