House in Hilton Head Island, SC
12 guests · 4 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental
Summary:
Tucked beneath mossy oaks in Shipyard Plantation, 85 Gloucester Road is a luxurious Lowcountry retreat for up to 12 guests. With a chef’s kitchen, screened porch, private pool, and four en-suite bedrooms, it blends elegance and comfort. Enjoy sunny days by the lagoon, cozy nights by the fire, and easy access to Hilton Head’s beaches, golf, and trails. Every detail is crafted for rest, connection, and unforgettable memories with host2coast!
The Space:
Tucked beneath moss-draped oaks and framed by serene lagoon waters and whispering palms, 85 Gloucester Road is not just a vacation home - it’s a storybook retreat where relaxation, nature, and Southern elegance intertwine. Located within the prestigious Shipyard Plantation, this custom-built gem combines Lowcountry charm with refined luxury welcoming up to 12 guests. Think of a peaceful world of slow mornings, sunlit afternoons, and golden evenings all surrounded by the natural beauty of Hilton Head Island!
Step inside, and a sense of calm washes over you. Sunlight filters through expansive windows, gliding across rich wood beams and airy vaulted ceilings. The heart of the home - a stunning chef’s kitchen - is a dream for culinary creatives, boasting high-end appliances, a six-burner gas range, and a stylish island perfect for sipping wine while dinner simmers. Flowing effortlessly into the cozy yet sophisticated living room, this open-concept space invites togetherness, whether you're curled up by the fireplace or gathered around the Smart TV for a movie night. Open the French doors and let your world expand onto a wrap-around screened porch - a sanctuary of its own, with plush seating, a flickering outdoor fireplace, and gentle lagoon breezes that make every meal feel like a special occasion.
As the stars rise, retreat to your private quarters. Each of the four en-suite bedrooms is thoughtfully curated for deep rest and comfort, featuring plush mattresses, premium linens, and spa-like bathrooms. The main-floor primary suite feels like a personal spa, complete with a freestanding soaking tub, dual vanities, and an oversized walk-in shower. Upstairs, a playful King and bunk room adds a fun twist for families, while the Queen suite with a sleeper sofa offers the perfect mix of comfort and flexibility. Every guest has their own peaceful corner - designed not just to sleep, but to truly unwind.
Outside, your private resort-style backyard awaits. The pool* glistens under the sun, complete with a tanning ledge perfect for lounging, while astroturf lawns keep everything green and barefoot-friendly. Sip lemonade poolside, refresh in the outdoor half bath, or light up the grill for an evening barbecue under string lights. And when you’re ready for adventure, Shipyard’s trails beckon - leading you past fairways and forests to the soft sands of the beach just two miles away.
From sunrise coffee on the porch to sunset strolls under the oaks, 85 Gloucester Road is where memories linger long after your suitcase is packed. Here, every detail whispers luxury - from high-speed Wi-Fi and Smart TVs to curated beach gear and a welcome basket filled with treats to start your stay with a smile. It’s the kind of place where time slows down, laughter comes easy, and the only question is why you didn’t come sooner. Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.
PROPERTY SPECIFIC DETAILS:
* Shipyard is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $45. All gate passes must be picked up at the host2coast office prior to entry.
* Pool does not heat.
* Fireplace is not available for guest use.
STR Permit # 76390
Guest Access:
Access codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.
The Neighborhood:
Shipyard is located between Sea Pines and Palmetto Dunes, and is home to a splendid environment with abundant natural beauty and activities to entertain.
Getting Around:
Biking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.
Tucked beneath mossy oaks in Shipyard Plantation, 85 Gloucester Road is a luxurious Lowcountry retreat for up to 12 guests. With a chef’s kitchen, screened porch, private pool, and four en-suite bedrooms, it blends elegance and comfort. Enjoy sunny days by the lagoon, cozy nights by the fire, and easy access to Hilton Head’s beaches, golf, and trails. Every detail is crafted for rest, connection, and unforgettable memories with host2coast!
The Space:
Tucked beneath moss-draped oaks and framed by serene lagoon waters and whispering palms, 85 Gloucester Road is not just a vacation home - it’s a storybook retreat where relaxation, nature, and Southern elegance intertwine. Located within the prestigious Shipyard Plantation, this custom-built gem combines Lowcountry charm with refined luxury welcoming up to 12 guests. Think of a peaceful world of slow mornings, sunlit afternoons, and golden evenings all surrounded by the natural beauty of Hilton Head Island!
Step inside, and a sense of calm washes over you. Sunlight filters through expansive windows, gliding across rich wood beams and airy vaulted ceilings. The heart of the home - a stunning chef’s kitchen - is a dream for culinary creatives, boasting high-end appliances, a six-burner gas range, and a stylish island perfect for sipping wine while dinner simmers. Flowing effortlessly into the cozy yet sophisticated living room, this open-concept space invites togetherness, whether you're curled up by the fireplace or gathered around the Smart TV for a movie night. Open the French doors and let your world expand onto a wrap-around screened porch - a sanctuary of its own, with plush seating, a flickering outdoor fireplace, and gentle lagoon breezes that make every meal feel like a special occasion.
As the stars rise, retreat to your private quarters. Each of the four en-suite bedrooms is thoughtfully curated for deep rest and comfort, featuring plush mattresses, premium linens, and spa-like bathrooms. The main-floor primary suite feels like a personal spa, complete with a freestanding soaking tub, dual vanities, and an oversized walk-in shower. Upstairs, a playful King and bunk room adds a fun twist for families, while the Queen suite with a sleeper sofa offers the perfect mix of comfort and flexibility. Every guest has their own peaceful corner - designed not just to sleep, but to truly unwind.
Outside, your private resort-style backyard awaits. The pool* glistens under the sun, complete with a tanning ledge perfect for lounging, while astroturf lawns keep everything green and barefoot-friendly. Sip lemonade poolside, refresh in the outdoor half bath, or light up the grill for an evening barbecue under string lights. And when you’re ready for adventure, Shipyard’s trails beckon - leading you past fairways and forests to the soft sands of the beach just two miles away.
From sunrise coffee on the porch to sunset strolls under the oaks, 85 Gloucester Road is where memories linger long after your suitcase is packed. Here, every detail whispers luxury - from high-speed Wi-Fi and Smart TVs to curated beach gear and a welcome basket filled with treats to start your stay with a smile. It’s the kind of place where time slows down, laughter comes easy, and the only question is why you didn’t come sooner. Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner.
PROPERTY SPECIFIC DETAILS:
* Shipyard is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $45. All gate passes must be picked up at the host2coast office prior to entry.
* Pool does not heat.
* Fireplace is not available for guest use.
STR Permit # 76390
Guest Access:
Access codes are provided just prior to your arrival and auto-generated for each booking. You can also find your code in our Guest App. Keyless entry, no contact check-in and checkout.
The Neighborhood:
Shipyard is located between Sea Pines and Palmetto Dunes, and is home to a splendid environment with abundant natural beauty and activities to entertain.
Getting Around:
Biking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! There are free trolley stops at various locations throughout the island.
Amenities at Elegant Escape, Private Pool and Screened Porch!
Non-smoking
No pets allowed
Family friendly
Map of Hilton Head Island, SC
Ratings and reviews
10 / 10Outstanding·May 2025
Beautiful property and very clean. Loved this location and how nice the house is.
$$$$
Top rated by guests
10Outstanding
(1 Rating)
"Beautiful property and very clean. Loved this location and how nice the house is. "
Katie B.Don't miss out! Price and availability may change
