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5 Princeton Circle, Hilton Head Island
$2,725,000
5 Beds ⋅ 6 Baths ⋅ 3,452 SqFt. ⋅ HILTONHEAD-501940 MLS
Nestled within the sea breezes of Port Royal Sound, this exceptional 5-bedroom home sits within the private, gated community of Port Royal, just a short stroll from the pristine beach. The interiors are bright and inviting, with abundant windows that fill the space with natural light. White oak accents, designer lighting, and a kitchen featuring striking black marble countertops blend effortlessly to create a serene, modern coastal vibe. Every detail has been thoughtfully curated for comfort and convenience, from automatic blinds to a whole-house generator and EV charger. Step outside to a beautifully designed covered patio with a private splash pool and hot tub, where built-in music and seamless indoor-outdoor flow create the perfect setting for entertaining or relaxing in shaded comfort. Beyond the property, enjoy the best of Port Royal living with a newly renovated beach club, two championship golf courses, tennis and pickleball courts, and miles of scenic leisure trails.

5 Princeton Circle, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Charter One Realty.

7 Cassina Lane, Hilton Head Island
$2,700,000
6 Beds ⋅ 5 Baths ⋅ 3,308 SqFt. ⋅ HILTONHEAD-504649 MLS
Hilton Head Island's ultimate second-row beach retreat-fully furnished and move-in ready! 7 Cassina Lane is a stunning 6BR/5BA coastal compound with a private pool, guest house, multiple balconies, ocean glimpses, and direct beach access just steps away. Thoughtfully renovated with coastal designer finishes, updated composite siding, roof, windows, new heated pool, doors, and lush landscaping. The main house and casita offer flexible living and rental potential. Proven rental machine with strong summer bookings-perfect for investors or buyers ready to live the beach life now. The perfect family retreat. Walk to Coligny Plaza, restaurants, and miles of shoreline. This is the Hilton Head home everyone's waiting for. Carpe Diem!

7 Cassina Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty. Selling Office: Coldwell Banker Access Realty.

18 Planters Wood Drive, Hilton Head Island
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 3,932 SqFt. ⋅ HILTONHEAD-500652 MLS
SEA PINES COASTAL LUXURY: Panoramic 180-degree green views of stunning Heron Point Fairways and Ridgewood lake! Over 700K in exquisite renovations by legendary Hilton Head builder, this masterful design features wall-to-wall windows, voluminous ceilings in living room, den, stainless steel kitchen and dining. Two spectacular fireplaces. The 3 main floor bedrooms all include beautiful en-suite baths. The second floor offers handsome accommodations for precious family or guests. The new pool and spa offer soothing comfort and privacy! This home is designed for all-on-one-level living and entertaining. Additional features include 2 car attached garage, swing through circular driveway, on a very desirable Sea Pines oversized lot, across this quiet street, from a wooded permanent open area. Just a 10 minute walk or bike to Harbour Town, home of the world famous 18 hole Heritage Golf Classic, and exceptional amenities: golf, tennis, boating, water skiing, fishing, children's playground, multiple shops and restaurants. A short trolley ride takes you to gorgeous, life-guarded Sea Pines Beach Club, with entertainment, oyster roasts, 2 great restaurants, and 2 additional world-class 18 hole golf courses. Less than 15 minute bike ride to Sea Pines Beach Club.

18 Planters Wood Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Harbour & Home Real Estate.

51 Wicklow Dr, Hilton Head Island
$2,700,000
4 Beds ⋅ 8 Baths ⋅ 7,078 SqFt. ⋅ HILTONHEAD-455011 MLS
Welcome to this exceptional estate in Wexford, blending grand design with everyday comfort and luxury. A dramatic two-story foyer sets the tone as you enter, leading to a spacious living room, formal dining room with elegant padded acoustic silk wallpaper, and a private office with its own half bath. The heart of the home is a beautifully open kitchen, family, and breakfast area perfect for both casual living and entertaining. The expansive primary suite is a true retreat, offering dual walk-in closets, a separate lighted shoe closet, and a built-in safe all with long fairway views just beyond the 7th green. Also on the main level are a second powder room and a spacious laundry. Upstairs, you'll find three large en-suite bedrooms, a second laundry room, and a fully equipped home theater with a bar, as well as a third half-bath. The lower level offers fun and functionality, featuring a fully finished rec and play area, home gym, full bath, generous storage, an oversized 3-car garage, and 3 stop elevator. Step outside to the screened-in porch with a bar and built-in grill ideal for poolside entertaining. The private pool and fire pit area complete this serene Lowcountry setting. This home truly has everything. Wexford offers world-class amenities, including golf, tennis, pickleball, croquet, a private marina, two pools, and more. One of Hilton Heads most exclusive gated communities.

51 Wicklow Dr, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

24 Governors Lane, Hilton Head Island
$2,675,000
4 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-507551 MLS
A custom-built Sea Pines residence by renowned builder, Hagood Homes of the Lowcountry. This home skillfully combines contemporary amenities with generous living spaces, featuring 4 bedrooms and 4.5 bathrooms, as well as ample indoor and outdoor areas. Key architectural elements include: a chef's kitchen featuring custom-built cabinetry, premium appliances, an expansive walk-in pantry for optimal organization, a scullery- perfect for hosting gatherings and a wet bar with glass shelving. The great room features a cathedral, tongue-and-groove ceiling with an adjacent Carolina room with shiplap walls and abundant natural light. Additional features include a study/library nook, low-rise stairs leading to a media room finished in shiplap with a mini-bar, and an additional versatile flex room that can serve as an office, gym, or studio. Outdoor living is elevated by a screened porch complete with a tongue-and-groove cathedral ceiling and a built-in grilling station. The salt water pool features a sun shelf and spa overlooking the tranquil wooded backyard. A two-car side garage is equipped with an electric vehicle charger and an elevator leading to the first floor. Countless additional features await your discovery, all just a quick bike ride away from world-class amenities and the stunning beaches of Hilton Head Island.

24 Governors Lane, Hilton Head Island

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

46 Yorkshire Drive, Hilton Head Island
$2,665,000
4 Beds ⋅ 5 Baths ⋅ 4,261 SqFt. ⋅ HILTONHEAD-508328 MLS
Private Golf Course Living in Wexford. Set along the 16th green in Wexford, this beautiful 4,261 sq ft custom home offers peaceful, natural views and exceptional privacy in one of Hilton Head Island's most premier communities. Thoughtfully designed, this 4 bedroom, 4.5 bath residence lives primarily on one level, with a 2021 addition above the 3+ car garage featuring a bedroom, bath, and den - ideal for guests or flexible living space. The chef's kitchen is both functional and refined, showcasing custom cabinetry, a gas range, and a convection oven with integrated steam oven, perfect for everyday use or entertaining. The home flows effortlessly to the outdoors with covered front and rear porches, including an oversized back porch that captures expansive golf views and overlooks the private pool. Additional features include ample storage beneath the home, providing space for equipment, hobbies, or seasonal items. A rare opportunity to enjoy privacy, golf views, and effortless Lowcountry living in the heart of Wexford.

46 Yorkshire Drive, Hilton Head Island

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

2 Foot Point Road, Hilton Head Island
$2,650,000
5 Beds ⋅ 6 Baths ⋅ 4,276 SqFt. ⋅ HILTONHEAD-504040 MLS
Better Than New - Built in 2023 and Sold Fully FurnishedThis stunning 2023 custom home offers five bedrooms and five-and-a-half baths, perfectly positioned on a spacious corner lot in Long Cove. Thoughtfully designed with a back-entry three-car garage, excellent bedroom separation, and a primary suite on the main level, the layout blends comfort with modern sophistication.The open kitchen anchors the home with BluStar appliances, a Miele built-in coffee maker, and Calacatta Miraggio quartz surfaces. Wide 8-inch oak floors, coffered ceilings, a striking copper ceiling detail, and a gas fireplace elevate the living spaces with timeless character.A bonus room over the garage with a full bath offers flexible use as a media room, fitness space, or additional bedroom. Designer touches include Serena & Lily silk wallpaper, Hunter Douglas blinds throughout, and advanced home technology at every turn.The spa-inspired bathrooms earned the 2023 Lighthouse Award for Best Bathroom on Hilton Head Island. A professionally installed audio-visual system features in-wall theater speakers with subwoofer, Sonos soundbar, whole-home sound, exterior hardwired cameras, and dual door chimes servicing both the living area and primary suite.Outdoor upgrades are equally impressive with extensive landscaping, expanded sod in the backyard, new palms, lemon and fig trees, hardscaping, crushed shell walkways, and path lighting throughout the front, side, and rear yard.A rare opportunity to own a fully furnished, award-winning home that truly lives like new-inside and out.

2 Foot Point Road, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Charter One Realty.

17 Genoa Court, Hilton Head Island
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 3,228 SqFt. ⋅ HILTONHEAD-501853 MLS
Situated on the 18th fairway of Harbour Town Golf Links, this 4-bedroom, 4-bath townhome with a 1-car garage offers jaw dropping sunsets and front-row seats to the RBC Heritage. Thoughtfully reimagined with a full interior renovation in 2018 and exterior updates in 2020, this home blends modern elegance with Lowcountry charm. Expansive windows frame golf and water views and inviting outdoor decks create the perfect setting for gathering, entertaining, and embracing the Harbour Town lifestyle. 17 Genoa Court places you near distance of Harbour Town's world class amenities. Just steps away, you can stroll to the Harbour and dine at The Quarterdeck, shop in boutique stores, and, of course, take in the iconic views of the Harbour Town Lighthouse.

17 Genoa Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: William Raveis - Carolina LLC.

12 Leamington Court, Hilton Head Island
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 3,618 SqFt. ⋅ HILTONHEAD-500882 MLS
Nestled on a quiet cul-de-sac in the private Leamington community, this award-winning custom home combines timeless design, modern comforts, and a premier setting on the 13th fairway of the Arthur Hills Golf Course. With 3,618 square feet, this home has been meticulously maintained and thoughtfully crafted for both everyday living and entertaining. Inside, the family room centers around a gas fireplace and flows naturally into a custom kitchen, which features a large island, gas cooktop, stainless steel appliances, and beverage refrigerator. The first-floor primary suite offers privacy and convenience, while two upstairs ensuite bedrooms enjoy access to an upper-level covered deck with stunning golf views. A spacious fourth ensuite over the garage features a sitting area and a large walk-in closet, making it an ideal private retreat for guests or extended family. A private office provides the perfect space to work from home. Outdoor living shines with a screened porch, covered grilling deck, and saltwater pool with jacuzzi. Lush landscaping, a mosquito misting system, and panoramic fairway views create a private, resort-like setting. The backyard showcases panoramic fairway views, creating a tranquil retreat. Completing the home are an oversized 2-car garage with a golf cart bay, a spacious, walk-in attic with easy access, impact-rated windows and doors, integrated speakers, and a built-in safe.Living in Leamington means enjoying private beach access at the Leamington Beach Club, a new community pool and recreation complex, kayak launch onto the 11-mile lagoon, playground with bocce courts, golf cart-friendly streets, and 24/7 security. Few communities on Hilton Head offer this level of lifestyle, and few homes capture it as beautifully as 12 Leamington Ct.

12 Leamington Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: EXP Realty LLC.

9 Ibis Street, Hilton Head Island
$2,625,000
5 Beds ⋅ 6 Baths ⋅ 3,888 SqFt. ⋅ HILTONHEAD-504752 MLS
Welcome to 9 Ibis Street-a classic Lowcountry Charleston-style home ideally located just five rows from the beach on Hilton Head Island in the historic North Forest Beach area. Rich in character and craftsmanship, this beautifully updated residence offers quality finishes that have stood the test of time, along with all-new windows and siding for added peace of mind. Pine floors run throughout the main living areas, complemented by a stunning masonry brick fireplace that anchors the space with warmth and charm. The home features a welcoming wraparound front porch, additional outdoor porches, and two light-filled Carolina rooms, offering abundant indoor-outdoor living spaces perfect for relaxing or entertaining year-round. The private backyard is a true oasis, complete with a sparkling pool refinished in 2022, an expansive deck redone in 2024, an outdoor kitchen, and bar area-ideal for hosting family and friends. Charming tabby siding, a white picket fence, and generous storage space beneath the home enhance both curb appeal and practicality. Full of timeless Lowcountry elegance and coastal warmth, 9 Ibis Street presents an exceptional opportunity as a primary residence, second home, or investment property just steps from the sand.

9 Ibis Street, Hilton Head Island

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

17 Arthur Hills Court, Hilton Head Island
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 3,600 SqFt. ⋅ HILTONHEAD-509916 MLS
Private dock on Leamington's 11-Mile Lagoon. A rare opportunity to own a waterfront property in Leamington, Hilton Head Island's premier private oceanfront community. Tucked away on a quiet cul-de-sac, this 5-bedroom or 4-bedroom-plus-office residence offers expansive lagoon views, exceptional privacy, and room for a pool.Designed for both everyday living and entertainment, the home features generous living spaces, hardwood flooring in the main living areas, abundant natural light, a fireplace, a wet bar, a screened porch, and a flexible floor plan. The kitchen offers ample counter space, an island with bar seating, and views of the surrounding landscape. Whether enjoyed as-is or transformed into a custom waterfront retreat, the possibilities are endless.Enjoy kayaking, fishing, wildlife watching, and peaceful evenings from your private dock overlooking the renowned 11-Mile Lagoon. Leamington residents enjoy private beach access, an oceanfront Beach Club, championship golf, world-class tennis and pickleball, miles of leisure trails, and all the amenities of Palmetto Dunes Oceanfront Resort. Unlike many Hilton Head communities, Leamington does not permit short-term rentals, preserving its exclusive residential character and tranquility.Private Dock. 11-Mile Lagoon Views. Private Beach Access. No Short-Term Rentals. OSCREA

17 Arthur Hills Court, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: Premium Properties of Hilton Head.

9 Bald Eagle Road, Hilton Head Island
$2,600,000
4 Beds ⋅ 4 Baths ⋅ 3,295 SqFt. ⋅ HILTONHEAD-502704 MLS
3rd Row Beach House! With its Sea Pines charm & unmatched value, this beautifully updated home has a coastal chic design & is just steps from the beach path leading to the pristine beaches of Sea Pines. New HVAC, new kitchen appliances & stylishly updated bathrooms. The upside-down layout showcases an open main living space on the upper floor as well as a bright kitchen, a large owner's suite & a screened-in porch overlooking the pool. Downstairs, you'll find a large second living space with a ping-pong table & a bathroom with direct outdoor access to the pool. This home also has a new wrap around upper deck & outdoor shower. With attractive and steady rental numbers, it's a short walk or bike to South Beach Marina, the Salty Dog, tennis, pickleball, golf and miles of leisure trails.

9 Bald Eagle Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: EXP Realty LLC.

65 N Port Royal Drive, Hilton Head Island
$2,600,000
5 Beds ⋅ 6 Baths ⋅ 4,677 SqFt. ⋅ HILTONHEAD-502346 MLS
Step into an extraordinary coastal lifestyle with this spectacular Kermit Huggins custom designed residence that offers an expansive floor plan with five bedrooms, that include two primary suites, four full baths and two half baths and is perfectly positioned across the street from the beach and on a private golf course setting; two additional rooms serve as a media room and a cozy morning/reading room. The magnificent lanai with balcony, spiral staircase, fireplace and Lynx built-in grill provides a seamless transition from the interior to your private oasis.The grand live oaks and magnolias welcome you into the gated courtyard entrance to this meticulously maintained home with high-end finishes. This home offers a rare blend of exclusive seaside living and tranquil, resort style amenities, making it a sanctuary for luxury and leisure. Features include new 2023 and 2024 HVAC systems, new Subzero refrigerator, custom closets, whole house Aquasana water filtration system, newer metal roof, epoxy with urethane finished garage floors and electric vehicle H/U Level 2, Port Royal offers private beach access, a stunning beach house, pool, fire pits, tennis and pickle ball courts, playground, leisure trails, community gardens, farm plots and gated 24-hour security; Port Royal is the only Hilton Head private oceanfront community with no short-term rentals and no commercial activity. The optional country club membership offers a clubhouse with dining, golf, pickle ball and tennis.

65 N Port Royal Drive, Hilton Head Island

Listing courtesy of Carolina One MPN. Selling Office: ELEVE PROPERTIES Brokered by EXP Realty.

1 Sea Oak Lane, Hilton Head Island
$2,585,000
5 Beds ⋅ 6 Baths ⋅ 2,972 SqFt. ⋅ HILTONHEAD-506993 MLS
Lowcountry perfection meets effortless coastal living in this beautifully updated home designed for both relaxation and entertaining. Thoughtfully enhanced throughout, the stunning kitchen serves as the heart of the home, featuring brand-new cabinetry, a sleek glass tile backsplash, upgraded appliances, and an expansive island perfect for gathering with family and friends.Step outside and embrace the island lifestyle-just moments from the beach, making daily walks along the shore as easy as stepping out your front door. The home's exceptional outdoor living spaces invite you to unwind, with a private pool, expansive sun-drenched decks, covered porches, and a charming screened-in porch just off the great room-ideal for enjoying coastal breezes year-round.Inside, the home lives beautifully with a bright, open layout and five spacious bedrooms, each with its own bath, plus a convenient powder room for guests. Recent upgrades include new flooring, fresh interior paint, stylish fixtures, and elegant stone vanities, creating a clean, modern aesthetic while maintaining timeless Lowcountry charm.Whether you're seeking a full-time residence, a luxurious vacation retreat, or a high-performing rental property, this home offers the perfect blend of comfort, style, and an unbeatable beachside location.

1 Sea Oak Lane, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc. Selling Office: EXP Realty LLC.

19 Mizzenmast Court, Hilton Head Island
$2,575,000
3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS
A truly onе-of-а‐kind οffеrіng in Ѕеa Pines, 19 Mizzеnmaѕt Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

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

7 Red Maple Road, Hilton Head Island
$2,575,000
4 Beds ⋅ 4 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-506349 MLS
Gorgeous! Just gorgeous! Extensively renovated in 2022, this beautifully reimagined, single-level, Sea Pines residence blends refined design with exceptional privacy on an oversized (1/2 acre+) property. Relax and recharge and take a refreshing dip in the private pool with scenic golf views beyond, while the cart path on the other side of the fairway adds to the privacy. The open, light-filled interior features hardwood flooring, smooth ceilings with vaulted areas, plantation shutters, and current finishes throughout. A designer chef-inspired kitchen showcases an oversized quartz island, upgraded stainless appliances, recessed LED lighting, and picturesque views from abundant windows and glass. Four (well-positioned) bedrooms, including a large bunk-style room for the youngies, a double garage, AND a new roof in 2022. Note that the leisure trail at the end of the street connects to Plantation Club and the Beach Club!

7 Red Maple Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Harbour & Home Real Estate.

10 Foot Point Road, Hilton Head Island
$2,575,000
5 Beds ⋅ 4 Baths ⋅ 4,429 SqFt. ⋅ HILTONHEAD-501765 MLS
Experience unparalleled luxury at 10 Foot Point Road. Nestled on a private cul de sac in the prestigious Long Cove Club, this elegant home offers 4 beds & 4 baths and a flex bonus space w/ sweeping marsh to deep water views. Built in 2012 the property features 4 level elevator access from the garage to all floors of the home, including the 3rd floor mother-in-law suite. Views from the covered veranda & family room are nothing short of breathtaking. Home embraces open concept living, gourmet chefs kitchen, craftsman detail work, Trex deck & newer roof (2019). LCC amenities include the coveted Pete Dye masterpiece, marina, hard tru tennis courts, pickle ball to name a few.

10 Foot Point Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Realty One Group - Lowcountry.

30 Kingston Road, Hilton Head Island
$2,550,000
4 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-511417 MLS
Newer construction (built in 2025) offering timeless Lowcountry architecture, luxury finishes, and exceptional outdoor living in the heart of Shipyard. This custom-designed 4-bedroom, 4.5-bath home sits on a private, wooded homesite and combines modern conveniences with generous living spaces throughout. A welcoming Lowcountry-style front porch leads into an open floor plan featuring a cathedral-ceiling great room, gourmet chef's kitchen with custom white oak cabinetry, luxury appliances, an oversized island, and a large walk-in pantry for exceptional storage. Additional features include a wet bar, built-in office nook, and beautifully designed living spaces ideal for everyday living and entertaining. The first-floor primary suite is complemented by spacious guest accommodations, while a large bonus room with a full bath above the oversized three-car garage offers endless flexibility as a guest suite, media room, or home office. Outdoor living is truly unmatched with a huge screened porch featuring a tabby fireplace and built-in outdoor kitchen, overlooking a stunning heated swimming pool, spa, and private wooded backyard-creating the perfect setting for relaxing or entertaining year-round. Additional highlights include an oversized three-car garage, an electric vehicle charger, a whole-home generator for added peace of mind, abundant storage, and thoughtful custom details throughout. Located within the gated community of Shipyard Plantation, owners enjoy private beach access, miles of leisure trails, championship golf, tennis and pickleball, a first-class beach club, and convenient access to Hilton Head's restaurants, shopping, and entertainment. Newer construction in Shipyard is an exceptionally rare opportunity. Combined with luxury finishes, an incredible floor plan, resort-style outdoor living, and the convenience of a whole-home generator, this home truly stands apart.

30 Kingston Road, Hilton Head Island

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

750 Spanish Wells Road, Hilton Head Island
$2,550,000
HILTONHEAD-507026 MLS
Truly phenomenal, unique, gated, deep-water homesite on Hilton Head Island, offering an unparalleled living experience in the highly sought-after private community of Spanish Wells. This captivating 1-acre deep-water property boasts expansive, 180-degree Intracoastal views, allowing you to embrace the beauty of living on the Calibogue Sound while enjoying the most stunning sunsets on the island. You'll even see dolphins stranding on your beach and playing around the dock every day. This is the only lot with deep water for sale in Spanish Wells. A private, well-maintained 5x220 ft dock extends out to a spacious covered 20x20 pier head and a 14x24 floating dock with 3 jet ski platforms, all situated in deep water at all tides, offering easy access for boating, fishing, and water sports. Unique features include a gated front entrance, a privacy wall, and a bulkhead along the waterline. We've already laid the groundwork for an exceptional build: full floor plans and elevations completed and copyrighted by a 40-year award-winning architect. The custom design includes a 3-car garage with a 2BD/2BTH apartment above, a porte-cochere attached to a lovely 4BD/4.5BTH home, and a pool house with a pool. A variance has been granted to reduce the front setback from 50' to 15', significantly expanding the building area to encompass a gracious and private campus. Temporary electric service is in place, with 50-amp service run 220' to the bulkhead and another 220' to the pier head, plus a 50/30/110 power tower on the floating dock. Water and sewer plans have been filed with the town, and city water has already been brought to the property, continuing underground to both the bulkhead and the pier head. The pier head pilings have been sistered and reinforced for enhanced stability. Majestic live oaks have been meticulously trimmed, and all lot overgrowth has been removed, fully preparing the site for construction. Owner financing available to qualified Buyers. Terms to be negotiated.

750 Spanish Wells Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: RE/MAX Island Realty.

1 Saint Andrews Place, Hilton Head Island
$2,550,000
5 Beds ⋅ 6 Baths ⋅ 4,322 SqFt. ⋅ HILTONHEAD-500394 MLS
Perfectly situated on the first and second hole of the world-renowned Harbour Town Golf Links in Sea Pines, 1 Saint Andrew Place offers an exceptional blend of elegance, comfort, and Lowcountry charm. Thoughtfully renovated, the home features a versatile bonus room above the garage, five bedrooms, and five-and-a-half baths. Expansive living spaces flow seamlessly to a heated private lap pool surrounded by lush landscaping, with a whole-house generator for peace of mind. Just steps to Harbour Town and a bike ride to the beach, the property enjoys front-row access to Harbour Town Golf Links, recently restored and set to host the 2026 RBC Heritage, Hilton Head Island's iconic PGA Tour event.

1 Saint Andrews Place, Hilton Head Island

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

120 Shell Midden Lane, Hilton Head Island
$2,550,000
7 Beds ⋅ 8 Baths ⋅ 4,639 SqFt. ⋅ HILTONHEAD-440376 MLS
NOW SOLD FURNISHED! Welcome to your dream coastal retreat! This stunning NEW CONSTRUCTION home, JUST COMPLETED and STEPS TO THE BEACH, offers an unparalleled blend of luxury and comfort in the heart of South Forest Beach. Spanning an impressive 4,639 square feet, this exquisite residence features 7 spacious bedrooms and 7.5 beautifully appointed bathrooms, making it the perfect getaway for families or groups seeking a memorable beach experience. As you step inside, you'll be greeted by an open and airy floor plan adorned with luxurious LVP flooring throughout, providing both durability and elegance. The heart of the home is the expansive living area, complete with a cozy gas fireplace, perfect for those cooler evenings. The gourmet kitchen is a chef's delight, featuring top-of-the-line stainless steel appliances, an 11-foot bar with stunning quartz countertops, and a convenient butler's pantry. The adjacent wet bar, equipped with an ice maker and beverage fridge, ensures you're always ready to entertain. Each of the 7 bedrooms is a private sanctuary, with ample space and natural light. The bathrooms are equally impressive, showcasing custom tile work and granite countertops, ensuring a spa-like experience for you and your guests. Step outside to your own private oasis, where a large, heated pool awaits, perfect for relaxing or hosting summer gatherings. The outdoor space is designed for enjoyment, with plenty of room for lounging and soaking up the sun. This home is equipped with a 3-stop elevator, making it accessible and convenient for all ages. The large garage provides ample storage for beach gear, bikes, and more, ensuring you have everything you need for your beach adventures. Located just steps from the pristine beach and a short bike ride to the vibrant Coligny Plaza and Celebration Park, this property offers the ultimate in convenience and leisure. THEre are several weeks already booked this Summer. With short-term rental projections of up to $250,000, this home is not only a perfect personal retreat but also a lucrative investment opportunity. Don't miss your chance to own this exceptional property in one of the most sought-after locations on the island. Schedule your private tour today and experience the perfect blend of luxury, comfort, and coastal living!

120 Shell Midden Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

46 Millwright Drive, Hilton Head Island
$2,525,000
4 Beds ⋅ 4 Baths ⋅ 4,311 SqFt. ⋅ HILTONHEAD-503021 MLS
Experience coastal luxury in this 2025 marshfront estate in Windmill Harbour, Hilton Head Island. Set on nearly an acre with breathtaking water views from Jarvis Creek to Calibogue Sound, this meticulously renovated home epitomizes Lowcountry living. Wide-plank white oak flooring, bespoke cabinetry and a Carrara marble island anchor the gourmet kitchen, which boasts Wolf range, Sub-Zero refrigeration, paneled appliances, unlacquered brass fixtures and dual sinks. Two private offices, a spacious walk-in pantry, custom mudroom lockers and an elevator ensure modern convenience. The light-filled primary suite features a private sunroom overlooking the marsh.The elegant design blends Southern charm with contemporary lines, flowing from open living areas to outdoor terraces where you can watch herons and dolphins at sunrise and sunset. Spa-inspired bathrooms and well-appointed bedrooms offer comfort and privacy, while expertly landscaped grounds highlight the marsh's natural beauty. A rare feature of this Hilton Head real estate is access to Windmill Harbour's private 258-slip marina and its 75-foot by 19-foot lock-one of only three private locked harbours on the East Coast. This engineering marvel creates a secure, tide-free basin that insulates boats from tidal swings and rough weather, ensuring calm water at your dock and minimal barnacle growth, with 24/7 access via personal lock card.Optional membership in the South Carolina Yacht Club adds fine and casual dining, tennis, pickleball, fitness center, saunas, nature trails and deep-water dock privileges. Windmill Harbour is ideally located near Hilton Head's beaches, golf courses, shops and restaurants and offers easy access to Bluffton and Savannah. Gated security, community activities and proximity to the Intracoastal Waterway make it a sought-after destination for primary residences and vacation homes.If you seek a luxury marshfront home with deep-water access and a lock-controlled marina or simply want a serene waterfront retreat, this Windmill Harbour estate delivers. Its high-end finishes, modern conveniences and access to world-class boating amenities set it apart. Discover why homes for sale in Windmill Harbour are so coveted and schedule your private tour today.

46 Millwright Drive, Hilton Head Island

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

1 Curlew Road, Hilton Head Island
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 3,597 SqFt. ⋅ HILTONHEAD-511153 MLS
Loved by its original owners since built new in 2006, this spectacular North Forest Beach property greets you with charm from the moment you arrive. Just five rows from the ocean, it's a home that's been cared for and enjoyed for two decades. Inside, designer furnishings, coffered ceilings, white-washed wainscoting, and a cozy fireplace bring a polished beach-chic feel to every room. The heart of the home is a gourmet kitchen built for gathering, anchored by a large island with seating for nine and a sun-filled breakfast nook framed by a bay window. Outside, a private heated pool with a cascading waterfall creates a true resort-style retreat, while the spacious deck and patio areas make indoor-outdoor living effortless. Four bedrooms occupy the top floor, nearly all ensuite, alongside a main-floor primary bedroom with ensuite, plus a convenient half bath, giving every group its own space. An elevator runs from the garage all the way to the third floor, and the oversized 4-car garage includes multiple lockable storage rooms for beach gear, bikes, toys & owner closet usage. The home has been extensively refreshed and is truly move-in ready. Sold fully furnished for a turnkey rental experience, and with an established, well-reviewed short-term rental history. You simply cannot beat this location. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 1 Curlew offers an extraordinary opportunity to own a beautifully updated retreat in one of North Forest Beach's most walkable, sought-after locations. Vacation in your investment.

1 Curlew Road, Hilton Head Island

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

8 Marsh Wren Road, Hilton Head Island
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 2,467 SqFt. ⋅ HILTONHEAD-511327 MLS
Imagine beginning each day with a short walk to one of Hilton Head Island's most beautiful beaches - just 200 steps from your door to the sand. Set in a coveted third-row location directly on the beach path, beneath a canopy of mature live oaks and palms, 8 Marsh Wren Road offers effortless access to Sea Pines' five miles of pristine Atlantic coastline, where morning walks, sunrise swims, and salt air become part of everyday life. The generous 106' x 120' lot is the true value here - a rare, buildable homesite in one of the Island's most sought-after beach communities, offering room for a pool, expansive outdoor living, and a residence designed exactly to your vision. For the ambitious buyer, the existing home presents an opportunity to undertake a transformative renovation and bring fresh life to this beachside setting. Whether you're drawn to the sunrises and salt air, the ease of beach access with the path just off the property, or the ability to bring your own luxury coastal vision to life in Sea Pines, 8 Marsh Wren Road presents a rare opportunity. Whether the goal is an ambitious renovation or a new coastal residence, 8 Marsh Wren Road presents a compelling opportunity to invest in the location, lot, and lifestyle that make Sea Pines beach-life so desirable.

8 Marsh Wren Road, Hilton Head Island

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

6 Quail Street, Hilton Head Island
$2,500,000
6 Beds ⋅ 6 Baths ⋅ 2,808 SqFt. ⋅ HILTONHEAD-505924 MLS
Experience the ultimate beach retreat 3 rows from the ocean, designed for unforgettable vacations and exceptional rental income. Just a short walk to the sand and moments from Coligny Plaza, this six bedroom, five and a half bath property blends coastal comfort with resort style amenities, creating a true Lowcountry getaway.Inside, the home offers a vibrant and welcoming layout ideal for entertaining and multi generational stays. A dedicated game room sets the tone for fun, featuring ping pong, air hockey, foosball, and a relaxed sitting area with television. The bedroom configuration is thoughtfully designed to maximize both privacy and flexibility. Three spacious primary en-suites with two offering their own screened porches for peaceful morning coffee or evening relaxation. The 3 other guest suites feature an ensuite guest suite, and 2 bunk bedrooms sharing a bath. The bunk rooms are perfect for groups and families.Outdoor living is equally impressive. The fenced backyard creates a private oasis complete with a sparkling pool, soothing hot tub, and a fully equipped poolside bar that opens directly to the outdoor entertaining space. The bar includes a refrigerator, television, and icemaker, while a convenient pool bath enhances functionality for guests enjoying the sun filled setting.Located in the heart of North Forest Beach, this home offers easy access to Hilton Head's most popular dining, shopping, and entertainment at Coligny Plaza. With its unbeatable location, strong rental appeal, and resort style amenities, this property represents an exceptional opportunity to own a high performing coastal investment and personal retreat.

6 Quail Street, Hilton Head Island

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

24 Ridgewood Lane, Hilton Head Island
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 3,565 SqFt. ⋅ HILTONHEAD-502230 MLS
One of the finest homes in the Harbour Town area, this beautifully updated property offers a perfect blend of Lowcountry charm and modern luxury. Featuring 3 bedrooms, 3.5 baths, a separate office, private pool, and screened porch, this home is completely turnkey and ready to enjoy. The bright, open floor plan showcases high ceilings, new flooring, and an oversized two-car side-entry garage. The newly remodeled kitchen is a showstopper, complete with quartz countertops, stylish backsplash, and a gas range-ideal for entertaining or everyday living. The primary suite and office are conveniently located on the first floor, while each of the bathrooms has been thoughtfully updated. Additional highlights include smooth painted ceilings, a fairway view, and more than $400,000 in recent improvements throughout. Located on one of the most desirable streets in Sea Pines, this home offers the perfect combination of style, comfort, and location-a truly exceptional property.

24 Ridgewood Lane, Hilton Head Island

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

1 Laughing Gull Road, Hilton Head Island
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,464 SqFt. ⋅ HILTONHEAD-505476 MLS
Don't let this opportunity get away! Fabulous beach-oriented home, located on the 4th row in Sea Pines and just a three-minute walk to the beach, this beautifully updated four-bedroom Sea Pines beach home with private pool offers the perfect blend of Lowcountry charm, spacious design, and relaxed coastal living. The heart of the home is the spectacular great room with soaring vaulted ceilings, exposed beams, and abundant natural light. A dramatic fireplace anchors the living area while the open floor plan flows seamlessly into the renovated kitchen featuring a large marble island, stainless steel appliances, and generous bar seating-perfect for gathering and entertaining. Sliding glass doors open to a private outdoor retreat surrounded by lush landscaping. The expansive deck and patio overlook a sparkling private pool, creating a wonderful setting for outdoor dining, relaxing afternoons, and evenings after a day at the beach. The primary suite offers vaulted ceilings, peaceful views, direct access to the patio and pool area, and a spacious bath with dual vanities and walk-in shower. Two additional first-floor bedrooms provide comfortable accommodations for family or guests, including one with a private en-suite bath. Upstairs, a spacious bedroom with its own bath offers an ideal retreat for kids or visiting guests. You will not want to miss this beach home that is an easy walk to the beach and just a short bike ride to The Sea Pines Beach Club, Harbour Town, South Beach Marina, world-class golf, dining, and miles of leisure trails-offering the very best of Hilton Head Island living.

1 Laughing Gull Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - Beach Club.

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