11 days in Maui Itinerary
Created using Inspirock Maui vacation planner
Start: Cleveland
Fly
1
Lahaina
— 6 nights
Drive
2
Haleakala National Park
— 4 nights
Fly
End: Cleveland
Wed, Oct 18 - Sat, Oct 28
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Lahaina — 6 nights

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.You'll find plenty of places to visit near Lahaina: Wailuku (Hale Ho'ike'ike at the Bailey House, Maui Tropical Plantation, &more), Wailea (Wailea Beach & Maluaka Beach) and Helicopter Tours (in Kahului). There's much more to do: tour the pleasant surroundings at Ka'anapali Beach, relax and rejuvenate at Ho'omana Spa Maui, whizz through the canopy at some of the top local zipline courses and adventure parks, and get interesting insight from Tours.
For maps, ratings, photos, and tourist information, you can read our Lahaina trip planner.
Cleveland to Lahaina is an approximately 12-hour flight. You'll gain 5 hours traveling from Cleveland to Lahaina due to the time zone difference. Expect somewhat warmer weather when traveling from Cleveland in October: highs in Lahaina hover around 84°F, while lows dip to 73°F. Wrap up your sightseeing on the 24th (Tue) to allow time to travel to Haleakala National Park.
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Haleakala National Park — 4 nights

A Rare and Sacred Landscape
Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.Spend the 25th (Wed) exploring the striking scenery along Hana Highway - Road to Hana. There's lots more to do: get impressive views of Haleakala Crater, take in the dramatic natural features at Ke‘anae Point, stroll through Sliding Sands Trail, and ride a horse along Pipiwai Trail.
For where to stay, ratings, and more tourist information, read our Haleakala National Park trip planner.
Explore your travel options from Lahaina to Haleakala National Park with the Route module. October in Haleakala National Park sees daily highs of 88°F and lows of 70°F at night. Finish up your sightseeing early on the 28th (Sat) so you can catch the flight back home.
Side Trip
Find places to stay Oct 24 — 28:
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Maui travel guide
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.