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My family used to vacation at HH every year and I repeatedly had problems with even bringing boats into the gated neighborhood.
After much wrangling they did allow in my boats but only with the promise that they would be immediately removed from my rooftop and stored in a hidden area behind the house .... I at first did not comply but a visit from the security guys convinced me they were serious about the policy and would not relent.
The next year I had pre-arrange with an outfitter to store my boat for the week as the policies had become even more strict.
Ironically after many years of vacationing in the area we ended up moving there and living for 2 years .... I never once had the desire to set foot on the pompous strip mall infested island.