From what I can see it's not the housing/insurance that is the main problem, it's the 50 year old infrastructure and the counties trying to recoup their costs from damages by way of taxes. Florida, with all the good, hasn't planned well in this area. Ian was a great indicator that the 'building strip mall after strip mall and 500 unit apartment complexes on massive marshlands' has not played out too well. Water has a way of doing whatever the hell it wants.
Ask Houston about Harvey. The Army Corp of Engineers warned them, but they didn't listen either.
The city's gung-ho approach to development has destroyed the area's natural ability to drain away hurricane floodwaters.
qz.com
There are a couple of sane politicians down here trying to talk some sense into their clientele, but they're not listening. Flagler County also lost a pissing match with the Army Corp of Engineers over who was responsible for the dredging of the intercoastal waterways, so Flagler county taxes have skyrocketed. My son's went up almost 4k from '22 to '23.
On the insurance side it's been a cluster since Andrew in '92. If you like torturing yourself, here's a wiki page on the timeline and details...https://en.wikipedia.org/wiki/Citizens_Property_Insurance_Corporation
The roofing fiasco has been quite interesting to be a part of as well. It's how we ended up with Citizens (Insurance). They offer insurance for rejects. No insurer will cover a roof over 15 years old in Florida, so you get handed to Citizens, at 4k plus per year. For homeowner's insurance! So, we put a new roof on right after Ian, but Citizens ended up being cheaper than anyone else, because of Ian! Oh, well isn't home ownership grand!