15 days in Hawaii Itinerary

15 days in Hawaii Itinerary

Created using Inspirock Hawaii vacation planner

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Route & dates

15 days in Hawaii Itinerary

Start: Chicago
Fly:  13​h 30​min
1
Honolulu, Oahu
— 4 nights
Fly:  1​h
2
Waikoloa, Island of Hawaii
— 2 nights
Drive:  2​h
3
Volcano, Island of Hawaii
— 2 nights
Fly + bus:  1​h
4
Lahaina, Maui
— 5 nights
Fly:  13​h 45​min
End: Chicago

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've added Waikiki Beach Services, Diamond Head State Monument, Oahu Private Tours, and other attractions to your itinerary.

For photos, traveler tips, ratings, and tourist information, you can read our Honolulu planning tool .

Chicago to Honolulu is an approximately 11.5-hour flight. Traveling from Chicago to Honolulu, you'll gain 4 hours due to the time zone difference. Expect somewhat warmer evenings in Honolulu when traveling from Chicago in July, with lows around 75°F. You'll have a few hours on the 17th (Wed) to wrap things up before traveling to Waikoloa.

Things to do in Honolulu

Outdoors Tours Wildlife
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
USS Arizona Memorial ©
USS Arizona Memorial

2
nights
Waikoloa, Island of Hawaii

Waikoloa ©
Waikoloa Village is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Your day-by-day itinerary now includes 49 Black Sand Beach, Umauma Falls Zipline & Rappel Experience and Blue Hawaiian Helicopters - Waikoloa. On the next day, get a bird's-eye view with Blue Hawaiian Helicopters - Waikoloa and then tour the pleasant surroundings at 49 Black Sand Beach.

To see maps, where to stay, reviews, and tourist information, you can read our Waikoloa online visit planner .

Traveling by flight from Honolulu to Waikoloa takes 4.5 hours. Alternatively, you can do a combination of flight and bus. In July in Waikoloa, expect temperatures between 86°F during the day and 76°F at night. Wrap up your sightseeing by early afternoon on the 19th (Fri) to allow enough time to drive to Volcano.

Things to do in Waikoloa

Outdoors Tours Adventure

Side Trip

Umauma Falls Zipline & Rappel Experience
Highlights from your plan

2
nights
Volcano, Island of Hawaii

Volcano
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
To see reviews, ratings, and other tourist information, use the Volcano trip itinerary planning website .

Traveling by car from Waikoloa to Volcano takes 2 hours. Alternatively, you can take a bus. Traveling from Waikoloa in July, plan for little chillier nights in Volcano, with lows around 71°F. Cap off your sightseeing on the 21st (Sun) early enough to travel to Lahaina.

Things to do in Volcano

Outdoors Parks Tours

5
nights
Lahaina, Maui

Lahaina ©
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.
Your day-by-day itinerary now includes Old Lahaina Luau, Maui Mountain Activities, LLC, Hang Gliding Maui, and other attractions you added.

For ratings, photos, and more tourist information, read our Lahaina trip planner .

Traveling by combination of flight and bus from Volcano to Lahaina takes 5 hours. Alternatively, you can fly. In July, daily temperatures in Lahaina can reach 86°F, while at night they dip to 73°F. Wrap up your sightseeing by early afternoon on the 26th (Fri) to allow enough time to travel back home.

Things to do in Lahaina

Outdoors Tours Scenic Drive

Side Trips

Hang Gliding Maui, Hana Highway - Road to Hana, Maui Mountain Activities, LLC
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Old Lahaina Luau ©
Old Lahaina Luau
Hang Gliding Maui ©
Hang Gliding Maui

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