Holiday rentals in Calibogue Sound

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Top-rated holiday rentals in Calibogue Sound

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Guest favourite
A spacious living area is furnished with a blue sectional sofa and a coffee table. Soft lighting is provided by two lamps on either side of the sofa. A large patio door opens to an outdoor seating area, allowing natural light to fill the room.
Flat in Hilton Head Island
5 out of 5 average rating, 10 reviews

Renovated 1BR HHI – Walk to Beach & Salty Dog Café

Welcome to your home away from home on Hilton Head Island! Stay steps from the beach in this newly renovated 1-bedroom villa with all new furnishings. It is the perfect blend of comfort, convenience, and coastal charm. Nestled just a short walk from the beach and the famous Salty Dog Café, you're in the heart of Sea Pines fun with dining, shopping, biking, pickleball and sun-soaked relaxation right at your doorstep, not to mention nearby access to some of the state’s most iconic golf courses.

Top guest favourite
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, 186 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 favourite
A screened-in porch is furnished with a wooden table and four high-backed chairs, offering views of the surrounding greenery. Natural light fills the space through the screens, highlighting a large potted plant and a smaller table. The floor is adorned with a textured blue rug.
Apartment in Daufuskie Island
5 out of 5 average rating, 56 reviews

Daufuskie Island Beachside Escape • Birdsong Oasis

Accessible only by boat or ferry, escape to the beauty of Daufuskie Island. Birdsong Oasis in the historic Melrose community is a serene 1BR retreat with two queen beds, kitchenette, spacious bath, and screened-in porch. Surrounded by moss-draped oaks and birdlife, it overlooks a peaceful salt marsh and is steps from uncrowded white-sand beaches—perfect for swimming, beachcombing, birdwatching, or soaking in the island’s quiet rhythms. Discover Daufuskie’s rich history and laid-back charm.

Superhost
The exterior of the Water Oak Cottage is shown, highlighting its charming white siding, inviting porch, and surrounding greenery. Tall trees provide shade, while the ocean is visible in the background, creating a serene coastal setting.
Home in Daufuskie Island
4.78 out of 5 average rating, 18 reviews

Water Oak 2BDR Luxury OF Stand-Alone w/ Golf Cart

Welcome to Water Oak Cottage, a stunning oceanfront retreat. - A 4-passenger golf cart is included for any reservation created on or after 12/31/25 - Luxuriously decorated with coastal artwork - Open floor plan with comfortable seating and a large flatscreen TV - Fully equipped kitchen and screened-in porch with ocean views - Master bedroom with king-size bed and ensuite bath - Second bedroom with two queen beds and ensuite bath - This property allows only electric golf carts.

Top guest favourite
Home in Daufuskie Island
5 out of 5 average rating, 158 reviews

Glenn's Greenish Daufuskie Cottage

STR-007307-2025 Perfect get away on Daufuskie Island, SC with a view of the Inner coastal Waterway. Rent a golf cart, private quiet beaches and get away from it all. This cottage is great for families, workshops, reunions and retreats. Beautiful sunset views. The island is only accessible by ferry or boat. Beautiful views. Marshside Seashell Labyrinth directly across. You must rent a golf cart You for sure want to bring your bug spray of choice. wiki.officialdaufuskie

Guest favourite
A sunlit exterior area is showcased, featuring a wooden walkway that leads to The Houseboat. Planters with vibrant green plants and flowers are positioned alongside the entrance, contrasting with the clear blue sky and water view in the background.
Houseboat in Tybee Island
4.93 out of 5 average rating, 120 reviews

The Houseboat on Tybee Island

Located at the Tybee Island Marina on Lazaretto Creek, along the western boundary of Tybee Island, The Houseboat offers spectacular sunrise and sunset views nestled in a serene spot between the beach on Tybee or a day exploring Savannah. Due to its location on a floating dock in a tidal creek, with low tides making for a difficult/steep transition between the floating and stationary docks, The Houseboat is not ideal for guests with mobility issues.

Superhost
A private deck is shown with comfortable seating overlooking a serene landscape. Lush trees frame the view, which includes sunset skies and ocean waters in the distance. Natural light enhances the tranquil setting, inviting relaxation and outdoor enjoyment.
Apartment in Hilton Head Island
5 out of 5 average rating, 3 reviews

Oceanfront Villa @ Sea Pines | Steps to Beach

Set off on your perfect island escape in this serene oceanfront villa tucked within Sea Pines’ South Beach Marina. Wake up to coastal breezes, unwind on your private deck at sunset, and enjoy direct beach access just steps away. Designed for easy, relaxed living, this spacious two-story retreat is ideal for families or groups. Walk to the iconic Salty Dog Café, enjoy the pool, and explore nearby tennis, pickleball, and scenic bike paths.

Top guest favourite
The charming cottage features a welcoming front porch adorned with rocking chairs and hanging plants. The exterior displays a light color palette complemented by blue accents, while a gently sloping metal roof enhances its rustic character. Lush greenery surrounds the property, creating a serene atmosphere.
Cottage in Daufuskie Island
4.94 out of 5 average rating, 224 reviews

The Oyster Cottage on Daufuskie w/ Golf Cart

A charming historic 3bd/1.5bath cottage that boasts authentic Daufuskie character with all the modern amenities. Located in the Historic district of the island, this cottage is nestled on a large piece of property next door to the Iron Fish Gallery, only a 5 minute walk to the Island Shack. Featured in Southern & Coastal Living, this retreat is perfect for a small group or family to escape and enjoy the serenity and quiet of the island.

Top guest favourite
A charming white cabin is set amidst lush greenery and flowering plants, featuring a welcoming front porch with steps leading to the entrance. Spanish moss hangs gracefully from nearby trees, enhancing the serene atmosphere of the outdoor space.
Bungalow in Bluffton
4.99 out of 5 average rating, 476 reviews

Bluffton's Historic Guest House

LOCATION! Charming cabin built c. 1910 with antiques and vintage decor provides in miniature all you need for a quiet getaway weekend with superb viewing & swimming from the dock or a month of blissful exploration of the Lowcountry. Walk to Old Town galleries, shops, 21 restaurants & festivals mixed with Farmer's Market on Thursdays 1-6 PM within one mile. Local seafood to cook available only four blocks away.

Top guest favourite
Treehouse in Hilton Head Island
5 out of 5 average rating, 28 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

One of our newest homes, see our over 1000 *5*-star reviews. Nestled on a tranquil cul-de-sac on Deer Island - an island on an island - our enchanting Treehouse offers the ultimate getaway, surrounded by lush gardens and bamboo forests, stunning reclaimed wood floors, historic Savannah brickwork, and marvelous mid-century design and furnishings.

Top guest favourite
A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.
Apartment in Hilton Head Island
4.96 out of 5 average rating, 187 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.

Top guest favourite
A shaded porch area features a swing bed draped with a blue patterned blanket and accented by decorative pillows. Surrounding plants hang from the ceiling, and a coffee table is set with candles and natural decor. Comfortable seating is provided by white wicker chairs.
Cottage in Daufuskie Island
4.94 out of 5 average rating, 125 reviews

Only 200 Yards From The Beach ! Ocean View !

Within 200yds of Beach, renters will have the pleasure of staying in a Beautiful Home. Daufuskie Island is unique in that it does not have a bridge. Visitors, renters and owners travel from Hilton Head or from Savannah by Ferry to the Island. We will help. There is something about a charming beach cottage that is irresistible.

Popular amenities for Calibogue Sound holiday rentals