Ultimate Family Adventure Itinerary in Honolulu and Maui, Hawaii

Day 1: Arrival Day

Honolulu, Hawaii on December 20, 2024

3:00PM

Check into Hotel

Arrive and check into the Hilton Hawaiian Village Waikiki Beach Resort, a family-friendly hotel with direct beach access and many amenities.
From HNL, take a short taxi ride to the hotel.
USD300, 1 hour

5:00PM

Waikiki Beach

Take a leisurely stroll along Waikiki Beach as the sun sets over the Pacific, enjoying the lively atmosphere.
Walk from the hotel to the beach.
Free, 1 hour

7:00PM

Dinner at Duke's Waikiki

Savor local Hawaiian cuisine at Duke's Waikiki, known for its laid-back vibe and delicious seafood.
A quick 5-minute walk from the beach.
USD120, 1.5 hours
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Day 2: Explore Oahu

Honolulu, Hawaii on December 21, 2024

8:00AM

Breakfast at Eggs 'n Things

Start your day with a hearty breakfast featuring pancakes and omelets at this beloved local spot.
Located about 10 minutes from the hotel by car.
USD70, 1 hour

9:30AM

Snorkeling at Hanauma Bay

Spend the morning snorkeling in the clear waters of Hanauma Bay, which is home to vibrant coral reefs and a variety of fish.
Drive to Hanauma Bay (approximately 30 minutes from the restaurant).
USD25 (entrance fee), 3 hours

1:00PM

Lunch at Rainbow Drive-In

Grab a quick lunch at the famous Rainbow Drive-In, known for its plate lunches with local flavors.
Drive back towards Honolulu to the restaurant.
USD50, 1 hour

2:30PM

Visit Pearl Harbor

Explore the historic site of Pearl Harbor with a visit to the USS Arizona Memorial.
Drive to Pearl Harbor (approximately 20 minutes from lunch).
USD0 (entrance fee but ticket reservations recommended), 2 hours

5:00PM

Return to Hotel and Relax

Head back to the hotel to relax by the pool or beach, soaking up the beautiful Hawaiian atmosphere.
Drive back to hotel (approximately 30 minutes).
Free, 1.5 hours

7:00PM

Dinner at Hula Grill

Experience delicious Hawaiian cuisine with views of the ocean at Hula Grill in Waikiki.
A short walk from the hotel.
USD140, 1.5 hours
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Day 3: Maui Adventure

Maui, Hawaii on December 22, 2024

9:00AM

Fly to Maui

Catch a morning flight to Maui for two days of adventure on the island.
Take a short flight (30 minutes) from HNL to OGG.
USD200 (round-trip for family), 3 hours (including airport time)

12:00PM

Brunch at Mama's Fish House

Arrive at Maui and indulge in one of the best brunch spots on the island, famous for fresh seafood.
Drive from OGG (approximately 20 minutes).
USD180, 1.5 hours

2:00PM

Road to Hana

Embark on the famous Road to Hana adventure, filled with lush landscapes and waterfalls.
Begin the drive from restaurant (2 hour drive).
Free (gas expenses), 4 hours

6:00PM

Dinner at Huli Huli Chicken

Enjoy delicious Huli Huli chicken from a roadside stand on the Road to Hana.
Pick up dinner along the Hana Highway.
USD50, 1 hour

7:30PM

Check into Hotel

Check into the Westin Maui Resort & Spa for a relaxing evening after your adventurous day.
Complete the drive to the hotel (approximately 30 minutes).
USD350, 30 minutes
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Day 4: Maui Exploration

Maui, Hawaii on December 23, 2024

8:00AM

Breakfast at the Hotel

Enjoy a family-style breakfast buffet at your hotel to fuel up for another adventurous day.
On-site at the Westin.
USD120 (included in hotel stay), 1 hour

9:30AM

Kayaking with Sea Turtles

Experience an unforgettable morning kayaking along the picturesque coastline, keeping an eye out for sea turtles.
Meet at the designated beach area, just a few minutes from the hotel.
USD200 (family rental), 3 hours

1:00PM

Lunch at Leilani's on the Beach

Refuel with a delightful lunch, featuring local and fresh Hawaiian fare.
Walk along the beach to the restaurant.
USD100, 1 hour

2:30PM

Maui Ocean Center

Visit the Maui Ocean Center to learn about Hawaii's marine life and ecosystem, perfect for kids and adults alike.
Drive to the center (15-minute drive).
USD80 (family admission), 2 hours

5:00PM

Return to Hotel and Beach Time

Head back to the hotel and make the most of the beach with some fun in the sun.
Drive back (15 minutes).
Free, 2 hours

7:30PM

Dinner at Fleetwoods on Front St.

Enjoy dining overlooking the ocean, featuring live music and delicious American cuisine.
Drive to Lahaina (20 minutes from hotel).
USD160, 2 hours
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Day 5: Back to Honolulu

Honolulu, Hawaii on December 24, 2024

9:00AM

Breakfast at the Hotel

Gather for breakfast at the hotel to prepare for your return to Oahu.
On-site at the hotel.
USD120 (included in stay), 1 hour

10:30AM

Fly Back to Honolulu

Take a short flight back to Oahu for more exploration and relaxation.
Arrive at OGG, check in for your flight (30-minute flight).
USD200 (round-trip for family), 3 hours (including airport time)

2:00PM

Lunch at Leonard's Bakery

Indulge in sweet malasadas at this famous bakery.
Drive from HNL (20 minutes).
USD20, 1 hour

3:30PM

Visit Diamond Head State Park

Hike to the summit of Diamond Head for panoramic views of Honolulu and the surrounding coastline.
Drive to the park (20 minutes).
USD10 (parking fee), 2 hours

6:00PM

Dinner at Roy's Waikiki

Dine at Roy's, offering a fusion of Hawaiian and Asian cuisine in a family-friendly environment.
Drive back towards Waikiki (approximately 20 minutes).
USD150, 2 hours
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