5-Day Relaxation and Exploration Itinerary in Maui

Day 1: Relax and Discover

Kahului, Maui

8:00AM

Breakfast at Sugar Beach Bake Shop

Start your day with a delicious pastry and coffee at this local favorite, known for its fresh-baked goods.
Head southeast on Kaahumanu Ave from the shop to explore more of Kahului.
USD15, 1 hour

9:30AM

Visit the Maui Arts and Cultural Center

Immerse yourself in local culture and art by exploring various exhibits and possibly catching a live performance.
Just a short drive north on Kahului Beach Road.
USD10, 2 hours

12:00PM

Lunch at Humble Market Kitchin

Savor a farm-to-table lunch featuring fusion dishes inspired by Hawaiian flavors.
Drive 10 minutes to the restaurant located at the Hyatt Regency in Kaanapali.
USD30, 1.5 hours

2:00PM

Waikapu Valley

Enjoy a visit to Waiko and the views of the lush valley while learning about the historical significance to Maui.
Continue to drive 15 minutes from lunch to Waikapu Valley.
Free, 1.5 hours

4:00PM

Relax at Kanaha Beach Park

Unwind on the serene beach, go for a swim, or take a stroll along the sandy shoreline.
Drive about 5 minutes to the beach park.
Free, 2 hours

6:30PM

Dinner at Nalu Health Bar & Cafe

End your day with a wholesome meal featuring fresh and healthy bowls and smoothies.
Drive 15 minutes from Kanaha Beach Park.
USD25, 1.5 hours
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Day 2: Cultural Discoveries

Lahaina, Maui

7:30AM

Breakfast at Gazebo Restaurant

Indulge in famous coconut syrup pancakes with an ocean view.
Head out at 7AM for a quick 15-minute drive from Kahului.
USD20, 1 hour

9:00AM

Explore Lahaina Historic District

Stroll through historic streets rich with art galleries, shops, and the iconic Banyan Tree.
Walking around the district; everything is nearby.
Free, 2 hours

11:00AM

Visit the Baldwin Home Museum

Learn about the history of Lahaina and the role it played in Hawaii's past as a whaling town.
Just steps away from the historic district.
USD5, 1 hour

12:30PM

Lunch at Lahaina Fish Co.

Enjoy fresh seafood with a spectacular view of the ocean.
A short walk from the museum.
USD25, 1.5 hours

2:00PM

Relax at Kaanapali Beach

Spend your afternoon lounging on one of Maui's top beaches or try snorkeling.
Drive 10 minutes to Kaanapali Beach.
Free, 3 hours

5:30PM

Dinner at Duke's Beach House

Enjoy a laid-back dinner featuring fresh fish tacos and a lively atmosphere.
Located directly on Kaanapali Beach.
USD35, 1.5 hours
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Day 3: Nature and Scenic Views

Kaanapali, Maui

8:00AM

Breakfast at The Plantation House

Delight in varied breakfast options with stunning ocean views.
Drive just 10 minutes from your accommodation.
USD25, 1 hour

9:30AM

Visit the Iao Valley State Park

Hike through lush greenery while soaking in breathtaking views and the cultural significance of the valley.
A 30-minute drive east from Kaanapali.
USD5, 2 hours

12:00PM

Lunch at The Mill House

Experience farm-to-table dining with local ingredients overlooking the water.
Return 30 minutes to get to The Mill House in Waikapu.
USD40, 1.5 hours

1:30PM

Snorkeling at Molokini Crater

Take a boat tour for an aquatic adventure and stunning marine life.
Book Molokini snorkeling tours, which usually depart from Ma'alaea Harbor.
USD75, 3 hours

5:00PM

Relax at Black Rock Beach

Enjoy a soothing evening by the water and participate in the famous cliff dive at sunset.
A short drive back to Kaanapali.
Free, 2 hours

7:30PM

Dinner at Leilani's on the Beach

Indulge in tasty Hawaiian-style dishes with an oceanfront sunset view.
A 5-minute drive from Black Rock.
USD35, 1.5 hours
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Day 4: Scenic Road to Hana

Hana, Maui

6:30AM

Breakfast at Hana Farms

Start early with a fresh breakfast from the local farm stand to energize your journey.
Drive 30 minutes from your Kaanapali accommodation towards Hana.
USD12, 1 hour

8:00AM

Road to Hana Drive

Take your time enjoying the breathtaking views, waterfalls, and tropical scenery along the famous road.
The route stretches about 52 miles; stop as you go.
Free, 3-4 hours

12:00PM

Lunch at the Hana Picnic Lunch Company

Grab a delicious picnic lunch to enjoy amidst the beautiful scenery.
Located in Hana, just a short drive from the last stop on the Road to Hana.
USD15, 1 hour

1:00PM

Visit Wainapanapa State Park

Explore the black sand beach and stunning coastal views at this beautiful park.
A short 10-minute drive from lunch.
USD10, 2 hours

3:00PM

Explore Hana Town

Wander through the small town and check out the local shops and art galleries.
Drive less than 5 minutes into Hana town proper.
Free, 2 hours

5:30PM

Dinner at The Hana Ranch Restaurant

Enjoy dining with locally sourced ingredients and traditional Hawaiian flavors.
Located conveniently in Hana.
USD28, 1.5 hours
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Day 5: Beach Day and Relaxation

Kihei, Maui

8:00AM

Breakfast at Kihei Cafe

Relish breakfast plates loaded with fresh ingredients to fuel your beach day.
Drive 1 hour from Hana to Kihei.
USD20, 1 hour

9:30AM

Relax at Kamaole Beach Park

Spend the day swimming, sunbathing, and enjoying beach activities at this beautiful spot.
Just a short drive from the cafe.
Free, 4 hours

1:00PM

Lunch at Da Kitchen

Enjoy comfort food with a Hawaiian twist in a casual atmosphere.
Located a quick drive from the beach.
USD18, 1.5 hours

2:30PM

Go for a Sunset Cruise

Wind down your journey with a relaxing sunset cruise along the coastline, enjoying the stunning views.
Book a cruise from Kihei Harbor.
USD70, 2 hours

5:00PM

Dinner at Monkeypod Kitchen

Savor a memorable dinner featuring locally sourced dishes and craft cocktails.
Drive 5 minutes from the harbor.
USD40, 1.5 hours

7:00PM

Final Sunset at Keawakapu Beach

End your day and trip by watching the sunset at one of the most beautiful beaches on Maui.
A short drive south of Monkeypod Kitchen.
Free, 1 hour
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