I have been a vim user for several years. Now I want to try Emacs for some reasons. I use the path auto-completition functionality(C-c, C-f) a lot in Vim. So I am wondering
I'm not sure how to customize HippieExpand to do this, but you might want to take a look at the auto-complete package. It's fairly easy to set up and offers completion as a drop-down list. It's also very customizable so you can tweak it to behave exactly like you'd prefer. Hope you find it useful!
Edit: I just realized you were looking just for path completion not auto-completion in general. In that case auto-complete.el might be overkill. Still I do suggest that you take a look at it as it offers a lot of added utility. I second taking a look at ido for path-completion.