I love my POTC. Admittedly it did take me a little while to really ‘get it.’ I always wanted to like it, but until I played a bunch, I didn't have the desire to own one. Now that I do, I think it's an absolutely great pin...especially in a slightly larger collection. It's a great change of pace for me. Not EVERY game has to have 'flow' or speed...Pirates is very unique in that regard. The ‘stop-and-go’ pace is a nice break from the monotony I sometimes tend to slip into. There are different ways to play POTC too, be it for score or by trying to get Four Winds - which is very challenging. I also think it has one of the coolest (super) skill shots in pinball. Hitting that shot is extremely satisfying on the rare occasions I am able to get it.
I agree with RDReynolds I think the Johnny Depp sound-alike does a phenomenal job and saves the voice acting for the machine. I too think that the music integration leaves something to be desired, but it's not awful...in fact I still catch myself whistling along to it on occasion.
Bottom line is, I think you should give it some more time. It's a fun game if you take the time to get to know it. It's also a great machine for those newer to pinball...it's fun to simply shoot at and sink the ship and get a quick multiball. For those that argue that this gets old or monotonous, I haven't experienced that. I feel that any machine or shot gets old over time.
Now as for how much it fetches. I personally tend think most machines are a bit over-priced. It's all in what you want and what you're willing to spend. I paid in the 5's for mine, but it was mint. I don't regret it one bit.