When I asked my Rov the shaila in 2010 he asked if I wanted to hold one day or 2 days
When I said I'd be staying by people doing one day he told me to call Rabbi Ashkenazi.
IMHO, one who
lives with the Rebbe's sichos, would naturally
want to keep 2 days Yomtov regardless of where that person is. As a matter of fact, such a person might feel רחמנות towards people that are Halachically required to keep only one day, and would try to avoid being in a situation that requires him to keep one day himself. I know of someone who lives in Kfar Chabad (though I believe he never accepted Israeli citizenship, despite his wife and kids all being born there) and keeps two days. I wouldn't call one way or the other a קולא or a חומרא, it's just a matter of perspective and actual Halachic ruling obtained.
The yeshiva in Tzfas, which has R' Isaac Landa as their Halachic authority, has minyanim and Yomtov seudos for non-Israelis.
A couple of years ago I was stuck in Eretz Yisroel for Shavuos without my family, that stayed in NY, and did two days (which I believe under the circumstances most Rabbonim would rule as the right thing) in a city where I must have been the only one keeping second day. There were definitely no special minyanim, and it was quite an odd experience.
Then there is also שיטת הרמב"ם, which IINM is דעת יחיד, that most places in Eretz Yisroel should still keep two days, as he holds that it's not whether שלוחי בית דין could have reached the area, but rather if they actually went to the place, and in case of doubt - keep 2 days.