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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.
Weather Daytime high temperatures on Maui range from about 78 degrees in the wintertime to about 93 degrees in the summertime. Because the weather on the islands is usually very mild and pleasant, there is really no bad time to visit.