Generally, the lower the action the easier it will be to play, and more expensive guitars will have lower action. There are also designs with fatter or skinnier necks, and better or worse lower fret access, which can impact playability. Also, a nylon string classical guitar is much easier on the fingers if you're only into acoustics. But just so you know, I personally have no real issue with playing most any high quality steel string, I've played for about 9 years.
If you're interested in electrics, that is really where I have more expertise.