My favorite Rumble match is a tie between 2001 and 2004. 2001 had Drew Carey's cameo appearance, Kane's dominance, the hardcore portion of the match, HTM surprise appearance, Taker and Kane showing that they were on the same side again, Austin being attacked and busted open by HHH but still mounting a comeback and winning the match, Big Show's surprise return followed up by his quick elimination, etc. 2004 had Benoit lasting from #1 to the end, Mick Foley's surprise return, Big Show being booked like a dominant giant eliminating several people with ease, the lights going out and Undertaker's gong going off (signifying the eventual return of the Dead Man), etc.
My favorite moments of any and all Rumble matches would include: the standoff between Hulk Hogan and Ultimate Warrior in 1990, Kane's dominance in 2001, Michaels super kicking his buddy HHH over the top in 2010, Benoit managing to find a way (after being in the ring since the start of the match) to eliminate the Big Show at the end all by himself, Austin whooping ass and tossing people out left and right in 1997, Austin and Rock standoff in 2001, Rikishi and Too Cool dancing in the 2000 Rumble only for Rikishi to then toss them both out, Maven eliminating the Undertaker in 2002, etc.