A friend of mine had a Smart, he loved it. I drove it to see what it was like and I'll admit, it nearly made me seasick. The controls really didn't appeal to me at all. This friend of mine liked his because the brake pedal felt like the air brakes on the buses he drove.
Personally, IMHO, I think they're very overpriced here. I think a Smart should start out somewhere around the $10k mark and go up to $20k for fully loaded with everything.
The old saying goes, "To each their own"