But if you're Mega-Rich based out of San Francisco it makes more sense.
That said even if you're mega rich flying privately over such distances is a non-trivial expense and i don't see somebody like Bezos or Peter Thiel flying commercial.
This is what makes Miami so attractive - you get the resort aspect of something like Hawaii without the huge expense of travel. They just need to figure out a way to get rid of the poor Cubans somehow.
Or maybe the play is to build artificial islands in the Florida Keys area.
Even Costa Rica ( where Jack Dorsey lives ) is twice as close to Florida as Hawaii is to California.
Honestly unless you are Peter Thiel rich and your goal is to survive nuclear WW3 then Hawaii and New Zealand are probably not for you due to the sheer distances involved ...
a lot of people like Mark Sisson have tried both California and Hawaii and ultimately settled for Florida ...
likewise Peter Thiel tried New Zealand but couldn't get permission to build his underground nuclear bunker there due to all the commies in NZ with their environmental BS and their hatred of rich people ...
I do see though how if you're Peter Thiel that Miami may be too basic for you ... and not protected enough in case of WW3 ...
and of course the mega-rich like that have multiple homes so they probably have like home number 5 in Hawaii where they visit once a year or so.
regardless Miami is the American Monaco
Hawaii is the American New Zealand