8 days in Honolulu & Island of Hawaii Itinerary

8 days in Honolulu & Island of Hawaii Itinerary

Created using Inspirock Hawaii trip planner

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Honolulu
— 4 nights
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Hilo
— 3 nights
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Honolulu

— 4 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Change things up with a short trip to Kailua Beach Park in Kailua (about 32 minutes away). Next up on the itinerary: browse the exhibits of USS Arizona Memorial, take in the pleasant sights at Diamond Head State Monument, examine the collection at USS Bowfin Submarine Museum & Park, and browse the different shops at Ala Moana Center.

To see ratings, reviews, other places to visit, and tourist information, read Honolulu day trip site.

Chicago to Honolulu is an approximately 12-hour flight. The time zone changes from Central Standard Time to Hawaii-Aleutian Standard Time, which is usually a -4 hour difference. Prepare for much warmer weather when traveling from Chicago in October: high temperatures in Honolulu hover around 87°F and lows are around 74°F. Wrap up your sightseeing on the 4th (Wed) early enough to travel to Hilo.

Things to do in Honolulu

Outdoors · Parks · Beaches · Historic Sites

Side Trip

Hilo

— 3 nights

America's Wettest City

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.
Start off your visit on the 5th (Thu): admire the natural beauty at Liliuokalani Gardens, then browse the fresh offerings at Hilo Farmers Market, then tour the pleasant surroundings at Kilauea Iki Trailhead, and finally trek along Kipuka Puaulu (Bird Park) Trail. Get ready for a full day of sightseeing on the next day: take in nature's colorful creations at Hawaii Tropical Botanical Garden, immerse yourself in nature at Akaka Falls State Park, and then take a memorable tour with The Umauma Experience.

To see more things to do, other places to visit, maps, and more tourist information, refer to the Hilo trip maker site.

Getting from Honolulu to Hilo by flight takes about 3.5 hours. In November, daytime highs in Hilo are 82°F, while nighttime lows are 68°F. Wrap up your sightseeing on the 7th (Sat) to allow time to travel back home.

Things to do in Hilo

Parks · Outdoors · Trails · Nature

Side Trips

Island of Hawaii travel guide

4.5
Swim with Dolphins · Scuba & Snorkeling · Beaches
The Big Island
Aptly nicknamed the "Big Island," the Island of Hawaii features sunny, black-sand beaches on the western side by Kona and a tropical rain forest on the eastern by Hilo. In between, the massive mountain Maunaloa covers half the island, and Kilauea, one of the world's most active volcanoes, erupts continuously. Twice as large as all the other Hawaiian Islands combined, this big chunk of land in the Pacific manages to retain a laid-back atmosphere despite its immense popularity with tourists. Instead of spending your entire vacation at one of the island's luxurious tourist resorts, go on tours of this Pacific haven's coffee and macadamia nut plantations and working ranches, or explore its nature reserves and rugged trails.