Wailea in October
Great time to visit
Another sweet spot month with cooling temperatures, minimal rain, and reasonable crowds. Perfect conditions for outdoor activities without peak season pricing.
Weather
October delivers some of Wailea's most pleasant conditions as temperatures moderate and trade winds blow more consistently. Rain becomes even less frequent, with most days seeing abundant sunshine and low humidity.
31°C high23°C low3 rain days
Crowds & Cost
moderate crowds
~$350/day average
Events & Festivals
- •Halloween celebrations at resorts
- •Aloha Festivals continue
October Tips
- •Excellent month for hiking Haleakala with clear skies
- •Ocean conditions ideal for beginner snorkelers
- •Book restaurants day-of rather than weeks ahead
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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