There's a long history of rich assholes moving in and using their property rights in bizarre ways that gain them basically nothing while fucking everyone else.
Oprah bought a huge estate in Maui, then used it to block the back road from Kihei to upcountry, forcing a much longer drive around. It doesn't go through anything of interest to Oprah or gain her anything, just a big fuck you to everyone else because she can.
Sometimes I see a silver lining to this behavior but it comes down to personal taste. A number of people likely appreciate that nice buffer between them and Kihei.