Hilton Head Island, South Carolina listings for sale


$15,000,000 - Hilton Head Island, SC

9 Brown Pelican Road Hilton Head Island, SC - The most sensational & remarkable home is under construction! Brand New masterpiece in World-Class Sea Pines Resort. Magnificent Oceanfront parcel, in the sought after South Beach Area. Finest finishes, trim, accessories, appliances, cabinets, flooring & fixtures. In addition to 6 ensuite bedrooms (3 master suites) there's an office, a sitting/wine tasting room, Butler's Pantry, huge 2nd floor recreation room w/wetbar opens up to a sprawling upper deck. Amazing pool, spa & outdoor areas. Main floor Master Suite suitable for Royalty; steam shower, free standing tub, double entry curb-less shower. Under parking for up to 8 vehicles. Elevator.
? | 6 | 8 | 7,000 sqft.
$10,499,000 - Hilton Head Island, SC

28 Green Heron Road Hilton Head Island, SC - Experience luxury coastal living in this stunning 5-bedroom, 5-bath oceanfront home in Sea Pines. Fully renovated w/ meticulous attention to detail, this property offers breathtaking ocean views, modern finishes, big 2nd floor bonus room & an open-concept layout perfect for entertaining. The gourmet kitchen with additional scullery features top-of-the-line appliances & elegant cabinets & countertops. Enjoy seamless indoor-outdoor living with expansive decks on each level, a large yard & a private beach access. Each bedroom is a serene retreat with its own en-suite bath, including 2 bedrooms on main level. This is coastal elegance at its finest!
1986 | 5 | 5 | 4,450 sqft.
$8,200,000 - Hilton Head Island, SC

6 Overlook Place Hilton Head Island, SC - This private 1.16-acre oasis, located on the heel of Hilton Head Island in Port Royal Plantation, combines two lots to create an exceptional oceanfront property. The 7,789 sq ft home features 6 BR, 7 BA, & 2 half baths. A spacious entertainment area includes a fire pit, half-court basketball court, sport court, shuffleboard, & bocce ball. The outdoor area also boasts a TV, bar, pool & putting green. For car enthusiasts, the dream garage features a tile floor, reclaimed wood walls, & is temperature-controlled. Each bay has water & air hookups for washing & maintaining vehicles. A temperature-controlled wine cellar holds over 1000 bottles.
? | 6 | 8 | 8,661 sqft.
$7,599,000 - Hilton Head Island, SC

9 Bayberry Lane Hilton Head Island, SC - Discover an extraordinary oceanfront estate at 9 Bayberry Ln. on HHI, a testament to refined luxury and masterful craftsmanship. Built in 2019, this architectural triumph seamlessly blends reclaimed wood from the Savannah River Sawmill and century-old barns with exquisite Indian fossil stone tile and exposed beams. Each bedroom boasts a private en-suite, including two opulent primary suites. Vaulted ceilings, bespoke finishes, a screened porch, an elevated lookout with ocean views, direct beach access, and a multi-car garage make this coastal living at its finest!
? | 5 | 5 | 3,641 sqft.
$7,495,000 - Hilton Head Island, SC

206 N Sea Pines Drive Hilton Head Island, SC - This fully renovated 8,650 sqft estate on over 2 acres, just steps from the beach, is one of Hilton Head's finest. Ideal for gatherings, it features a chef’s kitchen with two islands, a large resurfaced pool, brand new and spacious pool deck, and a screened porch with fireplace. Enjoy a fantastic movie/entertainment room, a 4-car garage, an elevator, and two separate guest spaces. The primary suite features a sitting area, fireplace, and luxurious soaking tub. The private beach access is the cherry on top! This property is perfect for families or as a high-performing short-term rental. Don’t miss this rare opportunity in Sea Pines!
? | 7 | 8 | 8,560 sqft.
$7,200,000 - Hilton Head Island, SC

73 Brams Point Road Hilton Head Island, SC - There is nothing quite like this home on Hilton Head Island. This modern architectural masterpiece offers unparalleled waterfront living w/ breathtaking dual water views of Broad Creek to the East and the shimmering Calibogue Sound to the West. Inside, 4 spacious ensuite bedrooms, custom Italian glass doors & a German-made gourmet kitchen elevate the art of living. Enjoy the Living Room w/ soaring 21-foot ceilings & natural light throughout. Step outside to discover a private oasis: a negative-edge upper pool cascades into 75' lap pool, a generously sized covered deck w/ space for future outdoor kitchen & separate 600 sqft Studio/Pool House.
? | 4 | 5 | 7,183 sqft.
$6,195,000 - Hilton Head Island, SC

30 W Beach Lagoon Drive Hilton Head Island, SC - Prime ''Beach Lagoon'' location, 2nd row in Sea Pines! BEAUTIFUL home, high-quality custom built in 2017, set on nearly 3/4 of an acre. Spacious & open floor plan. Tall, beamed ceilings, 4 beds/4.5 baths on the main floor & newly added bunkroom/bath/loft up. Flooded with natural light. Wonderful bedroom separation for comfortable living. Huge backyard entertaining area with pool & separate spa overlooking the Atlantic Dunes golf course. Close enough to hear the waves crashing but set back enough for blissful privacy. Quick & Easy beach access. Use as your primary home or as a luxury investment. $248K gross 2024 w/ $221K already booked for 2025
2017 | 5 | 6 | 4,226 sqft.
$5,995,000 - Hilton Head Island, SC

10 Brams Point Road Hilton Head Island, SC - Stunning deep water views in Spanish Wells! Opportunity of a lifetime awaits you in this almost 6,000 sqft estate that enjoys breathtaking views on Hilton Head’s ICW. The home features a custom floor plan w/ exquisite millwork, Italian stone floors, & heart pine in the kitchen/great room. Entertain w/ butler’s pantry & wet bar. The primary suite is located on the 1st floor. All other bedrooms include ensuite baths & walk-in closets. Additional features: oversized elevator, bonus room w/ full bath, & a private deep water dock w/ covered pier head & boat lift. Recent updates include new stucco, windows, doors, & appliances in 2022.
? | 4 | 6 | 5,941 sqft.
$5,950,000 - Hilton Head Island, SC

11 N Calibogue Cay Road Hilton Head Island, SC - This spectacular 5-bedroom, 5.5-bathroom waterfront home offers unparalleled, deep water views of the Calibogue Sound, situated in the highly coveted location of Calibogue Cay within Sea Pines. Boasting 100 feet of private waterfront and built by Cambridge Builders in 2010, the home showcases exquisite craftsmanship and attention to detail, making it a premier choice for those seeking the epitome of luxury living. Upstairs big screen TV sold AS IS.
? | 5 | 6 | 6,473 sqft.
$5,950,000 - Hilton Head Island, SC

34 W Beach Lagoon Drive Hilton Head Island, SC - Iconic, 2nd row West Beach Lagoon estate on over 1.5 acres! Stunning views from every room. This one-of-a-kind property has been thoughtfully restored with hints of days gone by coupled with modern updates. Meander through 200-year-old, moss draped live oak trees and enjoy golf views to the side and back, OR stroll across the street to step on the white sand of a file mile stretch of pristine Atlantic beach. Recently added resort style pool on the property makes this property its own private resort. This location is nearly impossible to duplicate on Hilton Head. With many uses, it is currently a popular vacation rental grossing 200K/yr
1961 | 4 | 6 | 2,872 sqft.