If you are waiting until school gets out, you probably want to leave as soon as possible after school ends.
We were there in June for my daughter's wedding. My wife is a school teacher, so the scheduling factored that in. We were there the third week of June. During that week you could feel the change in weather, as the breezes slackened, and the temps and humidity were increasing. By the end of the week it was decidedly tropical
My daughter and SIL honeymooned in the nearby islands, and they reported that the following weeks the humidity and temps continued to increase.
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I gathered that early June is probably a good time to visit. There's a good chance you will be in ahead of the tropical summer weather. Meanwhile, the tourist crush is down, so things aren't as crowded, availability is greater, air fares and car rental rates are less.
We certainly enjoyed. We'd love to get back again, but the flight times are so long from the west coast of NA that we would like to stay longer for a couple of weeks. But it's tough to work in a two-week trip around school vacation and the "weather window". If we go again, we'll likely do another trip in June as early as we can and hope the heat and humidity hold off while we're there.