58 days in Maui & Lanai Itinerary

58 days in Maui & Lanai Itinerary

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Route & dates

58 days in Maui & Lanai Itinerary

Start: Jeddah
Fly + bus:  31​h
1
Wailea
— 21 nights
Drive:  45​min
2
Makawao
— 10 nights
bus:  30​min
3
Wailuku
— 3 nights
Drive:  1​h
4
Lahaina
— 14 nights
Travel:  2​h 45​min
5
Lanai City
— 6 nights
Drive + Fly:  31​h
End: Jeddah


Learn more about your trip

21
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Molokini Crater, Makena State Park and Maluaka Beach. You'll explore the less-touristy side of things at Skyline Eco-Adventures Haleakala and Pools at Ohe'o. You'll get in some beach time at Honokalani Black Sand Beach and Red Sand Beach (Kaihalulu Beach). Get out of town with these interesting Wailea side-trips: Hawaiian Islands Humpback Whale National Marine Sanctuary (in Kihei), Hana (Wailua Falls, Hana Bay Beach Park, & more) and Haleakala National Park (Haleakala Crater, Sliding Sands Trail, & more). Spend the 15th (Thu) exploring the striking scenery along Hana Highway - Road to Hana. There's lots more to do: kick back and relax at Kamaole Beach Park III, stroll through Big Beach, delve into the lush surroundings at Bamboo Forest, and walk around Kamaole Beach Park I.

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 flight. 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. On the 21st (Wed), you'll travel to Kihei.

Things to do in Wailea

Parks Outdoors Beaches

Side Trips

Hana, Maui, Kihei, Haleakala National Park, Hana Lava Tubes
Highlights from your plan
Ulua Beach ©
Ulua Beach
Kamaole Beach Park II ©
Kamaole Beach Park II
Pipiwai Trail ©
Pipiwai Trail

10
nights
Makawao

Makawao is a census-designated place (CDP) in Maui County, Hawaii, United States. You've now added Maui Pineapple Tours to your itinerary. Explore hidden gems such as Makena Beach and Zipline. Museum-lovers will appreciate Makawao History Project and Paia Contemporary Gallery. Get out of town with these interesting Makawao side-trips: Wailea Beach (in Wailea) and Wailua Valley State Wayside Park (in Kula). The adventure continues: enjoy the sand and surf at Ho'okipa Beach Park, delve into the distant past at Pi'lanihale Heiau, look for all kinds of wild species at Hosmers Grove, and grab your bike and head to Bike Park Maui.

For maps, ratings, more things to do, and other tourist information, refer to the Makawao holiday planner.

Traveling by car from Wailea to Makawao takes an hour. Alternatively, you can take a bus. August in Makawao sees daily highs of 38°C and lows of 26°C at night. On the 31st (Sat), you're off toWailuku.

Things to do in Makawao

Parks Outdoors Museums

Side Trips

Kula, Haiku, Wailea, Paia, Maui
Highlights from your plan
Zipline
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Makena Beach ©
Makena Beach

3
nights
Wailuku

Wailuku ©
Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. Your day-by-day itinerary now includes Maui Ocean Center as well as Iao Valley. Discover out-of-the-way places like Maalaea Beach and McGregor Point Light.

To find ratings, more things to do, reviews, and other tourist information, refer to the Wailuku itinerary website .

Wailuku is just a stone's throw from Makawao. In August, plan for daily highs up to 38°C, and evening lows to 26°C. Wrap up your sightseeing by early afternoon on the 3rd (Tue) to allow enough time to drive to Lahaina.

Things to do in Wailuku

Outdoors Parks Beaches

Side Trips

Maui, Puunene, Waihee Ridge Trail, Maui Arts & Cultural Center
Highlights from your plan
Waihee Ridge Trail ©
Waihee Ridge Trail
Maalaea Beach ©
Maalaea Beach
Dolphin & Whale Watching

14
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 The Birdstand, Kapalua Ziplines, Ironwood Ranch, and other attractions. Take a break from the city and head to Kahekili Beach Park and Honolua Bay. You'll get in some beach time at Kapalua Beach and Napili Beach. There's still lots to do: get the adrenaline pumping with an extreme tour, take in the architecture and atmosphere at Maria Lanakila Catholic Church, contemplate the long history of Old Lahaina Courthouse, and hike along Kapalua Coastal Trail.

To find traveler tips, maps, where to stay, and more tourist information, read our Lahaina tour itinerary builder app .

Traveling by car from Wailuku to Lahaina takes an hour. Alternatively, you can take a bus. In September, plan for daily highs up to 35°C, and evening lows to 27°C. Finish your sightseeing early on the 17th (Tue) so you can travel to Lanai City.

Things to do in Lahaina

Outdoors Parks Tours

Side Trips

Ka'anapali, Maui, Kapalua
Highlights from your plan
Kapalua Beach ©
Kapalua Beach
Adrenaline & Extreme Tours
Honolua Bay ©
Honolua Bay

6
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. Kaunolu and Garden of the Gods are good opportunities to explore the local culture. Take a break from the city and head to Lanai Cat Sanctuary and Hulopoe Beach. And it doesn't end there: tour the pleasant surroundings at Nature & Parks, delve into the distant past at Keomuku, indulge in some personalized pampering at some of the best spas, and enjoy the sand and surf at Shipwreck Beach.

To find reviews and other tourist information, refer to the Lanai City trip planning app .

Explore your travel options from Lahaina to Lanai City with the Route module. Traveling from Lahaina in September, you can expect nighttime temperatures to be slightly colder in Lanai City, with lows of 23°C. Wrap up your sightseeing by early afternoon on the 23rd (Mon) to allow enough time to travel back home.

Things to do in Lanai City

Parks Outdoors Beaches

Side Trip

Lanai
Highlights from your plan
Lanai Cat Sanctuary ©
Lanai Cat Sanctuary
Off-Road & ATV Trails
Shipwreck Beach ©
Shipwreck Beach

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