Wailea in January
Not the best time
Peak season means perfect weather but inflated prices and packed beaches. The humpback whales make it worth the crowds, but your wallet will feel the squeeze.
Weather
January brings Wailea's 'winter' - which means perfect 80°F days with trade winds keeping things comfortable. Rain comes in brief tropical showers, usually clearing within an hour. Humidity sits around 65%, making it feel less sticky than summer months.
27°C high19°C low8 rain days
Crowds & Cost
peak crowds
~$450/day average
Events & Festivals
- •Maui Whale Festival
- •Sony Open in Hawaii PGA Tournament
January Tips
- •Book accommodations 6+ months ahead - this is peak whale watching season
- •Pack a light rain jacket for afternoon showers
- •Whale watching tours fill up fast, reserve early morning slots
All Months
April through May and September through November hit the sweet spot – warm weather without the crowds or peak pricing. December through March brings humpback whales offshore, but also the highest hotel rates and packed beaches. Summer (June-August) gets hot and humid, plus it's peak family season. The shoulder months give you the best weather for golf and fewer people fighting for pool chairs. Trade winds keep things comfortable most of the year, but they can get gusty in the afternoons. Rain is rare in Wailea – this is the dry side of Maui – but when it comes, it's usually brief afternoon showers. Hurricane season runs June through November, but direct hits are uncommon. Book at least 6 months ahead for winter visits, 3-4 months for other seasons.
Wailea Scores
Solo
6/10
Couples
9/10
Families
7/10
Adventure
4/10
Budget
2/10
Luxury
10/10
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