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8-DAY ITINERARY · USA

8 days in Hawaii: Maui & Oahu

📅 8 days · 7 nights💵 ≈ US$2,347 per person with flights✈️ Priced for April 2027💑 Couples🗓 Best: Apr–Jun, Sep–Nov
💵 About US$2,347 per person with flights from Toronto (US$4,693 for 2 adults)

Priced for travel in April 2027. Prices change with dates: peak holidays cost more, quieter months less. Pick your own dates with “Customise this trip” and the planner shows prices for them.

Experience the stunning beauty and rich culture of Hawaii on this unforgettable 8-day trip, exploring both Oahu and Maui. From the vibrant beaches of Waikiki to the breathtaking landscapes of the Road to Hana, this trip offers a perfect blend of relaxation and adventure.

DAY 1Fly to Maui and Oahu, Hawaii
16:15🚆

Travel to the airport in Toronto

Taxi, ride-share or transit · arrive 3 hours before the flight · cost depends on where you live

20:00✈️

Flight from Toronto to Honolulu

Overnight flight · lands the next day at 23:50

See flights ↗
≈ US$565 pp
DAY 2Arrive in Maui and Oahu, Hawaii≈ US$385 pp
23:55🚆

Taxi to hotel

About 30 min from the airport

Book ↗
US$14 pp
23:55🛏

Check-in at Aqua Oasis Hotel (3 nights)

3 nights in Honolulu · ~US$247 per night · Check in and settle · Waikiki

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US$371 pp
DAY 3North Shore Adventure≈ US$60 pp
08:00🍽

Breakfast at Aqua Oasis Hotel

At your hotel, or a café nearby

09:15📍

Diamond Head State Monument

Hike for stunning views of Honolulu and the Pacific.

Book ↗
US$7 pp
12:30🍽

Lunch at Giovanni's Shrimp Truck

Famous for garlic shrimp plates.

US$18 pp
14:00📍

Waimea Bay

Relax at one of the most beautiful beaches on Oahu.

Free
17:00⭐

Shark's Cove

Great for snorkeling and exploring tide pools.

Free
18:30🍽

Dinner at Haleiwa Joe's

Enjoy local seafood with a view of the bay.

US$35 pp
20:30⭐

Sunset at Sunset Beach

Watch the sunset at a famous surf spot.

Free
DAY 4Day trip to Waikiki Beach≈ US$49 pp
08:00🍽

Breakfast at Aqua Oasis Hotel

At your hotel, or a café nearby

09:15📍

Waikiki Beach

Famous beach known for its surf and vibrant atmosphere.

Free
12:30🍽

Lunch at Duke's Waikiki

Casual beachside dining with local cuisine.

US$21 pp
14:00📍

International Market Place

Open-air shopping center with local shops and restaurants.

Free
16:00📍

Kapi'olani Park

A large park with stunning views of Diamond Head.

Free
18:30🍽

Dinner at Hula Grill Waikiki

Fresh seafood and Hawaiian dishes with ocean views.

US$28 pp
20:00⭐

Waikiki Sunset

Enjoy the beautiful sunset views from the beach.

Free
DAY 5Fly to Maui≈ US$480 pp
07:15🍽

Breakfast at Aqua Oasis Hotel

At your hotel, or a café nearby

07:55⭐

Check-out from Aqua Oasis Hotel

Check out

Free
08:10🚆

Taxi to Honolulu Airport

About 20 min

Book ↗
US$11 pp
10:00✈️

Hawaiian Airlines

About 0.7 hours

See flights ↗
≈ US$71 pp
10:55🚆

Taxi to hotel

About 10 min

Book ↗
US$7 pp
11:05🛏

Check-in at Maui Beach Hotel (3 nights)

3 nights in Kahului · ~US$198 per night · Arriving before check-in time: leave your bags and explore · Kahului

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US$296 pp
11:50⭐

Molokini Crater Snorkeling Tour

Explore vibrant marine life in a stunning crater.

Book ↗
US$78 pp
14:30🍽

Lunch at Mama's Fish House

Enjoy fresh seafood with ocean views.

US$35 pp
15:45⭐

Rest after travelling

Free time to rest at the hotel or wander nearby

Free
18:30🍽

Dinner at The Mill House

Farm-to-table dining with a stunning backdrop.

US$53 pp
DAY 6Road to Hana≈ US$85 pp
08:00🍽

Breakfast at Maui Beach Hotel

At your hotel, or a café nearby

08:45🚆

Rental car for 3 days

For getting around today

Book ↗
US$25 pp
12:30🍽

Lunch near your sightseeing in Kahului

Pick a local spot along the way

US$21 pp
14:00📍

Haleakalā National Park

One of the most famous sights here · allow about 2 hours

Free
19:15🍽

Dinner in Kahului

Ask your hotel for a favourite nearby

US$39 pp
DAY 7Day trip to Road to Hana≈ US$81 pp
08:00🍽

Breakfast at Maui Beach Hotel

At your hotel, or a café nearby

09:15⭐

Start Road to Hana Drive

Enjoy scenic views along the famous road.

Free
11:00📍

Wai'anapanapa State Park

Visit the stunning black sand beach.

Book ↗
US$7 pp
12:30🍽

Lunch at Hana Ranch Restaurant

Enjoy local cuisine with ocean views.

US$25 pp
14:00📍

Hana Lava Tube

Explore the fascinating underground tunnels.

Book ↗
US$11 pp
16:00📍

Ohe'o Gulch (Seven Sacred Pools)

Hike and enjoy the beautiful waterfalls.

Book ↗
US$11 pp
18:30🍽

Dinner at The Fish Market

Savor fresh seafood in a casual setting.

US$28 pp
DAY 8Back home≈ US$7 pp
08:00🍽

Breakfast at Maui Beach Hotel

At your hotel, or a café nearby

10:35⭐

Check-out from Maui Beach Hotel

Check out

Free
10:50🚆

Taxi to Kahului Airport

Arrive 3 hours before the flight

Book ↗
US$7 pp
14:00✈️

Flight from Kahului to Toronto

Flight home

See flights ↗
≈ US$565 pp
🚆

Travel home from the airport

Taxi, ride-share or transit · cost depends on where you live

Prices are estimates per person, checked November 2026, for 2 travellers sharing, shown in US$. Times are a guide: check opening hours before you go. Booking links go to our travel partners; we may earn a small commission at no extra cost to you. Planned with the Nanajee AI trip planner and reviewed by Nanajee Travels.

Questions about this trip

How much does a 8-day trip to Maui and Oahu, Hawaii cost?

About US$2,347 per person (US$4,693 for 2 adults) for this 8-day plan travelling in April 2027, including return flights from Toronto (about US$1,200) and 7 nights in a mid-range hotel, sharing a room. Without flights it is about US$1,147 per person. These are estimates checked in November 2026; prices change with dates, and peak holidays cost more.

What is the best time to visit Maui and Oahu, Hawaii?

April–June and September–November for good weather and lower prices than winter and summer holidays.

How many days do you need in Maui and Oahu, Hawaii?

8 days (including travel days) covers the highlights: North Shore Adventure; Day trip to Waikiki Beach; Road to Hana; Day trip to Road to Hana. For a slower pace or more day trips, add a day or two with “Customise this trip”.

Can I change this itinerary?

Yes. Press “Customise this trip” and the free Nanajee planner opens with this trip filled in. Change the length, dates, budget, who is coming or your home city, and you get a new day-by-day plan with costs in about a minute.

How do you get around Maui and Oahu, Hawaii?

This plan uses taxi, rental car and domestic flight to get between places; local transport costs about US$64 per person for the whole trip. Each journey is shown on the day it happens, with its time and cost.

Where should you stay in Maui and Oahu, Hawaii?

This plan uses Aqua Oasis Hotel (Aqua Oasis Hotel, Honolulu), then Maui Beach Hotel (Maui Beach Hotel, Kahului) (or similar), 6 nights in total, chosen to be close to the places you visit. Hotels cost about US$667 per person for the trip, sharing a room. You can pick a different hotel or area with “Customise this trip”.

Can I do this trip with kids?

Yes, with a few changes. This plan is written for 2 adults. Press “Customise this trip”, choose “We have kids” and add their ages: the planner adjusts the pace, the stops and the costs for your family.