most of Wine's deficiencies on Mac OS X comes from requiring X11... and that Xquartz is not a full complete X server... its missing several features, or features are only partially implemented, that Wine uses, so many things will not work right. That said, you should updated to Xquartz 2.6.0, as it has some initial RandR support that does help for fullscreen/window and resolution changing... it doesn't work too well with anything but a single monitor yet, but its a start.
