5 Days in Maui: Where to Go, What to Eat, and What to See
Maui is more than just a vacation spot—it’s a sensory journey. From golden beaches and towering waterfalls to lush rainforests and volcanic peaks, Maui offers an unforgettable experience to every kind of traveler. If you're planning a 5-day trip, this detailed itinerary covers everything from the best places to visit and what local dishes to try, to how to immerse yourself in Hawaiian culture. Let’s dive into your perfect 5-day Maui adventure!
Day 1: Arrival in Paradise and West Maui Wonders
Morning: Touchdown and Airport Lei Greetings
Aloha! As soon as you arrive at Kahului Airport, kick off your Hawaiian vacation with a traditional Airport Lei Greeting—a fragrant and heartfelt welcome that sets the mood for your entire trip. After picking up your rental car (a must for exploring Maui), head west toward your accommodations in Lahaina or Kaanapali.
Afternoon: Relax in Kaanapali
Ease into your vacation with a slow-paced afternoon on Kaanapali Beach, one of Maui’s most beloved shorelines. Its soft golden sands and calm, turquoise waters make it perfect for lounging or snorkeling.
Evening: Dinner at Duke’s Beach House
End your day with dinner at Duke’s Beach House, a local favorite known for its fresh seafood and laid-back ambiance. Try the macadamia nut-crusted mahi-mahi or kalua pork sliders, paired with a signature mai tai.
Day 2: Road to Hana – The Scenic Adventure of a Lifetime
Early Morning: Hit the Road
Start your day early with a full tank of gas, a camera, and a packed cooler. The Road to Hana is a legendary, winding drive filled with waterfalls, coastal views, and hidden treasures. Download an offline GPS or audio tour guide for the ride.
Stops Along the Way:
Twin Falls – Perfect for a short hike and swim.
Waianapanapa State Park – Home to a striking black sand beach.
Wailua Falls – One of the most photogenic waterfalls on the island.
Hana Farms Roadside Stand – Grab a banana bread and a smoothie.
Lunch: Huli Huli Chicken Stand
Stop at the Huli Huli Chicken Stand near Koki Beach for a smoky, tender Hawaiian-style BBQ lunch served under the open sky.
Evening: Return at Your Leisure
Either book a night in Hana for a relaxed pace or carefully make your way back before dark. The return trip is just as scenic and magical.
Day 3: Upcountry Maui and Haleakalā National Park
Morning: Sunrise at Haleakalā
Reserve your spot in advance and dress warmly—it’s chilly up here. Watching the sunrise from Haleakalā Crater, 10,000 feet above sea level, is a spiritual experience. The sea of clouds and changing colors are well worth the early wake-up call.
Breakfast: Kula Lodge
On your way down, enjoy a hearty breakfast at Kula Lodge. Their country-style eggs, pancakes, and coffee are just what you need after the mountain chill.
Midday: Explore Upcountry Maui
Visit the Ali’i Kula Lavender Farm for lavender scones and stunning views, or stop by the Surfing Goat Dairy for a farm tour and cheese tasting. If you're a wine lover, check out MauiWine in Ulupalakua for a tasting of their pineapple wine.
Dinner: Mama’s Fish House
For a memorable dining experience, reserve a table at Mama’s Fish House in Paia. Located beachfront, this restaurant is iconic for a reason. Dishes are created from fish caught that same morning—try the opakapaka or the coconut-glazed ahi.
Day 4: South Maui – Snorkeling and Sunset Serenity
Morning: Snorkel at Molokini Crater
Book a morning snorkel tour to Molokini Crater, a crescent-shaped islet and marine sanctuary teeming with vibrant coral and tropical fish. Tours often leave from Maalaea Harbor and include gear, breakfast, and snorkeling instruction.
Midday: Relax at Wailea Beach
After your sea adventure, head to Wailea Beach to relax under the sun or stroll the scenic Wailea Beach Path. This upscale area is also home to high-end resorts and luxury boutiques.
Lunch: Monkeypod Kitchen
Stop at Monkeypod Kitchen for a casual, farm-to-table lunch. Their kiawe wood-fired pizzas, fresh fish tacos, and signature lilikoi foam mai tai are a hit with both locals and visitors.
Afternoon: Spa Time or Resort Pool
Consider booking a relaxing massage or spa treatment at one of Wailea’s luxury resorts like the Four Seasons or Grand Wailea. Alternatively, enjoy some downtime by the pool or on the beach.
Evening: Sunset at Makena Cove
Head to Makena Cove (Secret Beach) for one of the most breathtaking sunsets in Maui. It's a hidden gem that offers incredible photo opportunities with fewer crowds.
Day 5: Culture, Shopping, and Saying Aloha
Morning: Visit Iao Valley State Park
Spend your final morning exploring the lush, misty trails of Iao Valley, home to the iconic Iao Needle. This sacred site offers a peaceful hike and a chance to connect with the island’s deep cultural roots.
Midday: Lunch and Shopping in Lahaina
Head back toward Lahaina Town to explore its historic streets, art galleries, and waterfront shops. Stop for lunch at Lahaina Fish Co., where you can enjoy poke bowls or grilled mahi-mahi with a view of the harbor.
Afternoon: Last-Minute Souvenirs
Pick up locally made souvenirs like Hawaiian soaps, ukuleles, or Kona coffee. Don’t forget a tropical shirt or handmade lei to bring a bit of Maui home with you.
Evening: Aloha Dinner and Reflection
Conclude your journey with a final dinner at Leilani’s on the Beach. Toast with a tropical cocktail, indulge in fresh seafood, and reflect on the memories you’ve made.
Bonus Tips for a Flawless Maui Experience
Book an Airport Lei Greeting in Advance
Nothing says “Welcome to Hawaii” like a warm Airport Lei Greeting. It’s a small touch that adds immense joy to your arrival. These greetings can often be arranged through your travel agency or local Maui providers and make for great photo ops.
Travel Essentials
Car Rental: Essential for flexibility and exploration.
Reservations: Book top restaurants and Haleakalā sunrise permits in advance.
Weather Prep: Pack light clothes, sunscreen, a rain jacket, and hiking shoes.
Respect Nature and Culture: Practice Leave No Trace principles and be mindful of local customs.
Final Thoughts
Maui is a destination that awakens the soul. In just five days, you can experience the island’s diverse landscapes, savor unforgettable meals, and immerse yourself in Hawaiian culture. Whether you’re hiking in the mountains, swimming in crystal-clear waters, or enjoying a beachfront dinner, Maui offers a perfect balance of adventure and relaxation.
This 5-day itinerary is just the beginning—many visitors find themselves dreaming of a return trip before they even leave. From the moment you receive your Airport Lei Greeting to your final aloha dinner under the stars, Maui leaves a lasting impression on the heart.