Holiday rentals in Callawassie Island

Pigeon Point Cottage w/ State Park Beach Pass

This adorable, but well-appointed farmhouse Cottage is just a few streets from downtown Beaufort, in the quiet neighborhood of Pigeon Point. Easy access to a boat launch and walking distance to the park. A 30 minute walk to Bay St. 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).

"A" Secluded Quiet Oasis w/ Beach Pass

Detox You'll love this unique and romantic escape. Architectual design allows you to fully take in the view of the lowcountry marsh. The backdrop of the bed allows you to fall asleep to the majestic starry filled night sky! Soak your cares away with a bath that will surely relax and unwind you. The background is breathtaking! The outside shower allows you to take in the scenery while enjoying a hot shower. This is an "unplug" listing, no tv or internet access. Hunting Island Beach Pass included.

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!

Belle Monte (beautiful mountain) on the water!

Belle Monte is a lovely light-filled 2 story home on high bluff overlooking Middle Creek off the Whale Branch river in Beaufort, SC. See gorgeous sunrises & watch the dolphins from the upstairs deck or sun porch. Great views of the water from most of the house. New lighted dock on deep water so bring your boat! Enjoy swimming (ladder provided), kayaking or paddle boarding. Great area for fishing and crabbing. Well-equipped kitchen, fireplace, gas grill, screened-in porch, game table & more!

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.

Meticulously Restored Flat Overlooking River St

Watch wall-mounted TV in either of the bedrooms before breakfast in a kitchen with stainless steel appliances. Latter-day luxuries like these blend with soaring ceilings, old gray-brick walls, and original artifacts in a building circa 1840. Take the Factor's Walk to find out more about this and other old-time city landmarks in this downtown historic district setting. Jog alongside the majestic Savannah River and stroll the cobbles of River Street below to cafes and restaurants. SVR-01588

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!

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!

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.

River Retreat- Waterfront- 1 MI from Parris Islan

This river retreat can sleep 8 and is a little slice of heaven less than a mile from Parris Island. You will have the chance to hopefully see the dolphins feed while you are relaxing or you can sit on the porch and catch a breathtaking sunrise over the water. This is a quiet guest home that has amazing views whether you are coming for a graduation, to relax or enjoy the water this is the spot for you.