8: Mini Cooper
The Mini Cooper has come a long way since it was introduced back to the market in 2002. At first, the car was a smash hit, obviously because of its styling. But that new car smell has worn off and the Mini Cooper is one of the least reliable cars on the road. You can expect to spend more time in the shop than on the road (via Car & Driver).
Coupled with the fact that the Mini is being peddled as a premium entry, there is no reason why the reliability should be so bad. The styling of the car has also not changed much in the last two decades. You can find a used Mini that closely resembles any of the new ones collecting dust on the dealership lot.