Vacation rentals in Calibogue Sound

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Top-rated vacation rentals in Calibogue Sound

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Top guest favorite
Home in Hilton Head Island
4.99 out of 5 average rating, 145 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Superhost
Apartment in Hilton Head Island
5 out of 5 average rating, 3 reviews

Waterfront Sea Pines Studio | Beach & Salty Dog

"Island Therapy!" Waterfront Sea Pines Studio - Steps to Beach & Salty Dog - Sunrise & Marina Views. This serene Hilton Head retreat perfectly located in the Bluff Villas of Sea Pines Resort. At this remodeled waterfront studio you will wake up to stunning sunrise views over the water. You’re literally next door to the famous Salty Dog Café and the South Beach Marina. You’re only a 2-minute walk to the private beach, bike paths, viewing resident dolphins and catching a picture-perfect sunset.

Guest favorite
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.
Apartment in Hilton Head Island
5 out of 5 average rating, 11 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 favorite
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, 187 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 favorite
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.
Condo 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
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.

Luxe
Villa in Hilton Head Island
5 out of 5 average rating, 5 reviews

1872 Beachside Tennis, Sea Pines: Beachfront Villa

Surrounded by lush vegetation on Hilton Head Island, this cozy residence features a superb blend of sun and shade. From the tiled terrace, steps lead into the turquoise pool. The heart of the village is a brief bike ride away. Discover waterfront restaurants, unique shops, and activities for the whole family. A 5-minute stroll is all it takes to sink your toes into the toasted sand at the beach. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 037475

Guest favorite
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, 122 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.
Condo 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 favorite
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.

Guest favorite
A spacious studio is featured, with a large bed and a comfortable sofa facing a wooden coffee table. Natural light enters through multiple windows, and the indoor gas fireplace is visible next to a wall-mounted television. Soft tones create a relaxed atmosphere.
Apartment in Savannah
4.94 out of 5 average rating, 309 reviews

The Love Bird Suite

Located on the serene and historic Wilmington Island, this space was designed as a romantic couple’s getaway. Enjoy this spacious studio, equipped with a working indoor gas fireplace, a large soaking tub, floor to wall tiled shower, and an outdoor hot tub. Centrally located between Historic Savannah and Tybee Island, enjoy day trips to visit these amazing places and return to a relaxing and romantic retreat style stay.

Top guest favorite
A cozy living room features a sectional sofa with decorative pillows, a round wooden coffee table, and a soft area rug. A teal chair and a white entertainment unit provide additional seating and storage. Natural light enters through large windows, enhancing the space's inviting ambiance.
Cottage in Savannah
4.98 out of 5 average rating, 174 reviews

Historic Coastal Cottage on Isle of Hope

The Crooked Oak Cottage is a short walk to Historic Bluff drive which overlooks the intracoastal waterway. The Isle of Hope community has several crafts and art shows through out the year. The IOH Marina hosts monthly concerts, kayak rentals and local fishing charters. Crooked Oak is minutes from Wormsloe plantation, Tybee beach, Savannahs Downtown area and many other attractions.

Popular amenities for Calibogue Sound vacation rentals