Holiday rentals in Calibogue Sound

Our Boat on Tybee

Conveniently located between the beaches of Tybee Island and the charm of downtown Savannah, Our Boat on Tybee provides a quiet, romantic change of pace overnight stay. With stunning sunsets and regular visits from the local wildlife (otters, dolphins, etc) this will be a trip you won't soon forget. Our Boat is ideal for 2 guests, but a third adult guest is permitted with an additional $100 nightly fee. Our Boat on Tybee is not ideal for guests with mobility issues or children under 13 years

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.

SeaPines - Walk to Beach, Pet Friendly, Free Bikes

SeaPines-Another fantastic hidden gem in the Wildwood Spa neighborhood. Comfortable, clean and bright, this open concept two bedroom villa features a huge screened in porch to enjoy all year long. Vaulted ceilings, recently renovated baths, lovely new flooring, and an on site pool/tennis are just a few key features of this villa. Expanded sleeping options with a sofa sleeper in the loft and two twins in the guest. Golf views, sunny exposure, simple check-in and many complimentary amenities.

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.

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.

The Beachfield House on Daufuskie w/ Golf Cart

Listen to the waves, walk to the beach, and smell the salt air from this beautiful beach home located on Daufuskie Island, SC. Our home offers the ultimate private island experience as it's located in a small private community. House offers all modern amenities for a comfortable stay including a chef’s kitchen, play area/bikes, high ceilings, three balconies, and beautiful natural light. Four seater golf cart included. Feel like you are staying in the trees and enjoy the coastal outdoors.

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

Welcome to Wren's Nest, a luxurious Sea Pines retreat. Just steps to private beach access, this stylish 4BR home blends coastal elegance with family-friendly comfort. Enjoy a secluded backyard oasis with a waterfall pool, large screened-in porch, and space to unwind. Walk or bike to South Beach, shops, restaurants, and miles of scenic Hilton Head trails. Bring the entire family, leave with memories of a lifetime. Beach chairs, wagon, and umbrellas included. Pets welcome.

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.

Golf Lovers Dream Home on PGA Course! Hilton Head

18 Turnberry Lane — This stunning 6-bedroom, 5.5-bath home offers over 4,800 square feet of luxurious living space, complete with a private enclosed pool and spa. The spacious open design includes a chef's kitchen and strong Wi-Fi, perfect for remote work or schooling. Enjoy the ultimate in comfort and style in this beautiful home. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.

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.

Waterfront Tree House | HT Pool | Private Office

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.