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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Guest favourite
A spacious outdoor area features a well-maintained pool with a gently curved shape, bordered by a wooden deck. Sun loungers are positioned near the pool, and outdoor dining furniture can be seen under a large umbrella, providing a relaxing setting surrounded by lush greenery.
Home in Okatie
4.96 out of 5 average rating, 24 reviews

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 !

Top Guest favourite
Townhouse in Okatie
4.96 out of 5 average rating, 25 reviews

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!

Top Guest favourite
Apartment in Bluffton
4.99 out of 5 average rating, 468 reviews

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!

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, 567 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!

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, 239 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
Home in Bluffton
5 out of 5 average rating, 22 reviews

Two Homes · Walk to Old Town · Fire Pit · EV

Two homes. One backyard. Zero rules about which one you have to sleep in. Your group pulls up to a shaded Old Town street and there they are — a classic Charleston Single with a wraparound porch and a sleek contemporary cottage, side by side, sharing a private fenced yard with Adirondack chairs and a fire pit already glowing at dusk. Someone claims the porch swing. Someone else heads straight for the cottage. Tonight, everyone gathers around the fire. The May River is down the street.

Top Guest favourite
A bright and modern kitchen space is complemented by a dining table with four chairs. Stainless steel appliances and white cabinetry provide a clean look. A comfortable seating area with two chairs is positioned near a window, enhancing the room's natural light.
Apartment in Bluffton
4.99 out of 5 average rating, 187 reviews

May River Cottage on Lawrence street, old Town.

Very well kept Carriage house, clean and bright in the heart of historic downtown Bluffton.Walking distance to many historic sites, restaurants,shopping and Art galleries. Our Majestic May river is just 0.3 miles walking distance from our front door. We are 30 minutes from Savannah,GA and 18 minutes from the beautiful Beaches of Hilton Head Island.Fully equipped kitchen, washer and dryer with separate bedroom. Bring your Kayak, paddle boards and bikes. 30 day rental price negotiable.

Top Guest favourite
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, 214 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 favourite
Guesthouse in Bluffton
5 out of 5 average rating, 5 reviews

Cozy Carriage House Under Oaks | Old Town Bluffton

nook - /nʊk/ – a secluded or sheltered place or part. We welcome you to The Nook, a peaceful escape nestled beneath centuries-old oak trees and located steps away from the vibrant core of the Old Town Bluffton Historic District. Spend your days strolling tree-lined streets, dining at some of the Lowcountry’s best restaurants, and enjoying scenic parks overlooking the beautiful May River. Begin and end your day at your restful, coastal retreat.

Guest favourite
The exterior of the guest house showcases a white facade with green roofing and multiple large windows. A front porch with white railings enhances accessibility to the entrance, surrounded by well-maintained grass and landscaping. The clear blue sky adds a vibrant backdrop.
Home in Ridgeland
4.91 out of 5 average rating, 102 reviews

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!

Top Guest favourite
Cottage in Saint Helena Island
4.98 out of 5 average rating, 138 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.

Guest favourite
Home in Bluffton
4.86 out of 5 average rating, 258 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 holiday rentals