12 days in Hawaii Itinerary

12 days in Hawaii Itinerary

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Route & dates

12 days in Hawaii Itinerary

Start: Chicago
Fly:  11​h
1
Kihei, Maui
— 3 nights
Fly:  3​h
2
Hilo, Island of Hawaii
— 2 nights
Fly:  2​h 30​min
3
Honolulu, Oahu
— 6 nights
Fly:  11​h 30​min
End: Chicago

3
nights
Kihei, Maui

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 Haleakala Crater (in Haleakala National Park) and Lahaina (Scuba & Snorkeling & Lahaina Banyan Court). There's still lots to do: take a memorable drive along Hana Highway - Road to Hana, play a few rounds at Makena Golf Courses, examine the collection at Hale Ho'ike'ike at the Bailey House, and observe the fascinating underwater world at Maui Ocean Center.

For reviews, more things to do, ratings, and other tourist information, read our Kihei trip itinerary maker tool .

Chicago to Kihei is an approximately 11-hour flight. You'll gain 4 hours traveling from Chicago to Kihei due to the time zone difference. Expect much warmer temperatures when traveling from Chicago in February; daily highs in Kihei reach 81°F and lows reach 65°F. Wrap up your sightseeing on the 27th (Thu) to allow time to travel to Hilo.

Things to do in Kihei

Outdoors Parks Scenic Drive

Side Trips

Lahaina, Wailuku, Hana Highway - Road to Hana, Haleakala Crater
Highlights from your plan
Scuba & Snorkeling
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater

2
nights
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.
Start off your visit on the 28th (Fri): stroll through Devastation Trail, then trek along Kilauea Iki Trailhead, then admire the natural beauty at Liliuokalani Gardens, and finally take in the dramatic scenery at Akaka Falls State Park. On the 29th (Sat), you'll have a packed day of sightseeing: get a dose of the wild on a nature and wildlife tour, hike along Kipuka Puaulu (Bird Park) Trail, and then see the interesting displays at Jagger Museum.

To find traveler tips, other places to visit, reviews, and more tourist information, read Hilo planner .

Fly from Kihei to Hilo in 3 hours. Alternatively, you can do a combination of flight and bus. Expect a daytime high around 81°F in February, and nighttime lows around 65°F. Wrap up your sightseeing on the 29th (Sat) early enough to travel to Honolulu.

Things to do in Hilo

Outdoors Parks Wildlife

Side Trips

Hawaii Volcanoes National Park, Jagger Museum
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

6
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.
Venture out of the city with trips to Kailua Beach Park (in Kailua), Haleiwa (Sunset Beach Park & Waimea Bay) and Pu’u O Mahuka Heiau State Monument (in Pupukea). There's still lots to do: stroll the grounds of USS Arizona Memorial, go for a walk through Diamond Head State Monument, buy something for everyone on your list at Ala Moana Center, and examine the collection at USS Bowfin Submarine Museum & Park.

For where to stay, traveler tips, maps, and more tourist information, refer to the Honolulu trip itinerary maker site .

You can fly from Hilo to Honolulu in 2.5 hours. In February in Honolulu, expect temperatures between 81°F during the day and 69°F at night. Finish your sightseeing early on the 6th (Fri) to allow enough time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua Beach Park, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

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