5-Day Family-Friendly Maui Itinerary for Adults and Toddlers

Day 1: Arrival & Settling In

Kihei, Maui, USA on April 21, 2025

8:00am

Breakfast at Ami Ami Bar & Grill

Enjoy a casual, family-friendly breakfast at Ami Ami Bar & Grill in Kihei, offering local favorites and kid-friendly options, perfect to fuel your first day.
USD15, 1h

10:00am

Check-in and relax at accommodation in Kihei

Settle into your accommodation, unpack, and take some downtime to adjust to Maui's tropical climate and time zone with your toddler.
Varies, 2h

12:30pm

Lunch at Coconuts Fish Cafe

Savor fresh, casual seafood dishes at Coconuts Fish Cafe, known for its family-friendly atmosphere and excellent fish tacos, great for adults and toddlers alike.
USD18, 1h

2:00pm

Visit Kamaole Beach Parks

Spend peaceful afternoon time at the nearby Kamaole Beach Parks I or II with calm waters and playgrounds ideal for toddlers.
Free, 2h

5:30pm

Early dinner at Three’s Bar & Grill

Enjoy a diverse menu with Hawaiian-inspired dishes at Three’s Bar & Grill, offering kid-friendly meals and a relaxed atmosphere perfect for families.
USD25, 1.5h
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Day 2: West Maui Exploration

Lahaina & Kaanapali, Maui, USA on April 22, 2025

7:30am

Breakfast at Down The Hatch

Start with breakfast at Down The Hatch in Lahaina, a laid-back spot offering hearty, fresh meals perfect for adults and toddlers.
USD15, 1h

9:00am

Lahaina Banyan Court Park

Explore the famous Lahaina Banyan Tree Park, where your toddler can run around under the huge tree canopy and you can enjoy historic town shops and galleries.
Free, 1h

10:30am

Maui Ocean Center

Visit the Maui Ocean Center Aquarium (opens 9am-5pm), showcasing Hawaii’s vibrant marine life and interactive exhibits perfect for young children.
USD38, 2h

1:00pm

Lunch at Leoda’s Kitchen and Pie Shop

Enjoy fresh sandwiches, salads, and savory or sweet pies at Leoda’s, a beloved local spot with generous portions perfect for sharing with your toddler.
USD20, 1h

2:30pm

Relax at Kaanapali Beach

Spend the afternoon at Kaanapali Beach with soft sands and calm waters in some parts, ideal for toddlers to play and parents to relax.
Free, 2h

5:30pm

Dinner at Duke’s Beach House

Dine at Duke’s Beach House offering Hawaiian-inspired cuisine and kid-friendly menu options right on Kaanapali Beach, with beautiful sunset views.
USD30, 1.5h
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Day 3: Road to Hana Adventure

Hana, Maui, USA on April 23, 2025

6:00am

Early Breakfast at your accommodation or Packed breakfast

Enjoy a quick breakfast at your lodging or prepare a packed breakfast to maximize the early start for the Road to Hana trip, suitable for your toddler’s schedule.
Varies, 30m

7:00am

Start Road to Hana Drive

Begin the scenic Road to Hana drive, making scheduled stops at family-friendly spots like Twin Falls (opens 7am-4pm) – easy short walks and waterfalls for enjoyment without tiring your child.
Free, Full day with multiple stops

12:00pm

Lunch at Hana Farms Roadside Stand

Enjoy fresh local fruit, snacks, and light meals at this roadside stop, great for a relaxed break with your toddler amidst tropical surroundings.
USD12, 1h

3:00pm

Visit Wai’anapanapa State Park

Explore the black sand beach and lava tube caves (parking fee USD5) at Wai’anapanapa State Park, an engaging and spectacular stop for the whole family. Note: keep a close eye on your toddler near rocky areas.
USD5, 1.5h

5:30pm

Early Dinner in Paia on the way back

Stop in Paia for a casual early dinner at Paia Fish Market, offering fresh seafood and kid-friendly menu items in a family-friendly setting.
USD25, 1h

7:00pm

Return to Kihei accommodation

Drive back to your accommodation in Kihei and rest after an adventurous day exploring Maui’s lush east coast.
Free, 1h
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Day 4: Haleakalā National Park & Upcountry

Haleakalā & Makawao, Maui, USA on April 24, 2025

3:30am

Sunrise at Haleakalā National Park

Experience the breathtaking sunrise at Haleakalā (reservation required), a must-do on Maui, with stunning views. Dress warmly and bring toddler-friendly snacks and entertainment.
USD30 per vehicle, 2h

6:00am

Breakfast at Kula Lodge

After sunrise, enjoy breakfast with panoramic views at Kula Lodge, which offers a tranquil atmosphere perfect for toddlers and adults.
USD20, 1h

8:00am

Visit the Surfing Goat Dairy

Visit this family-friendly farm where toddlers can see and interact with goats; enjoy samples of fresh goat cheese.
USD12, 1h

10:00am

Explore Makawao town

Stroll through quaint Makawao town with art galleries and craft shops, offering a calm and informal outing for the family.
Free, 1h

12:00pm

Lunch at Grandma’s Coffee House

Enjoy a wholesome, farm-to-table lunch in a cozy setting suitable for families in Makawao.
USD18, 1h

2:00pm

Return to Kihei, relax at the beach

Spend late afternoon unwinding at a nearby beach like Kalama Beach Park with playgrounds and safe shallow water for toddlers.
Free, 2h

5:30pm

Dinner at Monkeypod Kitchen

Dine at Monkeypod Kitchen in Wailea, famous for locally sourced ingredients, great adult cocktails, and kid-friendly options in a lively atmosphere.
USD30, 1.5h
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Day 5: Relax & Beach Day

Wailea, Maui, USA on April 25, 2025

8:00am

Breakfast at Kihei Caffe

Kick off your last day with a delicious breakfast at Kihei Caffe, known for large portions and variety suitable for all ages.
USD15, 1h

9:30am

Relax at Wailea Beach

Spend a leisurely morning at Wailea Beach, famous for calm waters and soft sand, perfect for toddlers to play safely while adults relax or snorkel.
Free, 3h

12:30pm

Lunch at The Market by Capische?

Enjoy fresh salads, sandwiches, and tropical smoothies at this casual Wailea spot, offering quick and healthy options for families.
USD20, 1h

2:00pm

Leisurely stroll and shopping at Wailea Shops

Browse unique Hawaiian boutiques and souvenir shops at The Shops at Wailea, providing shade and comfortable walkways for toddlers.
Free, 1.5h

4:00pm

Afternoon snack & ice cream at Lappert’s Hawaii

Cool down with Hawaiian-inspired ice cream treats at Lappert’s in Wailea, a delightful way to conclude your Maui trip.
USD8, 30m

6:00pm

Farewell dinner at Gannon’s

Enjoy a scenic farewell dinner at Gannon’s in Wailea, featuring stunning sunset views and an upscale yet family-friendly menu.
USD40, 2h
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