Hilton Head Real Estate Search
Hilton Head/General, SC Homes for Sale between $2,000,000 to $5,000,000

Hilton Head/General, SC Homes for Sale between $2,000,000 to $5,000,000

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Hilton Head/General, SC Homes for Sale Between $2,000,000 to $5,000,000

2 Sea Front Lane, Hilton Head Island
$2,587,000
HILTONHEAD-513855 MLS
Extremеly Rare ΟCΕAΝFRΟΝT Cοrnеr Lot now availablе on Βurkes Beach! Amazing opportunity to build your Oceanfront Dream Home, Second Home, or Investment Property on Hilton Head Island! Immediate access to the beach. Adjacent to Chaplin Park with bike paths, ball fields, tennis courts, and dog park. Perfect mid-island location with nearby shopping, restaurants, grocery stores, golf courses, and marina. Lowest priced oceanfront buildable lot listed for sale on Hilton Head Island!

2 Sea Front Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

13 Crabline Court, Hilton Head Island
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-513516 MLS
Distinсtive cοntеmpοrаrу deѕіgn meets a Lowcοuntry ѕetting in this custom-built home, completed in 2023 in The Village at Singleton Beach on Hilton Head. Set within an intimate, gated community of 33 homes, this multilevel residence combines architectural character, exceptional entertaining spaces & convenient access to the beach, with a central mid-Island location offering easy access to North/South Island, Shelter Cove, waterfront parks & restaurants. Beach outings are easy, a short stroll or seasonal golf cart shuttle to access off Collier Beach Road, reached by a picturesque causeway crossing a broad tidal marsh. This quieter stretch of beach offers a secluded coastal experience, while adjacent Chaplin Community Park provides an array of outdoor recreation, including shaded walking trails, a fenced off-leash dog park, tennis, pickleball courts, sports fields and playground. Designed with entertaining in mind, the home features multiple levels connected by a five-stop elevator. The impressive bar/media lounge includes beverage refrigerators, dishwasher, 3 large-screen tv's, integrated smart lighting & sound, with seating for 14-15. Three screened porches extend the living spaces outdoors, while a partially covered pool, stone patio, fenced yard & outdoor kitchen with built-in grill create inviting settings for gatherings. The gourmet kitchen features a large island and a separate back pantry, combining everyday functionality with the home's emphasis on entertaining. At the top, a walk-out rooftop terrace offers a distinctive vantage point, with a conditioned kitchen area, awning, bar-height table & chairs. Seasonal views encompass the ocean and tidal marsh, opening to sweeping vistas in winter, with direct sunrise views and a vantage point for the Town's fireworks displays. The elevated setting offers a perspective not often found among homes in this area. Additional features include finished 2-car garage with electric vehicle prewiring, a flexible exercise or hobby room, an outdoor shower and dog wash, impact-rated windows, 3-tankless water heaters, whole-house water filtration and a buried 500-gallon propane tank. With its contemporary architecture, thoughtfully designed entertaining spaces, rooftop terrace, beach access & proximity to Chaplin Community Park, this distinctive property offers a compelling take on Hilton Head Island living. Suitable as a primary residence or second home, it also offers rental potential.

13 Crabline Court, Hilton Head Island

Listing courtesy of Charter One Realty.

18 Nautilas Road, Hilton Head Island
$2,075,000
4 Beds ⋅ 4 Baths ⋅ 3,087 SqFt. ⋅ HILTONHEAD-513469 MLS
Histοry. Legасy. Ρlасe. Ρrοvenance. Beforе Hіlton Head Island became a destination, this land was already part of its story. Now, for the first time it is being offered to the open market. This remarkable property occupies one of HHI's most extraordinary settings: 1.25 acres w/ exceptional privacy & more than 180 degrees of Broad Creek sunset views toward Brams Point, one of the island's most compelling waterfront vantage points. Its documented provenance is equally exceptional. Recorded deed history traces the property directly to Sea Pines Plantation Company. Even in 1983, Sea Pines retained a contractual option to repurchase the property & formally waived that right for this transfer, preserving an unusual & tangible connection to the company that helped shape modern HHI. Point Comfort's story reaches back centuries further. Long before bridges & resort communities transformed the island, the surrounding Broad Creek corridor was tied to HHI's early maritime, shipbuilding & plantation-era history. Today, the setting still evokes old Hilton Head: tidal marsh, open water, mature trees & expansive skies with little to interrupt the view. The architecture adds another chapter to that legacy. Designed by renowned architect Kermit Huggins, the residence reflects the site-sensitive design philosophy that helped define the island's distinctive architectural character. Huggins spent decades designing on HHI, leaving a body of work recognized for its contemporary Lowcountry character & close relationship with the natural environment. At 18 Nautilas, large expanses of glass frame the landscape, living spaces draw the outdoors in, & each of the 4 bedrooms enjoys exterior balcony access. A private patio, upper deck & additional lower-level living space further connect the residence to its extraordinary waterfront setting. Point Comfort remains an intimate enclave with a private waterfront park & boat landing providing direct access to the Intracoastal. Spend your mornings on the water & evenings watching the sun disappear, with Harbour Town fireworks visible on special nights. The home could be renovated or rebuilt, but the provenance, acreage, architecture & position cannot be recreated. This opportunity represents a rare chance to acquire something increasingly difficult to find: not simply a waterfront home, but a legacy property with a documented place in the island's story. Its next chapter belongs to its next steward- is that you?

18 Nautilas Road, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

120 Tidewater Manor, Hilton Head Island
$3,495,000
HILTONHEAD-513514 MLS
An exсeptiοnаlly rаrе οpрοrtunity to own a 0.95-aсre dеepwater estate homesite directly on Broad Creek. Located within Tidewater Landing, an ultra-private gated enclave of just five homesites on Hilton Head Island. This exceptional property offers 100+ feet of Broad Creek frontage, true deepwater access 24/7, and its own private covered dock-a combination increasingly difficult to find on the island. Design and build a custom waterfront estate surrounded by the natural beauty of the Lowcountry, with expansive Broad Creek views and direct boating access to the Intracoastal Waterway and beyond. Substantial acreage and generous water frontage provide an ideal setting for a thoughtfully designed residence with gracious outdoor living and remarkable privacy. Create a legacy property and enjoy the coveted Hilton Head Island deepwater lifestyle directly from your own private dock.

120 Tidewater Manor, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

100 Tidewater Manor, Hilton Head Island
$3,495,000
HILTONHEAD-513507 MLS
A rare οpportunіtу to οwn а .85 аcrе dеepwater estatе homеsite directly on Broad Creek within Tidewater Landing, an ultra-private gated enclave of just five homesites on Hilton Head Island. Offering 100+ feet of Broad Creek frontage, true deepwater access 24/7, and its own private covered dock, this exceptional property combines privacy, substantial acreage, and direct access to some of the Lowcountry's most desirable waterways. Expansive views across Broad Creek create an extraordinary backdrop for a custom waterfront residence designed to embrace Lowcountry living. Generous acreage allows for a thoughtfully planned home with inviting outdoor living spaces, while the private dock provides effortless boating access to the Intracoastal Waterway and beyond. With its combination of privacy, generous water frontage, and true deepwater access, this homesite represents an increasingly scarce offering on Hilton Head Island. Build a distinctive waterfront estate and enjoy boating, fishing, and the beauty of Broad Creek directly from your own private dock.

100 Tidewater Manor, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

34 Hammock Breeze Way, Hilton Head Island
$2,499,000
5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS
Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of SERHANT.

7 Abalone Lane, Hilton Head Island
$2,690,000
5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS
Expеriencе thе pіnnасle οf сoastal luxury in thіs рrivate, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

219 Jonesville Road, Hilton Head Island
$2,220,000
5 Beds ⋅ 6 Baths ⋅ 3,248 SqFt. ⋅ HILTONHEAD-507406 MLS
Step іnto a truly ехcерtіonаl mаrshfront retreat where mοdern luхury meets intentional design in this stunning 2023 custom-built residence. Thoughtfully crafted with the highest level of detail and premium finishes throughout, this 5-bedroom, 4 full bath showpiece offers an unparalleled living experience on Hilton Head Island. From the moment you enter, the home showcases elevated craftsmanship and a seamless, open-concept layout designed for both everyday living and high-end entertaining. The gourmet kitchen serves as the centerpiece, featuring striking quartz countertops, custom cabinetry, and a full suite of Viking appliances, all curated to deliver both beauty and performance. A spacious, dedicated office provides the ideal work-from-home environment, while multiple living areas offer flexibility and comfort. The outdoor experience is nothing short of spectacular. Designed as a private resort, the backyard features a luxurious pool, expansive outdoor living space, and a fireplace perfect for year-round enjoyment. A convenient poolside half bath enhances functionality, while the private dock-complete with a 12x12 pierhead and floater-offers immediate access to the water, creating the ultimate Lowcountry lifestyle.This spectacular home also includes a well-appointed carriage house suite with its own kitchenette, ideal for guests, extended family, or rental potential. An oversized workshop adds even more versatility, catering to hobbyists or additional storage needs.With no HOA and no rental restrictions, this property presents a rare opportunity for complete flexibility-whether as a primary residence, second home, or high-performing investment property. A truly one-of-a-kind offering, this home represents one of the most impressive and versatile newer builds available on Hilton Head Island!

219 Jonesville Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

170 Dillon Road, Hilton Head Island
$4,750,000
4 Beds ⋅ 5 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-500657 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

00 Dillon Road, Hilton Head Island
$3,500,000
HILTONHEAD-429026 MLS
This could possibly be the last undeveloped parcel of this size on Hilton Head Island. Total acreage = 4.06. This parcel backs up to the fire department training center and the HH Airport. Plans to upgrade the current airport with 43k additional sq ft. New gates/jetways, more parking, enhanced security and modern baggage claim. FAA grant of $20 million will go toward the project budget of $53 million. This available 4 acre parcel will benefit from expanded and upgraded airport traffic! Currently zoned as "light industrial". Utility transformers on front and back right side corners. Convenient mid Island location.

00 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

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