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The first time is in the final chapter as Ichiban on Hawaii and the second time is as Kiryu in Japan. You cannot switch between them at this point, so it is a case of doing everything you want to do on Ichiban first and then doing everything you want to do with Kiryu second as the others have said.
It's a little confusing, but iirc if you read the warning it says this is your last time in Hawaii to finish up Hawaii related content, it doesn't talk about Japan because this is not yet the point of no return for that area.