Scary movie. Not scary but funny Or Supernatural? No movie but great! Deadheads and Zombieland are hilarious!!!
"Fear and Loathing in Las Vegas" is pretty unintentionally hilarious due to the absurdness of some of their antics.
Off the top of my head: Army of Darkness. It's the third in the original Evil Dead trilogy, and it takes on a more comedic tone, but it has elements of Horror in it. Dead Alive. A ridiculous Horror film that made Peter Jackson (yes, that Peter Jackson) a blip on the Hollywood radar. Kind of hard to top a film with a priest that says, he kicks ass in the name of the Lord. Creepshow. When you combine Stephen King, the so-called Master of Horror, and George A. Romero, the so-called Zombie King, you get an incredibly campy but chilling experience. I'd suggest Creepshow II, but it isn't as good; however, the second tale, The Raft, is the best of all the shorts.
Zombieland is pretty good and I agree with Creepshow (I loved 'The Raft' segment in Creepshow II, too!)
Zombieland and Shaun of the Dead are definitely awesome comedy zombie movies, I recommend them too. If you're into zombie movies and don't want a comedy, I enjoyed 28 Days Later.
+1 for actually seeing, let alone enjoying The Raft. Definitely one of Mr. King's best short stories. While I understand the reason they altered the ending for Creepshow II, the short story's ending is a little more open-ended, but with a heavy implication that it didn't turn out well, and it is the one I prefer.
Dale and Tucker vs Evil is pretty funny, Kickass is pretty funny, 21 Jump Street is pretty funny, Bad Santa is funny,
Definitely Dead Alive (Braindead). One of the best films ever (but only the uncut version !!!) Tucker and Dale vs. Evil was funny I can also recommend 2001 Maniacs, Lesbian Vampire Killers, Black Sheep and Vampire Party And of course the kinda "mainstream" ones like: Zombieland, Shaun Of The Dead and Scary Movie. But all worth watching them