Oh, man, this is a tough one.
If it were Kanto, the only place for me would be Vermilion City. Smack dab in the center of the region and only a short walk or ride to Celadon, Cerulean, or Fuchsia. Plus, it's right by the sea and it's warm and I can take a ferry to Johto.
Johto would be Violet City because, like Vermilion, it's only a short ways away from other towns I'm fond of and I just love the history behind it and the Sprout Tower.
Hoenn's either Petalburg, Rustboro, or Verdanturf Town. I can't really explain why; I just love the idea of living in those towns. Seems like it'd be a fun, peaceful time with just enough battle to keep me interested.
Sinnoh, again, only one place: the Resort Area in the Battle Zone. Balmy, warm weather, right near a source of water linking me to the other areas, and just south of the Route 228 desert and Stark Mountain. A great training spot and, damn, I love, jazz. Plus, a villa would be nice.
Unova would be Castelia because I've always been fascinated by the prospect of living in NYC since I live so close to it but hardly ever go there. That or Undella Town (seeing a pattern yet?). Or Accumula Town. Or Aspertia City. Lacunosa Town. There's just something about that last place that draws me to it; I dunno.
That said, I'd probably live in Kanto or Unova if given the chance.