My family owns a condo in Wyoming. For some reason, the HOA planted a bunch of crab apple trees around the development. A couple problems with that. One is that the crab apples don't ever really ripen in that climate. The trees do fine, but the apples don't so you never get mature apples. Next problem is the trees are all planted too close to the buildings which shortens the lives of the expensive shake roofs. Final problem is that bears like crab apples. Even unripe ones.
So problems with bears on the roof eating crab apples. You've got to call Fish & Game to come get the bear off the roof, and so on. Fish & Game tells the HOA that bears are smart, and they'll just come back next year to eat the apples and they will teach their cubs, so this will be an ongoing problem forever. Fish & Game explains they don't like coming to get bears off the roof, they would prefer the bears remain in the park, where they belong. But they do have some grant money (take it or leave it) to pay for the removal of most of the trees. The HOA would have to come up with the rest.
So the HOA ponders this for a while, and concludes they don't want free money to do something that needs to be done anyway regardless of the bears. They like having bears on the roof. I mean, they bought a condo in Wyoming in order to see wildlife. That means when they look out their kitchen window, they want to see a goddamn bear on the goddamn neighbor's roof! So, Mr. Fish & Game, take your grant money and shove it!
This by the way, only ranks about #3 on the list of completely insane decisions.
Anyway, my point is that I don't think you need to disclose your HOA is horrible, because that should be the default setting. As a buyer you need to do your due diligence. Take the property manager (the person who does the maintence) out to drinks and get them good and drunk. Get them to spill their guts.