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30 Knollwood Drive, Hilton Head Island
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 3,865 SqFt. ⋅ HILTONHEAD-509910 MLS
Step into this stunning 4 bedroom home featuring a great room with soaring 12-foot ceilings, a light-filled atmosphere, and a 4 Car Garage. You will love the wall of windows showcasing the expansive water-to-golf course views. The spacious kitchen is a chef's dream, appointed with an induction stovetop and double ovens, while beautiful floors flow throughout. The primary suite is features a spa-like bathroom, a custom walk-in closet and the rare convenience of a Magic Lift. A seldom-found second complete living area provides incredible flexibility for guests or multigenerational living. Built for those who appreciate quality this home offers an impressive list of upgrades including newer HVACs, a 2023 roof, and a spray-foamed attic for exceptional energy efficiency. A Magic Lift staircase adds easy attic access for storage, while the professionally landscaped grounds enhance the home's wonderful curb appeal. All of this is nestled within the prestigious gated community of Hilton Head Plantation, ideally situated close to top schools, beaches, and shopping.

30 Knollwood Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

19 Parkwood Drive, Hilton Head Island
$1,302,000
5 Beds ⋅ 4 Baths ⋅ 3,450 SqFt. ⋅ HILTONHEAD-510561 MLS
Lovingly cared for 5 bedroom, 3.5 bath home ideally situated on a desirable cul-de- sac near the front entrance of HHP. Sunlight fills the home through abundant windows, creating an open and inviting atmosphere. The private primary suite offers comfort and convenience, while the generous secondary bedrooms offer flexibility for family, guests or a home office. A stunning backyard portico serves as an outdoor living room, complete with a cozy fireplace, seating area, and serene backyard-perfect for year-round relaxation and entertaining. Recent upgrades include fresh exterior paint and new ductwork in 2025 and both the guest bath and half bath were updated this year, adding fresh style and modern finishes. A rare blend of natural light, thoughtful improvements, and continual attention to detail make this house stand out.

19 Parkwood Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

6 Shadewood Lane, Hilton Head Island
$1,125,000
3 Beds ⋅ 4 Baths ⋅ 2,782 SqFt. ⋅ HILTONHEAD-509252 MLS
This custom-built light filled home features a wonderful view of the 10th green of private Bear Creek Golf Course as well as updated plumbing and roof, two new water heaters (2023 & 2024), enhanced landscaping, and updated appliances. Open designed kitchen and living space that blends clean lines with warm, coastal style and a split floor plan boasting a private Primary Suite. The primary suite offers a large walk-in shower and double vanities, soaking tub, and one of the very large primary closets includes a personal office with a pastoral woodland view. The roof replacement includes a new skylight adding natural light to the primary bathroom. The other two bedrooms which each have a private bathroom, also access the screened Carolina Room that adjoins the kitchen. The inviting main living spaces are filled with natural light and effortless flow, making them ideal for everyday living or entertaining. Situated in a quiet cul-de-sac in one of Hilton Head Island's most sought-after communities, this property enjoys exceptional convenience. It's just moments from Spring Lake, allowing quick access to the pool complex, pickle-ball courts, and beautiful walking paths. Its location also offers easy entry and exit through both gates. Residents of Hilton Head Plantation enjoy an impressive array of amenities, including four golf courses, miles of leisure paths, Spring Lake Pool and Recreation Area, Tennis and pickle-ball, Dolphin Head beachfront recreation area, two marinas, community events, and security.

6 Shadewood Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

22 Misty Morning Drive, Hilton Head Island
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 2,732 SqFt. ⋅ HILTONHEAD-509580 MLS
Absolutely Gorgeous with elevated curb appeal! Extensive upgrades throughout. Just feels like a home should feel! Beautifully renovated and impeccably maintained. Enhancements include: vaulted & tray ceilings (smooth finish), designer lighting/fans, an inviting open flow with abundant storage, updated kitchen (featuring quartz countertops, propane gas range, convection oven/microwave combo, warming drawer, food pantry, butler's pantry, wine cooler, and LED lighting). Formal and informal dining areas plus a spacious screened porch with (Sonos-ready) in-house speakers and an automated sun awning over the patio. Major improvements include new roof/skylights/gutters, whole-house dehumidifier, generator hook-up, updated HVAC system & ductwork, WiFi mesh system, exterior paint, and more. A home that seamlessly flows from inside to outside. One of the best homes to hit HHP in recent months!

22 Misty Morning Drive, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Hilton Head Area Properties, LLC.

5 Misty Morning Drive, Hilton Head Island
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 2,505 SqFt. ⋅ HILTONHEAD-506581 MLS
Overlooking the 7th tee box of Bear Creek Club, this 3BR/3BA home is designed to impress from the moment you walk in. Soaring cathedral ceilings and walls of windows flood the space with natural light, creating an open, airy feel throughout.The kitchen delivers with quartz countertops, stainless steel appliances, and a butler's pantry-built for both everyday living and effortless entertaining.The primary suite is a true standout, featuring an oversized shower, soaking tub, and customized closets that feel both elevated and practical.With LVP flooring, a two-car garage, and peaceful golf views, this move-in ready home offers the kind of light, layout, and setting that's hard to find-and even harder to leave.

5 Misty Morning Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: RE/MAX Island Realty.

6 Cypress Marsh Drive, Hilton Head Island
$985,000
3 Beds ⋅ 3 Baths ⋅ 2,698 SqFt. ⋅ HILTONHEAD-512212 MLS
Beautifully remodeled 3 BD home on a large, private lot overlooking the Bear Creek Golf Course. The home offers an open, comfortable layout with golf views from many of the main living areas. Numerous recent updates make this home move-in ready.

6 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Charter One Realty.

16 Rusty Rail Lane, Hilton Head Island
$967,500
3 Beds ⋅ 3 Baths ⋅ 2,530 SqFt. ⋅ HILTONHEAD-510122 MLS
Picture perfect move in ready home conveniently located in the Headlands neighborhood of Hilton Head Plantation. (Be sure to view the professionally produced video in link.) Freshly painted exterior, inviting courtyard entry welcome you to refreshed interiors. Cathedral ceiling Great Room with shiplap refaced fireplace surrounded by floating shelving. Transition into spacious Carolina Room with walls of tinted windows. Inviting dining room easily flows from Great Room into renovated kitchen with large center island with countertop seating for six. Split floorplan with primary ensuite (with updated bath) separated from guest suites. Home office/flex room tucked away and oversized laundry room abundant with storage. This home is ready for your family to enjoy the Island lifestyle.

16 Rusty Rail Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Realty One Group - Lowcountry.

21 Rusty Rail Lane, Hilton Head Island
$957,500
3 Beds ⋅ 3 Baths ⋅ 2,538 SqFt. ⋅ HILTONHEAD-511057 MLS
Meticulously maintained, stylishly updated residence with impressive curb appeal and sweeping fairway to green golf views (#6 BCGC) in popular HHP. Pride of ownership is obvious with features and upgrades including soaring smooth, vaulted & tray ceilings, LVP flooring, designer fixtures/hardware/lighting/window treatments, custom built-ins, wood burning fireplace, excellent natural light & walls of windows to view, refreshed front entry (Briselle glass front door & sidelights topped w/arched transom window), stainless steel appliances, skylights, ceiling fans, recessed lighting, impressive closet/storage space, 2 floored attic spaces + new roof (2025) & HVAC systems (2023). Very livable floor plan offers expansive great room with wet bar, formal & casual dining, Chef's island kitchen with max cabinet & counter space (Butler's Pantry, work station, etc.), "must have" 4 season screened/glassed Carolina room, laundry room, oversize 2 car garage, 3BR/3BA boasting private/oversize primary suite with walk-in closet & stunning 5 Star bath + 2 ample guest BR's with well-appointed baths. Handsome exterior features include super private back yard & open space to golf, large brick paver rear patio equipped w/built-in bar (kegerator, flat top grill, cabinets, granite top & solar lights), carriage lighting, pristine landscaping w/mature plantings/lawn, specimen trees, irrigation system, covered service area & wood burning firepit. All with prime, quiet cul de sac locale with easy access to all community amenities (refurbished Pine Island Beach & all new waterfront Dolphin Head Recreational area are stunning) + close to front gate, shopping, dining & entertainment.

21 Rusty Rail Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Keller Williams Realty.

12 Headlands Drive, Hilton Head Island
$944,000
3 Beds ⋅ 2 Baths ⋅ 2,056 SqFt. ⋅ HILTONHEAD-510384 MLS
Experience the pinnacle of effortless coastal living in this beautifully reimagined Hilton Head Plantation residence. Nestled on an oversized, ultra-private lot along a serene, tree-lined street, this immaculate three-bedroom, two-bathroom single-story home delivers modern luxury in a highly desirable neighborhood. Every detail has been meticulously updated inside and out, offering a truly turn-key sanctuary. Stepping inside, you are welcomed by an airy, open-concept layout defined by a modern coastal aesthetic and premium, carpet-free flooring featuring luxury vinyl plank throughout and high-end tile in the bathrooms. Seamless spaces are bathed in natural light, framed by brand-new custom windows and premium window treatments. The gourmet kitchen serves as the home's centerpiece, boasting gleaming quartz countertops and upgraded, high-end appliances. At the end of the day, retreat to the luxurious primary suite featuring a custom walk-in shower. The heart of the home flows effortlessly to the outdoors, where a large, newly added screened porch and elegant paver patio await-perfect for outdoor dining or unwinding in your own private backyard oasis. A charming new paver walkway guides you past completely redesigned, landscaping to a stunning new front door. From the pristine finishes to the structurally sound upgrades, this home offers a rare opportunity to simply unpack and begin enjoying the unparalleled Hilton Head lifestyle from day one!

12 Headlands Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Keller Williams Realty.

13 Oyster Rake Lane, Hilton Head Island
$925,000
3 Beds ⋅ 3 Baths ⋅ 2,552 SqFt. ⋅ HILTONHEAD-502563 MLS
Nestled on a uniquely private and beautifully landscaped homesite, this well-maintained single-level home offers Lowcountry living at its finest. Thoughtfully designed for comfort and functionality, this 3-bedroom, 2.5-bath home also features a separate study-perfect for a home office, or possible fourth bedroom. The spacious and inviting floor plan includes a sunny Carolina Room that fills the home with natural light and provides a peaceful view of the surrounding greenery. The spacious living and dining areas flow seamlessly for entertaining, while the kitchen provides plenty of counter space and storage for everyday convenience. The primary suite is a peaceful retreat with an en-suite bath and walk-in closet, while two guest bedrooms offer space and comfort for family and friends. A private study adds flexibility for work or hobbies, and the attached 2-car garage offers convenience and ample storage. Set within the highly sought-after Hilton Head Plantation, residents enjoy world-class amenities including golf, leisure trails, a marina, and easy access to beaches, dining, and shopping. This home is a rare opportunity to enjoy privacy, comfort, and community all in one exceptional setting. HVAC replaced September 2025.

13 Oyster Rake Lane, Hilton Head Island

Listing courtesy of Keller Williams. Selling Office: EXP Realty LLC.

90 Cypress Marsh Drive, Hilton Head Island
$899,000
3 Beds ⋅ 4 Baths ⋅ 2,368 SqFt. ⋅ HILTONHEAD-501830 MLS
Discover your dream home in the picturesque Hilton Head Plantation in the desirable Headlands subdivision. This completely remodeled 3 bed, 3.5 bath residence w/ finished 2 car garage offers modern elegance and charm. Featuring a spacious, open floor plan, gourmet kitchen with stainless steel appliances and center island, 2 luxurious master suites, and stylish finishes throughout. This home is perfect for entertaining and relaxing. Almost every piece of dry wall has been replaced. New HVAC, New electrical and plumbing, 2020 roof, New sod, New impact window package, New siding, list goes on, nothing was untouched! Multiple sliders lead out to your Trex deck overlooking the private forest conservation that the home backs up to. No neighbor to the left ensures ultimate privacy at the end of a gorgeous cul de sac draped with 100 year old oaks.

90 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Dunes Real Estate.

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