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Maui Adventure: 5-Day Itinerary
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Maui Adventure: 5-Day Itinerary
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Day 1: Exploring Kahului
Kahului, Maui, United States
8:00AM
Visit Maui Arts and Cultural Center
Start your day with a visit to the Maui Arts and Cultural Center to experience local art and performances.
Free - $30, 2 hours
11:00AM
Explore Kanaha Beach Park
Head to Kanaha Beach Park for some relaxing beach time, water sports, or a leisurely walk along the shore.
Free, 2 hours
1:00PM
Lunch at Tinroof Maui
Indulge in some delicious Hawaiian plate lunches at Tinroof Maui, known for its local flavors and casual ambiance.
$10 - $20, 1 hour
3:00PM
Visit Maui Tropical Plantation
Embark on a tram tour at Maui Tropical Plantation to learn about the island's agriculture and enjoy the beautiful surroundings.
$20 - $30, 1.5 hours
5:30PM
Dinner at Da Kitchen
Savor some authentic Hawaiian comfort food at Da Kitchen to conclude your day in Kahului.
$15 - $25, 1 hour
Find Hotels in Kahului
Day 2: Exploring Hana
Hana, Maui, United States
8:00AM
Drive the Road to Hana
Embark on the scenic drive along the Road to Hana, stopping at various viewpoints, waterfalls, and beaches along the way.
Gas and food expenses, Full day
Find Hotels in Hana
Day 3: Lively Lahaina
Lahaina, Maui, United States
9:00AM
Visit Lahaina Historic District
Explore the charming streets of Lahaina Historic District, filled with art galleries, shops, and historical sites.
Free - $20, 2 hours
12:00PM
Lunch at Lahaina Fish Co.
Enjoy a seafood feast with ocean views at Lahaina Fish Co., known for its fresh catches and casual atmosphere.
$20 - $40, 1.5 hours
2:00PM
Whale Watching Tour
Embark on an exciting whale watching tour (seasonal) to witness the majestic humpback whales in their natural habitat.
$30 - $60, 2 hours
5:00PM
Dinner at Lahaina Grill
Indulge in a fine dining experience at Lahaina Grill, known for its innovative cuisine and elegant ambiance.
$40 - $80, 1.5 hours
Find Hotels in Lahaina
Day 4: Haleakalā National Park Adventure
Haleakalā National Park, Maui, United States
6:00AM
Sunrise at Haleakalā Summit
Wake up early to witness the breathtaking sunrise at the summit of Haleakalā, a truly unforgettable experience.
Park entrance fee: $30 per vehicle, 2 hours
9:00AM
Hiking at Haleakalā Crater
Embark on a scenic hike within the Haleakalā Crater, immersing yourself in the unique volcanic landscape.
Free, 3 hours
1:00PM
Lunch at Kula Lodge & Restaurant
Enjoy a delicious meal with panoramic views at Kula Lodge & Restaurant, nestled in the mountains near Haleakalā.
$15 - $30, 1.5 hours
3:30PM
Explore Upcountry Maui
Take a leisurely drive through Upcountry Maui, visiting local farms, lavender fields, and charming towns.
Gas and food expenses, Afternoon
7:00PM
Dinner at The Mill House
Savor a farm-to-table dining experience at The Mill House, showcasing fresh and innovative Hawaiian cuisine.
$50 - $100, 2 hours
Find Hotels in Haleakalā National Park
Day 5: Relaxing in Wailea
Wailea, Maui, United States
9:00AM
Beach Day at Wailea Beach
Spend a relaxing day at the beautiful Wailea Beach, known for its soft sands and crystal-clear waters, perfect for swimming and sunbathing.
Free, Full day
1:00PM
Lunch at Monkeypod Kitchen
Enjoy a delightful lunch at Monkeypod Kitchen, offering a diverse menu and refreshing cocktails in a laid-back setting.
$20 - $40, 1.5 hours
4:00PM
Spa Treatment at Grand Wailea
Indulge in a rejuvenating spa treatment at Grand Wailea, where you can unwind and pamper yourself in a luxurious setting.
$150 - $300, 2 hours
7:00PM
Dinner at Morimoto Maui
Experience world-class cuisine at Morimoto Maui, known for its exquisite Japanese fusion dishes and elegant ambiance.
$80 - $150, 2 hours
Find Hotels in Wailea
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More About Maui
Trip Packing List: Maui (Late February — early March 2026)
Packing List
Trip Packing List: Maui, HI (early February 2026)
Packing List
Maui Weather and Climate Guide: Year-Round Patterns
Weather Guide
Essential Tips for Visiting Maui: Travel Guide & Practical Advice
Travel Expert
Itinerary created by
Plantrip Team
January 10, 2024
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