If you think a vacation is just sitting by a pool with a drink that has a tiny umbrella in it, you are… well, you’re mostly right. But in Maui, you also have to drive up volcanoes, dodge rogue waves, and chase chickens out of the road.
We spent six days on the Valley Isle, and between the epic waterfalls and the questionable sunburns, it was paradise. Here’s exactly where we stayed, ate, and explored—and why you should book your ticket immediately.
We dropped our bags at the Wailea Grand Champions - CoralTree Residence Collection. What’s Special: This place hits the sweet spot between "luxury resort" and "I actually want to feel at home." The villas are spacious, surrounded by lush gardens, and dangerously close to the Wailea Blue Golf Course. The Vibe: It felt upscale but quiet. Perfect for recovering after realizing how out of shape you are from hiking.
We kicked things off with a little altitude. And by "little," I mean 10,000 feet.
Haleakalā Observatory: We drove up the dormant volcano. It looks like Mars, if Mars had a gift shop and tourists shivering in shorts. The view above the clouds is spiritual—literally, you feel like you're in the heavens. Pro tip: Bring a jacket. Hawaii is hot; space is cold.
Ho'okipa Beach Park: After descending from space, we watched the pros handle the waves at Ho'okipa. This is the windsurfing capital of the world. We also saw giant sea turtles napping on the sand, looking exactly as productive as I wanted to be.
Twin Falls & Eucalyptus Rainbow Trees: We got our first taste of the jungle here. The Rainbow Trees are real, and they look like Dr. Seuss painted them during a fever dream. The bark peels away to reveal neon greens and maroons. It’s nature showing off, frankly.
We headed West today, fueled by caffeine and ambition.
Kihei Caffe (Lahaina location): You haven't lived until you've had their fried rice for breakfast. It’s a meal the size of a small toddler.
South Maui Gardens: A hidden gem in Kihei. It’s a literal oasis with food trucks. It’s the perfect place to realize you want to buy 50 tropical plants you can’t legally transport home.
Kaanapali & Kapalua Bay Beach: These are the postcard beaches. Golden sand, clear water, and snorkeling that makes you feel like you're inside a screensaver.
Nakalele Blowhole: Nature’s geyser! It shoots water up to 100 feet in the air. Warning: Do not get too close. The ocean is not your friend, and it will slap you off the rocks. We watched from a safe, dry distance.
Hula Dance: Oh and we also saw FREE Hula Dance at the Lahaina Cannery Mall. Check the show's timings if you plan to visit.
This was the big driving day. The Road to Hana is famous for 600 curves and 59 bridges. I think I held my breath for 500 of the curves.
Aunty Sandy’s Banana Bread: Stop the car. Do not pass Go. Do not collect $200 until you get this bread. It is warm, moist, and life-changing. We bought two loaves "for later" and finished them before we got back to the car. We were so busy filling ourselves, we forgot to take any picture of the bread :(
Halfway to Hana: A great pitstop for snacks and to stretch your legs (and unclench your hands from the steering wheel).
Pua'a Ka'a Falls: This was the perfect 'Goldilocks' stop—not too big, not too scary, just right. It’s a wayside park with actual restrooms (a rare luxury on the Road to Hana!) and a waterfall you can easily swim in. We took a dip to wash off the car sickness and pretend we were jungle explorers, though real explorers probably don't have rental car keys tucked into their swim trunks.
Hana Lava Tube: We went underground! This is a massive tunnel formed by flowing lava, which sounds terrifying but is actually just cool, dark, and drippy. It’s self-guided, so you can explore at your own pace without a tour guide yelling facts at you. It felt like exploring a villain's secret lair, minus the lasers. Note: Watch your head, unless you want a souvenir bump.
After surviving 500 hairpin turns, we deserved carbs. This isn't just a fruit stand; it's a culinary oasis in the jungle. We grabbed fresh pizza cooked in a wood-fired oven right there in the rainforest. Eating hot, cheesy pizza while surrounded by banana trees is a mood I want to carry into the rest of my life.
Waiʻānapanapa State Park: If you've ever wanted to see a beach that looks like it's from a goth mood board, this is it. The sand is jet black (volcanic rock), the ocean is deep blue, and the greenery is neon. It’s stunningly beautiful and stark. Just don't expect soft, fluffy sand—it’s more like 'exfoliating pebbles that will stay in your shoes forever.
Pipiwai Trailhead: Located at the very end of the road (past Hana), this hike is the grand finale. It takes you through a massive bamboo forest that sounds like wooden wind chimes when the breeze blows. At the end, you're rewarded with Waimoku Falls, a 400-foot monster of a waterfall. It’s a bit of a trek, but standing in that bamboo cathedral makes you forget your legs are burning.
We decided to punish our legs one last time before relaxing.
Maui Ocean Center: This aquarium is fantastic because it focuses on Hawaiian marine life. The shark tunnel is cool, mostly because the glass is thick and the sharks look well-fed.
Waihee Ridge Trail: If you want views that make you want to cry (from beauty and exhaustion), this is the hike. It’s a steep climb up a ridge line, but you get panoramic ocean views and might even walk through a cloud.
ʻĪao Valley State Monument: The "Needle" is this lush, green rock formation jutting out of the valley. It’s historic, beautiful, and very green. It rains here a lot, which explains why the plants look like they're on steroids.
Makena Beach (Big Beach): We ended the trip at Big Beach. The name is accurate—it is massive. The shore break here is legendary, meaning the waves break right on the sand with the force of a freight train. We watched a few tourists get tumbled (they were fine) while we safely worked on our tans. In distance you can see molokini crater in the picture below.
Maui is the perfect mix of "look at that majestic waterfall" and "where is the next plate of tacos?" We left with camera rolls full of rainbows and waistbands a little tighter than when we arrived.
Would you go back? In a heartbeat. But I might need a week of sleep first.
Below is a map with all the places I mentioned created for Maui and O'ahu