Is this the “only 4 day Maui itinerary you’ll ever need?” Who knows ; ) But if I was taking a friend to Maui to show them the absolute best of the island and we only had four days…this is what I would do.
Mid August through September is when I find the best deals on hotels. Since it’s warm in Hawaii year round, it always feels really nice to visit when it’s winter back home.
I love to start all of my Maui trips with a mai tai and dinner at Monkeypod and the one in Wailea is an old go to spot of mine. It’s located in the Gateway shopping center in Wailea, the Monkeypod is low-key enough to handle casual attire but still feels kind of upscale.
One of Maui’s top “do not miss” experiences is watching the sunrise from the summit of Haleakala. Haleakala (meaning “House of clouds”) is Maui’s dormant volcano.
Start your day off right with breakfast at the Gazebo on Napili Bay. This tiny restaurant is one of the most popular breakfast spots on Maui. It’s hidden away in a small resort (Napili Shores) but it’s very popular.
This will be the biggest day of your trip! You’ll see the most spectacular side of Maui, and spend the day driving a breathtaking road, hiking through bamboo forests, and swimming in waterfall pools.
South Maui is home to an endless string of spectacular beaches with some beautiful drives and cliffside walks plus more luxury than you could possibly imagine.