Maui itinerary: 5 days for a first trip

Five days on Maui for a first trip: ʻĪao Valley and Wailuku on arrival; a Haleakalā sunrise, then down through Kula and Makawao; Molokini and Turtle Town on the south shore; the Maui Tropical Plantation and the Kealia boardwalk; then Kāʻanapali, Lahaina and a lūʻau.

It's one of the sample trips inside the Wanderjoy app, so you can open this exact plan on your iPhone with code HANG10 and change anything.

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The whole plan on one map

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A Maui trip being revealed in Wanderjoy, pin by pin.

Day by day

Day 1ʻĪao Valley · Wailuku · Pāʻia

  1. ʻĪao Valley State Monument1:00 PM

  2. Wailuku Town & Market Street3:00 PM

    Maui's old plantation-era county seat, five minutes from ʻĪao — antique shops, murals, and zero resort markup on coffee.

  3. Mama's Fish House Dinner6:00 PM

    The splurge dinner of the trip — the menu names the fisherman who caught your fish that morning.

Day 2Haleakalā Summit · Aliʻi Kula Lavender · Makawao

  1. Haleakalā Sunrise5:30 AM

  2. Kula Lavender Farm9:30 AM

    Descend from the summit into upcountry's rolling farmland — 55,000 lavender plants with a bi-coastal view.

  3. Makawao Town12:00 PM

Day 3Molokini Crater · Maluaka Beach · South Kīhei Rd

  1. Molokini Crater Snorkel7:00 AM

    A sunken volcanic crescent with 150-foot visibility — the classic Maui snorkel.

  2. Maluaka Beach (Turtle Town)1:00 PM

    The shore-entry snorkel spot the boats call Turtle Town — green sea turtles graze the reef at the south end most afternoons.

  3. Kīhei Food Truck Dinner5:30 PM

Day 4Honoapiʻilani Hwy · Kealia Pond · Kīhei

  1. Maui Tropical Plantation10:00 AM

  2. Kealia Coastal Boardwalk1:30 PM

    Breezy, flat, and never crowded.

  3. Ululani's Shave Ice3:30 PM

    Maui's best shave ice — order it 'snowcap style' with sweet cream drizzle over lilikoi and guava, plus mac-nut ice cream at the bottom.

Day 5Kāʻanapali Beach · Front Street · Front St

  1. Kāʻanapali Beach & Black Rock9:00 AM

    Three miles of resort-lined gold sand; snorkel the lava point at Black Rock where turtles cruise the wall.

  2. Lahaina Front Street Stroll12:30 PM

    Lahaina is rebuilding after the August 2023 fire. Front Street reopened in August 2026 with ʻUlu o Lele Marketplace and a growing list of shops, while parts of the historic core are still under construction, so walk the reopened stretch and support the businesses that are back.

  3. Old Lāhainā Lūʻau5:30 PM

    Widely considered Hawaii's most authentic lūʻau — oceanfront mats, imu-roasted pig, and hula that tells Maui's own story.

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Get this trip on a map in the app

Install Wanderjoy and import trip code HANG10: this exact plan opens in the app, ready to change.

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On a computer? Open the trip page for a QR code to scan with your iPhone.

Questions

How do I open this Maui plan in Wanderjoy?
Install Wanderjoy, then import trip code HANG10. The same 5-day plan opens in the app with every stop on the map, and you can change it from there.
Can I change the plan?
Yes. Add, edit or reorder stops, switch days around, and keep trip notes next to the plan.
Can Wanderjoy make a different Maui plan for me?
Yes. Give Wanderjoy your dates and how you like to travel, and it drafts a day-by-day Maui itinerary on a map for you.
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