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Perfect 3-day Maui Itinerary – Haleakala, Hana, Lahaina & More

Perfect 3-day Maui Itinerary

Maui has magic. It’s in part Haleakala and Hana. It’s also Old Lahaina and new Wailea. It’s partly the surf, sand and sun. Maui has them all and they all contribute to the magic. From the shoreline of Honolua Bay to the heights of Mount Haleakala, the Valley Isle offers surprises around every corner. Here’s a three-day outline that will help you plan your way around the island, highlighting some of its most popular attractions.


Day One Itinerary

Historic Lahaina is one of Hawaii’s favorite places to stroll around, with more than 30 preserved sites that take visitors back to the days of Hawaiian royalty, New England missionaries and lusty whalers. In 1962, the Lahaina Restoration Foundation was chartered as a nonprofit organization dedicated to restoring and preserving the historic legacies of Lahaina, the first capital of the Kingdom of Hawaii. Among the major historic structures in Lahaina are the Baldwin Home Museum, Hale Pa‘i, the Old Lahaina Prison and the Wo Hing Museum.

Take a leisurely stroll down Lahaina’s main street, scenic Front Street, combining a look at the past with some of the island’s best shopping and dining opportunities. Restaurant offerings range from hearty burgers to high-end Pacific Rim cuisine, and many have incredibly beautiful seaside views of surfers, sail boats, neighboring islands and an occasional spouting whale from November through May.

Rent a surfboard, take a surf lesson, stretch out on the beach, drink a sunset mai tai and experience some of Hawaii’s unique cuisine, including delicious fresh fish right out of the waters that surround you.



Day Two

It is said there are 617 hairpin turns and 56 one-lane bridges on the long, winding road to Hana, considered one of the last “real” Hawaiian places in the Islands. Whatever the statistics, the scenic—and slow—drive on the road to Hana is an adventure for the entire family. The jaw-dropping sights include swimming ponds surrounded by a jungle of rain forest, majestic waterfalls and coastal cliffs that drop off to isolated communities like the one at Keanae Peninsula. Pack a picnic lunch and lots of beverages, lean back and take in the scenery at a pace you haven’t experienced in years.

When you reach Hana, don’t expect much fanfare. After all, it’s the journey, not the destination, that counts. Hana is laid back, a mellow place with a general store that provides sundries, a gas station that’s not always open and a luxurious hotel where the rich and famous come to escape life in the fast lane. You might be able to enjoy watching a local softball game or see canoe clubs practicing for a race in Hana Bay, but there is no late-night dance club, no raucous outdoor bars with faux waterfall pools and no malls for shopping addicts. That’s what makes it special.


Day Three

Sunrise atop Haleakala epitomizes Maui’s magic. A journey to the “House of the Sun,” however, takes some prior planning to experience the sunrise: Advance reservations are now required for this popular destination. To enter the Summit District between 3 and 7 a.m., you will need a reservation receipt and photo identification. Make your reservations at http://bit.ly/2h8kcbS

Once those details are taken care of, you can plan your ascent to one of the most memorable places on Earth. No matter what time of year, pack a thermos with hot coffee or cocoa, dress as warm as possible and bring along blankets to wrap yourself in. It is somewhat “bracing” to say the least, when you leave the comfort of your heated car and step out into the dark at more than 10,000 feet above sea level. But the otherworldly sunrise is worth the effort.

Enrich your visit by participating in some of Maui’s monthly Events and Special Deals.


Photos by Shutterstock; Brett Uprichard




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