The Size of Watermelons (1997)

"Alex is the definition of loser. He has no, nor has he ever had, friends. His life has no direction and he has a stupid haircut."

Slacker art student Alex is suddenly inspired to make a documentary about his friend Gnome's campaign to "free Hawaii." While putting together a motley film crew and unexpectedly stumbling across the girl of his dreams, Maggie, he discovers that Gnome, along with the film's funding are nowhere to be found.