First, and FTR, I was a summer resident of Martha's Vineyard ever since I was age 6, up until the year 2007. I was there the summer they filmed "Jaws." I evolved with the Island. And, to be frank, I became disillusioned with that evolution. I haven't been there since 2007. And I won't be going back, at this point. The only thing I miss there is Giordano's Clam bar. I just have to figure out how to make "fried clams" like they did (and, hopefully, still do).
That said, I still have family that own property there. One of my cousins is retired there, permanently. Her parents (my Aunt/Uncle) are buried there. My point being, Martha's Vineyard is not as "bougi/rich/wealthy" as it's being made out to be. The majority of the permanent residents (and, frankly, most of the summer residents) there are middle & working class. Yes, there are some wealthy people on there, but they are very much in the minority. It's not like everyone up there rides around in a Lexus. But. because there are a couple of celebrities and retired Dem Presidents.....
The really "bougi/rich/wealthy" island with all the old money is the sister Island, Nantucket. And I mean OOOOOOLLLLLLLLD money! If they really wanted to make a statement, they should have brought the immigrants there. Maybe they will. I know a whole bunch of folks on Nantucket that are shivering in their boots, now.