5-Day Family-Friendly Itinerary for Maui, Hawaii

Day 1: Explore Lahaina

Lahaina, Hawaii

8:00AM

Breakfast at The Gazebo

Start your day with a delightful breakfast overlooking the ocean at The Gazebo, known for its famous macadamia nut pancakes.
From Lahaina town, walk or drive to The Gazebo.
USD25, 1 hour

9:30AM

Visit Lahaina Historic District

Stroll through this historic area, filled with art galleries, shops, and the iconic Banyan Tree.
A short walk from The Gazebo.
Free, 2 hours

12:00PM

Lunch at Paia Fish Market

Savor fresh fish tacos and po' boys at this casual eatery, beloved by locals.
Drive 10 minutes north to Paia.
USD40, 1 hour

1:30PM

Snorkeling at Black Rock

Spend the afternoon snorkeling and swimming in the crystal-clear waters of Ka'anapali's Black Rock.
Head back south to Ka'anapali, about 15 minutes.
USD0 (gear rentals extra), 2 hours

4:00PM

Relax at Ka'anapali Beach

Unwind on the soft sands of one of Maui's most famous beaches, perfect for families.
Stay at Ka'anapali Beach.
Free, 2 hours

6:30PM

Dinner at Duke's Beach House

Enjoy a delicious dinner with ocean views, featuring fresh seafood and Hawaiian cuisine.
Adjacent to Ka'anapali Beach.
USD100, 1.5 hours
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Day 2: Fun at Kaanapali

Kaanapali, Hawaii

8:00AM

Breakfast at Leilani's on the Beach

Indulge in hearty breakfast bowls and pancakes right on the beach.
Located along Kaanapali Beach.
USD30, 1 hour

9:30AM

Whale Watching Tour

Embark on a thrilling adventure to spot majestic humpback whales (seasonal from December to May).
Meet at the harbor, a quick drive or walk away.
USD120 per person, 3 hours

1:00PM

Lunch at The Fish Market

Enjoy a casual lunch with a selection of fresh poke bowls and sandwiches.
Drive to Lahaina for a 15-minute lunch break.
USD45, 1 hour

2:30PM

Maui Ocean Center

Explore this family-friendly aquarium filled with vibrant marine life native to Hawaiian waters.
15-minute drive from Lahaina.
USD100 for a family of four, 2 hours

5:00PM

Evening Luau

Immerse in Hawaiian culture with a traditional luau featuring music, hula, and delicious food.
Many luaus are available at various resorts along Kaanapali Beach.
USD350 for a family of four, 3 hours
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Day 3: Scenic Road to Hana

Hana, Hawaii

7:00AM

Breakfast at The Hana Ranch Restaurant

Start early with a farm-to-table breakfast at this charming spot in Hana. Don't miss their avocado toast!
Drive 2.5 hours to Hana via the scenic Road to Hana.
USD35, 1 hour

8:30AM

Road to Hana Stops

Experience breathtaking views and various stops like Twin Falls and Wai'anapanapa State Park along the way.
Continue on the Road to Hana.
Free (some sites may charge), 3 hours

12:00PM

Lunch at Hana Farms

Recharge with a meal featuring fresh fruits and delicious sandwiches sourced from local ingredients.
Located just outside Hana town.
USD50, 1 hour

1:00PM

Explore Haleakalā National Park

Visit the park and hike the scenic trails amidst unique landscapes, perfect for families.
Drive towards Haleakalā from Hana.
USD30 park entry fee, 3 hours

4:30PM

Scenic Return Drive

Enjoy the panoramic views on the way back; stop for any missed attractions.
Head back towards Kaanapali.
Free, 2.5 hours

7:00PM

Dinner at Aloha Mixed Plate

Unwind with a casual dinner featuring classic Hawaiian BBQ plates that the whole family will love.
Located in Lahaina on your drive back.
USD80, 1.5 hours
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Day 4: Summit of Haleakalā

Haleakalā, Hawaii

3:30AM

Sunrise at Haleakalā National Park

Witness the breathtaking sunrise over the cloud-draped summit of Haleakalā, a mesmerizing experience.
Drive 1.5 hours from Kaanapali to the summit.
Free with park entry fee., 1.5 hours

6:00AM

Breakfast Picnic at the Summit

Pack a picnic breakfast to enjoy while taking in the stunning views at the summit.
Bring your food from Kaanapali or buy at nearby shops.
USD20, 1 hour

8:00AM

Hiking at Haleakalā

Explore family-friendly trails such as the Sliding Sands Trail or Hosmer Grove Trail for stunning views and native flora.
Follow signs in the National Park.
Free with park entry fee., 3 hours

12:00PM

Lunch at Kula Lodge

Savor a relaxing lunch with a breathtaking view of the island at this unique mountain lodge.
About 35 minutes from Haleakalā.
USD60, 1 hour

1:30PM

Visit Ali'i Kula Lavender Farm

Explore the lavender fields and enjoy the beautiful scenery; there is even a small gift shop to take souvenirs home.
5-minute drive from Kula Lodge.
USD20 for a family, 1.5 hours

3:30PM

Return Drive to Kaanapali

Head back to Kaanapali for some relaxation time on the beach.
Drive 1 hour back.
Free, 1 hour

6:30PM

Dinner at Canappy Grill

Enjoy burgers and fresh salads at this family-friendly eatery with a laid-back atmosphere.
Located in Kaanapali near your lodging.
USD70, 1.5 hours
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Day 5: Relax in Kihei

Kihei, Hawaii

8:00AM

Breakfast at Kihei Caffe

Start your last day with a hearty Hawaiian breakfast, famed for their egg dishes and local coffee.
Located in Kihei, about a 40-minute drive from Kaanapali.
USD50, 1 hour

9:30AM

Beach Time at Keawakapu Beach

Spend the morning soaking in the sun at this tranquil and family-friendly beach, ideal for swimming.
A short drive from Kihei Caffe.
Free, 2-3 hours

12:00PM

Lunch at Nalu Health Bar & Cafe

Enjoy a delicious and healthy lunch with options that the kids will love, from smoothies to grain bowls.
Drive just a few minutes to Nalu in Kihei.
USD50, 1 hour

1:30PM

Maui Tropical Plantation

Visit this interactive plantation, where families can learn about local agriculture and possibly take a tram tour.
A 15-minute drive from Kihei.
USD60 for a family ticket, 2 hours

4:00PM

Shopping at Whalers Village

Wrap up your holiday with last-minute shopping and souvenir hunting at this beachfront shopping center.
Return to Kaanapali, around 30 minutes.
Free, 2 hours

6:30PM

Farewell Dinner at Mama's Fish House

Celebrate your family trip with a memorable dining experience at this award-winning oceanfront restaurant.
Drive back to Paia, about 30 minutes from Kaanapali.
USD200, 2 hours
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