A Fun-Filled 5 Day Maui Itinerary Story

By Amanda Strube


A Fun-Filled 5 Day Maui Itinerary Story

Hawaiin Islands, like Maui and Oahu, are a popular travel destination due to their colorful beaches, stunning volcanoes, and undisturbed... Read more

Day 1

Get to Know Maui

Maui has more to offer than just beautiful beaches and waterfronts. Its popularity with tourists began soaring in the early... Read more

Day 1 - Stop 1


A fun way to see things in Maui is from a birds-eye-view, or in our case, an alien's eye view.... Read more

Day 1 - Stop 2

Kayaking, Snorkeling and Whale Watching

Maui Kayak Adventures offers group and private kayaking tours that are intimate, eco-friendly, and safe but thrilling adventures. Even group... Read more

Day 1 - Stop 3

Poke Stop at Tamura's

After a morning of parasailing and kayaking, you're going to need to refuel. Maui has some of the freshest seafood... Read more

Day 1 - Stop 4

Atlantis Adventures

Atlantis Submarines Maui is a once in a lifetime experience. This adventure tour is enough to be the only reason... Read more

Day 1 - Stop 5

Mai Tai at Kimo's

Sunset drinks are a way of life on the islands, especially when you visit Maui. A popular drink to start... Read more

Day 1 - Stop 6

Old Lahaina Luau

The Old Lahaina Luau is the perfect way to end the first of your 5 days in Maui. This dinner... Read more

Day 2

Explore Maui from Land and Sky

Maui is exactly what you would picture a tropical paradise to be like, with a little extra. It is home... Read more

Day 2 - Stop 1

‘Ōhai Trail, West Maui

In West Maui, there is a 1.2-mile trail loop that gives you the perfect vantage point for sunrise. The path... Read more

Day 2 - Stop 2

Nākālele Blowhole

Not far from the epic sunrise spot on the Ohai Trail is the mystical Nākālele Blowhole. The Nākālele Blowhole is... Read more

Day 2 - Stop 3

Surf Lessons

You can't take a 5 day trip to Maui without learning how to surf. Surfing is a huge part of... Read more

Day 2 - Stop 4

Big Beautiful Burgers

After hiking and surfing, you need to renew your energy so you can continue on with the rest of your... Read more

Day 2 - Stop 5

Molokini Crater

After filling up on burgers, head over to the world-renowned Molokini Crater. This semi-underwater crater is one of only three... Read more

Day 2 - Stop 6

Maluaka Beach

This quaint little beach town is ideal for swimming. The turquoise waves gently lap against the golden sandy shore. Maluka... Read more

Day 2 - Stop 7

Cuatro Restaurant

After a full day of activities, stop for dinner and drinks at Cuatro Restaurant. Start your night off with their... Read more

Day 2 - Stop 8

Sunset at Haleakala Volcano

The Haleakala Volcano is located in Haleakala National Park. The volcano reaches over 10,000 feet into the clouds and is... Read more

Day 3

Haleakala National Park

Haleakala National Park has to be on your Maui 5 day itinerary. The park is a protected 33,265-acre area that... Read more

Day 3 - Stop 1

Hiking the Keonehe’ehe’e Trail

Also called the Sliding Sands Trail, this is a full-day hike that takes you deep into the Haleakala Crater and... Read more

Day 3 - Stop 2

Birdwatching at Hosmer Grove

If hiking isn't your thing, you can visit Hosmer Grove Campground to see some of the world's rarest birds. Birdwatching... Read more

Day 4

Road to Hana

No trip to Maui is complete without a road trip on the ever-popular Road to Hana. As the cliche saying... Read more

Day 4 - Stop 1

Waianapanapa State Park

Waianapanapa State Park is conveniently located right off the Hana Highway near marker 32. Waianapanapa is a slice of heaven,... Read more

Day 4 - Stop 2

Shaka Pops

Shaka Pops makes legendary, fresh fruit popsicles. These handmade ice pops only use the freshest of fruits from local farmers.... Read more

Day 4 - Stop 3

Pipiwai Trail

The Pipiwai Trail is a 4 mile, round trip hike that brings you through a magical bamboo forest and along... Read more

Day 4 - Stop 4

Seven Sacred Pools at Ohe'o Gulch

Ohe'o Gulch, or the Seven Sacred Pools, is a rejuvenating stop that many people make on their journey to Hana.... Read more

Day 4 - Stop 5

Hoapili Trail

Hoapili Trail is sometimes called the King's Highway Trail and is the perfect way to stretch your legs before finishing... Read more

Day 5

Last Day in Maui

Trying to visit all the best things in Maui in 5 days can feel a bit rushed, especially after discovering... Read more

Day 5 - Stop 1

Twin Falls

The Twin Falls is said to be one of the easier falls to get into on the Road to Hana.... Read more

Day 5 - Stop 2

Kula Lodge and Restaurant

The Kula Lodge is the ideal place to relax and remember everything you experienced in the last 5 days in... Read more


Final Thoughts

Maui is an unforgettable trip, offering picture-perfect views and exciting adventures. Whether you're traveling to Hawaii on a budget, with... Read more