9 days in Island of Hawaii & Maui Itinerary

9 days in Island of Hawaii & Maui Itinerary

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Route & dates

9 days in Island of Hawaii & Maui Itinerary

Start: Toronto
Fly:  15​h 30​min
1
Kailua-Kona
— 2 nights
Drive:  1​h 45​min
2
Hilo
— 1 night
Fly:  1​h 15​min
3
Kihei
— 5 nights
Fly:  15​h
End: Toronto


Learn more about your trip

2
nights
Kailua-Kona

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Kick off your visit on the 25th (Sun): see majestic marine mammals with a dolphin and whale watching tour and then fulfill a lifelong dream with a swim-with-the-dolphins experience. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Pu'uhonua O Honaunau National Historical Park and then stroll through Hapuna Beach State Recreation Area.

To see where to stay, maps, more things to do, and other tourist information, refer to the Kailua-Kona sightseeing planner .

Toronto, Canada to Kailua-Kona is an approximately 15.5-hour flight. You can also do a combination of flight and bus; or do a combination of train, car, and flight. The time zone difference moving from Eastern Standard Time (EST) to Hawaii Standard Time (HST) is minus 5 hours. Plan for somewhat warmer temperatures traveling from Toronto in August, with highs in Kailua-Kona at 36°C and lows at 29°C. Wrap up your sightseeing on the 26th (Mon) early enough to drive to Hilo.

Things to do in Kailua-Kona

Outdoors Wildlife Tours

Side Trips

Pu'uhonua O Honaunau National Historical Park, Hapuna Beach State Recreation Area
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©

1
night
Hilo

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Kick off your visit on the 27th (Tue): take in nature's colorful creations at Hawaii Tropical Botanical Garden, take in the dramatic scenery at Akaka Falls State Park, then see the world from above with a helicopter tour, then take in nature's colorful creations at Liliuokalani Gardens, and finally take in the dramatic scenery at Rainbow Falls.

To find reviews, maps, where to stay, and other tourist information, read our Hilo tour itinerary planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in August, plan for slightly colder nights in Hilo, with lows around 25°C. Finish up your sightseeing early on the 27th (Tue) so you can travel to Kihei.

Things to do in Hilo

Parks Tours Wildlife

Side Trip

Hawaii Tropical Botanical Garden
Highlights from your plan
Liliuokalani Gardens ©
Liliuokalani Gardens
Helicopter Tours
Rainbow Falls ©
Rainbow Falls

5
nights
Kihei

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
You'll find plenty of places to visit near Kihei: Haleakala Crater (in Haleakala National Park) and Lahaina (Zipline, Ka'anapali Beach, & more). Next up on the itinerary: explore and take pictures at Hana Highway - Road to Hana, get up close and personal with brilliant marine life at Maui Ocean Center, take an unforgettable tour with a helicopter tour, and immerse yourself in nature at Iao Valley.

Planning Kihei trip won't be overwheling when you use's Insprock itinerary maker.

Traveling by combination of flight and taxi from Hilo to Kihei takes 1.5 hours. Alternatively, you can do a combination of bus and flight. In August in Kihei, expect temperatures between 38°C during the day and 26°C at night. Finish your sightseeing early on the 1st (Sun) so you can travel back home.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Lahaina, Wailuku, Ho'okipa Beach Park, Haleakala Crater, Hana Highway - Road to Hana
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Maui Ocean Center ©
Maui Ocean Center

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