Hilton Head Island Homes with Rain Gutters Exterior features

Welcome to Hilton Head Island, South Carolina, a stunning coastal paradise nestled in Beaufort County. Renowned for its breathtaking beaches, world-class golf courses, and vibrant community, Hilton Head Island offers a unique blend of relaxation and recreation. With its lush landscapes and charming southern architecture, this island is not just a vacation destination; it’s a place to call home.

One of the key features of homes in this picturesque locale is the inclusion of rain gutters. These exterior features are essential for maintaining the integrity of your property, especially in a region that experiences its fair share of rain. Rain gutters effectively channel water away from your home’s foundation, helping to prevent erosion and water damage. This practical addition not only protects your investment but also enhances the overall aesthetic of your home.

The homes on Hilton Head Island often showcase a harmonious blend of traditional Lowcountry design and modern conveniences, with rain gutters seamlessly integrated into their charming exterior. Whether you’re seeking a cozy beach cottage or a luxurious waterfront estate, you’ll find properties that embody the spirit of island living while ensuring durability and functionality.

Living on Hilton Head Island means embracing a lifestyle filled with outdoor adventures, from sun-soaked days on the beach to leisurely bike rides along scenic paths. With its vibrant community and stunning natural beauty, Hilton Head Island is more than a place to live; it’s a lifestyle waiting to be experienced. Explore the real estate options available and discover your dream home in this enchanting coastal haven.

Newest Hilton Head Island Homes with Rain Gutters Exterior features

$1,245,000

3 Beds ⋅ 3 Baths ⋅ 3,544 SqFt. ⋅ HILTONHEAD-513054 MLS

More to come including professional photos.

1 Shaftsbury Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,950,000

4 Beds ⋅ 5 Baths ⋅ 2,957 SqFt. ⋅ HILTONHEAD-513113 MLS

This bright 4-bedroom, 4.5-bath Sea Pines home offers a rare combination of space, privacy, and location. Never rented, the elevated home sits on a .4-acre lot with a fully fenced backyard and room for a pool. A spacious back deck overlooks a lagoon and the 18th fairway of Sea Pines Country Club, with a peek-a-boo marsh view beyond the golf course. Inside, the light-filled living room features vaulted ceilings, a brick fireplace, oversized windows, and transoms that bring in abundant natural light while showcasing the views. The floor plan also includes a separate dining room, an eat-in kitchen that opens to the family room, and a 2-car garage. Three generously sized bedrooms are located on the main level, while the fourth large bedroom is privately situated over the garage with its own full bath. Additional features include beautiful wood floors throughout the main living areas, two newer HVAC systems, and a desirable location close to Sea Pines Country Club. With a fenced yard, flexible living space, and an attractive price point for Sea Pines, this home is move-in ready and offers an excellent opportunity.

56 Governors Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$775,000

4 Beds ⋅ 3 Baths ⋅ 2,322 SqFt. ⋅ HILTONHEAD-513132 MLS

Welcome to 14 Marblehead Road, a beautifully renovated Hilton Head Island retreat located just minutes from Folly Field Beach and everything this incredible area has to offer. This stunning 4-bedroom, 3-bath home offers the perfect combination of coastal style, comfort, and investment potential. Inside, you'll find a thoughtfully renovated interior with spacious living areas, a beautiful kitchen, and plenty of room for family, friends, or vacation guests. Step outside and discover your own private backyard pool oasis, creating the perfect setting for relaxing after a day at the beach, entertaining guests, or enjoying the laid-back Hilton Head lifestyle. The spacious outdoor area adds another layer of appeal for vacation rental guests and makes this home feel like a true private resort. The location is hard to beat. You'll be just minutes from Folly Field Beach, with easy access to the island's beaches, restaurants, shopping, golf, biking, and outdoor activities. Whether you're spending the day on the sand, exploring Hilton Head by bike, or enjoying the pool at home, everything you need for the perfect island getaway is close by. For investors, the property offers rental projections currently up to $86,000 annually as is, garage and sunroom conversion to 6 bedrooms and maximizing rental income, creating the potential for an exceptional income-producing vacation property while still providing an incredible personal retreat. Whether you're looking for a high-performing short-term rental, second home, or full-time Hilton Head residence, 14 Marblehead delivers an exceptional combination of renovation, location, privacy, pool oasis, and investment potential. This is Hilton Head Island living with a fantastic investment opportunity already built in!

14 Marblehead Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,849,000

4 Beds ⋅ 5 Baths ⋅ 3,925 SqFt. ⋅ HILTONHEAD-512812 MLS

Fully remodeled and beautifully appointed, this exceptional harbourfront home in Wexford offers a relaxed Lowcountry lifestyle with harbour views, private pool, 3,925 square feet of living space, and a private dock that can accommodate a 70' vessel. The home features 4 bedrooms, 4 full and 1 half baths, and 2-car plus golf cart garage. Wexford's private marina and harbour provide direct access to the Broad Creek and the Intracoastal Waterway through its 24/7 lock system, one of only three on the East Coast. Upon entering, the formal living room makes an immediate impression with soaring ceilings, exposed beams, a propane fireplace, and expansive windows that fill the space with natural light. Doors open directly to the pool deck, creating an effortless connection between indoor and outdoor living. The inviting family room features high ceilings, floor-to-ceiling windows, an electric fireplace, and direct access to the pool deck. At the heart of the home is a stunning, fully remodeled kitchen with a bright, open design, double islands, top-of-the-line appliances, quartz countertops, and a walk-in pantry. The spacious first-floor primary suite features a beautifully remodeled bath with a zero-entry shower, a soaking tub, and a generous walk-in closet. A first-floor laundry room adds everyday convenience. Three guest rooms with fully remodeled ensuite baths provide flexibility and room for guests. The outdoor living spaces have been thoughtfully enhanced with a brand-new covered area overlooking the pool and harbour, creating an inviting space for relaxing and entertaining. The newly plastered pool and resurfaced pool deck provide a refreshed outdoor retreat. This home also has a built in generator for added piece of mind. The generous lot offers plenty of room and privacy, while the 2-car plus golf cart garage provides storage and convenience. Wexford members enjoy a premier private club lifestyle, including an Arnold Palmer Signature golf course, tennis, pickleball, croquet, pool complex, private harbour, fire pit, and newly opened Clubhouse and Harbour Center. Combined with a vibrant social calendar and Wexford's unique marina lifestyle, this is an exceptional opportunity to enjoy the best of private club living on Hilton Head Island.

44 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,400,000

6 Beds ⋅ 6 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-513002 MLS

Like NEW, this State of the Art Lowcountry 6BR/5.5BA Beach Home approx 8000+ sq ft under roof offering 2 living rooms, 2 screened porches, huge garage, workshop and large private pool was designed for the way you actually want to live on Hilton Head Island. Open, comfortable, private, premium finishes, with perfectly designed outdoor spaces, all just moments from the residents only private beach . Hardwood floors, custom millwork, built-ins and walls of windows carry throughout the home. The kitchen is a showstopper, with an oversized island, custom cabinetry, high-end appliances and a true walk-in pantry. The primary suite is equally impressive withhis & her bathrooms w/freestanding soaking tub, oversized tiled shower and custom his & hers walk-in closets. Outside is where this home really separates itself. Two screened porches create an incredible amount of year-round living space, including an upper porch with fireplace, built-in grill and dining area. Downstairs, another oversized screened living area opens to the private pool, hot tub and beautifully landscaped backyard. Add an elevator, dedicated office, game area, workshop and more storage than you expect to find in an island home, and there's very little this house leaves you wanting. One of the finest homes ever offered for sale in Port Royal situated on a premium oversized extremely private lot in close proximity to the Residents Private Beach & Beach Club. The private gated community of Port Royal on Hilton Head is an Outdoor Enthusiast Dream offering Tennis. Golf. Pickle Ball. Bike Paths. Swimming. Gardening. Beach Activities

51 Scarborough Head Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,800,000

3 Beds ⋅ 3 Baths ⋅ 2,178 SqFt. ⋅ HILTONHEAD-513103 MLS

Just 300 steps to the beach in North Forest Beach! Welcome to this beautifully rebuilt beach cottage in the highly sought-after North Forest Beach area, just steps from the beach and withing easy walking distance of Coligny Plaza's restaurants, shops and entertainment. The home features 3 bedrooms and 2.5 baths along with a 2 car garage, one half of which has been thoughtfully converted into a comfortable, air-conditioned office. Outside, enjoy a large private swimming pool, surrounded by a fenced backyard and beautiful, easy-care landscaping. Completely rebuilt in 2017, the home offers two inviting outdoor living spaces, one screened porch and a spacious screened lanai - perfect for relaxing after a day at the beach. There is also abundant storage beneath the enclosed areas. The property features a convenient semicircular driveway, plus additional parking along the side of the home, making it idea for family, friends, and guests. For years, the owners successfully rented the home for approximately 10 peak-season weeks, and it consistently attracted repeated visitors and stayed booked. Location on popular Jacana Street, this home offers an exceptional combination of beach access, privacy, outdoor living, and convenience. Whether you're looking for a personal beach retreat, an investment property, or both, this North Forest Beach cottage is ready to enjoy.

145 Jacana Street, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$899,900

3 Beds ⋅ 2 Baths ⋅ 2,016 SqFt. ⋅ HILTONHEAD-512538 MLS

Exceptional curb appeal, beautiful updates, and a private natural setting make this 3BR/2BA home in Hilton Head Plantation truly special. Open, bright, and beautifully updated throughout, the home features a spacious living room with a cathedral ceiling, fireplace, and custom built-ins, plus a light-filled Carolina room. Step outside to a private backyard oasis with a newer, expansive, maintenance-free deck featuring cable railing. Backing up to the Whooping Crane Conservancy, the property enjoys a lush natural buffer and exceptional privacy. A 2-car garage and peaceful cul-de-sac location complete this park-like setting. The attic is spray foam insulated for energy efficiency. Hilton Head Plantation offers an exceptional lifestyle with four golf courses, more than 40 clubs and social groups, and Spring Lake Recreation Area, featuring tennis, pickleball, a newer pool, and an activity center. Residents also enjoy Skull Creek Marina, the Country Club of Hilton Head, and the newly enhanced Dolphin Head Recreation Area and beach. With low POA fees, outstanding amenities, natural beauty, and an ideal Hilton Head Island location, Hilton Head Plantation remains one of the island's most desirable gated communities.

15 Persimmon Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,975,000

4 Beds ⋅ 6 Baths ⋅ 4,800 SqFt. ⋅ HILTONHEAD-512978 MLS

Refined elegance intersects with meticulous craftsmanship in this custom residence designed by renowned Hilton Head Island architect Neil Gordon. Completed in 2024, this 4,800+ sq.ft. home is located in the exclusive and luxurious Spanish Wells community. Upon entering, a grand foyer with 20-foot ceilings transitions into a sprawling, 65-foot open-concept living area. Engineered hardwood floors, shiplap walls, and vaulted shiplap ceilings with exposed beams carry throughout the main floor. The living room anchors the space with a striking black porcelain-tiled fireplace wall and expansive Marvin impact-rated windows and doors. The large dining hall flows seamlessly into the oversized gourmet kitchen. Culinary enthusiasts will appreciate the quartzite perimeters, large center island with black granite, and premium Sub-Zero and Wolf appliances, all illuminated by a cupola skylight. An adjacent wet bar includes a Sub-Zero wine fridge, ice maker, and Miele coffee maker. The primary suite offers a private retreat on the main level, featuring a vaulted ceiling, direct terrace access, and a spa-grade en-suite bathroom equipped with floor warming, dual vanities, a doorless walk-in shower, and a deep Victoria & Albert soaking tub. The main level also hosts a guest suite, a dedicated home office with bespoke cabinetry, a powder room, and an art gallery/hall with specialized lighting. Upstairs, you will find a bunk room with four twin berths, a fourth bedroom/library with a Murphy bed plus private bathroom, and a spacious bonus room located above the three-car garage. Outdoor living is equally inviting and elegant, with a screened porch that transitions to a vast shell stone deck. The fully landscaped 1-acre lot centers around a sleek rectangular pool with a waterfall feature, accompanied by a covered outdoor kitchen pavilion and dining island and pool bathroom. We invite you to schedule a private showing to experience this truly exceptional property firsthand.

69 Widewater Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$1,699,000

4 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-512898 MLS

Wake to sunrise over shimmering water and sun-kissed marsh grasses, with views stretching to Dolphin Head Beach and the Port Royal Sound. From its Bayley Point setting, this 4-bedroom, 3.5-bath home enjoys one of the most stunning Lowcountry views in Hilton Head Plantation and a landscape that changes with the tides, light, and sky throughout the day. Designed to embrace its setting, soaring ceilings and expansive windows bring the outdoors into the main living spaces. Newly updated windows surround the fireplace in the great room, beautifully framing the sweeping landscape, while the dining area offers an equally memorable setting overlooking the water. Step outside to the large deck and pergola for coffee at sunrise, evenings under the stars, or simply watching the tides move through the marsh. The adjacent lot is designated open space to add another layer of privacy and protect the expansive water and marsh views from future development. Mature landscaping, an inviting entry courtyard, and circular drive complete the setting. With approximately 3,458 square feet, the thoughtfully designed floor plan provides space and separation for everyone. The spacious kitchen features a large center island, gas cooking, extensive cabinetry and updated finishes, opening naturally to the casual living areas. Hardwood floors, built-ins and architectural details add warmth and character. The first-floor owner's suite looks out to the water, while a separate main-level office provides dedicated work-from-home space without sacrificing a bedroom. Upstairs, two additional bedrooms with exceptional water views offer privacy for family or guests, plus a separate bonus-room getaway with its own full bath-ideal for guests, a media room, or additional living space. All within Hilton Head Plantation, this is a home that offers room to gather, room to retreat, and a setting that is difficult to duplicate. The view may be what first captures your attention, but the way this home lives is what makes it special.

16 Bayley Point Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,378,000

3 Beds ⋅ 4 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-512828 MLS

Welcome to luxury coastal living in the gated Oakview community off Spanish Wells Road. Featuring spectacular, unobstructed views of the tidal marsh and Intracoastal Waterway, this custom-built 3-bedroom, 3.5-bath home showcases over $225,000 in recent indoor and outdoor upgrades. Main Living & Chef's Kitchen Upgraded Interiors: Newly installed luxury plank flooring throughout the main level and an open-concept living room centered around a cozy gas-log marble fireplace. Gourmet Kitchen: Features sleek new shaker cabinets, premium quartz countertops, a dedicated wine bar, and high-end appliances-including a Wolf induction cooktop, wall oven, and microwave, paired with a Thermador refrigerator. Flex Space: A versatile main-floor room with deck access and an adjoining full bath, ideal as an office or additional guest suite. Owner's Sanctuary & Upper-Level Primary Suite: A massive retreat featuring large picture windows, a private Trex deck with sweeping marsh views, two expansive walk-in closets, and an oversized adjacent laundry room. En-Suite Spa Bath: Includes a double vanity, deep soaking tub, custom-tiled walk-in shower, and refined finishes. Guest Suite: Spacious secondary bedroom complete with its own walk-in closet and breathtaking marsh views. Resort-Style Outdoor Oasis Upper Deck: Features a weatherproofed Trex balcony designed to keep the lower living space completely dry. Brand-New Lower Level Patio & Pool: A custom-built Ramon pool, a fully fenced yard, and an expansive stone patio complete with a firepit, outdoor shower, half bath, and outdoor kitchen featuring a gas grill. Lower-Level Storage & Bonus Room: Includes a 2-car garage alongside a climate-controlled flex room perfect for a gym, workshop, or additional storage. This property seamlessly blends high-end modern updates with tranquil, picture-perfect island scenery. The tidal marsh is perfect for kayaking or paddle boarding. Membership available at Spanish Wells Club for golf, tennis, and pickleball.

35 Silver Oak Drive, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$1,850,000

4 Beds ⋅ 3 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-512889 MLS

Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-outdoor living. Soaring ceilings, expansive windows, designer lighting, and serene water views create a light-filled atmosphere from the moment you enter. Open kitchen features quartz counters, soft-close cabinetry, eat-in island and stainless appliances, flowing to the living, dining and family rooms. First-floor owner suite enjoys serene water views and a beautifully updated bath. Two additional spacious guest suites offer generous closets and share a beautifully finished bath. Flexible 4th BR offers room to add a bath. One of the home's most special features is its incredible connection to the water. Just off the kitchen, there is a screened porch features and an open deck that's ideal for grilling, relaxing, and watching the abundant Lowcountry wildlife. For those who love to fish, it doesn't get much better than stepping into your own backyard to reel in redfish, black drum, and flounder. Whether your perfect day includes a morning bike ride, a round of golf, an afternoon on the beach, boating from Harbour Town, or simply relaxing at home, this location puts the best of Sea Pines within easy reach. From the expansive water views and beautifully updated interiors to the exceptional screened porch, and welcoming neighborhood atmosphere, this home offers a wonderful opportunity to enjoy the relaxed Lowcountry lifestyle.

50 Hearthwood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,375,000

5 Beds ⋅ 3 Baths ⋅ 3,235 SqFt. ⋅ HILTONHEAD-512885 MLS

Experience the ultimate Lowcountry lifestyle in this impeccably maintained home located in the sought-after Hilton Head Plantation. This stunning residence offers tranquil golf and lagoon views, providing a peaceful backdrop for both everyday living and entertaining. The gourmet kitchen features quartz countertops, a large center island, a spacious pantry, and premium stainless steel appliances, all flowing seamlessly into the formal dining room and a grand living area defined by soaring cathedral ceilings and a cozy gas fireplace. A bright, airy Carolina room extends the living space, leading out to a private paver patio and a heated saltwater pool. The main-level primary suite is a true retreat, boasting a spa-like ensuite bath, two oversized walk-in closets, and direct access to a private screened porch. There are also two additional spacious bedrooms on the first floor. Upstairs, a versatile loft serves as an ideal home office or media area, accompanied by two spacious guest bedrooms that share a full bath and ample storage. Additional highlights include professional landscaping, a generous driveway, and an unbeatable location just a three-minute stroll from the Port Royal Sound or a five-minute bike ride to Dolphin Head Beach. Residents of Hilton Head Plantation enjoy world-class gated amenities, including private beach access, a marina, tennis and pickleball courts, leisure trails, bocce courts and a resort-style community pool with a lazy river. This home perfectly balances comfort, privacy, and the quintessential Hilton Head Island experience.

24 Angel Wing Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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