@Tracy401 Yes! If you are subject to HOA, then they may now or in the future become outlawed. Just as with anyone who is subject to a municipality may also in the future have their STR outlawed.
There's also no such thing as under the radar listings. Your listing is on the world wide web, anyone with a computer can find you. And given that you've just begun, you may not be much of an advocate for STR. You know that you WANT it to go well, but that doesn't automatically mean that it will go well.
What I would do for now is ask questions: how many STR have operated in your neighborhood? have there been problems? what are the concerns? why is it a year over year topic of conversation? and btw, what does it take to change the by-laws? simple majority, two-thirds, three-quarters?
Good luck