Hollywood heavyweight Will Smith has been in the news lately, citing unhappiness with the Oscars. One of the highest-paid actors over the past 20 years, the part-time musician has hoarded Grammy awards and nominations across three decades...yet the Man In Black never won an Academy Award. (First World problems, huh?)

Nevertheless, the alien-fighting superstar has hoarded an impressive amount of real estate over the years, estates befitting a "Fresh Prince." If only there were awards for fancy cribs...

A $20M ongoing construction project started back in 2003, Will and wife Jada's lavish California estate is a spectacle unto itself. The 25k SF property sits on a 150-acre complex in Malibu. The pad was built with no dead-ends in order to “create an infinite cycle that represented what Jada and I had hoped for our love,” Will says.

The couple had the whole home built by hand because, as Will says, “We wanted to feel the love and labor that went into every piece of this place.”

In 2009, a year after playing the greatest superhero of all time on film (Hancock, duh), Will said "aloha"—i.e. paid $13.5M—for a seven-acre Hawaiian home on Kauai's North Shore.

Built in 2006, the 2.8k SF home comes with breathtaking ocean, mountain and coastal vista views.

Big Willie sold it off-market for $20M to a trust connected to Ekaterina Rybolovleva, heiress and daughter of Russian oligarch Dmitry Rybolovlev.

The Fresh Prince takes portable luxury to the next level in a two-story motor home mansion he calls "The Heat." The $2.5M trailer is complete with a full kitchen, master bedroom, wardrobe room, granite countertops and a 30-person sitting area with a 100-inch drop down TV—all contained in 1,200 SF.