Five Maui days: Molokini, the Road to Hana, and Haleakalā sunrise — 5 days in Maui
Photo: lamoix · CC BY 2.0

🌺 Maui · 5 days

Five Maui days: Molokini, the Road to Hana, and Haleakalā sunrise

Kihei, Kaanapali, and Wailea. 5-day Maui trip for 2 people: Molokini and Turtle Town snorkel, Waiʻānapanapa State Park (reservation), Pīpīwai Trail to Waimoku Falls. Stay at Wailea Beach Resort (estimate). About $1,931 per person, estimated, checked Oct 27, 2026.

TopVacay @topvacay
Inspired by a public guide from myperfectitinerary.com. Not created or endorsed by them.
Run this site? Claim this trip
Creator payouts: 50% of TopVacay’s commission, 30-day attribution, paid monthly. Not live yet; starts once partner programs approve TopVacay.
More trips from TopVacay

Open in TopVacayBookRemix this tripVote with your groupPrintable guideMaui guide

Book links use these dates.

Prices are estimates. Prices last checked 2026-10-27. Checked recently Recomputed from the price lines stored on each trip. No live hotel, ticket, or airfare feed is connected. Booking happens on partner sites. TopVacay does not charge a card.

Costs

Restaurants$50
Relax$0
Activities$352
Flights$1,780
Lodging$1,680
About $1,931 / person for 2 people (estimated, checked Oct 27, 2026)$3,862 estimated

Estimate · prices last checked 2026-10-27.

Embed this trip

The card can sit on a blog. Book and Plan go through TopVacay and keep @topvacay on the click.

Where you stay

Getting there

Day by day

Day 1 2026-12-27

Start with Wailea beach afternoon. The prices are estimates, not tickets in hand.

  • MorningWailea beach afternoonPlanning estimate for Wailea beach afternoon. It is not a live fare or a reserved ticket.Free
  • OvernightWailea Beach Resort (estimate)One standard room at Wailea Beach Resort (estimate). The nightly figure is an estimate, not a quote.$420Book on Booking.comWe may earn a commission if you book, at no extra cost to you. How we make money

We may earn a commission if you book, at no extra cost to you. How we make money

Day 2 2026-12-28

Start with Molokini and Turtle Town snorkel. The prices are estimates, not tickets in hand.

  • MorningMolokini and Turtle Town snorkelPlanning estimate for Molokini and Turtle Town snorkel. It is not a live fare or a reserved ticket.$300Book this on ViatorWe may earn a commission if you book, at no extra cost to you. How we make money
  • OvernightWailea Beach Resort (estimate)One standard room at Wailea Beach Resort (estimate). The nightly figure is an estimate, not a quote.$420Book on Booking.comWe may earn a commission if you book, at no extra cost to you. How we make money

We may earn a commission if you book, at no extra cost to you. How we make money

Day 3 2026-12-29

Start with Road to Hana drive (start early). After that: Waiʻānapanapa State Park (reservation). The prices are estimates, not tickets in hand.

  • MorningRoad to Hana drive (start early)Planning estimate for Road to Hana drive (start early). It is not a live fare or a reserved ticket.FreeBook this on ViatorWe may earn a commission if you book, at no extra cost to you. How we make money
  • AfternoonWaiʻānapanapa State Park (reservation)Planning estimate for Waiʻānapanapa State Park (reservation). It is not a live fare or a reserved ticket.$20Book on gostateparks.hawaii.govWe may earn a commission if you book, at no extra cost to you. How we make money
  • OvernightWailea Beach Resort (estimate)One standard room at Wailea Beach Resort (estimate). The nightly figure is an estimate, not a quote.$420Book on Booking.comWe may earn a commission if you book, at no extra cost to you. How we make money

We may earn a commission if you book, at no extra cost to you. How we make money

Day 4 2026-12-30

Start with Pīpīwai Trail to Waimoku Falls. The prices are estimates, not tickets in hand.

  • MorningPīpīwai Trail to Waimoku FallsPlanning estimate for Pīpīwai Trail to Waimoku Falls. It is not a live fare or a reserved ticket.$30
  • OvernightWailea Beach Resort (estimate)One standard room at Wailea Beach Resort (estimate). The nightly figure is an estimate, not a quote.$420Book on Booking.comWe may earn a commission if you book, at no extra cost to you. How we make money

We may earn a commission if you book, at no extra cost to you. How we make money

Day 5 2026-12-31

Start with Haleakalā sunrise (reservation). After that: Upcountry Maui lunch. The prices are estimates, not tickets in hand.

  • MorningHaleakalā sunrise (reservation)Planning estimate for Haleakalā sunrise (reservation). It is not a live fare or a reserved ticket.$2Book this on ViatorWe may earn a commission if you book, at no extra cost to you. How we make money
  • AfternoonUpcountry Maui lunchPlanning estimate for Upcountry Maui lunch. It is not a live fare or a reserved ticket.$50

We may earn a commission if you book, at no extra cost to you. How we make money