Three-Day Luxury Itinerary in Maui

  • Day 1: Discover the beauty of the Road to Hana
    The Road to Hana is a beautiful scenic drive along the coastline of Maui. There are many stops with waterfalls, beaches, and scenic viewpoints. Be sure to visit the Wai'anapanapa State Park with its black sand beach and stunning views from the cliffs. After a long day of driving, end the day with a delicious dinner at Mama's Fish House, one of the top-rated seafood restaurants on the island.
  • Day 2: Indulge in the finest Maui has to offer
    Spend the day relaxing at one of Maui's luxurious resorts such as the Four Seasons Maui at Wailea or The Ritz-Carlton Kapalua. Enjoy a spa treatment or take a dip in the pool. In the evening, experience fine dining at Merriman's Kapalua with its farm-to-table cuisine and breathtaking ocean views.
  • Day 3: Witness the sunrise from Haleakala
    Start early and drive up to the summit of Haleakala National Park for a stunning sunrise. Afterward, visit upcountry Maui and take a tour of the MauiWine Winery, followed by a lunch at Ulupalakua Ranch Store & Grill where you can taste locally sourced beef and other culinary gems. End the day with a sunset cocktail at The Mill House with its beautiful view of the West Maui Mountains.

Time and Costs Estimates

  • Wai'anapanapa State Park (2-3 hours, free)
  • Mama's Fish House ($$$)
  • Four Seasons Maui at Wailea or The Ritz-Carlton Kapalua ($$$$)
  • Merriman's Kapalua ($$$)
  • Haleakala National Park (2-3 hours, $30 per vehicle)
  • MauiWine Winery (1-2 hours, $12-15 per person)
  • Ulupalakua Ranch Store & Grill ($$)
  • The Mill House ($$-$$$)
  • Total Estimated Costs: $$$-$$$$

Transportation

It is recommended to rent a car for this itinerary. Expect to pay around $50-$100 per day depending on the type of car you choose. The road to Hana requires a bit of skill and focus, so plan for a full day of driving with plenty of stops along the way. When driving to Haleakala National Park, dress warmly, and take your time when driving down as the winding roads can be challenging.

Useful Tips

If you have more time, consider booking a snorkeling tour or visiting Lahaina town. If you have less time, skip the winery tour and stay at one resort for the day, like the Grand Wailea, which has a beautiful pool area and a lazy river. Be sure to pack comfortable shoes for the Road to Hana as there are plenty of opportunities to hike and explore.

Airports

The main airport serving Maui is Kahului Airport (OGG), which is located in the city of Kahului. It is about 30 minutes driving distance from the popular resort areas of Wailea and Kihei, and about an hour from the town of Lahaina. A smaller airport, Kapalua Airport (JHM) is also available for interisland connections and private flights.

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