While I agree the award should have gone to Lemieux, as imperfect NHL awards go, this one isn't overly hard to understand, is it? The Kings went from 4th-worst overall to 4th-best overall in the season Gretzky joined, while the Pens had a solid but not overly impressive season. I guarantee you that if, say, Dale Hawerchuk had scored 168 points in 1984-85 (when the Jets had their biggest season), he would have won the Hart instead of 208-point Gretzky. You have to remember that there is a team-success narrative attached to basically every Hart trophy (which is why, for example, Bobby Orr didn't win the 1974-75 Hart, despite winning the scoring title and going +80).
Calder: 1979-80, Wayne Gretzky or if that doesn't fly, then 1989-90, Mike Modano
Completely agree with the OP. That Makarov thing was just stupid. Why are the NHL such idiots? Either Gretzky wasn't a rookie and Makarov wasn't either, or they both were, but you sure as hell can't have it both ways, unless you're idiotic. Oh! Hello, NHL.
Conn Smythe: undecided!
I think most of the Conn Smythes are more-or-less correct. Sometimes, there is someone I would have preferred, but usually I can see the case for the guy who won it. (Speaking of Grant Fuhr, he legitimately could have won the 1987 Conn Smythe!) My probable choice here would be Joe Sakic over Patrick Roy in 2001. Butch Goring in '81 seems a little suspect to me, too, but that was before my time, so I'll defer to the experts...