Vacation rentals in Calibogue Sound

Steps to Ocean & Marina in Sea Pines-bikes-pool!

Free Bikes-Pool-Tennis! 2 bedroom, 2 bath Bluff Villas condo located in the heart of South Beach within the Sea Pines Resort. Steps from the beach, marina, pool & famous Salty Dog Cafe. Both baths Newly tiled/renovated amenities: - 4 bikes to use on Sea Pines' perfectly maintained wide bike paths - Pool 3 min next door(incl)-open Mem Day wknd - 1 hour/day + free walk on time-tennis at So Beach Racquet Club - new world class Pickleball facility! (reas rates) - 4 beach chairs & wagon - Spectrum

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.

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.

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.

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

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.

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.

3 bd 2 ba Bluff Villa in Sea Pines - walk to beach

Experience the best of Sea Pines Resort at 1666 Bluff Villas, an upgraded single-level villa perfectly situated just steps from the Salty Dog Café, the beach on the Sound, and everything South Beach Marina Village has to offer. With three bedrooms, a bonus room, and two full bathrooms, this spacious retreat comfortably accommodates up to eight guests and combines the comfort of home with the charm of Hilton Head coastal living.

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.

Daufuskie Escape Cottage with Ocean Views

Welcome to Daufuskie Escape Cottage! - Beautifully renovated 2-bedroom cottage - Huge wrap-around screened porch with ocean views - Swing bed for ultimate relaxation - Spacious interior with beachy decor - Fully equipped kitchen and cozy living area - Washer and dryer for convenience - Sunrise views from front porch and sunset views from back porch - Owner can coordinate access to Haig Point Golf Course

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.

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.