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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Top guest favourite

A light green, single-story home features a covered porch supported by white columns. Two rocking chairs are positioned on the porch, while shrubs and a hose are visible in the landscaped area. The driveway leads to an expansive concrete space, enhancing accessibility.

Home in Beaufort

The Mint House Getaway/Pool

THE MINT HOUSE is a beach-style private home occupying a quiet neighborhood, one of Beaufort most culturally diverse neighborhoods and combines the appearance and charm of a historic Beaufort home with all the modern conveniences you have come to appreciate in new construction. This head-turning property boasts four bedrooms - unheard of in most Old Town structures. From this location, you will be just 10 minutes from Beaufort downtown, most desirable restaurants, shopping, and attractions.

4.89 out of 5 average rating, 99 reviews

Top guest favourite

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.

Flat in Bluffton

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!

4.99 out of 5 average rating, 235 reviews

Top guest favourite

Flat in Bluffton

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!

4.99 out of 5 average rating, 478 reviews

Top guest favourite

The exterior of The Yellow Cottage is showcased with a welcoming front porch framed by palm trees and landscaped greenery. A gentle pink sky serves as a backdrop, accentuating the cottage's charming architectural features and inviting ambiance.

Home in Bluffton

Old Town Bluffton 'The Yellow Cottage' w Golf Cart

Welcome to The Yellow Cottage — a guest favorite with golf cart included! Perfectly located in Old Town Bluffton, you’ll be won over by this southern charmer. Unwind in this plantation inspired cottage, sip morning coffee on the porch swing, enjoy the private community pool, cruise eclectic Old Town in the golf cart, play games in the fenced yard,...or grab the sandals and towels for a beach day! You are only- .75 miles to Old Town shops & dining 15 miles to Hilton Head 23 miles to Savannah

4.96 out of 5 average rating, 105 reviews

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

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!

4.99 out of 5 average rating, 716 reviews

Top 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

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!

4.95 out of 5 average rating, 249 reviews

Top guest favourite

A tranquil waterfront view is captured at sunset, showcasing vibrant hues of pink and orange reflected across the water. Silhouetted against the sky are tall grasses by the dock, creating a peaceful atmosphere. The scene is framed by a white picket fence.

Guest house in Beaufort

River Retreat- Waterfront- Less than1 MI from PI

Escape to your own peaceful waterfront retreat less than a mile from Parris Island! This 3-bedroom, 2-bath river guest home sleeps up to 8 and features breathtaking water views, a private deep-water dock, screened porch, full kitchen, and washer/dryer. Watch the sunrise over the river, fish from the property, keep an eye out for feeding dolphins, or simply relax by the water. Perfect for Marine Corps graduation families, boating and fishing trips, or a relaxing Lowcountry getaway.

4.95 out of 5 average rating, 357 reviews

Top 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

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! 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!

4.96 out of 5 average rating, 380 reviews

Top guest favourite

A welcoming living area features a light-colored sofa adorned with decorative pillows. A round coffee table sits on a textured area rug. A large mirror and a potted plant enhance the space, while natural light enters through the door opposite the seating.

Guest house in Bluffton

Bluffton's Tropical Carriage House Getaway

Embrace the inviting atmosphere of this detached garage apartment. The guesthouse features an open-concept living/*kitchenette/sleeping area, a tropical design, a private entry, a luxury king mattress and blackout window treatments. This southern style hood offers ample sidewalks, ponds for fishing, a playground, and a park. Quaint Old Town Bluffton is a 3 minute drive or 20 minute walk to a number of shops and restaurants. Permit # STR21-00119

Top guest favourite

Cottage in Saint Helena Island

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.

4.98 out of 5 average rating, 146 reviews

Guest favourite

A charming house is set back from a winding driveway, characterized by a front porch adorned with hanging plants. Lush greenery and manicured landscaping complement the welcoming entrance, while the sloped roof adds to the home's inviting character.

Home in Beaufort

Tabby House, Parris Island, Reunions & Beaches

Close to Parris Island, a lovely Lowcountry home with 6 spacious bedrooms at the end of a quiet street. Ideal for large family gatherings. A very clean, comfortable, & welcoming environment. Great location 4 miles to historic downtown Beaufort on the waterfront where you will find plenty of restaurants and shopping. A few miles from the new Spanish Moss Trail and a boat launch in nearby Port Royal.

4.93 out of 5 average rating, 365 reviews

Superhost

Home in Okatie

Heaven Island Lodge Daily Golf Included

Golfers’Paradise: Free Daily Golf + Comfortable Home. The property is on Callawassie Island and overlooks the 9th fairway of the Palmetto course and is close to Callawassie amenities including golf (two rounds per day included with the daily rental) clubhouse, tennis and pickle ball courts, two pools, kayaks, state of the art fitness center.

5.0 out of 5 average rating, 4 reviews