59 days in Maui & Lanai Itinerary

59 days in Maui & Lanai Itinerary

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Route & dates

59 days in Maui & Lanai Itinerary

Start: Jeddah
Fly + bus:  31​h
1
Wailea
— 12 nights
taxi + bus:  1​h
2
Lahaina
— 15 nights
Drive:  1​h
3
Wailuku
— 2 nights
bus:  30​min
4
Makawao
— 6 nights
Drive:  1​h
5
Haleakala National Park
— 14 nights
Travel:  4​h
6
Lanai City
— 7 nights
Drive + Fly:  33​h
End: Jeddah


Learn more about your trip

12
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your list of things to see and do now includes La Perouse Bay, Molokini Crater, Little Beach, and other attractions. Visit Makena Beach and Kamaole Beach Park II for some beach relaxation. Visiting Kamaole Beach Park III and Wailea Beach will get you outdoors. There's lots more to do: kick back and relax at Kamaole Beach Park I, get up close and personal with brilliant marine life at Maui Ocean Center, visit a coastal fixture at McGregor Point Light, and look for all kinds of wild species at Kealia Pond National Wildlife Refuge.

To find other places to visit, reviews, and tourist information, go to the Wailea trip app .

Jeddah, Saudi Arabia to Wailea is an approximately 31-hour combination of flight and bus. You can also do a combination of flight, ferry, and bus; or do a combination of flight and car. Due to the time zone difference, you'll gain 13 hours traveling from Jeddah to Wailea. Traveling from Jeddah in July, expect Wailea to be little chillier, temps between 37°C and 26°C. You will have some time to spend on the 12th (Mon) before leaving for Lahaina.

Things to do in Wailea

Parks Beaches Outdoors

Side Trips

Kihei, Maui, Maui Ocean Center
Highlights from your plan
Ulua Beach ©
Ulua Beach
Kamaole Beach Park II ©
Kamaole Beach Park II
Little Beach ©
Little Beach

15
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 list of things to see and do now includes Kapalua Ziplines, Ironwood Ranch, Kaanapali Sunset Luau at Black Rock, and other attractions. Get some cultural insight at Lahaina Front Street and Lahaina Galleries. Museum-lovers will appreciate Maui Hands and Maui Hands. The adventure continues: kick back and relax at Ka'anapali Beach, stroll through Kapalua Beach, stroll around D.T. Fleming Park, and hike along Acid War Zone Trail.

To see other places to visit, ratings, photos, and other tourist information, read our Lahaina trip planner .

You can do a combination of taxi and bus from Wailea to Lahaina in an hour. Alternatively, you can drive. Expect a daytime high around 35°C in August, and nighttime lows around 27°C. Cap off your sightseeing on the 27th (Tue) early enough to go by car to Wailuku.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Maui, Kapalua, Ka'anapali, Hawaiian Islands Humpback Whale National Marine Sanctuary
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Kapalua Beach ©
Kapalua Beach
Honolua Bay ©
Honolua Bay

2
nights
Wailuku

Wailuku ©
Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. Iao Valley has been added to your itinerary. On the 28th (Wed), you'll have a packed day of sightseeing: admire the majestic nature at Iao Valley.

Plan my day in Wailuku using traveler tips and tourist information provided by Inspirock.

You can drive from Lahaina to Wailuku in an hour. Alternatively, you can take a bus. Expect a daytime high around 38°C in August, and nighttime lows around 26°C. Wrap up your sightseeing by early afternoon on the 29th (Thu) to allow time for the bus ride to Makawao.

Things to do in Wailuku

Nature Parks Museums

Side Trip

Alexander & Baldwin Sugar Museum
Highlights from your plan
Iao Valley ©
Iao Valley
Alexander & Baldwin Sugar Museum ©
Alexander & Baldwin Sugar Museum

6
nights
Makawao

Makawao ©
Makawao is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Maui Pineapple Tours as well as Ali'i Kula Lavender Farm. Get in touch with nature at Haleakala Crater and Skyline Eco-Adventures Haleakala. Pi'lanihale Heiau and Maui Hands are good opportunities to explore the local culture. Step out of Makawao with an excursion to Sliding Sands Trail in Haleakala National Park--about 36 minutes away. The adventure continues: kick back and relax at Ho'okipa Beach Park, admire the natural beauty at Kula Botanical Garden, identify plant and animal life at Hosmers Grove, and take a peaceful walk through Makawao Forest Reserve.

Ask Inspirock to suggest an itinerary and make planning a trip to Makawao fast, fun, and easy.

Makawao is very close to Wailuku. Expect a daytime high around 38°C in August, and nighttime lows around 26°C. You'll have a few hours on the 4th (Wed) to wrap things up before traveling to Haleakala National Park.

Things to do in Makawao

Parks Outdoors Nature

Side Trips

Kula, Haleakala National Park, Pi'lanihale Heiau, Ho'okipa Beach Park
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Skyline Eco-Adventures Haleakala ©
Skyline Eco-Adventures Haleakala

14
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.
Relax by the water at Red Sand Beach (Kaihalulu Beach) and Koki Beach. Escape the urban bustle at Pipiwai Trail and Hana Highway - Road to Hana. Change things up with these side-trips from Haleakala National Park: Hana (Hana Bay Beach Park, Hana Bay, & more) and Hana Lava Tubes (in Haiku). Next up on the itinerary: look for all kinds of wild species at Pools at Ohe'o, immerse yourself in nature at Pua'a Ka'a State Park, admire the sheer force of Hanawi Falls, and delve into the lush surroundings at Bamboo Forest.

For photos, maps, reviews, and more tourist information, go to the Haleakala National Park online trip itinerary maker .

Explore your travel options from Makawao to Haleakala National Park with the Route module. In September, daytime highs in Haleakala National Park are 38°C, while nighttime lows are 26°C. You will leave for Lanai City on the 18th (Wed).

Things to do in Haleakala National Park

Parks Outdoors Nature

Side Trips

Hana, Maui, Wailua Valley State Wayside Park, Hana Lava Tubes
Highlights from your plan
Pools at Ohe'o ©
Pools at Ohe'o
Red Sand Beach (Kaihalulu Beach)
Red Sand Beach (Kaihalulu Beach)
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana

7
nights
Lanai City

Lanai City ©
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Sweetheart Rock. Get some cultural insight at Kaunolu and Keomuku. Explore hidden gems such as Lopa Beach and Garden of the Gods. Next up on the itinerary: enjoy the sand and surf at Shipwreck Beach, stroll around Dole Park, and tour the pleasant surroundings at Hulopoe Beach.

Discover how to plan a Lanai City trip in just a few steps with Inspirock's itinerary builder.

Use the Route module to find suitable travel options from Haleakala National Park to Lanai City. While traveling from Haleakala National Park, expect a bit cooler days and about the same nights in Lanai City, ranging from highs of 32°C to lows of 23°C. You'll set off for home on the 25th (Wed).

Things to do in Lanai City

Parks Beaches Outdoors

Side Trip

Lanai
Highlights from your plan
Hulopoe Beach ©
Hulopoe Beach
Shipwreck Beach ©
Shipwreck Beach
Kaunolu ©
Kaunolu

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