13 days in Island of Hawaii & Maui Itinerary

13 days in Island of Hawaii & Maui Itinerary

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Route & dates

13 days in Island of Hawaii & Maui Itinerary

Start: Toronto
Fly:  9 h 30 min
1
Kailua-Kona
— 3 nights
Drive:  1 h 45 min
2
Hilo
— 3 nights
Fly + Taxi:  1 h 30 min
3
Wailea
— 5 nights
Bus + Fly:  14 h 45 min
End: Toronto

3
nights
Kailua-Kona

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.
You've added Kona Brewing Company, Hilo Farmers Market, Huggo's on the Rocks, and other attractions to your itinerary. Eschew the tourist crowds and head to Honaunau Bay and Makalawena/Pu'u Ali'i. We've also included these beaches for you: Waialea Beach and White Sand Beach. There's still lots to do: gear up at Kona Boys.

For other places to visit, reviews, more things to do, and more tourist information, use the Kailua-Kona trip itinerary builder tool.

Toronto, Canada to Kailua-Kona is an approximately 16- hour flight. You can also do a combination of ferry and flight; or do a combination of shuttle and flight. The time zone difference moving from Eastern Standard Time to Hawaii Standard Time is minus 5 hours. Expect somewhat warmer temperatures when traveling from Toronto in September; daily highs in Kailua-Kona reach 36°C and lows reach 28°C. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Honaunau, Waialea Beach, Hilo Farmers Market, Kona Boys
Highlights from your plan
Honaunau Bay ©
Honaunau Bay
Waialea Beach ©
Waialea Beach
Kona Brewing Company ©
Kona Brewing Company

3
nights
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.
Your list of things to see and do now includes Palace Theater, Paradise Helicopters - HILO, Skyline Hawaii - Big Island Zipline Tours, and other attractions.

For traveler tips, photos, and tourist information, read Hilo driving holiday planner.

Getting from Kailua-Kona to Hilo by car takes about 2 hours. Other options: take a bus. Traveling from Kailua-Kona in September, expect a bit cooler with lows of 25°C in Hilo. Cap off your sightseeing on the 17th (Sat) early enough to travel to Wailea.

Things to do in Hilo

Tours Nature Parks

Side Trips

Skyline Hawaii - Big Island Zipline Tours, Kīlauea
Highlights from your plan
Kīlauea ©
Kīlauea
Palace Theater ©
Palace Theater

5
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your list of things to see and do now includes Aloha Kayaks Maui, Wailea Beach, Pipiwai Trail, and other attractions. The adventure continues: tour the pleasant surroundings at Kamaole Beach Park II.

For maps, traveler tips, photos, and tourist information, you can read our Wailea day trip app.

You can do a combination of flight and taxi from Hilo to Wailea in 1.5 hours. Expect a daytime high around 38°C in September, and nighttime lows around 26°C. Wrap up your sightseeing on the 22nd (Thu) early enough to travel back home.

Things to do in Wailea

Outdoors Tours Parks

Side Trips

Kihei, Pipiwai Trail
Highlights from your plan
Wailea Beach Path ©
Wailea Beach Path
Aloha Kayaks Maui ©
Aloha Kayaks Maui
Kamaole Beach Park II ©
Kamaole Beach Park II

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