Yeah, I guess for some it's worth paying a premium for what they consider peace of mind, but I could never buy a car brand new. Especially when there are so many great deals on used ones out there. I suppose the same applies to vintage drums vs. pricey re-issues, if you're patient and know where to look.
It's a very interesting question though, how and way instruments are priced the way they are. The fact that some guitars go for those insane prices is not as surprising to me. It seems like everyone plays guitar, (at least everyone thinks they can), so maybe there's just a larger pool of people, and therefore a larger pool of rich people, who want fancy guitars to show off. I've definitely met more than a couple of very wealthy people who own outrageously expensive guitars but can barely play more than some cowboy chords and a few blues licks - which is fine, of course. No harm is being done. Maybe there just aren't as many drummers out there? Or it's true that we're just broke all the time!
I feel lucky that the two instruments I really play - drums and piano - are relatively easy to find great deals on. Pianos in particular. I've never paid for more than the moving costs of one. The one I currently have came with the original bill of sale from 1923, and it was $485. Talk about getting your head around the inflation factor!