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Save this Post. 2. Re: September weather in Maui & how many days. Dec 11, 2009, 12:50 PM. Weather in Sept. is generally very warm. Upper 80's. Not part of the rainy season, unless of course, there is a hurricane lurking around somewhere. I recommend at least 10 days.
June, July. You'll find Maui summers to be the most crowded with visitors because it's hot and dry. By now Hana has caught up and is warmer at times than the rest of the island. June is extremely dry for Maui and trades blow almost always. With most of Maui at 69-87 degrees F, you'll find it sunny and warm most everywhere. One of the major pluses in the constant Trade winds is there tendency to cool things down.