Jay Z
Jay Z is one of the few rappers that have managed to transcend music and make his way into fashion and pop culture. He is also one of the wealthiest rappers of all time and his vehicle collection is appropriately suited to him. Jay Z was the only person in the world who owns a Maybach Exelero (via The Sun).
The Exelero was only manufactured in a single-vehicle production run and the price tag was well over a million dollars. He has shown the car off from time to time and even featured it in a few music videos.