An Amazing 4-Day Maui Itinerary

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Follow this 4-day Maui itinerary to maximize your time enjoying the very best this “Valley Isle” has to offer.

With its lush rainforests, breathtaking waterfalls, and miles of pristine beaches, Maui offers endless opportunities for adventure and relaxation. 

After an unforgettable trip to Maui, we’ve created this island itinerary to help others experience the best of this Hawaiian paradise.

Maui Itinerary 

Maui has so much to offer. Use our 4-day itinerary to ensure you make the most of your treasured time on this Hawaiian gem known as the “Valley Isle.”

Day 1: Road to Hana and Twin Falls Hike

family posing for selfie

After a peaceful night of rest and a great breakfast in Maui, we started our day on a scenic drive.  

Road to Hana, a 64-mile stretch of highway that offers stunning views of waterfalls, rainforests, and the ocean. We stopped at various points along the way to explore, take photos, or enjoy a picnic. 

I wanted to capture everything I saw. Fortunately, we rented a car with an open sunroof to take photos from the side of the road.

One of the first stops on the Road to Hana is Twin Falls, a popular spot for hiking and swimming. 

The trails range from easy to moderate in difficulty. We chose a short trail that led to a waterfall.  

The hike is about 1.5 miles round trip and takes about an hour to complete. You can also visit the farm stand at the entrance to buy fresh fruits, smoothies, or coconut candy.

After your hike, continue driving on the Road to Hana and enjoy the rest of the sights. 

view of hillside on road to Hana

Some of the highlights include the Garden of Eden Arboretum, the Ke’anae Peninsula, the Wai’anapanapa State Park, and the Hana Lava Tube. You can also visit the Hana Cultural Center and Museum to learn more about the history and culture of the area.

For lunch, we stopped at a roadside food truck that served taro chips and other local specialties for lunch. 

You can spend the night in Hana at one of the hotels, cottages, or bed and breakfasts available.

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For dinner, you can try some of the restaurants in Hana, such as Hana Ranch Restaurant or Poke Bob’s.

Alternatively, you can drive back to your accommodation in another part of the island, but be prepared for a long and winding drive in the dark.

Day 2: Pineapple Farm Tour and Shopping

girl with pineapple on her head
Our Pineapple Princess
pineapple farm
Maui Gold Pineapple Farm

After seeing the island yesterday, we were super excited to tour the Maui Gold pineapple farm. We started the day with breakfast at the Maui Seaside Hotel and then hopped in the car for what we hoped would be less than a 15-minute drive to Haliimaile. It took us about 20 minutes because we couldn’t find it on the first try.  

The Maui Pineapple Farm is a 90-minute guided tour of a working pineapple plantation. We learned how pineapples are grown, harvested, and processed, and we tasted some of the sweetest and juiciest pineapples in the world. 

Check availability for the Maui Pineapple Tour.

We spent some time in the fields cutting our pineapples and tasting the sweet goodness. It felt like hard work in the sun, but the reward was delicious.

After being in the field, we toured the factory where pineapples were packed and shipped. In the end, we received a case (2-pack) of pineapples for free to take home. I am glad that we enjoyed a couple of them as a snack on the beach a few days later. The remaining pineapples didn’t taste as fresh by the time we returned home and ate them.  

After the tour, we decided not to visit the 60-acre estate that showcases a variety of tropical fruits, flowers, and crops. From what I heard, you can plan for more adventures, enjoy a zipline adventure, or browse the gift shop and market for souvenirs and local products.


For lunch, we stopped at a restaurant in Paia.

In the afternoon, we decided to do some shopping. Some of the best places to shop in the area include Lahaina Cannery Mall and Whalers Village.

Due to recent fires in Maui, I recommend The Shops at Wailea and Paia Town. You can find everything from clothing, jewelry, art, and crafts to Hawaiian souvenirs, snacks, and coffee.

Since it was the closest, we went shopping in Paia and darted in and out of several cute boutiques, Then we stopped at Ululani’s Hawaiian Shave Ice for refreshments.

For dinner, you can choose from a variety of cuisines and restaurants in Maui, such as Mama’s Fish House or Monkeypod Kitchen to try some of the local delicacies, such as poke, spam musubi, or loco moco.

Day 3: Haleakala National Park and Upcountry Maui

Hawaiian mountain

We woke up early and drove for an hour to the summit of Haleakala, a dormant volcano that forms most of the land in Maui.

If you can rise with the birds, make a reservation in advance to enter the park between 5 a.m. and 7 a.m., as this is the most popular time to watch the sunrise from the top of the mountain.

You will also need to dress warmly, as the temperature quite chilly at the summit.

Once we reached it, we parked and walked tot the Haleakala Visitor Center to view the exhibits.

Don’t miss the Pu’u’ula’ula Overlook, the highest point in the park at over 10,000 feet above sea level. From there, we enjoyed the breathtaking views of the crater, the clouds, and the horizon.

The park has a variety of trails, landscapes, and wildlife. You can hike to the crater floor, where you can see cinder cones, lava tubes, and native birds. Or you can hike to Hosmer Grove, where you can see a forest of exotic and invasive trees.

You can also drive to see the Ohe’o Gulch, also known as the Seven Sacred Pools, a series of waterfalls and pools that flow into the ocean.

It’s a good thing that we packed snacks before the trip to the park. It kept our appetite at bay before finding a local cafe.

garden feature
lush green nature

Next was a visit to the Kula Botanical Garden, where you can see a collection of tropical plants, flowers, and sculptures.

On our drive back to the hotel, we explored Upcountry Maui, a rural and scenic area that is home to farms, ranches, and wineries.

If you prefer to kick back and enjoy a relaxing trip to Upcountry Maui, I recommend a private tour.

Check availability for the Maui Upcountry Farm Tour.

We visited the Surfing Goat Dairy to see how goat cheese is made and tasted some of their award-winning products.

The weather was nice and we enjoyed the scenery and tour experiences.

Day 4: Beach Day

view of the beach

Since yesterday was packed with activities, we spent our last day relaxing at the beach, took long strolls, and watched the world go by.

Maui has many beautiful beaches in Maui to enjoy sun, sand, and surf.

We visited Baldwin Beach Park for its proximity to our hotel and low-key traffic.

The recreation facilities are nice. There is a soccer field, a softball backstop, a cricket pitch, public restrooms, and an outdoor shower.

The picnic area has 3 tables and 3 BBQ grills.

Parking was also easy. There is a larger parking lot that holds 100 cars and there is also an unmarked sand lot.
To the east end of the park, we found a couple of food trucks for bites and drinks.

On a beautiful sunny day, the views can’t be beat!

Full Day Tours

woman peeking through sunroof

Private Tour of Upcontry Maui

For those with limited time to explore Maui, this small-group full-day tour efficiently packs in farmer’s fields, distilleries, a glass-blowing studio, and art gallery.

Visit the Maui Farm Distillery, where you can take a full-day tour and sample some of the wines made from pineapple, grape, and other fruits.

This family-run farm, has baby goats and a surfboard jungle gym. Adults can sample organic vodka, rum, and liqueurs at MauiWine and Hali’imaile Distilling Company.

Check availability for the Hali’imaile Distillery and Local Craft Experience.

This tour offers a comprehensive taste of Maui’s diverse agriculture and artisan crafts.

Visitors can enjoy the seasonal strawberry patches, pumpkin fields, and sunflower fields bursting with color. Or watch artists shape hot molten glass into beautiful works of art at a local gallery.

We love this tour because it is ideal for travelers seeking an efficient way to experience the island’s unique sights and flavors in just one day.

Needless to say, it is a wonderful way to spend the day in the eastern part of the island.

Private Tour of Maui

This is an incredible group tour that take the hassle out of driving. All you have to do is give your pickup point and away you go!

the Valley Isle Tour seems best suited for travelers who want an efficient overview of Maui’s top sights in a single day.

The full-day small group tour is limited to 14 people and hits up major highlights like the Iao Valley State Park, the rugged coastline of the Road to Hana, and more.

Those with limited mobility may find the stops at Iao Valley and Olowalu Reef challenging however.

Check availability for the Private Tour of Maui, the Valley Isle.

The tour includes hotel pickup/drop-off, lunch, and time for swimming and snorkeling. It would appeal to first-time visitors looking for an easy way to see the island as well as return visitors who want to revisit Maui’s most famous spots without planning all the logistics themselves.

Overall, this efficient driving tour appears ideal for travelers seeking an comprehensive overview of Maui’s spectacular scenery and major attractions in the convenience of a guided small group excursion.

Itinerary Summary

Day 1: Hike at Twin Falls | Roadside fruit stand | Drive the Road to Hana

Day 2: Maui Gold Pineapple Farm Tour | Shopping

Day 3: Haleakala National Park (summit of Haleakala and Pu’u’ula’ula Overlook) | Upcountry Maui (Kula Botanical Garden and Surfing Goat Dairy)

Day 4: Baldwin Beach Park

Final Thoughts on the 4-day Maui Itinerary

mom and daughter on beach

The Hawaiian island of Maui is a paradise for nature lovers. If you enjoy active excursions, scenic vistas, and exploring lively towns, I cannot recommend Maui highly enough.

This island offers endless opportunities for adventure, relaxation, and awe-inspiring natural beauty. From sun-soaked beaches to dramatic clifftop lookouts, the landscapes left me in awe.

And despite its small size, the island is packed with fascinating history and culture to discover.
Don’t make my mistake of underestimating Maui. The wealth of activities makes it an unforgettable tropical destination.

I hope this itinerary helps you plan your trip to Maui. Have a wonderful time!

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