Shipyard Homes with Trail(s) Amenities

Welcome to Shipyard, a charming gem nestled on the picturesque Hilton Head Island in Beaufort County, South Carolina. This delightful community offers a perfect blend of coastal living and tranquil surroundings, making it an ideal destination for those seeking a serene lifestyle.

Shipyard is renowned for its lush landscapes and scenic trails, providing residents with ample opportunities to explore the natural beauty of the area. Homes in this sought-after neighborhood are often accompanied by convenient access to well-maintained trails, perfect for morning jogs, leisurely strolls, or biking adventures with family and friends. The peaceful ambiance of the community is complemented by the stunning views of the island's native flora and fauna, adding to the allure of living in Shipyard.

The real estate options in Shipyard cater to a variety of lifestyles, featuring charming single-family homes, cozy villas, and spacious townhouses. Each property is designed to maximize comfort and functionality while embracing the coastal aesthetic that Hilton Head Island is famous for. With a strong sense of community and a focus on outdoor living, residents of Shipyard enjoy a lifestyle that emphasizes well-being and connection to nature.

In addition to the beautiful homes and trails, Shipyard is conveniently located near pristine beaches, world-class golf courses, and an array of dining and shopping options. Whether you're seeking a permanent residence or a vacation getaway, Shipyard offers the perfect blend of relaxation and recreation. Discover the charm of Shipyard and make it your new home today!

Newest Shipyard Homes with Trail(s) Amenities

$1,849,500

3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS

Classic Hilton Head Island architecture, perfectly preserved and completely reimagined. Set on a rare corner estate lot of more than three-quarters of an acre in Shipyard Plantation, 37 Kingston Road offers a level of finish and scale rarely found at this price point among the Island's premier gated communities. A complete renovation from top to bottom includes brand new HVAC systems with all new ductwork, a stunning new pool with a Pennsylvania flagstone deck, and designer finishes throughout. Vaulted ceilings, skylights, and thoughtful millwork bring warmth, character, and natural light to every room. The kitchen has been completely updated with white shaker cabinetry, stone countertops, stainless steel appliances, and a center island. The split floor plan offers ideal separation between the primary suite and guest bedrooms, while the generous lot provides the opportunity to add a guest house or casita. The primary suite is spacious and serene, with direct access to the pool and a beautifully renovated bath featuring a marble walk-in shower and double vanity. Every bathroom reflects the same level of craftsmanship and attention to detail found throughout the home. Outside, the new pool and Pennsylvania flagstone deck create a private outdoor retreat surrounded by mature live oaks and classic Lowcountry landscaping. The bonus Carolina room extends the living space, creating a seamless connection between the home's interior and outdoor living areas. Offered furnished and available for immediate enjoyment, the home is just a five-minute bike ride to the Shipyard Beach Club and the Sonesta Resort, and only minutes from some of the Island's best dining, shopping, golf, and recreation. Short-term rental projections are available upon request. Whether the goal is a primary residence, a multigenerational retreat, a second home, or an income-producing investment property, 37 Kingston Road is uniquely positioned to deliver. A rare corner estate, completely renovated, furnished, and ready, at a price that rewards the discerning buyer who knows this market. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$639,000

2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS

Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$509,500

1 Beds ⋅ 2 Baths ⋅ 1,215 SqFt. ⋅ HILTONHEAD-511373 MLS

Escape to this beautifully appointed, fully furnished, spacious 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head's best attractions, this two-story townhome is an ideal getaway for couples, small families, or a relaxing solo retreat. Villa Highlights: Primary Suite is a spacious upstairs bedroom with a king-sized bed, ample storage, and a private ensuite bath. Additional Sleeping Space: Queen sleeper sofa in the living area. Open Living Area: Bright and inviting main level with comfortable seating, cable TV, books, and board games for unwinding after a day of adventure. Chef's Kitchen: Fully equipped with ample pantry space, cookware, and everything you need for meal preparation and entertaining - SS appliances & granite countertops accent the space. New water heater in 2026. Private Outdoor Deck: Cozy seating for morning coffee or evening cocktails. Laundry Convenience: Full-sized washer and dryer tucked into the upstairs hallway closet. Community Features: Beach Access: A scenic 10-15 minute walk along shaded paths to Shipyard's Beach Access Boardwalk. Pool & Sundeck: The community pool is conveniently located just outside your front door and open daily from sunrise to sunset (April 1-October 31).Tennis & Golf: Access Van Der Meer Tennis Club, Shipyard Racquet Club, and a 27-hole championship golf course. Biking Trails: Miles of picturesque paths wind through Shipyard and connect to the island's scenic routes.

113 Shipyard Drive Unit 162, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$659,000

2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-511116 MLS

Come to the beach! This beautifully updated villa features newly remodeled bathrooms, a renovated kitchen and downstairs living area with an open-concept design. New Air Conditioner and Hot water heater, Smooth ceilings, recessed lighting, with an abundance of natural light creating a bright modern atmosphere, while the spacious living area overlooks the 7th fairway of the Shipyard Galleon Golf Course. Ideally located just steps from the beach, Van Der Meer Tennis Center, and The Sonesta Resort, this villa offers the perfect blend of relaxation and convenience. Residents and guests can also enjoy an oversized community pool and pool house. Whether you're looking for a high-performing short-term rental investment, a second home, or a full-time residence on Hilton Head Island, this exceptional property is an outstanding opportunity. Home can be fully furnished by Staging company for approximately $10,000.00.

113 Shipyard Drive Unit 200, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$761,495

3 Beds ⋅ 4 Baths ⋅ 1,830 SqFt. ⋅ HILTONHEAD-510486 MLS

Exceptional value in Evian! This beautifully maintained 3-bedroom, 3.5-bath townhome offers a highly desirable floor plan with the primary suite conveniently located on the first floor. Thoughtful updates include stainless appliances, granite countertops, smooth ceilings, and luxury vinyl plank flooring throughout, creating a fresh, modern coastal feel. Step outside to a private covered patio, an ideal setting for morning coffee, outdoor dining, or simply unwinding in a peaceful, secluded environment. Set within Evian, a private, french country style pet-friendly community encompassing 40 acres of beautifully landscaped grounds. Residents enjoy an impressive collection of amenities, including scenic leisure trails, a resort-style pool, and lighted tennis and pickleball courts. The community's prime location provides easy access to the Shipyard Beach Club with miles of pristine beach. Combining space, updates, amenities, and location, this is one of the best opportunities currently available for a 3-bedroom property in Shipyard.

70 Shipyard Drive Unit 139, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$575,000

2 Beds ⋅ 2 Baths ⋅ 1,280 SqFt. ⋅ HILTONHEAD-510017 MLS

Southern elegance and natural beauty await you in this 2026 Renovation walkable to the 27 hole Clipper/Galleon Shipyard Golf Club! Van Der Meer Tennis Club is a 15 minute walk. Waterford Village offers a community pool, small gym & pickleball. Grill out and dine el fresco under the majestic Carolina pines and moss draped oaks while over looking the Shipyard Golf Course on your private deck. Stroll over to the community pool to cool off. Shipyard Beach Club is an easy bike ride on paved paths! Relax into the sectional sofa and enjoy the 70" Smart TV in the large family room. Cooking will be a breeze with stainless steel appliances and generous counter space in the fully equipped kitchen. Prepare your favorite zesty dishes and gather around the 6-person dining table for a quality meals with your family and friends. Brand new half bath has been added to the first floor! Exhausted from a long day on the beach, at the pool, on the tennis court or golf course; then sink into the King Master Suite with walk in shower and Smart TV. The guest bedroom offers two full beds with bath/shower combo and Smart TV. Top quality linens and toiletries provided. Drive or ride bikes to the Shipyard Beach Club (2miles from townhouse) to enjoy 11 miles of sandy white beaches and rolling waves on the shore.

31 Shipyard Drive Unit 5B, Hilton Head Island

Listing courtesy of Palmetto Residential Services.

$585,000

2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-506872 MLS

Your beach get-a-way awaits! Experience coastal fun in this end unit first-floor 2-bedroom, 2-bath villa and just a short walk to the beach. This rarely available end unit provides extra light and newer Marvin windows. Designed for relaxed, easy living, the open floor plan features a thoughtfully updated kitchen with soapstone countertops, stainless steel appliances, a double oven, a tile backsplash, and custom-tiled bathrooms. The great room is anchored by fireplace and showcases top of the line luxury flooring. Enjoy peaceful views from the covered balcony complete with screens, and appreciate the added convenience of exterior storage just outside your door-ideal for beach chairs, bikes, and gear. This condo is pet-friendly and sold fully furnished. Short-term rentals are allowed. Residents can unwind by the pool and spa or take advantage of Shipyard's outstanding amenities, including leisure trails, golf, 24-hour security, and direct beach access.

100 Colonnade Drive Unit 137, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$540,000

2 Beds ⋅ 2 Baths ⋅ 1,270 SqFt. ⋅ HILTONHEAD-508312 MLS

Tucked away in a quiet corner of Shipyard Plantation, 147 Colonnade Club offers the kind of island setting owners quietly seek out and rarely leave. Known by those familiar with the community for its peaceful atmosphere and ideal location right along the leisure paths, Colonnade Club Villas provides an easy walk or bike ride to the beach while still feeling tucked away from it all. This bright and coastal 2 bedroom, 2 bath villa is filled with natural light and relaxed Lowcountry charm. Whether you're searching for a primary residence, second home, or income producing property, this villa is ready for its next owner to enjoy everything that makes owning on Hilton Head Island so special like morning beach walks, bike rides beneath the oaks, and the laid-back lifestyle that keeps people coming back year after year.

100 Colonnade Drive Unit 147, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$569,000

2 Beds ⋅ 3 Baths ⋅ 1,548 SqFt. ⋅ HILTONHEAD-507543 MLS

Beautifully updated 2-bedroom, 2.5-bath townhome in Golfmaster, located within the gated Shipyard community. This villa offers spacious living with an open-concept floor plan, abundant natural light, and scenic golf and lagoon views. The main level features a bright living and dining area with crown molding, fireplace, and access to a private porch overlooking the golf course and lagoon. The kitchen is well-appointed with granite countertops, stone backsplash, and a breakfast bar, opening seamlessly to the dining area. Upstairs, both bedrooms offer en-suite baths and private access to a second-floor balcony with elevated golf and lagoon views. The primary suite includes a walk-in tile shower and separate soaking tub. Additional highlights include multiple outdoor living spaces and a functional layout ideal for full-time living or a second home. Golfmaster amenities include a private pool, tennis courts, and pickleball courts. Shipyard offers gated security, leisure trails, golf, and access to beach amenities.

1 Gloucester Road Unit 103, Hilton Head Island

Listing courtesy of Charter One Realty.

$700,000

2 Beds ⋅ 3 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-508081 MLS

Ideally positioned just off the beach path in Shipyard, this updated villa offers easy access to both the sand and pool, along with a strong history as a short-term rental. Set in the closest building to the beach within the villa complex, the location offers a distinct advantage for both owners and guests. This beautifully updated villa, renovated within the past five years, is a proven short-term rental with a solid track record. The interior features quality upgrades throughout, including custom tile showers, updated flooring, and a well-designed kitchen and living area that balance style and functionality. Step outside to a spacious rear deck that opens directly to the beach path, offering quick and easy access to the sand. The community pool is just steps away, creating an ideal setup for vacationers seeking both beach and pool access. Shipyard is a gated, 800-acre community located in the heart of Hilton Head's south end, known for its convenient access by bike to beaches, golf, tennis, and nearby amenities. Residents and guests enjoy direct beach access via the Shipyard Beach Club, as well as access to Van Der Meer Tennis Center and Shipyard Golf Club's 27 holes. The community's central location near Coligny makes it especially attractive for both personal use and rental demand. An excellent opportunity for investors or second-home buyers seeking a turn-key property with proven income potential in one of Hilton Head's most established resort communities.

125 Shipyard Drive Unit 124, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$635,000

2 Beds ⋅ 3 Baths ⋅ 1,536 SqFt. ⋅ HILTONHEAD-508226 MLS

Rare Sailmaster 2 bedroom, 2 1/2 bath directly overlooking the golf course. Enter through a private fenced gate to your own front courtyard. Featuring LVP throughout the unit, fresh paint & remodeled with many updates. Kitchen is updated & equipped with all appliances & everything needed down to the silverware. Upstairs bathrooms are updated & the bedrooms each have a private bath. New lighting fixtures with ceiling fans installed in every room. Both bedrooms have sliders going out to sitting balconies. Walk outside the main living area through sliding glass doors to your own private patio with grill, table, chairs & over look the golf course fairway. Pets only allowed by Owners. Fully furnished with everything you see, except the current tenants personal belongings. Including Brand New Flat Screen TV's in all rooms! Long Term Rental in place - lease expires 2/28/2027 - must honor lease. Buyers to verify all information

26 Sailmaster Common Unit 26, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$35,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508179 MLS

Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes, Shipyard HOA, and more, ensuring a stress-free experience, ideal for personal use, trade, or rentals.

55 Barcelona N Road Unit 292B, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

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