20 days in Maui Itinerary

20 days in Maui Itinerary

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Route & dates

20 days in Maui Itinerary

Start: New York City
Foot + Fly:  14​h 15​min
1
Kapalua
— 2 nights
Drive:  1​h 15​min
2
Kula
— 1 night
Drive:  1​h 15​min
3
Kipahulu
— 2 nights
Drive:  30​min
4
Haleakala National Park
— 2 nights
Drive:  1​h 30​min
5
Hana
— 3 nights
Drive + Bus:  2​h 15​min
6
Lahaina
— 3 nights
Bus + Taxi:  45​min
7
Wailea
— 2 nights
Bus:  45​min
8
Wailuku
— 3 nights
Fly + Foot:  13​h 45​min
End: New York City

2
nights
Kapalua

Kapalua ©
Kapalua is a census-designated place (CDP) in Maui County, Hawaii, United States. Here are some ideas for day two: identify plant and animal life at Honolua Bay and then play a few rounds at Kapalua Golf Resort.

For other places to visit, reviews, more things to do, and tourist information, refer to the Kapalua tour planner .

New York City to Kapalua is an approximately 14.5-hour flight. The time zone difference when traveling from New York City to Kapalua is minus 5 hours. In August in Kapalua, expect temperatures between 86°F during the day and 74°F at night. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Kula.

Things to do in Kapalua

Outdoors Parks Beaches

Side Trip

Maui
Highlights from your plan
Honolua Bay ©
Honolua Bay
Kapalua Beach ©
Kapalua Beach
Honokeana Bay ©
Honokeana Bay

1
night
Kula

Kula is a district of Maui, Hawaii, that stretches across the "up-country", the western-facing slopes of Haleakalā, from Makawao to Ulupalakua. Your day-by-day itinerary now includes Parasailing & Paragliding. On the 31st (Fri), get a new perspective on things with Boat Tours & Water Sports, then tour the pleasant surroundings at HA Baldwin Beach Park, and then discover the deep blue sea with a scuba or snorkeling tour.

To see other places to visit, ratings, traveler tips, and other tourist information, refer to the Kula itinerary planner.

You can drive from Kapalua to Kula in 1.5 hours. In August, plan for daily highs up to 90°F, and evening lows to 73°F. Finish up your sightseeing early on the 31st (Fri) so you can travel to Kipahulu.

Things to do in Kula

Outdoors Tours Wildlife

Side Trips

HA Baldwin Beach Park, Scuba & Snorkeling, Parasailing & Paragliding
Highlights from your plan
Parasailing & Paragliding
HA Baldwin Beach Park ©
HA Baldwin Beach Park
Scuba & Snorkeling

2
nights
Kipahulu

Kipahulu ©
Hana Highway - Road to Hana has been added to your itinerary. On the 1st (Sat), cruise along Hana Highway - Road to Hana, explore the different monuments and memorials at Wananalua Congregational Church, then stroll through Hana Bay, then identify plant and animal life at Pools at Ohe'o, and finally stroll the grounds of Charles Lindbergh's Grave.

To see traveler tips, other places to visit, ratings, and other tourist information, refer to the Kipahulu online trip itinerary maker .

Getting from Kula to Kipahulu by car takes about 2 hours. In August in Kipahulu, expect temperatures between 90°F during the day and 73°F at night. Wrap up your sightseeing by early afternoon on the 2nd (Sun) to allow time for travel to Haleakala National Park.

Things to do in Kipahulu

Outdoors Scenic Drive Parks

Side Trips

Hana, Maui, Pools at Ohe'o
Highlights from your plan
Pools at Ohe'o ©
Pools at Ohe'o
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Hana Bay ©
Hana Bay

2
nights
Haleakala National Park

Haleakala National Park ©
Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
You've now added Haleakala Crater to your itinerary. Kick off your visit on the 2nd (Sun): explore the striking landscape at Haleakala Crater. Get ready for a full day of sightseeing on the next day: trek along Sliding Sands Trail and then indulge your thirst for a good beer at Maui Brewing Company.

Plan a Haleakala National Park trip in moments using our itinerary builder.

Haleakala National Park is just a stone's throw from Kipahulu. In September, daily temperatures in Haleakala National Park can reach 90°F, while at night they dip to 72°F. Wrap up your sightseeing on the 4th (Tue) early enough to travel back home.

Things to do in Haleakala National Park

Parks Trails Outdoors

Side Trips

Hana, Maui Brewing Company
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Maui Brewing Company ©
Maui Brewing Company
Halfway to Hana ©
Halfway to Hana

3
nights
Hana

Hana
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Your day-by-day itinerary now includes Red Sand Beach (Kaihalulu Beach). On the 5th (Wed), view the masterpieces at Hana Coast Gallery, kick back and relax at Hana Bay Beach Park, and then kick back and relax at Red Sand Beach (Kaihalulu Beach). On your second day here, appreciate the history behind Fagan's Cross and then admire the majestic nature at Wai'anapanapa State Park.

To see ratings, where to stay, traveler tips, and more tourist information, read Hana trip planner.

You can drive from Haleakala National Park to Hana in 1.5 hours. In September in Hana, expect temperatures between 90°F during the day and 72°F at night. Wrap up your sightseeing by early afternoon on the 7th (Fri) to allow enough time to travel back home.

Things to do in Hana

Parks Beaches Outdoors
Highlights from your plan
Wai'anapanapa State Park ©
Wai'anapanapa State Park
Hana Bay Beach Park ©
Hana Bay Beach Park

3
nights
Lahaina

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 Kayaking & Canoeing. Kick off your visit on the 7th (Fri): enjoy the sand and surf at Baby Beach. Get ready for a full day of sightseeing on the 8th (Sat): stroll through Ka'anapali Beach and then tour the pleasant surroundings at Kahekili Beach Park.

To find photos, where to stay, and more tourist information, refer to the Lahaina travel itinerary planner.

Getting from Hana to Lahaina by car takes about 2.5 hours. Other options: do a combination of car and bus; or do a combination of taxi and bus. In September, daytime highs in Lahaina are 86°F, while nighttime lows are 74°F. You'll have a few hours on the 10th (Mon) to wrap things up before traveling home.

Things to do in Lahaina

Outdoors Beaches Parks
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Kahekili Beach Park ©
Kahekili Beach Park
Baby Beach ©
Baby Beach

2
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Dolphin & Whale Watching as well as Kayaking & Canoeing. On the 10th (Mon), see majestic marine mammals with a dolphin and whale watching tour, then take in the architecture and atmosphere at Saint Theresa Roman Catholic Church, and then kick back and relax at Kamaole Beach Park I. On the 11th (Tue), you'll have a packed day of sightseeing: tour the pleasant surroundings at Big Beach, get interesting insight from Tours, and then kick back and relax at Polo Beach.

To find other places to visit, ratings, traveler tips, and other tourist information, refer to the Wailea trip itinerary maker tool .

You can drive from Lahaina to Wailea in an hour. Another option is to do a combination of bus and taxi. In September in Wailea, expect temperatures between 90°F during the day and 72°F at night. On the 12th (Wed), wrap the sightseeing up by early afternoon so you can drive to Wailuku.

Things to do in Wailea

Outdoors Beaches Parks

Side Trips

Kihei, Big Beach
Highlights from your plan
Kamaole Beach Park I ©
Kamaole Beach Park I
Polo Beach ©
Polo Beach
Kayaking & Canoeing

3
nights
Wailuku

Wailuku ©
Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. Pride of Maui has been added to your itinerary. Kick off your visit on the 12th (Wed): look for gifts at Pakaloha Bikinis. Get ready for a full day of sightseeing on the next day: hike along Waihee Ridge Trail, examine the collection at Alexander & Baldwin Sugar Museum, and then take a tour by water with Pride of Maui.

For more things to do and other tourist information, go to the Wailuku holiday app .

Traveling by car from Wailea to Wailuku takes an hour. Alternatively, you can do a combination of taxi and bus. September in Wailuku sees daily highs of 90°F and lows of 72°F at night. On the 15th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Wailuku

Outdoors Parks Tours

Side Trips

Alexander & Baldwin Sugar Museum, Waihee Ridge Trail, Pakaloha Bikinis, Haycraft Park
Highlights from your plan
Waihee Ridge Trail ©
Waihee Ridge Trail
Kaahumanu Church ©
Kaahumanu Church
Alexander & Baldwin Sugar Museum ©
Alexander & Baldwin Sugar Museum

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