> $2.75 is roughly the maximum fare in Tokyo
You don't know what you are talking about when it comes to Tokyo, mate. 600 yen covers a day pass for the Tokyo Metro only, doesn't cover any JR lines at all. And even then, it is only for the local/regular express trains not commuter express trains. Additionally, Tokyo metro lines mostly only cover, well... the metro area. Not the suburbs or places where a lot of people live.
One way to work for me in Tokyo is about 500 yen and I live relatively close by, I just have to switch train operators twice (you get charged both on distance, and a flat fee by each train operator). Many of my coworkers who live out in the suburbs with families pay a lot more, but luckily most Japanese companies cover transportation fees as part of your salary.
As far as the rest of what you are talking about, you are very much ignoring the difference in economies between those places. 10 HKD goes a lot farther in Hong Kong than the equivalent would in New York.