A couple spring to mind.
Hudson Hawk and Last Action Hero. Ok, normally I like more refined films and these aren't Bergman by any stretch of the imagination, but Hudson is friggin' awesome! Another friend and I have a theory that it's too hard to categorise. Is it Comedy/Crime/Action/Musical/Whatever? And with L.A.H it's kinda hard to take the piss out of Ah'nuld, when every frame of screen time he's in he's doing it twice as hard. Not movies you watch every week, but nice once a blue moon.
Nobodies mentioned any Wes Anderson Movies (Bottle Rocket/Rushmore/Royal Tenenbaums/Life Aquatic with Steve Zisou/Darjeling Limited and the most recent (and HIGHLY recommended) Fantastic Mr. Fox.
Generaly Andersons' movies are insanely praised by critics, but criticly molested by the man in the street. Personally I love them. Same Goes for the Coen brothers.
Most Aussies between the age of 18 to 26 will know people who HATE Blade Runner (one of the Best movies EVER), because "They had to study it to death in High School"
At least they aren't Twilight. (Which reminds me has anyone started a "Films everyone loves but you would rather eat a dumpster full of cold fermented faeces than watch"? Because I think I may have a candidate.)