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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.
The best time to go to Maui is any time you have the opportunity. This may seem trite, but the fact that the island is situated at the edge of the tropical zone means that you can expect pristine weather just about year round. There are essentially only two seasons: the wet season and the dry season.