In winter months of December and January, expect highs of 82 and lows of 64. In summer months of July and August, expect highs of 88 and lows of 70.
Fly into Kahului Airport (OGG). It is about 30 minutes from the Grand Wailea resort and approximately 60 minutes from the Montage Kapalua Bay.
One of the best times for you and your family to visit Maui is during Humpback Whale season, which runs form January through March.