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31 Oyster Bay Place, Hilton Head Island
$1,750,000
4 Beds ⋅ 5 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-510708 MLS
Perfectly positioned on a quiet cul-de-sac overlooking the 18th tee of Oyster Reef Golf Club, this extraordinary 4-bedroom, 4 1/2-bath residence offers 4,100 square feet of impeccably designed luxury in the heart of Hilton Head Plantation. Thoughtfully reimagined with exceptional craftsmanship, every detail reflects timeless elegance and modern sophistication. Soaring tongue and groove ceilings, premium finishes, and expansive living spaces create an inviting atmosphere for everyday living and entertaining. The chef's kitchen is a showpiece, featuring Thermador appliances, a stunning 12-foot leathered granite waterfall island, built-in wine refrigeration, and custom cabinetry. The adjoining family room is anchored by a dramatic 72-inch linear gas fireplace and walls of glass that open to an expansive screened porch with a tongue and groove ceiling, seamlessly blending indoor and outdoor living while showcasing sweeping golf views. Luxurious owner's and guest suites, exceptional quality, and state-of-the-art systems complete this remarkable Lowcountry retreat.

31 Oyster Bay Place, Hilton Head Island

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

13 Wild Laurel Lane, Hilton Head Island
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-511476 MLS
Experience panoramic lake to golf views (Oyster Reef Golf Club's Signature 16th) from this stunning, remodeled, pristinely maintained lifestyle residence by award winning builder with lanai pool/spa and outdoor kitchen on quiet cul de sac street in very desirable Oyster Reef area of HHP! Features & upgrades include smooth volume/tray ceilings, wide plank oak flooring, Chef's dream island kitchen (high end custom cabinetry, leathered quartz counters, tile backsplashes, top-of-the-line appliances incl Sub Zero & Wolf), designer fixtures/hardware/lighting/window treatments, quartz/granite bar & vanity tops, millwork & built-ins by master craftsmen, 2 gas fireplaces, new/newer mechanicals (3 HVAC systems, 2 water heaters, garage door & Wi-Fi openers), Culligan reverse osmosis water supply system, travertine pool decking, 2023 pool heater + pool automation system, outdoor shower, 2 cedar closets, impressive storage space, etc. Very livable floor plan offers kitchen open to casual dining, laundry room, family room, pool view 4 season Carolina room, dining room, wet bar w/ice maker, great room, den/media room, 2 well-appointed main level BR suites including private, water view primary suite, 2 guest BR's & bath + expansive bonus/storage room, walk-in attic & oversize 2 car garage w/epoxy floor, built-ins & 2 x 220 outlets. Exterior boasts stately curb appeal with brick accented, aggregate shell circular drive, extensive landscape & carriage lighting, mature planting & lawn, specimen trees, irrigation system, Green Bug pest control system, secret pebble garden & maximum privacy. All centrally located close to all this preferred community has to offer (Spring Lake Community Pools, PR Sound Front Dolphin Head Recreational Area, recently renourished Pine Island Beach Park & 4 Golf Courses) + shopping, dining, entertainment just outside both gates!

13 Wild Laurel Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

2 Cattail Court, Hilton Head Island
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 2,638 SqFt. ⋅ HILTONHEAD-505424 MLS
Looking for privacy, luxury finishes, and exceptional outdoor living in one of Hilton Head Island's most sought after gated communities? Located in the prestigious Oyster Reef section of Hilton Head Plantation, 2 Cattail Court offers a rare opportunity to enjoy refined Lowcountry living on an oversized corner homesite of more than half an acre. A long private drive framed by lush landscaping creates a grand sense of arrival, leading to a beautifully updated home filled with natural light and elegant details including marble flooring, antique lighting, a renovated chef's kitchen, designer baths, and a gas fireplace. Meticulously maintained with a roof replaced in 2016/2017 and HVAC in 2021, the home blends timeless quality with modern updates. The backyard is a true private retreat featuring a rare, fenced pool surrounded by an expansive travertine patio designed for effortless indoor-outdoor entertaining, while an existing foundation offers the opportunity to expand with a future 3 or 4 season room. The oversized homesite provides exceptional privacy and flexibility rarely found in Hilton Head Plantation, complemented by abundant storage including large closets and extensive storage space above the garage. Enjoy the premier lifestyle Hilton Head Plantation is known for with four golf courses, miles of leisure trails, Dolphin Head Beach Park on Port Royal Sound, and convenient access on and off Hilton Head Island, making this an exceptional primary residence or luxury coastal retreat.

2 Cattail Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Howard Hanna Allen Tate Lowcountry.

15 Oyster Bay Place, Hilton Head Island
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 2,679 SqFt. ⋅ HILTONHEAD-504098 MLS
Welcome to 15 Oyster Bay Place, a beautifully updated Lowcountry home located in the desirable Oyster Reef area of Hilton Head Plantation. This inviting residence offers 4 bedrooms and 3.5 bathrooms, blending classic coastal charm with modern comfort. Enjoy peaceful lagoon views that create a serene setting for both everyday living and entertaining. Inside, you'll find lovely updates throughout, abundant natural light, and timeless Lowcountry finishes. The kitchen features a double oven and warming drawer, ample cabinetry, and generous workspace, making it ideal for hosting family and friends. Additional highlights include a spacious garage with room for storage, bikes, and beach gear, along with well-proportioned bedrooms and a relaxing primary suite retreat. Hilton Head Plantation offers an exceptional lifestyle with four golf courses, a private marina, leisure and lap pools, tennis and pickleball courts, walking and biking trails, playgrounds, and waterfront access, all within a gated area known for its natural beauty and convenience. Come experience the charm, setting, and lifestyle!

15 Oyster Bay Place, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: EXP Realty LLC.

9 Wild Holly Court, Hilton Head Island
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 2,244 SqFt. ⋅ HILTONHEAD-511557 MLS
Gorgeously remodeled and absolutely immaculate, this single-level home enjoys an exceptionally private setting at the end of a quiet cul-de-sac on approximately 0.40 acres. Thoughtfully positioned against a beautifully buffered section of the Oyster Reef Golf Course, the property feels peaceful, spacious, and park-like. Inside, the open design features tall ceilings, plantation shutters, generously sized rooms, and a highly desirable layout in which every bedroom has its own dedicated bath-the third bath was added in 2024. The chef-style kitchen is simply JAW-DROPPING (quartz, induction, air fryer, convection, etc)! Professionally remodeled in 2025! Complemented with Shaw carpeting in the bedrooms, Mannington AduraMax LVT, and Baltic Stone flooring. The primary bath showcases Delta Trillian hardware and Exotic (Tundra) tile. Guest bathrooms are spectacular (top to bottom). Additional highlights include a double garage, all-weather porch, tabby patio, and a PRIVATE outdoor shower area - that you will actually love using. Plus, attractive landscaping, hardscape, and a conceptual swimming pool plan. Truly exceptional in condition, design, and setting-this home is perfection.

9 Wild Holly Court, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Engel & Volkers.

23 Oyster Reef Drive, Hilton Head Island
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 3,647 SqFt. ⋅ HILTONHEAD-501603 MLS
An extraordinary Lowcountry residence crafted by the acclaimed architect Kermit Huggins, offering expansive views of the 10th green of Oyster Reef Golf Course. This timeless home showcases distinct elements of Huggins' modern architecture, highlighting clean lines, warm neutral tones and a harmonious balance with nature, influenced by mid-century European aesthetics. Floor-to-ceiling windows and doors flood the home with natural light and allow for outstanding views of the lush and serene, private backyard. This spacious and well-appointed home has been meticulously maintained. The thoughtfully designed eat-in kitchen connects to a cozy family room. Adjoining is the open concept living room with soaring ceilings overlooking the backyard. The formal dining room is ideal for entertaining. The primary suite is conveniently located on the first floor with 3 additional guest bedrooms on the second floor along with a loft/living area. A spacious bonus room is located above the garage that can serve as an office or a 5th bedroom. Outdoor living is enhanced by a wrap-around patio adorned with plants and shrubs, a haven for butterflies and hummingbirds. The home is a masterpiece of Huggins, an intentional work of art designed for modern day living with exceptional views of the Lowcountry landscape from every room.

23 Oyster Reef Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

1 Crepe Myrtle Court, Hilton Head Island
$1,055,000
3 Beds ⋅ 3 Baths ⋅ 2,584 SqFt. ⋅ HILTONHEAD-506811 MLS
This beautifully renovated residence offers updated interiors, open concept living, and exceptional outdoor space. The current owner has enhanced the home with new LVP flooring throughout, fresh interior paint, designer lighting, and modernized kitchen/baths. The open concept floor plan connects the living, dining, kitchen, and Carolina room, centered around a wood burning fireplace, creating an ideal setting for everyday living and entertaining. The kitchen has been fully updated with quartz countertops, subway tile backsplash, soft close cabinetry, and premium stainless appliances. A quartz bar with glass shelving and U-line beverage fridge adds convenience, while a quartz buffet with textured tile backsplash enhances the entertaining space. The owner suite offers a walk-in closet, lvp flooring, and spa-like bath including a walk-in steam shower, quartz vanity, & linen closet. Two guest ensuites provide flexibility, one with a walk-in closet and tub shower combination, the other with an office or storage area and a walk-in tiled shower. Current owner added landscaping and pergola elevating the outdoor living where you can also enjoy a spacious back deck, paver grilling patio, and the opportunity to add a pool if desired. This home offers privacy and access to all of the first class leisure amenities within Hilton Head Plantation.

1 Crepe Myrtle Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Collins Group Realty.

16 Blackgum Place, Hilton Head Island
$980,000
3 Beds ⋅ 3 Baths ⋅ 2,836 SqFt. ⋅ HILTONHEAD-509879 MLS
Enjoy sweeping golf views and peaceful cul-de-sac living in this beautifully maintained home overlooking the 12th Fairway of Oyster Reef Golf Club. Offering 3 bedrooms and 2.5 baths, the thoughtfully designed floor plan blends spacious living areas with timeless comfort and functionality. The expansive primary suite serves as a private retreat with a sitting room, dual custom walk-in closets, and a renovated bath featuring quartz countertops, new tile, and separate vanities. Two guest bedroom share a convenient Jack-and-Jill bath. Filled with natural light, the open-concept living spaces include a gas fireplace, dining area, and oversized Carolina room ideal for entertaining or relaxing while taking in the golf course views. Outdoor living is equally inviting with a heated and cooled screened porch and an expansive flagstone and paver patio stretching across the rear of the home. Additional features include a private office, large laundry room, extensive built-ins and storage, stainless-steel appliances, Corian countertops, and a 2-car garage. Hilton Head Plantation owners enjoy exceptional amenities including 4 golf courses, a full-service marina, tennis, pickle ball courts, leisure trails, community pool, Dolphin Head Recreation Area waterfront park, Pine Island beach, and 24-hour gated security.

16 Blackgum Place, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Hilton Head Isl Realty.

33 Oyster Reef Drive, Hilton Head Island
$930,000
3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-505752 MLS
Beautifully positioned in Hilton Head Plantation, this 2,733 sq. ft. lagoon-front home offers the perfect blend of space, comfort, and Lowcountry charm. Featuring 3 bedrooms and 2.5 baths, the home boasts a spacious layout with generous living areas, ideal for both everyday living and entertaining. Enjoy serene lagoon views from the main living spaces and unwind on the back deck surrounded by mature landscaping. The primary suite offers privacy and comfort, while additional bedrooms provide flexibility for guests or a home office. Located in one of Hilton Head's most sought-after gated communities with amenities including golf, marina, tennis, and leisure trails. A fantastic opportunity to enjoy island living at its best.

33 Oyster Reef Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: NorthGroup Real Estate LLC.

16 Yellow Rail Lane, Hilton Head Island
$875,000
4 Beds ⋅ 4 Baths ⋅ 2,232 SqFt. ⋅ HILTONHEAD-512036 MLS
This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Keller Williams Realty.

15 Oyster Reef Drive, Hilton Head Island
$869,900
3 Beds ⋅ 3 Baths ⋅ 2,539 SqFt. ⋅ HILTONHEAD-504062 MLS
Situated on a private corner homesite with no neighbors on either side, this 3-bedroom, 2.5-bath home is located along the 12th fairway of Oyster Reef Golf Club on Hilton Head Island. The open floor plan features Heart Pine floors, a vaulted great room with wood-burning fireplace, granite countertops, slate floors, a wet bar, and flexible bonus space with storage, inc. a service area ideal for hobbies or entertaining support. Recent updates incl. a new roof and carpet (2025), and newer HVAC (2021), and irrigation. An outdoor shower is ideal after a beach day at nearby Dolphin Head Beach, while ext. storage is great for beach and golf gear. Mature landscaping provides year-round blooms, and the oversized two-car garage offers add'l storage above. Enjoy world class amenities with a low POA fee.

15 Oyster Reef Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: William Raveis - Carolina LLC.

10 Teal Lane, Hilton Head Island
$775,000
3 Beds ⋅ 3 Baths ⋅ 1,882 SqFt. ⋅ HILTONHEAD-448811 MLS
Discover this beautifully maintained 3-bedroom, 3-bath home at 10 Teal Lane in the highly sought-after Hilton Head Plantation. Situated on a spacious, private lot, this residence provides plenty of space to add your own pool and outdoor retreat. Inside, you'll find freshly painted interiors enhanced by brand-new luxury laminate floors that combine elegance with durability. The bathrooms have been thoughtfully renovated for modern comfort, and recent updates including a new roof in 2023, New sliding glass doors and HVAC system 2025, offer peace of mind. Located near the Spring Lake Recreation Area, Dolphin Head Park, and four championship golf courses, this home embodies an active and vibrant living experience. Enjoy leisurely strolls along scenic trails or spend time at the nearby marina, home to the Freedom Boat Club. With numerous restaurants and amenities just moments away, this property offers an ideal blend of comfort, convenience, and an engaging outdoor lifestyle.

10 Teal Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

1 Savannah Trail, Hilton Head Island
$770,000
3 Beds ⋅ 2 Baths ⋅ 1,819 SqFt. ⋅ HILTONHEAD-503433 MLS
Welcome to his updated and move-in ready home in Hilton Head Plantation. This exceptional property combines effortless style with practical living spaces, all set on a serene, spacious corner lot. Enjoy the peace of mind that comes with a brand-new roof and fresh paint throughout! Offering three bedrooms and two updated bathrooms, the floor plan flows seamlessly, providing ample space. In addition to 3 bedrooms, this home has two separate in-home offices, providing flexibility. The paver patio offers a tranquil retreat surrounded by nature, ideal for morning coffee, evening relaxation, or entertaining. The spacious corner lot provides both privacy and curb appeal. Two-car garage and extra storage. The exterior features a brand-new roof and fresh paint. Ideally situated in the community you are just minutes from world-class beaches, dining, shopping, and recreation.

1 Savannah Trail, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.

3 Persimmon Place, Hilton Head Island
$750,000
3 Beds ⋅ 3 Baths ⋅ 1,884 SqFt. ⋅ HILTONHEAD-500825 MLS
Welcome to 3 Persimmon! A rare and true turnkey opportunity, this stunning residence has just undergone a complete top-to-bottom renovation in 2025 with $122,000 in improvements. Set within the prestigious, gated community of Hilton Head Plantation, this is a stunning one-level 3 bedroom, 3 bath home. The redesigned kitchen is a showpiece with quartz countertops, a dramatic waterfall backsplash, sprawling custom cabinetry, and a double oven with gas range, perfect for entertaining. The vaulted living room, centered around a wood-burning fireplace, soars with natural light from expansive windows, while the heated/cooled Carolina room makes an ideal office or flex space. The primary suite boasts plenty of closet space complete with custom built ins, an exquisite bathroom renovation, and private access to the back porch through a brand-new slider. Each spacious bedroom enjoys its own en suite bath, offering exceptional privacy. Outside, enjoy a peaceful setting with room to relax or entertain. Additional highlights include a spacious laundry/mudroom drop zone, an oversized one-car garage with storage, new HVAC (2025), roof (2023), water heater (2022), plumbing replaced (2023), and spray foam insulation added for efficiency. All furnishings are negotiable, this home is truly move-in ready. Hilton Head Plantation offers a world-class lifestyle with 4 golf courses, tennis and pickleball, deepwater marina, resort-style lazy river pool, miles of leisure trails, and private beach access to the Port Royal Sound: an unmatched blend of luxury and Lowcountry living.

3 Persimmon Place, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: C 21 A Low Country Realty.

4 Sycamore Lane, Hilton Head Island
$725,000
3 Beds ⋅ 3 Baths ⋅ 1,982 SqFt. ⋅ HILTONHEAD-509235 MLS
The hottest listing in HHP! Located in the highly desirable community of Hilton Head Plantation, this great 3 bedroom, 3 bathroom home presents an outstanding opportunity to enjoy one of the Island's most complete lifestyle communities at an appealing price point (WOW!). From the welcoming magnolia tree out front to a spacious layout with larger-than-average square footage for this rare price range, the home features comfortable living spaces with smooth ceilings, a cozy fireplace, attached one-car garage, and a very private wooded setting complete with a hot tub. I love the all-season Carolina Room taking in the natural surroundings (not a lagoon in sight!). Residents of Hilton Head Plantation enjoy gated entrances, miles of scenic leisure and bike paths, a popular kids camp, marina access, in-community dining, and access to the renowned Country Club of Hilton Head (with membership), golf and more. The community's beach access area ~ Dolphin Head ~ has also been recently expanded, adding even more value to the coastal lifestyle. For boating enthusiasts ~ a marina, local boat club access, and even boat (and RV) storage make getting out on the water easy and enjoyable. And the Bluff Walk - this is HHI's best-kept secret and it's in HHP! A gorgeous walk above the water's edge near the in-community beach! 0.9 mi. each way! Whether you're searching for a primary residence, vacation getaway, or incredible investment property, this home combines space, privacy, value, and access to some of the best amenities on Hilton Head Island! Offered furnished! Get more on Sycamore!

4 Sycamore Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Hilton Head Properties.

7 Trails End Road, Hilton Head Island
$645,000
3 Beds ⋅ 2 Baths ⋅ 1,800 SqFt. ⋅ HILTONHEAD-502755 MLS
Set on a quiet street and just a short drive to the beach, this move-in-ready home delivers effortless Lowcountry living with the space, flow, and lifestyle today's buyers want. Step into a light-filled great room with vaulted, wood-planked ceilings and a classic brick fireplace-an inviting space that feels both open and cozy, perfect for everyday living or relaxed entertaining. The updated kitchen offers a clean coastal look with white wood cabinetry, stainless steel appliances, and a fresh, modern feel. Luxury vinyl flooring throughout the main living areas adds durability and low-maintenance ease, ideal for full-time living or a lock-and-leave second home. The one-level floor plan includes three bedrooms and two updated baths, anchored by a spacious primary suite with a large walk-in closet-designed for comfort, privacy, and easy living. Outside, a private backyard with a paver patio creates a peaceful retreat for morning coffee, evening grilling, or unwinding after a day at the beach. With a low yearly HOA, Hilton Head Plantation offers numerous amenities and water access.

7 Trails End Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Maxey Blackstream Christie's International Real Estate.

11 Virginia Rail Lane, Hilton Head Island
$625,000
3 Beds ⋅ 2 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-509547 MLS
Exceptional opportunity in the heart of Hilton Head Plantation! Located on a quiet street in a highly desirable setting, 11 Virginia Rail overlooks the 9th fairway of Oyster Reef Golf Club and offers incredible potential to make it your own. This home is ready for updates and a little TLC, making it the perfect canvas for buyers seeking value in an unbeatable location. Enjoy a short bike ride to the Port Royal Sound, Dolphin Head Recreation Area, and all the exceptional amenities Hilton Head Plantation has to offer, including golf, tennis, leisure trails, waterfront areas, dining, and more. Whether you are searching for a primary residence, second home, or investment opportunity, this is your chance to create something special in one of Hilton Head Island's most sought after communities.

11 Virginia Rail Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

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