Holiday rentals in Calibogue Sound

Daufuskie Paradise: Oceanfront/3 Suites/Huge Porch

Daufuskie Paradise cottage blends luxury, wellness, and oceanfront living just steps from the Atlantic. Thoughtfully designed for comfort, it features three spacious suites with firm Purple® mattresses, 100% cotton bedding, feather pillows, down duvets, and Turkish cotton towels. A whole house NUVO H2O filtration system provides cleaner water for drinking, cooking, bathing, and laundry. Enjoy a gourmet kitchen, expansive screened porch with dining and relaxing amenities and stunning ocean views.

Lovely Villa in Sea Pines Hilton Head

🌊 🌴 Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head is just steps away. This sunny and spacious 2-bedroom, 2-bath condo is perfectly situated just a minutes walk to the beach, South Beach Marina, the iconic Salty Dog Café, and the South Beach Pool (reopening Summer 2025)! Relax on your private patio overlooking Braddock Cove, unwind in the updated living space, or take a quick stroll to grab an ice cream by the harbor.

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

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.

Family Memories Are Made Better at Deer Run

Relax with the whole family at this private and adorable 3 Bedroom, one level home just a short bike ride to the beach! Nature surrounds you in the secluded fenced in backyard setting with heated walk-in pool, and spa. This spacious home includes large bedrooms, Open living room with fireplace, and bedrooms. Prepare your family meals in the fully equipped kitchen, dine in or walk out walk-out to the screened porch perfect for family gatherings and memories to last a lifetime. Permit # 32403

Stunning water view - Sea Pines Resort

*** THE SOUTH BEACH MARINA POOL HAS RE-OPENED. POOL PASSES CAN BE PURCHASED SEPARATELY. A LINK WILL BE PROVIDED WITH CHECK IN INSTRUCTIONS. POOL IS OPEN May 25-Sept 7.*** 3 bedroom, 3 bath townhouse is located in Sea Pines near the South Beach marina. Stunning views of Braddock Cove and is just a few minute walk to beach. South Beach marina with shops and restaurants and the famous Salty Dog Cafe are just steps away from the front door. Short Term Rental permit number #042134

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.

Daufuskie Island Beachside Escape • Birdsong Oasis

Accessible only by boat or ferry, Birdsong Oasis is a serene studio retreat with two queen beds featuring luxury Saatva mattresses, a kitchenette, spacious bath, and screened-in porch. Set between the salt marsh and beach in Daufuskie Island’s historic Melrose community, it overlooks the peaceful marsh beneath moss-draped oaks and is just steps from uncrowded white-sand beaches—perfect for swimming, beachcombing, birdwatching, or simply slowing down to island time.

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.

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.

HHI South Beach at it's Best! Sea Pines

The two story floor plan has 4 bedrooms, 4.5 baths. The lower level has a garage, three bedrooms, three bathrooms and a covered porch. Upstairs you will find the main living area, gourmet kitchen, dining area, 2 decks, the master bedroom/bathroom, laundry room and half bath. There’s an open floor plan that flows from the kitchen to the dining room right out to the balcony overlooking Braddock Cove and the South Beach Marina.

Canopy House | Walk to Harbour Town | Marshfront

Canopy House is an artfully curated retreat in Sea Pines, nestled among live oaks and Spanish moss, where walls of floor-to-ceiling windows frame sweeping views of the tranquil salt marsh along the serpentine Heddy Gutter Creek. Walk or bike to Harbour Town for dining, live music, and shops, or spend the day at the beach. Return to a peaceful oasis where nature and design inspire meaningful moments together.