Sam Altman has quietly pulled his $49 million Hawaii compound off the market, a move that comes just weeks after his San Francisco home was targeted in two separate attacks.

According to Realtor.com, the sprawling beachfront estate in Kailua-Kona had been listed for nine months before suddenly disappearing from the market. The nearly 22-acre property, previously owned by Paul Allen, was one of the most expensive residential listings in Hawaii when it went on the market. Altman purchased the estate in an off-market deal in 2021, though his ownership wasn’t publicly revealed until two years later.

The compound later gained additional attention after serving as the site of his private wedding ceremony with longtime partner Oliver Mulherin in early 2024.

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Altman’s Hawaii estate reflects the scale of the wealth generated during the AI boom. The compound includes 10 bedrooms, 11.5 bathrooms, a private marina with a man-made beach, sports courts, a movie theater, and what listing materials described as “advanced security systems” designed to provide “peace and discretion.”

The property also included multiple tax parcels, oceanfront access, and even a designated helicopter landing area. Realtor.com data showed annual property taxes topping $631,000 in 2025 alone.

The billionaire executive has assembled an increasingly massive real estate footprint in recent years. In San Francisco, Altman spent more than $65 million building a multi-home compound in Russian Hill, including three adjacent homes purchased in 2025.

He also owns a 950-acre Napa ranch where he and Mulherin reportedly spend weekends raising cattle and growing wine grapes.

The delisting comes amid an unusually chaotic stretch for the OpenAI chief executive, whose personal life and security concerns have increasingly spilled into the public eye. In April, Altman’s Russian Hill property in San Francisco was targeted in back-to-back incidents that triggered major police investigations.

The first attack happened when “someone threw a Molotov cocktail at Sam Altman’s home and also made threats at our San Francisco headquarters.” Authorities later identified the suspect as Daniel Alejandro Moreno-Gama, who pleaded not guilty to charges including attempted murder and attempted arson.

Just two days later, police responded to reports of possible gunfire near the same residence. Investigators later arrested two additional suspects after surveillance footage and vehicle records allegedly linked them to the incident. Officers reportedly recovered three firearms during the investigation.

No injuries were reported in either case.

The Hawaii delisting arrives as Altman continues to navigate mounting scrutiny beyond real estate and security concerns. He remains embroiled in a legal fight with his sister, Annie Altman, who has accused him of sexually abusing her during childhood—claims he denies while countersuing for defamation.

At the same time, critics, including Mark Cuban, have publicly questioned OpenAI’s aggressive spending strategy and Altman’s leadership approach as the race for AI dominance intensifies.

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