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For me, I almost always pick Airbnb. Basically because it is more interesting. I like meeting locals, I like to experience a different house or apartment or whatever. Hotels are uniformly boring and staffed by, well, boring people.

I've stayed in quite a few shit hotels. I don't think I've ever really stayed in a shit Airbnb, and I'm usually going for the budget options.

Hotels do a terrible job of catering to families. If you need more than one room, there's no way of telling if the rooms are joined, on the same floor, or if you an get two rooms with an adjoining door.

For us, it’s a combo of having a kitchen and being pet-friendly. Plus having a bit more living space if we’re staying a few days.

I hate HOAs so I'd prefer the city just zone them out of existence. It's ridiculous to live in a neighborhood and have to deal with hotel behavior.

How? You need a legal entity that manages the property and all the governance, financial, and operational issues that go with that.