59 days in Maui Itinerary

59 days in Maui Itinerary

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Route & dates

59 days in Maui Itinerary

Start: Los Angeles
Fly:  8 h 45 min
1
Kahului
— 8 nights
Drive:  45 min
2
Lahaina
— 2 nights
Drive:  45 min
3
Kihei
— 3 nights
Drive:  15 min
4
Wailea
— 15 nights
Drive:  45 min
5
Pukalani
— 7 nights
Drive:  1 h 15 min
6
Kapalua
— 7 nights
Bus:  15 min
7
Ka'anapali
— 5 nights
Drive:  2 h 45 min
8
Hana
— 3 nights
Drive:  2 h
9
Makawao
— 4 nights
Drive:  15 min
10
Haiku
— 2 nights
Fly:  9 h
End: Los Angeles

8
nights
Kahului

Kahului ©
Kahului is a census-designated place (CDP) in Maui County, on the island of Maui, in the U.S. Your day-by-day itinerary now includes Open Eye Tours & Photos as well as Wai'anapanapa State Park. Venture out of the city with trips to Wailea (Wailea Beach, Ulua Beach, & more), Zipline (in Haiku) and Haleakala National Park (Haleakala Crater & Pipiwai Trail). The adventure continues: cruise along Hana Highway - Road to Hana, relax in the rural setting at Surfing Goat Dairy, kick back and relax at Red Sand Beach (Kaihalulu Beach), and stroll through HA Baldwin Beach Park.

For where to stay, more things to do, other places to visit, and more tourist information, use the Kahului visit app .

Los Angeles to Kahului is an approximately 9-hour flight. You can also do a combination of train and flight; or do a combination of flight and bus. Due to the time zone difference, you'll gain 2 hours traveling from Los Angeles to Kahului. Prepare for somewhat warmer weather when traveling from Los Angeles in November: high temperatures in Kahului hover around 84°F and lows are around 68°F. Finish your sightseeing early on the 29th (Fri) to allow enough time to drive to Lahaina.

Things to do in Kahului

Outdoors Parks Beaches

Side Trips

Wailea, Hana, Haleakala National Park, Wailuku, Kula
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Iao Valley ©
Iao Valley

2
nights
Lahaina

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.
Your day-by-day itinerary now includes Ka'anapali Beach. Next up on the itinerary: get interesting insight from Tours, enjoy the sand and surf at Napili Beach, make a trip to Lahaina Banyan Court, and stop by Grins 2 Go Maui.

To find maps, traveler tips, reviews, and other tourist information, read our Lahaina travel planner .

You can drive from Kahului to Lahaina in an hour. Another option is to take a bus. In November in Lahaina, expect temperatures between 81°F during the day and 71°F at night. Finish your sightseeing early on the 2nd (Mon) to allow enough time to drive to Kihei.

Things to do in Lahaina

Outdoors Parks Beaches
Highlights from your plan
Scuba & Snorkeling
Ka'anapali Beach ©
Ka'anapali Beach
Lahaina Banyan Court ©
Lahaina Banyan Court

3
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.
You've now added Aloha Kayaks Maui to your itinerary. On the 3rd (Tue), take a tour by water with Boat Tours & Water Sports, meet the residents at Maui Ocean Center, and then take a memorable tour with Tours. Get ready for a full day of sightseeing on the next day: stop by Tutu's Pantry, find your balance on the water with Aloha Kayaks Maui, then indulge your thirst for a good beer at Maui Brewing Company, and finally relax in the rural setting at Maui Tropical Plantation.

To see other places to visit, more things to do, maps, and other tourist information, go to the Kihei day trip app .

You can drive from Lahaina to Kihei in an hour. Alternatively, you can do a combination of bus and taxi. In December, plan for daily highs up to 82°F, and evening lows to 66°F. Wrap up your sightseeing by early afternoon on the 5th (Thu) to allow enough time to drive to Wailea.

Things to do in Kihei

Outdoors Tours Parks

Side Trip

Wailuku
Highlights from your plan
Scuba & Snorkeling
Maui Ocean Center ©
Maui Ocean Center
Aloha Kayaks Maui ©
Aloha Kayaks Maui

15
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. You've now added Aqualani Beach and Ocean Recreation to your itinerary. Next up on the itinerary: tour the pleasant surroundings at Keawakapu Beach, kick back and relax at Wailea Beach Path, play a few rounds at Wailea Blue Golf Course, and look for all kinds of wild species at Ahihi-Kinau Natural Area Reserve.

To find traveler tips, reviews, other places to visit, and other tourist information, read our Wailea trip builder website .

Wailea is very close to Kihei. In December, plan for daily highs up to 82°F, and evening lows to 66°F. Wrap up your sightseeing on the 12th (Thu) to allow time to drive to Pukalani.

Things to do in Wailea

Outdoors Parks Beaches

Side Trips

Maui, Kula
Highlights from your plan
Keawakapu Beach ©
Keawakapu Beach
Ahihi-Kinau Natural Area Reserve ©
Ahihi-Kinau Natural Area Reserve
Oneloa Beach ©
Oneloa Beach

7
nights
Pukalani

Pukalani ©
Pukalani is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Shoreline Snuba. It doesn't end there: play a few rounds at Pukalani Country Club.

For reviews, traveler tips, other places to visit, and more tourist information, read Pukalani vacation planner.

Drive from Wailea to Pukalani in an hour. In December, plan for daily highs up to 82°F, and evening lows to 66°F. You will leave for Kapalua on the 27th (Fri).

Things to do in Pukalani

Outdoors Tours Golf
Highlights from your plan
Pukalani Country Club ©
Pukalani Country Club

7
nights
Kapalua

Kapalua ©
Kapalua is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes D.T. Fleming Park. There's much more to do: tour the pleasant surroundings at Kapalua Beach, play a few rounds at Kapalua Plantation Course, explore the activities along Honokeana Bay, and identify plant and animal life at Honolua Bay.

For photos, traveler tips, where to stay, and tourist information, refer to the Kapalua trip itinerary planner .

You can drive from Pukalani to Kapalua in 1.5 hours. In December in Kapalua, expect temperatures between 78°F during the day and 68°F at night. On the 3rd (Fri), you'll travel to Ka'anapali.

Things to do in Kapalua

Outdoors Parks Beaches

Side Trip

Maui
Highlights from your plan
D.T. Fleming Park ©
D.T. Fleming Park
Kapalua Beach ©
Kapalua Beach
Kapalua Resort ©
Kapalua Resort

5
nights
Ka'anapali

Ka'anapali ©
Perched at the western tip of Maui, the tourist hub of Ka'anapali offers a range of resorts and activities revolving around the beach.
You've now added The Spa at Black Rock to your itinerary. There's much more to do: fly like a bird with a parasailing or paragliding tour, view the masterpieces at Maui Hands, and experience rural life at Kaanapali Coffee Farms.

You can plan Ka'anapali trip in no time by asking Inspirock to help create your itinerary.

Ka'anapali is just a short distance from Kapalua. In January, daytime highs in Ka'anapali are 78°F, while nighttime lows are 67°F. You'll set off for Hana on the 8th (Wed).

Things to do in Ka'anapali

Outdoors Beaches Shopping

Side Trip

The Spa at Black Rock
Highlights from your plan
The Spa at Black Rock ©
The Spa at Black Rock
Parasailing & Paragliding
Maui Hands ©
Maui Hands

3
nights
Hana

Hana ©
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
You've now added Hamoa Beach to your itinerary. Start off your visit on the 9th (Thu): kick back and relax at Honokalani Black Sand Beach, then admire the natural beauty at Kahanu Garden, and then take a memorable tour with Tours. On the next day, take a peaceful walk through Bamboo Forest, then stroll the grounds of Charles Lindbergh's Grave, then look for all kinds of wild species at Pools at Ohe'o, and finally enjoy the sand and surf at Hamoa Beach.

To see other places to visit, reviews, traveler tips, and other tourist information, go to the Hana online sightseeing planner .

Traveling by car from Ka'anapali to Hana takes 3 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 81°F in January, and nighttime lows around 63°F. On the 11th (Sat), wrap the sightseeing up by early afternoon so you can drive to Makawao.

Things to do in Hana

Parks Outdoors Nature

Side Trips

Maui, Pools at Ohe'o, Charles Lindbergh's Grave
Highlights from your plan
Hamoa Beach ©
Hamoa Beach
Kahanu Garden ©
Kahanu Garden
Pools at Ohe'o ©
Pools at Ohe'o

4
nights
Makawao

Makawao ©
Makawao is a census-designated place (CDP) in Maui County, Hawaii, United States. You've now added Ho'omana Spa Maui to your itinerary. Go for a jaunt from Makawao to Kula to see Wailua Valley State Wayside Park about 34 minutes away. The adventure continues: grab your bike and head to Bike Park Maui, take in nature's colorful creations at The Sacred Garden of Maliko, make a trip to Makai Glass Creations, and identify plant and animal life at Ke'anae Arboretum.

For more things to do, ratings, other places to visit, and other tourist information, read our Makawao trip planner .

Getting from Hana to Makawao by car takes about 2 hours. In January, daily temperatures in Makawao can reach 81°F, while at night they dip to 63°F. On the 15th (Wed), you'll travel to Haiku.

Things to do in Makawao

Parks Museums Nature

Side Trips

Maui, Wailua Valley State Wayside Park
Highlights from your plan
Ke‘anae Point ©
Ke‘anae Point
Makawao Forest Reserve ©
Makawao Forest Reserve
Wailua Valley State Wayside Park ©
Wailua Valley State Wayside Park

2
nights
Haiku

Haiku ©
Haiku is an unincorporated community in Maui County on the island of Maui in the state of Hawaii. Haiku is known for adventure, nature, historic sites, and spas. Your plan includes some of its best attractions: kick your exploration up a notch at some of the top local zipline courses and adventure parks, indulge in some personalized pampering at some of the best spas, don't miss a visit to Maui Dharma Center, and Head underground at Hana Lava Tubes.

To find maps, more things to do, reviews, and tourist information, go to the Haiku trip itinerary maker .

Haiku is just a stone's throw from Makawao. In January, daytime highs in Haiku are 81°F, while nighttime lows are 63°F. Finish your sightseeing early on the 17th (Fri) so you can travel back home.

Things to do in Haiku

Parks Outdoors Beaches

Side Trips

Paia, Twin Falls Maui
Highlights from your plan
Hana Lava Tubes ©
Hana Lava Tubes
Zipline
HA Baldwin Beach Park ©
HA Baldwin Beach Park

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