Maui Itineraries by Region

Day-by-day Maui plans by region, stay length and trip style. Common questions ↓

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Showing 6 of 18 itineraries
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Common questions

Where should I base a first trip?

For most first trips, base yourself in South Maui. The drives are short, the mornings are usually calm, and it has easier access to Māʻalaea, Upcountry and Haleakalā than West Maui. Start with the South Maui 4–5 day plan, or choose West Maui if you specifically want a resort vacation.

Should I split a one-week trip?

Usually not: on a one-week trip, moving hotels rarely pays for itself. A split starts to make sense at around nine or ten nights, or when you want Hāna or Upcountry to feel like a stay rather than a day trip, as in the two-day Road to Hāna plan.

Can I see Hāna in one day?

Yes, you can see Hāna in one day, but only with a short stop list and a clear turnaround. You cannot responsibly include every waterfall, beach and Kīpahulu. Two days are better, because one night separates the scenic drive from Kīpahulu, the beaches and Hāna itself — compare the one-day and two-day plans.

Is Hāna a day trip from West Maui?

The Road to Hāna is usually not a good day trip from West Maui, because the positioning drive makes an already long day longer. Use an East Maui overnight, or choose North Shore and Upcountry instead. See the West Maui 4–5 day plan.

Haleakalā sunrise or sunset?

Sunset is easier for most travelers, and it needs no reservation. Sunrise is iconic but requires a reservation and a very early drive. See the Upcountry 4–5 day plan.

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