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Ultimate Maui Adventure
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Ultimate Maui Adventure
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Day 1: Beach Day in Paia
Paia, Maui, Hawaii
8:00AM
Breakfast at Paia Bay Coffee
Start your day with a delicious breakfast at Paia Bay Coffee, known for its fresh pastries and locally roasted coffee.
Paia is a 15-minute drive from Kahului. Take Hana Highway (Hwy 36) and enjoy the scenic drive.
$10, 1 hour
10:00AM
Ho'okipa Beach Park
Spend the morning relaxing at Ho'okipa Beach Park, known for its beautiful views and excellent windsurfing conditions.
Ho'okipa Beach Park is a short 10-minute drive from Paia.
Free, 2 hours
12:30PM
Lunch at Mama's Fish House
Indulge in a fresh seafood lunch at the iconic Mama's Fish House, located right on the beach.
Mama's Fish House is a 5-minute drive from Ho'okipa Beach Park.
$$$, 1.5 hours
2:30PM
Explore Paia Town
Take a stroll through the charming streets of Paia Town, known for its unique shops, art galleries, and boutiques.
Paia Town is within walking distance from Mama's Fish House.
Free, 2 hours
5:00PM
Dinner at Flatbread Company
Enjoy dinner at Flatbread Company, a popular spot known for its delicious wood-fired pizzas and organic ingredients.
Flatbread Company is a 5-minute walk from Paia Town.
$$, 1.5 hours
Find Hotels in Paia
Day 2: Road to Hana
Hana, Maui, Hawaii
7:00AM
Breakfast at Anthony's Coffee Co.
Start your day with a hearty breakfast at Anthony's Coffee Co., a cozy cafe known for its delicious coffee and baked goods.
Hana is a 2.5-hour drive from Paia via the famous Road to Hana. Enjoy the scenic journey with plenty of stops along the way.
$15, 1 hour
10:00AM
Wai'anapanapa State Park
Explore the black sand beaches and stunning coastal views at Wai'anapanapa State Park.
Wai'anapanapa State Park is a must-see attraction along the Road to Hana.
$5, 2 hours
12:30PM
Picnic Lunch at Hamoa Beach
Stop for a picnic lunch at the beautiful Hamoa Beach, known for its golden sands and clear waters.
Hamoa Beach is a short drive from Wai'anapanapa State Park.
$, 1 hour
2:00PM
Swim at Ohe'o Gulch (Seven Sacred Pools)
Cool off with a refreshing swim at Ohe'o Gulch, also known as the Seven Sacred Pools.
Ohe'o Gulch is a scenic 30-minute drive from Hamoa Beach.
$10, 1.5 hours
4:00PM
Check-in at Travaasa Hana
Arrive at Travaasa Hana and check-in to your luxurious accommodations for a relaxing evening in paradise.
Travaasa Hana is located in Hana town.
$$$, Flexible
7:00PM
Dinner at Ka'uiki Restaurant
Enjoy a gourmet dinner at Ka'uiki Restaurant, known for its farm-to-table cuisine and stunning ocean views.
Ka'uiki Restaurant is located at Travaasa Hana.
$$$, 2 hours
Find Hotels in Hana
Day 3: Relaxation in Kihei
Kihei, Maui, Hawaii
8:30AM
Breakfast at Kihei Caffe
Start your day with a delicious breakfast at Kihei Caffe, a local favorite known for its generous portions and Hawaiian-inspired dishes.
Kihei is a 2-hour drive from Hana. Take Hana Highway (Hwy 360) and enjoy the scenic coastal views.
$15, 1 hour
10:00AM
Beach Day at Kamaole Beach Park III
Spend the morning relaxing on the golden sands of Kamaole Beach Park III, known for its calm waters and great snorkeling.
Kamaole Beach Park III is a short drive from Kihei Caffe.
Free, 2 hours
12:30PM
Lunch at Coconuts Fish Cafe
Enjoy a casual lunch at Coconuts Fish Cafe, a popular spot for fresh fish tacos and Hawaiian plate lunches.
Coconuts Fish Cafe is a 5-minute drive from Kamaole Beach Park III.
$$, 1 hour
2:00PM
Shop at The Shops at Wailea
Indulge in some retail therapy at The Shops at Wailea, an upscale shopping destination with designer boutiques and local shops.
The Shops at Wailea are a 15-minute drive from Coconuts Fish Cafe.
Free, 2 hours
5:00PM
Dinner at Monkeypod Kitchen
Treat yourself to dinner at Monkeypod Kitchen, known for its creative cocktails and farm-to-table fare.
Monkeypod Kitchen is located at The Shops at Wailea.
$$, 1.5 hours
Find Hotels in Kihei
Day 4: Exploration in Kihei
Kihei, Maui, Hawaii
9:00AM
Breakfast at Nalu's South Shore Grill
Start your day with a hearty breakfast at Nalu's South Shore Grill, a local favorite for their delicious acai bowls and breakfast burritos.
Stay in Kihei and explore the local breakfast spots.
$10, 1 hour
10:30AM
Snorkeling at Molokini Crater
Embark on a snorkeling adventure at Molokini Crater, a pristine marine sanctuary teeming with colorful fish and coral reefs.
Join a guided snorkeling tour departing from Kihei Boat Ramp.
$$$, 3 hours
2:00PM
Lunch at 808 Deli
Grab a quick and delicious lunch at 808 Deli, known for their gourmet sandwiches and salads.
808 Deli is a 10-minute drive from Kihei Boat Ramp.
$, 1 hour
3:30PM
Relax at Wailea Beach
Spend the afternoon relaxing on the pristine shores of Wailea Beach, known for its soft sands and crystal-clear waters.
Wailea Beach is a short drive from 808 Deli.
Free, 2 hours
6:00PM
Dinner at Gannon's Restaurant
Enjoy a sunset dinner at Gannon's Restaurant, offering panoramic views of the ocean and delicious Pacific Rim cuisine.
Gannon's Restaurant is located in Wailea.
$$$, 2 hours
Find Hotels in Kihei
Day 5: Historical Day in Lahaina
Lahaina, Maui, Hawaii
8:00AM
Breakfast at Longhi's
Start your day with a delightful breakfast at Longhi's, known for its oceanfront location and delicious brunch offerings.
Lahaina is a 30-minute drive from Kihei. Take Piilani Highway (Hwy 31) for a scenic coastal route.
$20, 1 hour
10:00AM
Explore Lahaina Historic District
Immerse yourself in history as you explore the Lahaina Historic District, home to numerous historic sites, museums, and art galleries.
Walk around Lahaina town and visit Lahaina Courthouse, Baldwin Home Museum, and Wo Hing Temple.
$, 2 hours
12:30PM
Lunch at Lahaina Fish Co.
Enjoy a seafood lunch at Lahaina Fish Co., offering fresh catches and ocean views from their waterfront location.
Lahaina Fish Co. is located in Lahaina Historic District.
$$, 1 hour
2:00PM
Whale Watching Cruise
Embark on a thrilling whale watching cruise from Lahaina Harbor, where you can spot humpback whales in their natural habitat.
Book a whale watching tour from Lahaina Harbor.
$$$, 2 hours
5:00PM
Dinner at Lahaina Grill
Indulge in a fine dining experience at Lahaina Grill, known for its award-winning cuisine and elegant ambiance.
Lahaina Grill is a short walk from Lahaina Harbor.
$$$, 2 hours
Find Hotels in Lahaina
Day 6: Luxury Day in Wailea
Wailea, Maui, Hawaii
9:00AM
Breakfast at The Market at Wailea
Start your day with a leisurely breakfast at The Market at Wailea, offering a variety of gourmet food options and ocean views.
Wailea is a 30-minute drive from Lahaina. Take Honoapiilani Highway (Hwy 30) for a scenic coastal route.
$15, 1 hour
10:30AM
Spa Day at Grand Wailea
Indulge in a luxurious spa day at Grand Wailea, known for its world-class treatments and stunning spa facilities.
Book a spa appointment at Grand Wailea's Spa Grande.
$$$, 3 hours
2:00PM
Lunch at Humble Market Kitchin
Enjoy a farm-to-table lunch at Humble Market Kitchin, created by renowned chef Roy Yamaguchi, featuring Hawaiian-inspired dishes.
Humble Market Kitchin is located at Wailea Beach Resort.
$$, 1 hour
3:30PM
Beach Time at Polo Beach
Spend the afternoon soaking up the sun at Polo Beach, a pristine stretch of sand perfect for swimming and relaxing.
Polo Beach is located near Wailea Beach Resort.
Free, 2 hours
6:00PM
Sunset Dinner at Morimoto Maui
End your day with a spectacular sunset dinner at Morimoto Maui, offering a fusion of Japanese and Western cuisine in a beautiful setting.
Morimoto Maui is located at Andaz Maui at Wailea Resort.
$$$, 2 hours
Find Hotels in Wailea
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More About Maui
Trip Packing List: Maui (Late February — early March 2026)
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Trip Packing List: Maui, HI (early February 2026)
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Maui Weather and Climate Guide: Year-Round Patterns
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Itinerary created by
Plantrip Team
February 25, 2024
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