The interesting question is whether if someone takes a job in Dubai and then goes and pays taxes there instead of living in the US or a European country it means that he supports that political system. Defacto he supports it but he likely doesn't vote that way.

As you said, he likely does not have a coherent preference for Dubai's system. I don't see why it's an interesting question.

Land is cities isn't cheap and still more people move to cities than vice versa.

More people move to cities than vice-versa right now, in current employment conditions. There was a time of "white flight" from the central cities into the suburbs, you know. Furthermore, if you look at which cities the migrations are headed towards, it's usually actually the cheaper ones: the expensive areas are undergoing a net-loss of population over time, despite being exactly the places that everyone says they want to move to.

So you could go with a "revealed preferences" model of preference measurement in politics, but I don't think it's very useful: economic "revealed" preferences are conditioned on people's current available income and assets, and politics contains the business of how we assign incomes and assets as a society. If people appear to move to cheap land, this does not indicate a terminal preference for cheap land as such, it indicates that their resource availability constraints make cheap land into a subgoal stomp -- they're trading off what they really want for what they can get.