The best recommendation is to go to a rental range and try them out.
That would be my suggestion as well. I understand... standing there in front of a case with 30 pieces suitable for carry is a little intimidating, but it sounds like you've weeded some out. Pick 5 of your favorites, and maybe one dark horse, and give them a test drive.
There are a number of aspects to a CCW weapon... here's my .02 worth...
1) It sounds like you've settled on OWB carry. Originally, I was sold on IWB, but in draw and shoot drills, my times sucked, and my accuracy suffered because I couldn't get a good handle on my weapon trying to draw it from inside. I am now a diehard OWB carrier, unless I just have to pack it IWB for concealment purposes.
2) Don't automatically settle for the smallest pistol, or even the next smallest pistol... find something that FITS YOUR HAND. My original 9mm carry piece, a Kahr CW9, was stolen out of my truck. In desperation, I bought the only thing I could find... a Kahr C
M9, which is about 1/2" shorter in both directions. I cannot reliably draw that pistol from concealment, present, and shoot well enough to trust my life to it... because of the size. But... but... it's only one round shorter?!?! Yes.... and that loss of grip space makes me look like Fumble Fingers when I draw and present. I do not have that problem with my CW9.
3) Find a trigger you can work with. I've shot a fair amount of typical CCW carry triggers... some are great, some are tolerable, some just outright stink. That circles back to pistol rental... if you can't properly control a trigger on the target range, how well do you think you will do at The Moment of Truth?
4) What do you want in a safety? This can be a polarizing question... there are those that insist on a thumb safety, some trust the trigger safety, some want everything.
As I mentioned, I now carry a Kahr CW9 (primarily) or a CM9 (when I have no choice.) They work really well... for me. Some people snivel about the trigger, but in reality, it's just like a long DA revolver trigger pull. I like it much better than most of the trigger dongles I've fired... but that is, of course, a matter of taste. The Kahr does not have an external safety, the safety... just like a DA revolver... is the long trigger pull.
My first target with the Kahr CW9... obviously, it was a keeper...