Is it even worth considering renting at a potential loss of HOA, also knowing home repairs could be needed in the future?

(But it wasn't apples to apples.)I looked at AirDNA's data recently and don't disagree with their broad picture but again, people here know that the details and other factors can tell a different story and bring success for some in the same area (comparables) and loss for others.I'm all about reducing risk and my read on climate data and global economies (& yes, politics) incline me toward continued investment in properties that have multiple channels of revenue, above a certain latitude, and more upscale.

I would just cut my losses and move on.

Not being able to send them packing at the end of the term is going to make things more challenging not to mention making life miserable to the quality tenants living next to these less than desirable characters.The law was billed as reducing unnecessary evictions (those without cause).

With the cause of the loss probably being a hurricane I would make sure your hurricane/wind deductible isn't insanely high though as sometimes it is a percent of whatever the home coverage is.

Also, would it be a good idea to use a home equity loan for the 50k or does that seem like unnecessary risk since I can probably raise that 50k within one more year?

I believe it tends to give me a slightly lower return, because the sponsor is going to be more careful, and if there is a severe downturn will prevent me from taking catastrophic losses.

Hopefully your insurance policy also compensates you for loss of use - where it continues to provide you your rental income.  

The first rule of gambling is that no single loss can wipe you out.

Sometimes, they include extra unnecessary details just to throw you off.