25 days in Maui, Island of Hawaii & Oahu Itinerary

25 days in Maui, Island of Hawaii & Oahu Itinerary

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Route & dates

25 days in Maui, Island of Hawaii & Oahu Itinerary

Start: St. John's
Fly:  22​h 30​min
1
Kahului
— 1 night
Fly:  1​h 45​min
2
Hana
— 1 day
Drive:  2​h
3
Kula
— 2 nights
Drive:  1​h
4
Wailea
— 1 night
taxi + bus:  1​h
5
Lahaina
— 2 nights
bus + Fly:  3​h 30​min
6
Hilo
— 4 nights
Drive:  1​h 15​min
7
Hawaii Volcanoes National Park
— 2 nights
Drive:  1​h
8
Pahala
— Few hours
Drive:  2​h
9
Kailua-Kona
— 2 nights
Drive:  1​h
10
Waimea
— 1 night
Fly:  1​h 30​min
11
Kailua
— 1 night
Drive:  1​h
12
Haleiwa
— 2 nights
Drive:  1​h
13
Honolulu
— 3 nights
14
Honolulu
— 2 nights
Fly:  18​h 15​min
End: St. John's

1
night
Kahului

Kahului
Kahului is a census-designated place (CDP) in Maui County, on the island of Maui, in the U.S. To find photos, more things to do, ratings, and more tourist information, you can read our Kahului trip app .

St. John's, Canada to Kahului is an approximately 21-hour flight. You can also do a combination of flight and taxi; or do a combination of flight and bus. The time zone changes from Newfoundland Standard Time to Hawaii Standard Time, which is usually a -6 hour difference. Traveling from St. John's in July, things will get somewhat warmer in Kahului: highs are around 37°C and lows about 26°C. You'll have a few hours on the 22nd (Mon) to wrap things up before traveling to Hana.

Things to do in Kahului

Outdoors Tours Parks

1
day
Hana

Hana ©
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
On the 22nd (Mon), cruise along Hana Highway - Road to Hana.

To find reviews, ratings, other places to visit, and tourist information, you can read our Hana travel route planning tool .

Getting from Kahului to Hana by flight takes about 2 hours. Other options: drive; or do a combination of bus and taxi. Expect a daytime high around 37°C in July, and nighttime lows around 26°C. Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to Kula.

Things to do in Hana

Scenic Drive Outdoors

Side Trip

Hana Highway - Road to Hana
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana

2
nights
Kula

Kula ©
Kula is a district of Maui, Hawaii, that stretches across the "up-country", the western-facing slopes of Haleakalā, from Makawao to Ulupalakua. You've now added Haleakala Highway (Crater Road) to your itinerary. Get ready for a full day of sightseeing on the 23rd (Tue): learn about winemaking at Maui Wine, Ulupalakua Vineyards, then brush up on your knowledge of spirits at Ocean Vodka Organic Farm and Distillery, and then cruise along Haleakala Highway (Crater Road).

To find where to stay, more things to do, and tourist information, refer to the Kula tour itinerary planner.

Drive from Hana to Kula in 2 hours. Alternatively, you can do a combination of flight and bus. In July, daytime highs in Kula are 37°C, while nighttime lows are 26°C. Wrap up your sightseeing by early afternoon on the 24th (Wed) to allow time for the car ride to Wailea.

Things to do in Kula

Scenic Drive Outdoors Wineries

Side Trip

Haleakala Highway (Crater Road)
Highlights from your plan
O'o Farm ©
O'o Farm

1
night
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Kick off your visit on the 24th (Wed): enjoy the sand and surf at Wailea Beach and then kick back and relax at Wailea Beach Path.

To see reviews, maps, and tourist information, use the Wailea trip itinerary site .

Traveling by car from Kula to Wailea takes an hour. Expect a daytime high around 37°C in July, and nighttime lows around 26°C. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow time for travel to Lahaina.

Things to do in Wailea

Parks Nature Outdoors

Side Trip

Molokini Crater
Highlights from your plan
Wailea Beach ©
Wailea Beach
Molokini Crater ©
Molokini Crater
Wailea Beach Path ©
Wailea Beach Path

2
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 Waihee Ridge Trail, Old Lahaina Luau and Kapalua Coastal Trail. On the 25th (Thu), kick back and relax at Ka'anapali Beach. Get ready for a full day of sightseeing on the next day: hike along Kapalua Coastal Trail, then take a stroll through Lahaina Front Street, then don't miss a visit to Lahaina Banyan Court, and finally enjoy the dining and entertainment at Old Lahaina Luau.

To find maps, ratings, other places to visit, and more tourist information, read Lahaina day trip site .

Do a combination of taxi and bus from Wailea to Lahaina in an hour. Alternatively, you can drive. July in Lahaina sees daily highs of 35°C and lows of 26°C at night. On the 27th (Sat), wrap the sightseeing up by early afternoon so you can travel to Hilo.

Things to do in Lahaina

Outdoors Parks Trails

Side Trip

Waihee Ridge Trail
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Old Lahaina Luau ©
Old Lahaina Luau
Lahaina Banyan Court ©
Lahaina Banyan Court

4
nights
Hilo

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Your day-by-day itinerary now includes Pepeekeo Scenic Drive, Banyan Drive, Umauma Falls, and other attractions you added. You'll find plenty of places to visit near Hilo: Mauna Kea (in Kailua-Kona) and Pahoa (Lava Tree State Park, Kapoho Tide Pools, & more). There's much more to do: take in the dramatic scenery at Akaka Falls State Park, admire the natural beauty at Hawaii Tropical Botanical Garden, and browse the fresh offerings at Hilo Farmers Market.

For maps, ratings, and other tourist information, read Hilo online itinerary planner .

Getting from Lahaina to Hilo by combination of bus and flight takes about 3.5 hours. Other options: fly; or do a combination of bus and flight. In July, daily temperatures in Hilo can reach 34°C, while at night they dip to 25°C. On the 31st (Wed), you'll have the morning to explore before heading off to Hawaii Volcanoes National Park.

Things to do in Hilo

Parks Nature Wildlife

Side Trips

Pahoa, Hawaii Tropical Botanical Garden, Mauna Kea, Umauma Falls, Banyan Drive
Highlights from your plan
Kapoho Tide Pools ©
Kapoho Tide Pools
Mauna Kea ©
Mauna Kea
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden

2
nights
Hawaii Volcanoes National Park

Hawaii Volcanoes National Park ©
Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
Napau-Makaopuhi Crater Trail has been added to your itinerary. On the 31st (Wed), take in the dramatic natural features at Thurston Lava Tube (Nahuku), contemplate the geological forces at Kīlauea, and then head outdoors with Keanakakoi Crater Overlook. Keep things going the next day: trek along Kilauea Iki Trailhead, trek along Kipuka Puaulu (Bird Park) Trail, hike along Napau-Makaopuhi Crater Trail, then take a memorable drive along Devastation Trail, and finally explore the striking landscape at Holei Sea Arch.

Planning Hawaii Volcanoes National Park trip won't be overwheling when you use's Insprock itinerary maker.

Traveling by car from Hilo to Hawaii Volcanoes National Park takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In July, plan for daily highs up to 34°C, and evening lows to 25°C. On the 2nd (Fri), you'll have the morning to explore before heading off to Pahala.

Things to do in Hawaii Volcanoes National Park

Parks Outdoors Trails
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail
Keanakakoi Crater Overlook ©
Keanakakoi Crater Overlook

few
hours
Pahala

Pahala ©
Pahala is a census-designated place in Hawaii County, Hawaii, United States. Your day-by-day itinerary now includes Punalu‘U Beach.

To see where to stay and tourist information, read Pahala trip itinerary maker .

You can drive from Hawaii Volcanoes National Park to Pahala in an hour. Alternatively, you can do a combination of taxi and bus. When traveling from Hawaii Volcanoes National Park in August, plan for slightly colder days and colder nights in Pahala: temperatures range from 26°C by day to 11°C at night. You'll have a few hours on the 3rd (Sat) to wrap things up before traveling to Kailua-Kona.

Things to do in Pahala

Outdoors Parks Nature
Highlights from your plan
Punalu‘U Beach ©
Punalu‘U Beach

2
nights
Kailua-Kona

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Your day-by-day itinerary now includes Kaloko-Honokohau National Historical Park, Makalawena/Pu'u Ali'i and Manini'owali Beach (Kua Bay). Kick off your visit on the 3rd (Sat): admire all the interesting features of Greenwell Farms, explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, and then tour the pleasant surroundings at Kahaluu Beach. Here are some ideas for day two: get close to the beloved marine mammals with a swim-with-the-dolphins experience, then explore the striking landscape of Kaloko-Honokohau National Historical Park, then stroll through Manini'owali Beach (Kua Bay), and finally enjoy the sand and surf at Makalawena/Pu'u Ali'i.

To find photos, other places to visit, ratings, and tourist information, go to the Kailua-Kona attractions planner.

Getting from Pahala to Kailua-Kona by car takes about 2 hours. While traveling from Pahala, expect a bit warmer days and warmer nights in Kailua-Kona, ranging from highs of 36°C to lows of 29°C. Finish up your sightseeing early on the 5th (Mon) so you can catcht the bus to Waimea.

Things to do in Kailua-Kona

Parks Outdoors Beaches

Side Trips

Kahaluu Beach, Greenwell Farms, Pu'uhonua O Honaunau National Historical Park
Highlights from your plan
Swim with Dolphins
Kahaluu Beach ©
Kahaluu Beach

1
night
Waimea

Waimea ©
A vast agricultural land with one of the largest cattle ranches in the United States, Waimea embraces its ranching roots.
Your list of things to see and do now includes Lapakahi State Historical Park, Puako Petroglyph Archaeological Preserve, Puukohola Heiau, and other attractions. Start off your visit on the 4th (Sun): admire the sheer force of Hiilawe Falls, admire the verdant scenery at Pololu Valley Lookout, immerse yourself in nature at Lapakahi State Historical Park, then take in the spiritual surroundings of Puukohola Heiau, then immerse yourself in nature at Hapuna Beach State Recreation Area, and finally identify plant and animal life at Puako Petroglyph Archaeological Preserve.

For ratings, where to stay, traveler tips, and tourist information, read Waimea trip planning tool .

Drive from Kailua-Kona to Waimea in an hour. Alternatively, you can take a bus. Expect slightly colder weather when traveling from Kailua-Kona in August: highs in Waimea hover around 26°C, while lows dip to 11°C. You'll have a few hours on the 5th (Mon) to wrap things up before traveling to Kailua.

Things to do in Waimea

Parks Nature Outdoors

Side Trips

Island of Hawaii, Hiilawe Falls, Puukohola Heiau, Hapuna Beach State Recreation Area
Highlights from your plan
Hapuna Beach State Recreation Area ©
Lapakahi State Historical Park ©
Lapakahi State Historical Park

1
night
Kailua

Kailua ©
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. Your day-by-day itinerary now includes Kualoa Ranch, Nu’uanu Pali and Kalama Beach Park. On the 5th (Mon), explore and take pictures at Nu’uanu Pali, take in the spiritual surroundings of Valley of the Temples, then make a trip to Byodo-In Temple, then enjoy the sand and surf at Kalama Beach Park, and finally kick back and relax at Lanikai Beach.

To see ratings and other tourist information, read Kailua trip app .

Fly from Waimea to Kailua in 5 hours. Alternatively, you can do a combination of bus and flight. Traveling from Waimea in August, you will find days in Kailua are somewhat warmer (34°C), and nights are warmer (28°C). Wrap up your sightseeing by early afternoon on the 6th (Tue) to allow time for the car ride to Haleiwa.

Things to do in Kailua

Outdoors Parks Beaches

Side Trips

Oahu, Kaneohe
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Kualoa Ranch ©
Kualoa Ranch
Valley of the Temples ©
Valley of the Temples

2
nights
Haleiwa

Haleiwa ©
Haleiwa is a North Shore community and census-designated place (CDP) in the Waialua District of the island of Oahu, City and County of Honolulu. Your day-by-day itinerary now includes Waimea Valley, Sunset Beach Park, Dole Plantation, and other attractions you added. Start off your visit on the 6th (Tue): admire the verdant scenery at Waimea Valley, then stroll through Sunset Beach Park, and then stroll through Turtle Bay Beach. Here are some ideas for day two: whizz through the canopy at CLIMB Works Keana Farms and then get into the urban bustle at Polynesian Cultural Center.

To see maps, reviews, more things to do, and tourist information, refer to the Haleiwa online sightseeing planner .

Drive from Kailua to Haleiwa in an hour. Alternatively, you can take a bus. Traveling from Kailua in August, plan for little chillier nights in Haleiwa, with lows around 24°C. Wrap up your sightseeing by early afternoon on the 8th (Thu) to allow enough time to drive to Honolulu.

Things to do in Haleiwa

Shopping Outdoors Parks

Side Trips

Kahuku, Polynesian Cultural Center, Dole Plantation
Highlights from your plan
Polynesian Cultural Center ©
Polynesian Cultural Center
Sunset Beach Park ©
Sunset Beach Park
CLIMB Works Keana Farms ©
CLIMB Works Keana Farms

3
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Waikele Premium Outlets has been added to your itinerary. The adventure continues: kick back and relax at Waikiki Beach, browse the different shops at Ala Moana Center, steep yourself in history at Iolani Palace, and pause for some photo ops at Queen Liliuokalani Statue.

To see reviews, photos, other places to visit, and tourist information, go to the Honolulu trip planner .

You can drive from Haleiwa to Honolulu in an hour. Another option is to take a bus. In August, daytime highs in Honolulu are 36°C, while nighttime lows are 28°C. On the 11th (Sun), you'll have the morning to explore before heading off to Honolulu.

Things to do in Honolulu

Outdoors Parks Trails

Side Trip

Waikele Premium Outlets
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
Ala Moana Center ©
Ala Moana Center

2
nights
Honolulu

Honolulu ©
Start off your visit on the 11th (Sun): test your team's savvy at popular escape rooms and then take some stellar pictures from Puu Ualakaa State Park. Keep things going the next day: take in the dramatic scenery at Manoa Falls.

For maps, reviews, traveler tips, and other tourist information, go to the Honolulu trip itinerary maker tool .

On the 13th (Tue), you'll have the morning to explore before heading back home.

Things to do in Honolulu

Parks Nature Fun & Games
Highlights from your plan
Manoa Falls ©
Manoa Falls
Room Escape Games
Puu Ualakaa State Park ©
Puu Ualakaa State Park

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