🌺 Maui · printable plan
Five Maui days: Molokini, the Road to Hana, and Haleakalā sunrise
By TopVacay @topvacay. Inspired by My Perfect Itinerary. Prices last checked 2026-10-27. Totals are estimates: $3,862 for 2 travelers.
Recomputed from the price lines stored on each trip. No live hotel, ticket, or airfare feed is connected.
Day by day
Day 1
Start with Wailea beach afternoon. The prices are estimates, not tickets in hand.
- Morning · Wailea beach afternoon
- Overnight · Wailea Beach Resort (estimate)
Day 2
Start with Molokini and Turtle Town snorkel. The prices are estimates, not tickets in hand.
- Morning · Molokini and Turtle Town snorkel
- Overnight · Wailea Beach Resort (estimate)
Day 3
Start with Road to Hana drive (start early). After that: Waiʻānapanapa State Park (reservation). The prices are estimates, not tickets in hand.
- Morning · Road to Hana drive (start early)
- Afternoon · Waiʻānapanapa State Park (reservation)
- Overnight · Wailea Beach Resort (estimate)
Day 4
Start with Pīpīwai Trail to Waimoku Falls. The prices are estimates, not tickets in hand.
- Morning · Pīpīwai Trail to Waimoku Falls
- Overnight · Wailea Beach Resort (estimate)
Day 5
Start with Haleakalā sunrise (reservation). After that: Upcountry Maui lunch. The prices are estimates, not tickets in hand.
- Morning · Haleakalā sunrise (reservation)
- Afternoon · Upcountry Maui lunch
Packing
- SwimsuitsThe water is the point of the day.
- Reef-safe sunscreenThe reef and your shoulders both need it.
- Rash guard for kidsA long swim is easier with a shirt than with another coat of sunscreen.
- Water shoesRocky entries and pool decks are rough on bare feet.
- Hat and a dry bagKeep the phone and the room key out of the surf.
- Trail shoes and a layerPīpīwai Trail to Waimoku Falls is outside and uneven.
Reserve ahead
- American 1123day 1 once you set dates · Hold the seats before the fare you estimated moves.
- Delta 1157day 5 once you set dates · Hold the seats before the fare you estimated moves.
- Wailea Beach Resort (estimate)day 1 once you set dates · This is the room for that night. Reserve it before you count on the rate.
- Wailea Beach Resort (estimate)day 2 once you set dates · This is the room for that night. Reserve it before you count on the rate.
- Waiʻānapanapa State Park (reservation)day 3 once you set dates · Buy the ticket for this day so the morning is not spent in a ticket line.
- Wailea Beach Resort (estimate)day 3 once you set dates · This is the room for that night. Reserve it before you count on the rate.
- Wailea Beach Resort (estimate)day 4 once you set dates · This is the room for that night. Reserve it before you count on the rate.