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I can pretty much guess you will be caught. Most gated communities are very strict about subletting and short term stays. Since you are “worried” I think you suspect or know it is against the rules. I was in a gated community and we did Airbnb for 3 years until they found out and we had to stop. Only because I was a board member did they give us a one time pass with no fines. But, that was before Airbnb was so well known, back in 2010-13
Probably they don’t like the advice they asked for. This poster answered Kona but not the question here which was to look at the listing, and being worried about the listing being legal in his gated community which it probably isn’t. Silence on that question.