9 days in Hawaii Itinerary

9 days in Hawaii Itinerary

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Route & dates

9 days in Hawaii Itinerary

Start: Pittsburgh
Fly:  13​h 30​min
1
Kailua-Kona, Island of Hawaii
— 1 night
Fly + foot:  3​h 30​min
2
Lahaina, Maui
— 1 night
foot + Fly:  3​h
3
Honolulu, Oahu
— 5 nights
Fly:  13​h 30​min
End: Pittsburgh

1
night
Kailua-Kona, Island of Hawaii

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.
Start off your visit on the 18th (Tue): look for gifts at The Cindy Coats Gallery.

To find more things to do, traveler tips, ratings, and other tourist information, you can read our Kailua-Kona trip itinerary planning website .

Pittsburgh to Kailua-Kona is an approximately 13.5-hour flight. You can also do a combination of train and flight; or do a combination of bus and flight. You'll gain 5 hours traveling from Pittsburgh to Kailua-Kona due to the time zone difference. Plan for much hotter temperatures traveling from Pittsburgh in December, with highs in Kailua-Kona at 82°F and lows at 70°F. Finish your sightseeing early on the 19th (Wed) so you can travel to Lahaina.

Things to do in Kailua-Kona

Outdoors Tours Wildlife
Highlights from your plan
Swim with Dolphins
Dolphin & Whale Watching
The Cindy Coats Gallery ©
The Cindy Coats Gallery

1
night
Lahaina, Maui

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Start off your visit on the 20th (Thu): make a trip to Lahaina Banyan Court, meet the residents at Maui Ocean Center, and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see photos, where to stay, other places to visit, and other tourist information, use the Lahaina trip itinerary maker app .

You can do a combination of flight and bus from Kailua-Kona to Lahaina in 3.5 hours. Another option is to do a combination of bus, taxi, and flight. In December, daytime highs in Lahaina are 78°F, while nighttime lows are 68°F. Wrap up your sightseeing on the 20th (Thu) to allow time to travel to Honolulu.

Things to do in Lahaina

Outdoors Tours Adventure

Side Trips

Dolphin & Whale Watching, Maui Ocean Center
Highlights from your plan
Dolphin & Whale Watching
Lahaina Banyan Court ©
Lahaina Banyan Court
Maui Ocean Center ©
Maui Ocean Center

5
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Get out of town with these interesting Honolulu side-trips: Haleiwa (Sunset Beach Park & Waimea Bay) and Kailua Beach Park (in Kailua). And it doesn't end there: explore the different monuments and memorials at USS Arizona Memorial, discover the deep blue sea with a scuba or snorkeling tour, take in the pleasant sights at Diamond Head State Monument, and look for all kinds of wild species at Hanauma Bay Nature Preserve.

To see reviews, where to stay, maps, and more tourist information, go to the Honolulu sightseeing planning tool .

Do a combination of bus and flight from Lahaina to Honolulu in 3 hours. Alternatively, you can do a combination of ferry, taxi, and flight. In December, daytime highs in Honolulu are 82°F, while nighttime lows are 69°F. Finish your sightseeing early on the 25th (Tue) so you can travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua Beach Park
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

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