I'd say the biggest difference is simply usability. My coworker uses KeePass and I use 1Password and most things take him 1 or more steps to do than it takes me. For instance, the browser plugins with 1Password are pretty seamless, no copying and pasting just a simple click to login.

However, I tend to think that AgileBits over-charges for 1Password and I still haven't upgraded to the new version since they moved to the app store and tried to make me purchase the same version I had already bought(just to move to app store distribution model).

I bought the family license which gives me 5 users I believe, but I still have to buy the app for all iOS devices which in my house includes a total of 5 devices (at 9.00 a piece right now...that's on top of the 70.00 I spent for the family license). They don't, however, charge for the Android version which I find a bit odd since they charge for iOS.