59 days in Maui & Lanai Itinerary

59 days in Maui & Lanai Itinerary

Created using Inspirock Hawaii tour builder

Plan created by another user. Make it yours

Route & dates

1
Wailea
— 12 nights
2
Lahaina
— 15 nights
3
Wailuku
— 2 nights
4
Makawao
— 6 nights
5
Haleakala National Park
— 14 nights
6
Lanai City
— 7 nights


Learn more about your trip

12
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes La Perouse Bay, Molokini Crater, Little Beach, and other attractions you added. You'll enjoy a bit of beach vacationing at Wailea Beach and Kamaole Beach Park III. Explore hidden gems such as Makena Beach and Kamaole Beach Park I. There's much more to do: kick back and relax at Kamaole Beach Park II, stroll through Palauea Beach, make a trip to McGregor Point Light, and get up close and personal with brilliant marine life at Maui Ocean Center.

For ratings, other places to visit, where to stay, and tourist information, use the Wailea road trip planning tool.

Jeddah, Saudi Arabia to Wailea is an approximately 31-hour flight. You'll gain 13 hours traveling from Jeddah to Wailea due to the time zone difference. In July, Wailea is little chillier than Jeddah - with highs of °C and lows of °C. You'll have a few hours on the 12th (Mon) to wrap things up before traveling to Lahaina.

Things to do in Wailea

Parks Outdoors Beaches

Side Trips

Kihei, Maui, Maui Ocean Center
Highlights from your plan
Wailea Beach ©
Wailea 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.
You've added Kapalua Ziplines, Ironwood Ranch, Maui Nui Luau at Black Rock, and other attractions to your itinerary. Take a break from the city and head to Kapalua Beach and D.T. Fleming Park. Relax by the water at Kahekili Beach Park and Napili Beach. There's still lots to do: look for all kinds of wild species at Honolua Bay, view the masterpieces at Maui Hands, trek along Acid War Zone Trail, and enjoy the sand and surf at Ka'anapali Beach.

Quickly create a custom-made itinerary for Lahaina using our trip planner.

Drive from Wailea to Lahaina in an hour. Alternatively, you can do a combination of taxi and bus. In August in Lahaina, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 27th (Tue) to allow time to drive to Wailuku.

Things to do in Lahaina

Parks Outdoors Beaches

Side Trips

Kapalua, Maui, Ka'anapali, Ironwood Ranch, Hawaiian Islands Humpback Whale National Marine Sanctuary
Highlights from your plan
Kahekili Beach Park ©
Kahekili Beach Park
Kapalua Beach ©
Kapalua Beach
D.T. Fleming Park ©
D.T. Fleming Park

2
nights
Wailuku

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

For photos, other places to visit, ratings, and more tourist information, you can read our Wailuku online trip planner.

Traveling by car from Lahaina to Wailuku takes an hour. Alternatively, you can take a bus. In August, plan for daily highs up to °C, and evening lows to °C. Wrap up your sightseeing by early afternoon on the 29th (Thu) to allow time for the car 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. Take a break from the city and head to Haleakala Crater and Hosmer's Grove. Your cultural itinerary includes sights like Maui Hands and Pi'lanihale Heiau. When in Makawao, make a side trip to see Sliding Sands Trail in Haleakala National Park, approximately Haleakala National Park away. And it doesn't end there: whizz through the canopy at Skyline Eco-Adventures Haleakala, tour the pleasant surroundings at Ho'okipa Beach Park, delve into the lush surroundings at Makawao Forest Reserve, and take in nature's colorful creations at Kula Botanical Garden.

To find traveler tips, ratings, where to stay, and other tourist information, refer to the Makawao tour itinerary maker website.

Makawao is just a short distance from Wailuku. In August, daytime highs in Makawao are °C, while nighttime lows are °C. You will have some time to spend on the 4th (Wed) before leaving for Haleakala National Park.

Things to do in Makawao

Parks Outdoors Nature

Side Trips

Kula, Haleakala National Park, Ho'okipa Beach Park, Pi'lanihale Heiau
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 Hana Bay Beach Park. Visiting Pipiwai Trail and Wai'anapanapa State Park will get you outdoors. You'll find plenty of places to visit near Haleakala National Park: Hana (Hana Bay, Kalaloa Point, &more). Spend the 14th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: take a peaceful walk through Bamboo Forest, admire the sheer force of Hanawi Falls, enjoy the sand and surf at Koki Beach, and tour the pleasant surroundings at Hamoa Beach.

To see ratings, reviews, maps, and tourist information, refer to the Haleakala National Park attractions tool.

Explore your travel options from Makawao to Haleakala National Park with the Route module. Expect a daytime high around °C in September, and nighttime lows around °C. On the 18th (Wed), you're off to Lanai City.

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
Red Sand Beach (Kaihalulu Beach)
Red Sand Beach (Kaihalulu Beach)
Pools at Ohe'o ©
Pools at Ohe'o
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. You've now added Sweetheart Rock to your itinerary. Popular historic sites such as Kaunolu and Garden of the Gods are in your itinerary. We've also included these beaches for you: Lopa Beach and Shipwreck Beach. There's still lots to do: explore the ancient world of Keomuku, enjoy the sand and surf at Hulopoe Beach, and walk around Dole Park.

To find where to stay, other places to visit, more things to do, and other tourist information, read Lanai City trip planner.

Explore your travel options from Haleakala National Park to Lanai City with the Route module. Expect a bit cooler weather when traveling from Haleakala National Park in September: highs in Lanai City hover around °C, while lows dip to °C. On the 25th (Wed), you'll travel back home.

Things to do in Lanai City

Parks Outdoors Beaches

Side Trip

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

Similar plans

60 days in United States BY A USER FROM UNITED STATES December, popular sights Preferences: December Attraction style: Popular sights Pace: Medium 6 days in Maui BY A USER FROM UNITED STATES September, slow & easy, popular sights Preferences: September Attraction style: Popular sights Pace: Slow & easy 6 days in Maui BY A USER FROM UNITED STATES August, teens, popular sights Preferences: August, teens Attraction style: Popular sights Pace: Medium 10 days in Maui BY A USER FROM AUSTRALIA September, romantic, beaches, popular sights Preferences: September, romantic, beaches Attraction style: Popular sights Pace: Medium 8 days in Maui BY A USER FROM UNITED STATES July, teens, popular sights Preferences: July, teens Attraction style: Popular sights Pace: Medium 6 days in Maui BY A USER FROM UNITED STATES July, teens, kids, popular & hidden gems Preferences: July, teens, kids Attraction style: Popular & hidden gems Pace: Medium 9 days in Maui BY A USER FROM UNITED STATES August, fast-paced, hidden gems Preferences: August Attraction style: Hidden gems Pace: Fast-paced 10 days in Maui BY A USER FROM UNITED STATES July, teens, popular sights Preferences: July, teens Attraction style: Popular sights Pace: Medium 12 days in Maui BY A USER FROM SWEDEN August, fast-paced, hidden gems Preferences: August Attraction style: Hidden gems Pace: Fast-paced 17 days in Island of Hawaii & Maui BY A USER FROM UNITED STATES December, teens, popular sights Preferences: December, teens Attraction style: Popular sights Pace: Medium 11 days in Maui & Kailua-Kona BY A USER FROM UNITED STATES July, teens, popular sights Preferences: July, teens Attraction style: Popular sights Pace: Medium 6 days in Maui BY A USER FROM UNITED STATES December, popular sights Preferences: December Attraction style: Popular sights Pace: Medium
See more plans