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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.
Best Time to go to Maui Most people base their decision for the best month to visit Maui on whenever it is that the weather is at its most inclement wherever they happen to live. It is no coincidence that the busiest tourist season in all of Hawaii directly corresponds to the winter months in colder climates.