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Tokyo would be #1 for me, then Singapore, then Osaka.
I have visited Hong Kong numerous times and always enjoyed the place. Sadly, with the “changes” put into place recently, by the CCP government, the HK political climate has changed a lot and no longer on my list.
It's going to vary a lot based on your personal circumstances and what languages you can speak or are interested in and what interests you have.
To me, #1 by a good stretch is Taipei of places I've been and am familiar with, though I have no personal experience with South, West, or Central Asian cities.
It's very much a developed country, but for the most part, is still very affordable and everything is really convenient and there isn't the kind of desperate poverty that some parts of southeast Asia and China have. Its transit system is for its population size very good. Taipei's not overwhelmingly large, but it's large enough to have various communities and enough of a foreign presence that it keeps things pretty interesting and meanwhile is fairly well-located for travels to East Asia and Southeast Asia. While the country is an island nation, the island's large enough that there's a fair bit to see and never quite feels as limited as Singapore does which really is an island city-state, and the really high peaks of the mountains means that there's a pretty massive range of scenery and climates within very close proximity of each other. That being said, the island-wide transportation network is really solid and strongly connected to Taipei so it's pretty convenient to quickly sample many different parts of the island.
I like a lot of things about Seoul. Korea has become a highly developed couuntry, on par with Japan. On the other hand, it is cheaper to live there day-to-day (although housing is not cheap). If you can get an expat role where they cover housing, you can get by very easily.
Public transportation is great and less confusing overall vs Tokyo. Korea is at the epicenter of a Tech boom with lots of opportunities. It feels like it has better runway for the future vs Japan, which seems to be more about resting on past accomplishments.
The standard of living is high so you don't see tons of poverty or unsanitary conditions, as you would in China or Southeast Asia.
While it can be a challenge to get by without speaking the language, there are expat friendly areas and more and more locals are becoming fluent in English.
Korean food is very good (especially BBQ and fried chicken), but there is no shortage of international cuisines of all types.
Tokyo because it looks very nice. Followed by Jakarta.
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