Wailea in December
Not the best time
Perfect weather collides with holiday crowds and peak pricing. Absolutely gorgeous conditions, but prepare for the year's highest costs and most crowded beaches.
Weather
December kicks off peak season with perfect temperatures and minimal humidity. Trade winds provide natural cooling, making even sunny days comfortable. Rain falls infrequently, usually as brief morning or evening showers.
28°C high20°C low6 rain days
Crowds & Cost
peak crowds
~$500/day average
Events & Festivals
- •Christmas and New Year celebrations
- •First humpback whale sightings
- •Holiday resort events and luaus
December Tips
- •Book everything 6+ months ahead or expect premium pricing
- •Whale watching season begins mid-month
- •Holiday week rates can triple normal prices
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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