19 days in Hawaii Itinerary

19 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

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Route & dates

19 days in Hawaii Itinerary

Start: Oakland
Fly:  5​h 45​min
1
Kihei, Maui
— 1 night
Drive:  1​h
2
Kapalua, Maui
— 3 nights
bus:  30​min
3
Lahaina, Maui
— 2 nights
Drive:  45​min
4
Kahului, Maui
— 2 nights
Drive:  30​min
5
Kula, Maui
— 2 nights
Drive:  45​min
6
Wailea, Maui
— 2 nights
bus:  45​min
7
Wailuku, Maui
— 3 nights
bus:  30​min
8
Haiku, Maui
— 2 nights
Fly:  8​h 30​min
End: Oakland

1
night
Kihei, Maui

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.
On the 23rd (Sun), pause for some serene contemplation at Saint Theresa Roman Catholic Church.

To see more things to do, other places to visit, ratings, and tourist information, refer to the Kihei trip planner .

Oakland to Kihei is an approximately 6-hour flight. The time zone difference moving from Pacific Standard Time to Hawaii Standard Time is minus 2 hours. Expect a bit warmer temperatures when traveling from Oakland in June; daily highs in Kihei reach 87°F and lows reach 71°F. Wrap up your sightseeing on the 24th (Mon) to allow time to drive to Kapalua.

Things to do in Kihei

Outdoors Parks Wildlife

Side Trip

Lava Fields
Highlights from your plan
Stand-Up Paddleboarding
Saint Theresa Roman Catholic Church ©
Tutu's Pantry ©
Tutu's Pantry

3
nights
Kapalua, Maui

Kapalua ©
Kapalua is a census-designated place (CDP) in Maui County, Hawaii, United States. Kick off your visit on the 25th (Tue): indulge in some personalized pampering at some of the best spas, then kick back and relax at Kapalua Beach, and then hike along Village Walking Trails. Here are some ideas for day two: contemplate the waterfront views at Honokeana Bay, identify plant and animal life at Honolua Bay, then look for gifts at Karen Lei's Gallery, and finally pause for some serene contemplation at Sacred Hearts Mission Church.

To find maps, photos, where to stay, and other tourist information, use the Kapalua attractions planning site .

You can drive from Kihei to Kapalua in an hour. Alternatively, you can take a bus. Expect a daytime high around 84°F in June, and nighttime lows around 72°F. Wrap up your sightseeing on the 27th (Thu) early enough to drive to Lahaina.

Things to do in Kapalua

Parks Outdoors Beaches

Side Trips

Maui, Karen Lei's Gallery
Highlights from your plan
Kapalua Beach ©
Kapalua Beach
Spas
Honokeana Bay ©
Honokeana Bay

2
nights
Lahaina, Maui

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.
On the 27th (Thu), take an in-depth tour of Baldwin Home Museum, then pause for some serene contemplation at Maria Lanakila Catholic Church, then stroll through Kahekili Beach Park, and finally hike along Kapalua Coastal Trail. Here are some ideas for day two: get interesting insight from Tours, add some adventure to your tour with a kayaking and canoeing tour, and then enjoy the sand and surf at Baby Beach.

To see where to stay, traveler tips, ratings, and other tourist information, read Lahaina online holiday planner .

Lahaina is just a short distance from Kapalua. In June, plan for daily highs up to 84°F, and evening lows to 72°F. Finish your sightseeing early on the 29th (Sat) to allow enough time to drive to Kahului.

Things to do in Lahaina

Outdoors Parks Tours

Side Trip

Parasailing & Paragliding
Highlights from your plan
Maria Lanakila Catholic Church ©
Maria Lanakila Catholic Church
Kahekili Beach Park ©
Kahekili Beach Park
Baby Beach ©
Baby Beach

2
nights
Kahului, Maui

Kahului ©
Kahului is a census-designated place (CDP) in Maui County, on the island of Maui, in the U.S. Start off your visit on the 29th (Sat): kick back and relax at Baby Beach, Sprecklesville Area, then examine the collection at Alexander & Baldwin Sugar Museum, and then explore the landscape on two wheels at The Skyline Trail. Get ready for a full day of sightseeing on the 30th (Sun): hit the best photo ops around with an inspiring photography tour, then look for gifts at Maui Friends of The Library Used Book Store, and then see the world from above with a helicopter tour.

Use Inspirock's suggestions to plan your Kahului trip and find the best activities and attractions for your vacation.

Getting from Lahaina to Kahului by car takes about an hour. Other options: take a bus. In June, daytime highs in Kahului are 87°F, while nighttime lows are 71°F. Finish up your sightseeing early on the 1st (Mon) so you can go by car to Kula.

Things to do in Kahului

Outdoors Tours Parks

Side Trips

Puunene, Baby Beach, Sprecklesville Area
Highlights from your plan
Baby Beach, Sprecklesville Area ©
Baby Beach, Sprecklesville Area
Photography Tours
Helicopter Tours

2
nights
Kula, Maui

Kula ©
Kula is a district of Maui, Hawaii, that stretches across the "up-country", the western-facing slopes of Haleakalā, from Makawao to Ulupalakua. On the 1st (Mon), sample the fine beverages at Ocean Vodka Organic Farm and Distillery, sample the fine beverages at The Hawaii Sea Spirits Organic Farm and Distillery, then take in the dramatic natural features at Ke‘anae Point, then admire all the interesting features of Wailua Valley State Wayside Park, and finally view the masterpieces at Laura Mango Art Gallery. On the next day, explore and take pictures at Surfing Goat Dairy, make a trip to The Curtis Wilson Cost Gallery, stop by Ali'i Kula Lavender Farm, then learn about winemaking at Maui Wine, Ulupalakua Vineyards, and finally admire all the interesting features of No Ka Oi Protea Farm.

For photos, other places to visit, traveler tips, and more tourist information, go to the Kula online day trip planner .

Kula is just a stone's throw from Kahului. In July, daytime highs in Kula are 89°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 3rd (Wed) early enough to drive to Wailea.

Things to do in Kula

Breweries & Distilleries Parks Nature

Side Trips

Laura Mango Art Gallery, Ke‘anae Point
Highlights from your plan
Ke‘anae Point ©
Ke‘anae Point
Laura Mango Art Gallery ©
Laura Mango Art Gallery

2
nights
Wailea, Maui

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. On the 3rd (Wed), immerse yourself in nature at Makena State Park, then tour the pleasant surroundings at Pa'ako Beach (Secret Cove), and then enjoy the sand and surf at Wailea Beach. Get ready for a full day of sightseeing on the 4th (Thu): take in the architecture and atmosphere at Keawala'i Congregational Church, then enjoy the sand and surf at Po'olenalena Beach, and then kick back and relax at Palauea Beach.

To see more things to do, other places to visit, where to stay, and other tourist information, read our Wailea road trip planner.

Traveling by car from Kula to Wailea takes an hour. July in Wailea sees daily highs of 89°F and lows of 72°F at night. Wrap up your sightseeing by early afternoon on the 5th (Fri) to allow time for the car ride to Wailuku.

Things to do in Wailea

Parks Outdoors Beaches
Highlights from your plan
Ulua Beach ©
Ulua Beach
Wailea Beach ©
Wailea Beach
Po'olenalena Beach ©
Po'olenalena Beach

3
nights
Wailuku, Maui

Wailuku ©
Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. Kick off your visit on the 5th (Fri): trek along Waihee Ridge Trail. On the next day, get up close to creatures of the deep with a dolphin and whale watching tour, then immerse yourself in nature at Iao Valley, and then explore the world behind art at Art On Market.

To see reviews, where to stay, ratings, and tourist information, you can read our Wailuku online travel planner .

Traveling by car from Wailea to Wailuku takes an hour. Alternatively, you can take a bus. July in Wailuku sees daily highs of 89°F and lows of 72°F at night. Wrap up your sightseeing on the 8th (Mon) early enough to take a bus to Haiku.

Things to do in Wailuku

Parks Outdoors Wildlife

Side Trips

Waihee Ridge Trail, Waihee Beach Park
Highlights from your plan
Waihee Ridge Trail ©
Waihee Ridge Trail
Maui Ocean Center ©
Maui Ocean Center
Iao Valley ©
Iao Valley

2
nights
Haiku, Maui

Haiku is an unincorporated community in Maui County on the island of Maui in the state of Hawaii. On the 8th (Mon), explore the striking landscape at Venus Pool (Waioka Pond), then kick your exploration up a notch at some of the top local zipline courses and adventure parks, then admire all the interesting features of Leilani Farm Sanctuary, and finally steep yourself in history at Haiku Mill. Get ready for a full day of sightseeing on the 9th (Tue): Head underground at Hana Lava Tubes and then admire the majestic nature at Kaumahina State Wayside Park.

To find traveler tips, ratings, photos, and other tourist information, read our Haiku trip planner .

Haiku is just a stone's throw from Wailuku. In July, daytime highs in Haiku are 89°F, while nighttime lows are 72°F. Wrap up your sightseeing by early afternoon on the 10th (Wed) to allow time for travel back home.

Things to do in Haiku

Nature Parks Outdoors
Highlights from your plan
Zipline
Hana Lava Tubes ©
Hana Lava Tubes
Haiku Mill ©
Haiku Mill