12 days in Maui & Kauai Itinerary

12 days in Maui & Kauai Itinerary

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Route & dates

12 days in Maui & Kauai Itinerary

Start: Chicago
Fly:  11​h
1
Kihei
— 4 nights
taxi + Fly:  1​h 15​min
2
Lihue
— 4 nights
Fly + Drive:  2​h 30​min
3
Hana
— 2 nights
Drive + Fly:  12​h 45​min
End: Chicago


Learn more about your trip

4
nights
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.
Get out of town with these interesting Kihei side-trips: Lahaina (Lahaina Banyan Court, Ka'anapali Beach, & more). There's still lots to do: see some colorful creatures with a scuba or snorkeling tour, immerse yourself in nature at Iao Valley, admire all the interesting features of Maui Tropical Plantation, and examine the collection at Hale Ho'ike'ike at the Bailey House.

To see traveler tips, reviews, photos, and more tourist information, read Kihei trip planner .

Chicago to Kihei is an approximately 11-hour flight. The time zone difference when traveling from Chicago to Kihei is minus 4 hours. Traveling from Chicago in October, expect Kihei to be much hotter, temps between 88°F and 70°F. Finish your sightseeing early on the 26th (Sat) so you can travel to Lihue.

Things to do in Kihei

Outdoors Parks Tours

Side Trips

Lahaina, Wailuku, Helicopter Tours, Surfing Goat Dairy
Highlights from your plan
Scuba & Snorkeling
Ka'anapali Beach ©
Ka'anapali Beach
Lahaina Banyan Court ©
Lahaina Banyan Court

4
nights
Lihue

Lihue or LÄ«hue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Explore the numerous day-trip ideas around Lihue: Na Pali Coast State Park (in Wainiha), Hanalei (Hanalei Beach & Hanalei Valley Lookout) and Waimea Canyon State Park (in Waimea). There's much more to do: take an unforgettable tour with a helicopter tour, paddle through the water with a kayaking and canoeing tour, get up close to creatures of the deep with a dolphin and whale watching tour, and take in the dramatic scenery at Opaekaa Falls.

To find maps, photos, traveler tips, and more tourist information, use the Lihue attractions planner.

Getting from Kihei to Lihue by combination of taxi and flight takes about 1.5 hours. Other options: fly. In October, daily temperatures in Lihue can reach 84°F, while at night they dip to 74°F. Wrap up your sightseeing on the 30th (Wed) to allow time to travel to Hana.

Things to do in Lihue

Parks Outdoors Nature

Side Trips

Hanalei, Poipu, Waimea Canyon State Park, Kayaking & Canoeing, Na Pali Coast State Park
Highlights from your plan
Helicopter Tours
Waimea Canyon State Park ©
Waimea Canyon State Park
Na Pali Coast State Park ©
Na Pali Coast State Park

2
nights
Hana

Hana ©
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
On the 31st (Thu), cruise along Hana Highway - Road to Hana. Keep things going the next day: ride a horse along Pipiwai Trail, don't miss a visit to Kalaloa Point, and then contemplate the geological forces at Haleakala Crater.

To see more things to do, maps, other places to visit, and other tourist information, read Hana trip planner .

Traveling by combination of flight and car from Lihue to Hana takes 2.5 hours. In October, daytime highs in Hana are 88°F, while nighttime lows are 70°F. Finish your sightseeing early on the 1st (Fri) so you can travel back home.

Things to do in Hana

Outdoors Scenic Drive Parks

Side Trips

Haleakala National Park, Hana Highway - Road to Hana
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater

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