11 days in Hawaii Itinerary

11 days in Hawaii Itinerary

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Route & dates

11 days in Hawaii Itinerary

Start: Philadelphia
Fly:  14​h 45​min
1
Hilo, Island of Hawaii
— 1 night
Drive:  2​h
2
Kailua-Kona, Island of Hawaii
— 1 night
Fly + Bus:  2​h 15​min
3
Kihei, Maui
— 3 nights
Fly:  2​h 30​min
4
Honolulu, Oahu
— 4 nights
Fly + Train:  13​h 15​min
End: Philadelphia

1
night
Hilo, Island of Hawaii

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.
To see other places to visit, traveler tips, where to stay, and other tourist information, refer to the Hilo travel planner.

Philadelphia to Hilo is an approximately 15-hour flight. You can also do a combination of train and flight; or do a combination of flight and bus. Traveling from Philadelphia to Hilo, you'll gain 5 hours due to the time zone difference. In June, daily temperatures in Hilo can reach 83°F, while at night they dip to 69°F. Finish your sightseeing early on the 10th (Mon) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks Trails Outdoors

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail

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.
Kick off your visit on the 11th (Tue): get up close to creatures of the deep with a dolphin and whale watching tour and then get interesting insight from Tours.

For reviews, maps, where to stay, and more tourist information, use the Kailua-Kona journey planner.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. In June in Kailua-Kona, expect temperatures between 85°F during the day and 74°F at night. Finish up your sightseeing early on the 11th (Tue) so you can travel to Kihei.

Things to do in Kailua-Kona

Tours Outdoors Wildlife
Highlights from your plan
Swim with Dolphins
Dolphin & Whale Watching

3
nights
Kihei, Maui

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.
Venture out of the city with trips to Zipline (in Ka'anapali), Haleakala Crater (in Haleakala National Park) and Lahaina (Lahaina Banyan Court, Ka'anapali Beach, & more). And it doesn't end there: admire nature's wide array of creatures at Maui Ocean Center, get up close to creatures of the deep with a dolphin and whale watching tour, enjoy the sand and surf at Kalepolepo Beach Park, and stroll through Ho'okipa Beach Park.

To see ratings, photos, more things to do, and more tourist information, refer to the Kihei vacation tool .

Getting from Kailua-Kona to Kihei by combination of flight and taxi takes about 2.5 hours. Other options: do a combination of bus, taxi, and flight; or do a combination of bus, flight, and taxi. In June, plan for daily highs up to 87°F, and evening lows to 71°F. Cap off your sightseeing on the 14th (Fri) early enough to travel to Honolulu.

Things to do in Kihei

Parks Beaches Outdoors

Side Trips

Lahaina, Ho'okipa Beach Park, Maui Ocean Center, Haleakala Crater
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Maui Ocean Center ©
Maui Ocean Center
Ka'anapali Beach ©
Ka'anapali Beach

4
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.
You'll find plenty of places to visit near Honolulu: Kailua Beach Park (in Kailua) and Haleiwa (Waimea Bay & Sunset Beach Park). There's much more to do: tour the pleasant surroundings at Waikiki Beach, admire the sheer force of Manoa Falls, go for a walk through Diamond Head State Monument, and explore the different monuments and memorials at USS Arizona Memorial.

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

You can do a combination of taxi and flight from Kihei to Honolulu in 2.5 hours. Alternatively, you can do a combination of car and flight. June in Honolulu sees daily highs of 86°F and lows of 74°F at night. Finish your sightseeing early on the 18th (Tue) to allow enough time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

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

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