Its like expecting a Freightliner with a 425 cat to be faster than a Mustang Cobra with 5.8L because it has more displacement. My 650 Nighthawk would smoke my 1500 classic but to get me big hind end (at the time 300lb) pulled out on that 650 it took a bit more clutch slipping than it did on the 1500.
These days, even with V-Twins, displacement can't be the only determining factor. The 900's overhead cam, fuel injected V-Twin produces about the same horsepower as Kawasaki's old 1500cc twin did. A ducatti 900cc V-Twin produces the same horsepower as a V2K and nearly 100 ft/lbs of torque!
Obviously the V2K smokes all three in the raw power department, but even that is a combination of size AND technology. As discussed in this thread, it's a high tech motor, even with the pushrods. IMO, it's the coolest V-Twin anyone has ever made. To me, a V-Twin motorcycle is like a 60's muscle car. The new, lighter, smaller japanese 4-bangers might be faster, but the muscle car FEELS faster because it could have just about the same quarter mile time, with that 4-banger on a trailer behind it! It's that stump pulling torque! And nothing epitomized that better than the V2K.
Obviously there are a lot of advantages to a bigger bike, but, mid-sized cruisers can do a lot more, and do it a lot better, than they could even just a few years ago. So I think that's part of the reason the market is shifting that direction. I am disappointed the V2K is gone though.
As far as resale value JJ, it's low for the same reason Kawasaki didn't sell them very well; not much of a market. If people weren't interested in buying them new, then they won't be interested on spending much on them used. There are lots of used V2K's going for around the same price as a used 900 of the same year. Which, again, is an indicator of where the market has shifted.