Antville has a list of the 101 best music videos of the 2000s, and the list is fairly canonical. I recommend a look.
I would, however, like to point out five of the best videos not included on Antville’s somewhat limited list…
M83 – Don’t Save Us From the Flames: A sweet unrequited high school love story with a great tune, plus girl on bike meets dream boy on bike in ghost outfits! Come on, don’t pretend like you didn’t enjoy it.
Juvenile – Get Ya Hustle On: Post-Katrina, Juvenile’s drug rap seems somehow anachronistic, but the video itself highlights the relevance of the genre. The rather blunt political imagery — marching street thugs in Cheney and Bush masks, a rims-clad Escalade towed by horses — has nothing on the stark image of a man amidst the rubble holding a sign: “STILL HERE.” Katrina changed everything, and nothing.
Kanye West – Throw Some D’s (remix): Kanye’s old ass cousin? Stripping sign-language translator? Spirit fingers for Alicia Keys? “That just happened.”
Electric Six – Gay Bar: OK, it’s a gimmick. But how could you go wrong with Abraham Lincoln(s) in various states of undress? Also, bonus points for bleeping out “war” and “nuclear war.”
E-40 – Tell Me When To Go: This Face alone would have sold me on this video, but everything about it screams the do-it-yourself amateur joy of hyphy. I love how E-40 has just the right amount of nonchalance to carry this video; he vaguely acknowledges the camera, but on the whole, it’s clear that he is enjoying himself behind that smirk. Hip-hop had suffered from a downer phase, before the ignorant bliss of hyphy brought it back. Then Soulja Boy and Auto-Tune had to come ruin things…