39 days in Maui Itinerary

39 days in Maui Itinerary

Created using Inspirock Maui vacation planner

Make it your trip
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Lahaina
— 21 nights
Fly
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Hana
— 17 nights
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Lahaina

— 21 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.
Get out of town with these interesting Lahaina side-trips: Kihei (A Promise Made in Paradise, Saint Theresa Roman Catholic Church, &more), Makawao (Makai Glass Maui, Maui Pineapple Tours, &more) and Wailea (Wailea Beach, Makena Beach, &more). There's still lots to do: kick back and relax at Ka'anapali Beach, walk around Lahaina Banyan Court, tour the pleasant surroundings at Napili Beach, and discover the deep blue sea with a scuba or snorkeling tour.

To see ratings, traveler tips, other places to visit, and tourist information, read Lahaina online tour builder.

San Antonio to Lahaina is an approximately 14-hour flight. You'll gain 4 hours traveling from San Antonio to Lahaina due to the time zone difference. Traveling from San Antonio in October, you can expect nighttime temperatures to be a bit warmer in Lahaina, with lows of 73°F. Finish your sightseeing early on the 18th (Wed) so you can fly to Hana.

Things to do in Lahaina

Outdoors · Parks · Beaches · Tours

Side Trips

Hana

— 17 nights
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Change things up with these side-trips from Hana: Kula (Wailua Valley State Wayside Park & Hosmer's Grove), Haleakala National Park (Haleakala Crater, Haleakala Sunrise Tours, &more) and Huialoha Church (in Kaupo). Spend the 19th (Thu) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: enjoy the sand and surf at Wai'anapanapa State Park, take an in-depth tour of Hana Cultural Center, tour the pleasant surroundings at Red Sand Beach - Kaihalulu Beach, and ride a horse along Pipiwai Trail.

To see traveler tips, reviews, maps, and other tourist information, you can read our Hana road trip site.

You can fly from Lahaina to Hana in 2 hours. Other options are to drive; or do a combination of bus and car. Expect a daytime high around 84°F in November, and nighttime lows around 68°F. Wrap up your sightseeing on the 5th (Sat) early enough to fly back home.

Things to do in Hana

Parks · Outdoors · Nature · Beaches

Side Trips

Maui travel guide

4.5
Scuba & Snorkeling · Beaches · Zipline
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.