“Another unforced error is deciding that Kenobi’s desert attire, similar to what others were wearing on Tatooie, now represents Jedi robes. This would be akin to the Nazis winning WWII and the last rabbi is in hiding but still dressed like an ultra-orthodox on his way to temple.”

I disagree. Yes, it’s a plothole, but it wasn’t the prequels that made it. Episode 6 clearly shows ghost Anakin in similar attire as desert Obi-Wan, proving they were always intended to be the Jedi robes. Even if it still doesn’t make much sense, You can’t blame the prequels for this. The mistake had already been made in 1983.
(Yeah, I don’t really know how to quote on this site.)