8 days in Hawaii Itinerary

8 days in Hawaii Itinerary

Created using Inspirock Hawaii tour planner

Plan created by another user. Make it yours
Fly
1
Honolulu, Oahu
— 2 nights
Fly
2
Hilo, Island of Hawaii
— 2 nights
Drive
3
Kailua-Kona, Island of Hawaii
— 1 night
Fly
4
Lahaina, Maui
— 2 nights
Fly

S M T W T F S
13
14
15
16
17
18
19
20
21
22
23
24
25
26

2
nights
Honolulu, Oahu

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.
Honolulu is known for historic sites, wildlife, and beaches. Your plan includes some of its best attractions: explore the galleries of USS Arizona Memorial, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, go for a walk through Diamond Head State Monument, and steep yourself in history at Iolani Palace.

For photos, maps, traveler tips, and tourist information, read our Honolulu itinerary planner.

Chicago to Honolulu is an approximately 12-hour flight. The time zone difference moving from Central Standard Time (CST) to Hawaii-Aleutian Standard Time (HST) is minus 4 hours. Prepare for warmer weather when traveling from Chicago in December: high temperatures in Honolulu hover around 82°F and lows are around 69°F. Wrap up your sightseeing on the 18th (Fri) to allow time to travel to Hilo.

Things to do in Honolulu

Highlights from your trip
©
Scuba / Snorkeling
Scuba & Snorkeling
4.5

2
nights
Hilo, Island of Hawaii

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.
Kick off your visit on the 19th (Sat): get a dose of the wild on a nature and wildlife tour, trek along Kilauea Iki Trailhead, and then examine the collection at Jagger Museum. On the next day, admire the natural beauty at Liliuokalani Gardens, then get a taste of the local shopping with Hilo Farmers Market, then admire the natural beauty at Hawaii Tropical Botanical Garden, and finally take in the dramatic scenery at Akaka Falls State Park.

For more things to do, other places to visit, reviews, and more tourist information, read our Hilo trip website.

Traveling by flight from Honolulu to Hilo takes 3 hours. In December, plan for daily highs up to 80°F, and evening lows to 65°F. Finish your sightseeing early on the 20th (Sun) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks · Wildlife · Outdoors · Tours

Side Trips

Highlights from your trip
Kilauea Iki Trailhead ©
Hiking Trail
Kilauea Iki Trailhead
4.8
Liliuokalani Gardens ©
World heritage site
Liliuokalani Gardens
4.4

1
night
Kailua-Kona, Island of Hawaii

Heart of the Kona Coast

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 21st (Mon): identify plant and animal life at Kona Cloud Forest and then fulfill a lifelong dream with a swim-with-the-dolphins experience.

To see where to stay, photos, traveler tips, and more tourist information, use the Kailua-Kona travel route planner.

Getting from Hilo to Kailua-Kona by car takes about 2 hours. Other options: take a bus. December in Kailua-Kona sees daily highs of 82°F and lows of 70°F at night. Wrap up your sightseeing on the 21st (Mon) early enough to travel to Lahaina.

Things to do in Kailua-Kona

Wildlife · Parks · Outdoors · Tours
Highlights from your trip
Kona Cloud Forest ©
Wildlife Area
Kona Cloud Forest
4.7

2
nights
Lahaina, Maui

Crown Jewel of 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.
Kick off your visit on the 22nd (Tue): test your team's savvy at Maui Escape Rooms, then kick your exploration up a notch at some of the top local zipline courses and adventure parks, then take a memorable tour with Tours, and finally walk around Lahaina Banyan Court.

To find where to stay, reviews, maps, and tourist information, read Lahaina trip itinerary planner.

You can fly from Kailua-Kona to Lahaina in 4.5 hours. In December in Lahaina, expect temperatures between 78°F during the day and 68°F at night. Finish your sightseeing early on the 23rd (Wed) to allow enough time to travel back home.

Things to do in Lahaina

Side Trip

Highlights from your trip
©
Scuba / Snorkeling
Scuba & Snorkeling
4.6
Maui Escape Rooms ©
Room Escape Game
Maui Escape Rooms
4.9

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