Want an itinerary like this for your trip?
Tell us where you're going and get a personalized plan in seconds — completely free.
Plan My Trip

Aloha Maui: A 5-Day Island Adventure

Viewed by 60 travelers

Day 1: Exploring the East Maui Coast

Maui, Hawaii

8:00AM

Breakfast at Tasty Crust

Start your day with a local favorite, the macadamia nut pancakes, at Tasty Crust in Kahului.
$12, 1 hour

10:00AM

Visit Ho'okipa Beach Park

Watch the skilled surfers and enjoy the scenic views at Ho'okipa Beach Park in Paia.
Free, 1 hour

12:00PM

Lunch at Hana Farms

Indulge in farm-to-table cuisine and fresh smoothies amidst lush gardens at Hana Farms.
$20, 1.5 hours

3:00PM

Explore Wai'anapanapa State Park

Discover black sand beaches, sea caves, and a natural lava arch at Wai'anapanapa State Park in Hana.
$15, 2 hours

6:00PM

Dinner at Travaasa Hana

Treat yourself to a luxurious dining experience with ocean views at Travaasa Hana's restaurant.
$50, 2 hours
Find Hotels in Maui

Day 2: Beach Day in West Maui

Maui, Hawaii

9:00AM

Breakfast at The Gazebo Restaurant

Enjoy a delicious breakfast with breathtaking ocean views at The Gazebo Restaurant in Lahaina.
$15, 1 hour

11:00AM

Relax at Kaanapali Beach

Spend the day soaking up the sun and swimming in the crystal-clear waters of Kaanapali Beach.
Free, 4 hours

3:00PM

Lunch at Duke's Beach House

Savor fresh seafood and tropical cocktails at Duke's Beach House in Kaanapali.
$30, 1.5 hours

6:00PM

Sunset at Kapalua Bay

Witness a mesmerizing sunset while strolling along the golden sands of Kapalua Bay.
Free, 1 hour

7:30PM

Dinner at Merriman's Kapalua

Indulge in farm-to-table cuisine and fine wines with an oceanfront view at Merriman's Kapalua.
$60, 2 hours
Find Hotels in Maui

Day 3: Relaxing Day in South Maui

Maui, Hawaii

8:30AM

Breakfast at Kihei Caffe

Start your day with a hearty breakfast and flavorful coffee at Kihei Caffe.
$20, 1 hour

10:00AM

Beach Time at Wailea Beach

Unwind on the pristine shores of Wailea Beach and take a refreshing dip in the turquoise waters.
Free, 3 hours

1:00PM

Lunch at Monkeypod Kitchen

Treat yourself to a delectable lunch featuring Hawaiian-inspired cuisine at Monkeypod Kitchen in Wailea.
$35, 1.5 hours

3:30PM

Spa Afternoon at Grand Wailea

Pamper yourself with a relaxing spa treatment at the luxurious Grand Wailea resort.
$150, 2 hours

6:30PM

Dinner at Makena Beach & Golf Resort

Enjoy a delightful dinner with ocean views and live music at Makena Beach & Golf Resort's restaurant.
$45, 2 hours
Find Hotels in Maui

Day 4: Upcountry Adventure and Sunset at Haleakalā

Maui, Hawaii

7:00AM

Breakfast at Grandma's Coffee House

Savor a delicious breakfast surrounded by lush greenery and serene mountain views at Grandma's Coffee House.
$25, 1 hour

9:00AM

Explore Upcountry Maui

Discover charming towns, botanical gardens, and local artisans in the upcountry region of Maui.
$30, 3 hours

1:00PM

Picnic Lunch at Hosmer's Grove

Enjoy a picnic amidst the rare native Hawaiian trees and beautiful flora at Hosmer's Grove.
$15, 1.5 hours

3:30PM

Haleakalā National Park Visitor Center

Learn about the unique flora, fauna, and geology of Haleakalā at the national park visitor center.
$10, 1 hour

5:30PM

Sunset at Haleakalā Summit

Experience a breathtaking sunset from the summit of Haleakalā, a truly magical and unforgettable sight.
Free, 2 hours
Find Hotels in Maui

Day 5: Historical and Cultural Exploration

Maui, Hawaii

9:00AM

Visit Iao Valley State Monument

Explore the lush and historic Iao Valley State Monument, known for its iconic Iao Needle and rich history.
$20, 2 hours

11:30AM

Lunch at Wailuku Coffee Company

Enjoy a relaxed lunch and artisanal coffee at the charming Wailuku Coffee Company.
$20, 1 hour

1:00PM

Wailuku Historic District

Stroll through the charming streets of Wailuku, filled with historic buildings, art galleries, and local shops.
Free, 2 hours

4:00PM

Maalaea Harbor

Embark on a sunset cruise or simply enjoy the stunning views of Maalaea Harbor and its surroundings.
$50, 2 hours

7:00PM

Dinner at Seascape Maalaea Restaurant

Savor a delightful seafood dinner with panoramic ocean views at Seascape Maalaea Restaurant.
$50, 2 hours
Find Hotels in Maui
0

More About Maui Hawaii

Trip Packing List: Maui, Hawaii (January)
Packing List
Itinerary created by AI-assisted, human-reviewed

Plan Your Maui Hawaii Trip

Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go