Skateboard by far! Or a cruiser with some concave and a kicktail. Penny's are basically useless because of how short and flimsy they are, and wrong... I mean "long" boards are just too dang boring. Not that bombing hills isn't fun sometimes, but to me being able to pop some flip tricks and ollie onto curbs when I'm cruising across town is well worth the extra sketch factor when bombing hills.
On a college campus, longboard is a must. Too many sidewalks and cracks for regular boards, and pennies, though nice and portable, aren't stable enough IMO. Plus there are board racks outside every building.