Voted Cool (if stick and preferably Sport model).
It's not uber-cool, but for the combination handling, utility, and quality at that price, never mind great fuel economy, won't get lost in traffic, and a decent range of options, the Honda Fit/Jazz is hard to beat, if not unbeatable at under $20,000US. The looks are a bit quirky, with the rear third-quarter view looking a bit misshapen.
Okay, I drove the new one in stick recently, and I was impressed. It's as quick off the line and to regular traffic speeds as my present car, so that was enough to stir me somewhat. Possible next car purchase for yours truly? Maybe...
No, it won't turn heads. It won't really impress anyone, either. And it's picking up a chick-car/old-people-who-don't-want-big-cars stigma. But the owner probably doesn't care, and isn't in the tuning mood. I could imagine people throwing lots of money into a car like this, only to have it be as quick as a Civic, so I doubt there's going to be a huge, serious tuning crowd for the Fit (yes, I've been to the Fit forums).
Edit: I'm probably missing the point of a pointless thread. But cool without backing it up is not cool. Or just Hot or Not.