3 bedrooms • 4 full and 2 half bathrooms • 5,548-square-foot interior • 65,723-square-foot lot
As pricey as they are, many of the other properties on our list are squeezed right next to other mansions. This stunning property, though, sits all by itself on the point of Hualalai, with a panoramic ocean view. It’s owned by George R. Roberts, the co-founder of a global leveraged buyout firm called Kohlberg Kravis Roberts & Co. (For an idea of how the business works, check out the 1990 book, later made into a movie, detailing his firm’s leveraged buyout of RJR Nabisco, entitled Barbarians at the Gate.) Buyouts have been good for Roberts: Forbes ranked him No. 85 on its 2009 list of the 400 richest Americans, with a net worth of $3.5 billion.