12 days in Maui, Kailua-Kona & Hilo Itinerary

12 days in Maui, Kailua-Kona & Hilo Itinerary

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Route & dates

12 days in Maui, Kailua-Kona & Hilo Itinerary

Start: Pittsburgh
Fly:  13​h 30​min
1
Ka'anapali
— 6 nights
taxi + Fly:  1​h
2
Kailua-Kona
— 2 nights
car:  2​h
3
Hilo
— 2 nights
Fly:  16​h
End: Pittsburgh

6
nights
Ka'anapali

Ka'anapali ©
Perched at the western tip of Maui, the tourist hub of Ka'anapali offers a range of resorts and activities revolving around the beach.
Your day-by-day itinerary now includes Hana Highway - Road to Hana, Haleakala Crater, Pacific Whale Foundation, and other attractions you added.

To find photos, ratings, traveler tips, and more tourist information, read our Ka'anapali trip itinerary maker .

Pittsburgh to Ka'anapali is an approximately 15-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from Pittsburgh to Ka'anapali. Expect somewhat warmer temperatures when traveling from Pittsburgh in August; daily highs in Ka'anapali reach 86°F and lows reach 74°F. You will have some time to spend on the 4th (Wed) before leaving for Kailua-Kona.

Things to do in Ka'anapali

Outdoors Scenic Drive Tours

Side Trips

Lahaina, 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
Old Lahaina Luau ©
Old Lahaina Luau

2
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.
Kona Brewing Company has been added to your itinerary. Start off your visit on the 4th (Wed): sample the tasty concoctions at Kona Brewing Company.

To find reviews, more things to do, ratings, and more tourist information, read our Kailua-Kona route builder .

Getting from Ka'anapali to Kailua-Kona by combination of taxi and flight takes about 3 hours. Other options: fly; or do a combination of flight and bus. Expect a daytime high around 87°F in September, and nighttime lows around 76°F. Cap off your sightseeing on the 6th (Fri) early enough to go by car to Hilo.

Things to do in Kailua-Kona

Breweries & Distilleries
Highlights from your plan
Kona Brewing Company ©
Kona Brewing Company

2
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.
For maps, reviews, traveler tips, and other tourist information, use the Hilo trip itinerary website .

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in September, Hilo is little chillier at night with lows of 71°F. Cap off your sightseeing on the 8th (Sun) early enough to travel back home.

Things to do in Hilo

Outdoors Tours Parks

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