Kanto: Viridian City
Johto: Cianwood City
Hoenn: Lilycove City
Sinnoh: Canalave City, hands down
Unova: None, I can't stand the Unova region

Nice question, I like a lot the pkmn cities and the structure of the pkmn world.

If I have to live in Kanto, I would choose Saffron City. It's a big city, is near Celadon and its comercial center, near the important port of Vermilion and close to Cerulean (that is more turistical and funny). It has a lot of bussiness buildings and is high density populated, so a lot of people lives in there. It's the center of a big metropolis that ( in the real world) would include Celadon, Vermilion, Cerulean and Lavander.

In Johto I would like to live in Olivine because of his lighthouse, the port and the Battle Frontier situated very close. Violet city is also cool and is near to the Ruins of Alph.

In Hoenn I would choose Lilycove, because of the beautifull beach, the ferry, the commercial center and the contest hall. It's very complet and big. Slateport is also nice.

In Sinnoh I would like to live in Oreburgh City. It's a rich place because of the south industries and isn't from Jubilife and Hearthome. I like the industrial cities.

Finally, in Unova I would live in Castelia, the biggest city in the pokemon world. It has a lot of things to do, and it has an important financial district. A lot of people lives in Castelia so is easy to make friends. In unova they are also cool, Opelucid (the modern one) and Hodomoe.

Kanto: Pewter City. It's quite and nestled between rugged mountains and rocks >v<
Johto: blackthorn city
Hoenn: Lilycove city. It nears the sea <3

But didn't Cinnabar get fried by a volcano?

Anyway for me it would probably be

Kanto: Probably Fuchsia because it's a nice location with plenty to do as well as a gym to train or we. It is also near the beach and in some ways reminds me of where I live now.

Johto: Olivine because I find it very Aesthetically pleasing and it is also very close to a lot of other cities so visiting other places for entertainment would be easy enough.

Hoenn: Fortree seems interesting but I (almost) shamelessly admit the thought of living high up in a tree terrifies me. I'd probably like to live in Lillycove it's a large enough town as to not be boring but it is also quite peaceful and is close to Mosdeep, Fortree and Sootopolis so I could visit there. As another thing I also would like to have a sectret base on the little cove near Fallaber (the one with all the flying types and jiggly puff). The tree there makes the best secret base in the games.

Sinnoh: Sunny Shore. It's like like Olivine or Lillycove but better. Plus it is eco-friendly which is a bonus.

Unova: I don't like Unova as much as other regions in its design but most likely Opelucid(as decribed in White) since whilst still being a large city with even a large shopping centre near by it is still steeped in rich and interesting history.

I put far too much thought into this...

Kanto: Cinnabar! It'd have to be the Gen I Cinnabar though obviously xD I love the idea of living on a small island like that and all the Poison types in the mansion would make for wonderful friends, plus having the Seafoam Islands nearby would be sweet n.n

Johto: Ecruteak. Once again, kinda just for the Pokémon in the tower haha, plus it's a very beautiful city and having access to Bell Tower would be pretty epic. Also there's entertainment from the dancing geisha so you'll never get bored :3

Hoenn: Lilycove. The beachy-harboury atmosphere is great, the caves would be fun to explore, the department store would be very useful and lighthouses are awesome! Plus there's loads of interesting Pokémon just outside the city so they'd be awesome to play with.

Sinnoh: Snowpoint! There's no other choice for me, I absolutely love Snowpoint. The snow, the atmosphere, the gym leader, the surrounding mountains and forests, the ancient temple, it'd just be such a nice place to live. I'd be so glad to live there.

Unova: Icirrus City I guess for similar reasons to Snowpoint, but that wouldn't be all year round :( There's not really many places in Unova that I do like, so I guess that's the best option haha.

Kanto: Well definitely not Lavender Town, that's for sure. Uhh, I guess I'd say Cerulean. It's not one of the bigger cities, however it's not one of the smaller towns either. It's got quite the nature around it, the way to Vermillion is not that far, so taking the ferry to Johto or Sevii Isles would be a lot easier (even though in the Pokemon world everyone uses Fly anyway).

Johto: Olivine! A nice harbour town, with quick access to the ferry if I want to travel anywhere. It seems like a nice and quiet place, not too crowded. It'd be beautiful looking out at the sea with the light tower shining bright, and not far away there's a Miltank farm, which means lots of Moo Moo milk.

Hoenn: To be honest, I don't really like many of the places here, as most of them are surrounded by water :( So yeah, I guess the city I'd like to live in the most here would be Mauville. I'm not quite sure why, but I've always really liked the place, and Wattson is probably one of my favourite gym leaders from Hoenn. And with that, I'd be able to see the progress of New Mauville ;)

Sinnoh: I'm gonna jump away from all the small, peaceful towns and say Jubilife here. I don't know why I feel that way, but it just feels like a lot of stuff is happening there compared to the rest of Sinnoh. It may be because of the Jubilife TV station being there, but either way, this is just one of the regions where I'd like to live in one of the bigger cities. Another one would be Sunyshore, just because of all the technology there, and Volkner is pretty cool :P

Unova: NUVEMA TOWN BECAUSE WHO CARES FJNAELFALFJHF

i've never played b/w :(

Kanto: Cerulean City (seems pleasant but when I toughen up, there's Cerulean cave nearby)

Johto: Olivine City (Ecruteak and Battle Frontier nearby; there's also the port)

Hoenn: Lilycove City (fun to say; has Mt. Pyre and the entire ocean route nearby)

Sinnoh: Sunyshore City (love love love bicycling around the solar panel things haha)

Unova: Black City (black is sleek and there's some tough routes nearby to grind on to keep my awesome team awesome obviously)

Basically I'd travel the crap out of the Pokemon world.

Do what thou wilt shall be the whole of the Law.

Preferably Goldenrod City, especially since it has the Magnet Train to Kanto. ^_^

Love is the Law, Love under Will.

Kanto - Fuchsia City (by the water... that's about it)
Johto - Goldenrod City... (Magnet Train)
Hoenn - Sootopolis City... just look at it.
Sinnoh - Snowpoint City. I love the snow.
Unova - Castelia City... just so much going on. I love it.

In Sinnoh, I'd live in Sandgem town. I find it very peaceful, and I like the quietness. I'm a city girl in real life, and I've gotten bored with all the buildings surrounding me. My next choice would be Hearthome, mainly because of the Contest Hall.

Kanto - Pallet Town/Lavender Town: I'd like to live in Pallet Town because, not only is it the town to receive your starters, but also because it's nice and quiet. c: Lavender Town because I love its theme it's a quaint, yet fascinating little town; the rumors behind the town make it that much more interesting!

Johto - Ecruteak City: I just really love this city! I think watching the Kimono Girls dance would be cool and then getting to explore the Burned Tower!

Hoenn - Lavaridge Town/Fortree City: I'd like to live in Lavaridge because it's home of Fire-type Pokémon and has those relaxing hot springs! As for Fortree City, I think it'd be kind of cool to live in the trees! c:

Sinnoh - Veilstone City: I honestly don't know where I'd live here. I guess Veilstone because of the shopping center. :U

Unova - Nimbasa City/Virbank City/Castelia City: Nimbasa City because amusement park. Virbank City for Roxie's band (even though I'm not into the type of music she plays, technically, but whatever) and also to find me a Growlithe. <3 Castelia City because it's such an amazing place, and also Skyarrow Bridge! :D

#1 - Olivine in Johto. Relaxing seaside atmosphere that can only come with a port. No new reasons to add, really...

#2 - Fortree City in Hoenn. How wouldn't living in a treehouse be awesome?

#3 - Opelucid City from Pokemon White. I love the quaint, antiquated atmosphere that still looks neat. Plus, in Unova, I'd have access to all kinds of cool things.

Those three come to mind. There are probably more...

Lavender Town, That's where I would live and would never leave. I would sleep in the Pokemon Tower.