Assuming you get to live upper-middle class in the location:
First choice would be Seattle. Love the city itself, the surrounding area, lots to do both urban and natural.
Second would be Oahu. Wife's family is all there. Big city plus natural beauty all nearby. Can't say living on an island wouldn't have its share of issues but I'd be willing to give it a go. Always loved visiting it.
Third would be San Fran or San Diego. San Diego based solely on reputation and I really liked San Fran when I went recently.
If I could pick some place temporarily I would love to do 2-3 years in Tokyo, London and/or NYC but wouldn't want to live in any of them permanently.