These are the highest-priced home sales reported in Hilton Head & Daufuskie Islands, South Carolina for the week ending November 8, 2026. All five were single-family homes on Hilton Head Island, and together they sold for $13.91 million.
The list runs from a 1971 home on more than half an acre to a three-story home built in 2006 a short walk from the Atlantic. Charter One Realty was the listing brokerage on four of the five sales.
No. 1 — $4,100,000 · 2 Wicklow Lane, Hilton Head Island, South Carolina
The week’s top sale was a 7,357-square-foot custom home on a corner lot in the Wexford community. The home at 2 Wicklow Lane sold for $4.1 million. Built in 1988, it sits on 0.56 acres with views of a lagoon and the golf course.
The great room is built around a fireplace, and a Nano Wall system folds away to open the family room completely to a large screened porch. The kitchen has two dishwashers, custom cabinetry with touch-activated lighting and a walk-in pantry, and a climate-controlled walk-in wine closet sits next to it.
The home has five bedrooms, five full baths and one half bath. The primary suite is on the main floor, with its own morning kitchen, a marble bath, an oversized walk-in closet and a door straight out to the pool. A junior primary suite and a home office with custom built-ins are on the same level. Over the garage are a game room with a wet bar and a guest suite with a marble shower, and one of the upstairs bedrooms has a private sauna and a spiral staircase down to the screened porch.
The private backyard has a free-form pool with a sun shelf, a spa with a waterfall, raised planters and mature hedgerows. There is a three-car garage. Wexford residents have the community’s harbor and marina, an Arnold Palmer Signature golf course, tennis, pickleball, croquet and clubhouse dining. The property last sold for $465,000 in 2012.
Stephen Timperman of Charter One Realty was on both sides of the sale, as the listing agent and as the buyer’s agent. The home went under contract the same day it was listed.
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No. 2 — $2,995,000 · 12 Pelican Watch Court, Hilton Head Island, South Carolina
At 12 Pelican Watch Court, the draw is the water. The home sits in the Hickory Forest neighborhood of Hilton Head Plantation, and its main rooms look out over the marsh toward Port Royal Sound. It sold for $2,995,000, its full asking price, after going under contract five days after it was listed.
Built in 1992 and since renovated, the two-story home has 4,431 square feet, four bedrooms, four full baths and one half bath. Wood floors run throughout, with crown molding and reclaimed wood accents. The updated kitchen has granite counters, a gas cooktop and double ovens. The owner’s suite is on the first floor, there are three guest suites and an office, and a conditioned flex room sits above the garage.
Outside are a broad deck and a heated pool and spa. Hilton Head Plantation residents have private beach access in Hickory Forest, the Dolphin Head recreation area, golf, a marina, tennis, pickleball and leisure trails. The property last sold for $2.05 million in 2021.
Herman and Davis Properties of Charter One Realty was the listing agent, and Michelle Bunce, also of Charter One Realty, represented the buyer.
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No. 3 — $2,565,000 · 75 Baynard Cove Road, Hilton Head Island, South Carolina
The oldest home on the list also has the most land. Built in 1971, the home at 75 Baynard Cove Road sits on 0.60 acres in Baynard Cove, a Sea Pines neighborhood close to Harbour Town Golf Links, where the RBC Heritage is played each year. It sold furnished for $2,565,000.
Inside are high, vaulted ceilings, slate floors and an open plan in which the kitchen flows into the living room, the family room, a dining area and a breakfast nook. The home has 3,895 square feet, four bedrooms, three full baths and one half bath, along with a wet bar, built-in bookcases and a fireplace.
The fenced backyard has a heated saltwater pool, a hot tub, an outdoor shower and a covered living area, along with mature landscaping and hardscape. The home also has a lagoon view. Sea Pines has beaches, leisure trails, the Sea Pines Beach Club, Harbour Town Marina and South Beach Marina, Lawton Stables and three championship golf courses.
The Wedgeworth Team of Charter One Realty was the listing agent. Dollenberg Properties of Keller Williams Realty represented the buyer.
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No. 4 — $2,150,000 · 91 Singleton Beach Road, Hilton Head Island, South Carolina
The Atlantic is about 100 yards from 91 Singleton Beach Road, a three-story home in the Singleton Beach neighborhood. Built in 2006, it is the newest home on the list, and it sold furnished for $2,150,000.
The home has 2,930 square feet, four bedrooms, four full baths and one half bath. Each bedroom has its own bath, and the home has an elevator. There are several balconies, and the primary suite has a private one overlooking the marsh. The home has marsh and ocean views. Outside are a private heated pool, a courtyard, a patio and an outdoor shower.
Chaplin Park, bike paths, pickleball courts and Coco’s on the Beach are all convenient to the home. The property last sold for $2.025 million in 2025.
Tierra Schaffer of Daniel Ravenel Sotheby’s International Realty was the listing agent, and Amber Morgan of Keller Williams Realty represented the buyer.
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No. 5 — $2,100,000 · 1 Wexford Drive, Hilton Head Island, South Carolina
The second Wexford sale of the week, 1 Wexford Drive, closed at $2,100,000. It went under contract the same day it was listed. Stephen Timperman of Charter One Realty, who was also on the week’s top sale, was the listing agent, and The Etheridge Group of Daniel Ravenel Sotheby’s International Realty represented the buyer.
Built in 2004, the two-story home has 4,057 square feet on 0.45 acres along a lagoon. Pine floors run through the main rooms. From the foyer, a dining room opens one way and a sitting room with a fireplace the other, and the remodeled kitchen, with an oversized island and a wide sink with two faucets, adjoins a family room with its own fireplace.
The first-floor primary suite has two bathrooms and two walk-in closets and connects to the home office; both rooms have plantation shutters. The home has four bedrooms, four full baths and one half bath. Upstairs are two guest suites and a bonus room, and a split-level staircase past the bonus room reaches the fourth bedroom suite above the garage. A second staircase also serves the upper floor.
Out back, a covered paver patio faces the lagoon, with a built-in grill and a wood-burning fireplace. The lot has space for a pool. Wexford’s private harbor connects to Broad Creek and the Intracoastal Waterway through a lock that runs around the clock. The property last sold for $1.975 million in 2025.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 8, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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