Hilton Head/General Homes with Trail(s) Amenities

Welcome to Hilton Head Island, South Carolina, a picturesque paradise nestled in Beaufort County. Known for its stunning beaches, world-class golf courses, and vibrant community, Hilton Head/General offers an exceptional lifestyle that attracts residents and visitors alike. This charming island is not just a destination; it’s a way of life, where nature and luxury intertwine seamlessly.

One of the standout features of this area is its extensive network of homes boasting trail amenities. Imagine stepping out of your front door and onto a scenic trail that winds through lush landscapes, pristine beaches, and serene marshes. Whether you enjoy a leisurely stroll, a brisk jog, or a peaceful bike ride, these trails provide the perfect opportunity to immerse yourself in the natural beauty that surrounds you.

The homes in Hilton Head/General are designed with both comfort and elegance in mind, featuring modern amenities and spacious layouts that cater to a variety of lifestyles. Many properties are strategically located near these trails, ensuring that outdoor enthusiasts can easily access the island’s recreational offerings. With a strong sense of community and an abundance of activities, residents can enjoy everything from beach days to cultural events, making every day feel like a vacation.

If you’re seeking a place where you can embrace the outdoors and enjoy a relaxed coastal lifestyle, Hilton Head Island is the perfect destination. Explore the homes available in this desirable area and discover the joys of living where adventure meets tranquility. Your dream home awaits amidst the trails of Hilton Head!

Newest Hilton Head/General Homes with Trail(s) Amenities

$199,000

HILTONHEAD-512270 MLS

Solitude on this remote street, yet a short path to amenities makes this the perfect blend of privacy and convenience on this meticulously maintained, oversized lot. Featuring immaculate stamped concrete pad and extensive landscaping, this site easily accommodates a 45-foot motorcoach. Priced unfurnished. Just steps from the pool, racquet sports, clubhouse, playground and laundry facilities. Beyond the front gates, enjoy convenient access to shopping, dining, the beach, bike paths and the town trolley. Experience the #1 Motorcoach Resort on the #1 island destination in America - an exceptional blend of lifestyle and investment.

133 Arrow Road Unit 81, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$339,000

2 Beds ⋅ 2 Baths ⋅ 1,242 SqFt. ⋅ HILTONHEAD-512095 MLS

Welcome to Broad Creek Landing! This 2-bedroom, 2-bath villa is tucked away in a quiet setting on the south end of Hilton Head Island, offering a convenient location with easy access to the Cross Island Parkway, beaches, shopping, dining, and all the island has to offer. Recent updates include fresh interior paint, new carpet, a beautifully updated primary bathroom, new HVAC system, and new water heater. Enjoy the wonderful screened porch-perfect for relaxing and enjoying the Lowcountry lifestyle. Broad Creek Landing offers great community amenities, including a pool, clubhouse, tennis courts, and grilling areas. With many of the updates already completed, this villa is ready for you to add your own personal touches and make it your own. A great opportunity in a peaceful and convenient Hilton Head location! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

23 Three Mast Lane Unit 23, Hilton Head Island

Listing courtesy of Collins Group Realty.

$315,000

2 Beds ⋅ 3 Baths ⋅ 1,117 SqFt. ⋅ HILTONHEAD-512010 MLS

Located in the desirable Yacht Cove community, this beautifully updated villa offers peaceful lagoon views and a bright, open floor plan designed for comfortable island living. The updated kitchen features granite countertops, stainless steel appliances, and flows seamlessly into the dining and living areas, while second-floor laundry and thoughtful updates throughout make the home move-in ready. Residents enjoy access to a community pool and an exceptional mid-island location just minutes from Shelter Cove Harbour & Marina, offering waterfront dining, boutique shopping, kayaking, live entertainment, and summer fireworks. With Hilton Head Island's beaches, golf, tennis, and bike paths all just a short drive or ride away, this villa is an ideal primary residence or vacation retreat.

50 Yacht Cove Drive Unit 326, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$549,000

1 Beds ⋅ 2 Baths ⋅ 1,019 SqFt. ⋅ HILTONHEAD-511782 MLS

Experience exceptional waterfront living in this beautifully renovated first-floor Dockmaster villa at Palmetto Bay Marina. This exclusive one-bedroom, one-and-a-half-bath end unit offers stunning Broad Creek views from its expansive private patio, perfect for enjoying spectacular sunrises, sunsets, and passing boats. Welcomed by a vibrantly landscaped entry patio, the bright and airy updated interior features direct water views with new hurricane windows and sliding glass doors, an electric fireplace, and a versatile office or bonus space off the primary bedroom enhanced by skylights that fill the room with natural light. The primary bedroom also features a cedar closet and shiplap walls in the updated bath with walk-in shower with rainfall shower head. The open kitchen offers Quartz countertops, Ruvati Italian-made sink, herringbone tile backsplash, and solid wood cabinets. The half bath features the original yellow pine solid wood floors with unique compass design, while the rest of the unit is flanked with wide-plank luxury vinyl. Enjoy the vibrant marina lifestyle with restaurants, water sports, and endless opportunities to get on the water just steps from your door. Boat owners will appreciate the convenience of docks directly in front of the condo, while residents may also enjoy access to the Palmetto Bay Marina Village pool. Offered fully furnished, this exceptional property is ready to enjoy as a full-time residence or coastal getaway. Palmetto Bay Marina does not allow short-term rentals, enhancing the relaxed residential atmosphere.

Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$198,000

HILTONHEAD-512001 MLS

Outstanding homesite on Broad Creek in Crosswinds gated community. Build your dream home any time in this great beautiful community and location. Breathtaking moss draped live oaks, day dock, kayaking and community pool to enjoy the island outdoors. Outstanding location mid island across Broad Creek from award winning Shelter Cove Marina. Beach access only 5 minutes away!

48 Crosswinds Drive, Hilton Head Island

Listing courtesy of I Save Realty.

$828,900

3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-511971 MLS

Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

131 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$249,000

HILTONHEAD-511920 MLS

Awesome opportunity and prime address in sought-after location with highest rental potential. Ideally located at the clubhouse, pool, amenities and resort entrance, this beautifully maintained motorcoach lot offers the perfect combination of convenience, comfort, and outstanding income potential. Designed to accommodate a 45-foot motorcoach plus two vehicles, the property features a newer paver pad and the resort's largest allowable storage shed. The inviting outdoor living space is perfect for entertaining, complete with an outdoor kitchen, granite bar, stainless steel fixtures, plus all top-quality furnishings as seen are included. Lot 67 is recognized as one of the resort's premier rental properties, offering exceptional income potential while providing an outstanding personal retreat in one of the resort's most desirable family locations. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, dedicated modem for wi-fi, cable tv, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainme

133 Arrow Road Unit 67, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,295,000

5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS

Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$649,000

4 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS

Don't miss this flexible 4-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Designed to evolve with the way you live, the versatile floor plan offers options for two offices, a TV den, guest space, or a 5th bedroom. There's even room to add a shower to the downstairs bath, creating the potential for an additional full bath. Inside, enjoy a welcoming foyer, formal dining room, expansive great room, eat-in kitchen, abundant storage, LVP flooring, and attached 2-car garage. Out back is where the fun begins-a large deck, Tiki hut, fire pit, and peaceful wooded setting create serious vacation vibes. Ideally located on Hilton Head's north end near schools, the Rec Center, bike paths, shopping, Skull Creek, Islanders Beach, Cross Island access, and Bluffton. New HVAC (2022). An investor's dream with exciting potential for long-term or short-term rental use, subject to applicable regulations-or make it your own full-time island home. So many options, so much flexibility, and a location that's hard to beat. BEST OF THE BEST!

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$229,900

HILTONHEAD-511742 MLS

Rare perimeter lot opportunity with kitchen, priced for a quick sale. Backing up to the Wexford golf course is the most private area of the park, with a walking path to many of your neighbors behind the lot. This beautifully maintained property features a stamped concrete pad with new Industrial Polyaspartic Epoxy surface accommodating a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen including a Saber grill and extra favorizing grids. The stainless sink has instant hot water as well as a garage. The lot also features an irrigation system and landscape lighting. The newer furnishings are a bonus and are also included. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, heated and cooled swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, dedicated Wi-Fi with personal modem, cable TV, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainment, this exceptional property offers the perfect combination of luxury, convenience, and investment potential.

133 Arrow Road Unit # 102, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$359,000

2 Beds ⋅ 3 Baths ⋅ 1,117 SqFt. ⋅ HILTONHEAD-511416 MLS

Welcome to Wyndemere Villa #324 in the desirable Yacht Cove community, one of Hilton Head Island's best-kept secrets. Perfectly situated in the heart of the island, this peaceful neighborhood is just moments from Shelter Cove Harbour & Marina, across the street from Palmetto Dunes, and conveniently close to shopping, dining, golf, beaches, and entertainment.This spacious 2-bedroom, 2.5-bath townhouse-style villa is located on the third floor and offers a private deck overlooking tranquil wooded views, creating the perfect spot to relax and unwind. The building was completely rebuilt in 2014, providing added peace of mind.Inside, you'll find a thoughtfully updated interior featuring fresh paint, smooth ceilings throughout, low-maintenance luxury vinyl plank flooring on the main level, and new durable Berber carpet on the stairs and upper level. The kitchen is equipped with granite countertops, stainless steel appliances, a breakfast bar, and a cozy dining area, making it ideal for both everyday living and entertaining. The HVAC system has been professionally maintained with a biannual service contract.Wyndemere Villas are reserved exclusively for primary and second homeowners, with no short-term rentals permitted, offering a quiet residential atmosphere. Yacht Cove residents enjoy a community pool, assigned parking, and a prime mid-island location with easy access to everything Hilton Head Island has to offer.Whether you're searching for a full-time residence or the perfect island retreat, Wyndemere Villa #324 offers comfort, convenience, and carefree coastal living in an exceptional location.

50 Yacht Cove Drive Unit 324, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$355,000

3 Beds ⋅ 2 Baths ⋅ 1,448 SqFt. ⋅ HILTONHEAD-508838 MLS

Island living at its finest! Welcome to this stunning 3BR/2BA condo in the highly sought-after, tree-lined community of Broad Creek Landing on Hilton Head Island. Step inside to a bright, open-concept space featuring beautiful wood flooring throughout the main living areas and kitchen, perfect for entertaining. All three bedrooms offer a cozy retreat with brand-new, plush carpeting. This lowcountry gem boasts unbeatable community amenities, including a resort-style pool, tennis courts, a playground, and scenic leisure trails. Location is everything-enjoy ultimate convenience being just minutes away from world-class dining, vibrant shopping, and gorgeous beaches. Ideal as a primary residence, vacation getaway, or investment property. (some photos may depict virtual staging)

35 Three Mast Lane Unit 35, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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