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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.
General Weather. Hawaii's dry season runs from April to October, so you should stay dry in September, but this depends a bit on which island you visit. Kauai always sees some showers in September, but the rain mainly occurs in the north and in the mountains, and showers are brief. September can be one of the hottest months in Hawaii, with hurricane weather systems causing humidity in the region.