25 days in Maui, Oahu & Island of Hawaii Itinerary

25 days in Maui, Oahu & Island of Hawaii Itinerary

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Route & dates

25 days in Maui, Oahu & Island of Hawaii Itinerary

Start: Seattle
Fly:  8​h 15​min
1
Kihei
— 4 nights
Drive:  1​h
2
Haleakala National Park
— 2 nights
Drive:  45​min
3
Hana
— 3 nights
Fly:  3​h 45​min
4
Honolulu
— 4 nights
Drive:  1​h
5
Haleiwa
— 3 nights
+2
Drive + Fly + Drive:  7​h 45​min
6
Kukuihaele
— 3 nights
Drive:  1​h 15​min
7
Hilo
— 2 nights
Drive:  1​h 15​min
8
Hawaii Volcanoes National Park
— 1 night
Drive:  2​h 15​min
9
Captain Cook
— 1 night
Bus + Fly:  10​h 15​min
End: Seattle

4
nights
Kihei

Kihei ©
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.
Get outdoors at Kamaole Beach Park II and Kayaking & Canoeing. Step off the beaten path and head to Scuba & Snorkeling and Kamaole Beach Park III. The adventure continues: tour the pleasant surroundings at Keawakapu Beach, relax and rejuvenate at some of the best spas, get outside with Maui Diamond Sea Sports, and take in the architecture and atmosphere at The Awakening Church.

To see traveler tips, maps, and more tourist information, you can read our Kihei holiday builder .

Seattle to Kihei is an approximately 8.5-hour flight. You can also do a combination of train and flight; or do a combination of flight and ferry. You'll gain 2 hours traveling from Seattle to Kihei due to the time zone difference. Traveling from Seattle in December, expect Kihei to be much warmer, temps between 82°F and 66°F. Wrap up your sightseeing on the 18th (Wed) to allow time to travel to Haleakala National Park.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

Wailea, Ho'okipa Beach Park
Highlights from your plan
Kamaole Beach Park II ©
Kamaole Beach Park II
Scuba & Snorkeling
Keawakapu Beach ©
Keawakapu Beach

2
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.
Start off your visit on the 18th (Wed): delve into the lush surroundings at Bamboo Forest, identify plant and animal life at Pools at Ohe'o, ride a horse along Pipiwai Trail, then explore the different monuments and memorials at Charles Lindbergh's Grave, and finally take a memorable drive along Haleakala Highway (Crater Road). Here are some ideas for day two: pause for some serene contemplation at Huialoha Church, then look for all kinds of wild species at Ke'anae Arboretum, then explore the striking landscape at Ke‘anae Point, and finally hike along Sliding Sands Trail.

Plan trip to Haleakala National Park with our itinerary maker to find out where to go and what to do.

The Route module can help you plan travel from Kihei to Haleakala National Park. In December, daytime highs in Haleakala National Park are 82°F, while nighttime lows are 66°F. Finish your sightseeing early on the 20th (Fri) to allow enough time to travel to Hana.

Things to do in Haleakala National Park

Parks Outdoors Trails

Side Trips

Maui, Huialoha Church, Charles Lindbergh's Grave
Highlights from your plan
Pools at Ohe'o ©
Pools at Ohe'o
Ke'anae Arboretum ©
Ke'anae Arboretum
Ke‘anae Point ©
Ke‘anae Point

3
nights
Hana

Hana ©
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Get outdoors at Hana Drive and Kaeleku Caverns. You'll discover tucked-away gems like Pua'a Ka'a State Park and Wailua Falls. There's lots more to do: tour the pleasant surroundings at Hana Bay Beach Park, experience rural life at ONO Organic Farms, take in the dramatic scenery at Blue Pool, and pick up some local products at Hana Fresh.

To see traveler tips, reviews, more things to do, and other tourist information, go to the Hana route builder .

Use the Route module to find suitable travel options from Haleakala National Park to Hana. Expect a daytime high around 82°F in December, and nighttime lows around 66°F. Wrap up your sightseeing by early afternoon on the 23rd (Mon) to allow time for travel to Honolulu.

Things to do in Hana

Parks Outdoors Nature

Side Trip

Maui
Highlights from your plan
Wailua Falls ©
Wailua Falls
Hanawi Falls ©
Hanawi Falls
Hana Bay Beach Park ©
Hana Bay Beach Park

4
nights
Honolulu

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Get in touch with nature at Swim with Dolphins and Shark Diving. Discover out-of-the-way places like Koko Crater Railway Trail and Lanikai Pillboxes. The adventure continues: hit the best photo ops around with an inspiring photography tour, take in the dramatic scenery at Manoa Falls, appreciate the extensive heritage of Makapuu Lighthouse Trail, and appreciate the history behind Queen Liliuokalani Statue.

For more things to do, traveler tips, and tourist information, read our Honolulu trip planner .

Traveling by flight from Hana to Honolulu takes 4 hours. Alternatively, you can do a combination of car and flight. Expect a daytime high around 82°F in December, and nighttime lows around 69°F. Cap off your sightseeing on the 27th (Fri) early enough to go by car to Haleiwa.

Things to do in Honolulu

Outdoors Tours Wildlife

Side Trips

Swim with Dolphins, Lanikai Pillboxes, Nu’uanu Pali
Highlights from your plan
Stand-Up Paddleboarding
Swim with Dolphins
Shark Diving

3
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. You'll explore the less-touristy side of things at Ke Ala Pupukea Bike Path and Shark's Cove. Visiting James Campbell National Wildlife Refuge and Kayaking & Canoeing will get you outdoors. Venture out of the city with trips to Keawaula (Yokohama Beach) (in Makaha) and Ka'ena Point State Park (in Waianae). Next up on the itinerary: identify plant and animal life at Banzai Pipeline, get interesting insight from Tours, tour the pleasant surroundings at Mokuleia Beach Park, and take in the exciting artwork at Wys Galleries.

To see reviews and other tourist information, read Haleiwa itinerary planner.

Getting from Honolulu to Haleiwa by car takes about an hour. Other options: take a bus. Expect a bit cooler temperatures when traveling from Honolulu in December; daily highs in Haleiwa reach 76°F and lows reach 64°F. You will have some time to spend on the 30th (Mon) before leaving for Kukuihaele.

Things to do in Haleiwa

Outdoors Parks Beaches

Side Trips

Green World Coffee Farms, Mokuleia Beach Park, Ka'ena Point State Park, Keawaula (Yokohama Beach), Banzai Pipeline
Highlights from your plan
Banzai Pipeline ©
Banzai Pipeline
Ehukai Pillbox Hike ©
Ehukai Pillbox Hike
Kayaking & Canoeing

3
nights
Kukuihaele

Kukuihaele ©
Kukuihaele is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Start off your visit on the 31st (Tue): appreciate the extensive heritage of Waipio Valley, get great views at Waipiʻo Valley Lookout, then head outdoors with Kalopa State Recreation Area, then relax in the rural setting at Kahi Ola Mau Farm, and finally relax in the rural setting at Mauna Kea Tea. Get ready for a full day of sightseeing on the 1st (Wed): contemplate the geological forces at Kohala, admire the natural beauty at Hawaiian Vanilla Company, then take in the dramatic scenery at Hiilawe Falls, and finally stop by Waipo Valley Artworks.

To see maps, more things to do, reviews, and tourist information, refer to the Kukuihaele trip planner .

The Route module can help you plan travel from Haleiwa to Kukuihaele. Expect slightly colder weather when traveling from Haleiwa in December: highs in Kukuihaele hover around 67°F, while lows dip to 44°F. On the 2nd (Thu), you're off toHilo.

Things to do in Kukuihaele

Parks Nature Outdoors

Side Trips

Honokaa, Island of Hawaii, Hawaiian Vanilla Company
Highlights from your plan
Hiilawe Falls ©
Hiilawe Falls
Waipio Valley ©
Waipio Valley
Kohala ©
Kohala

2
nights
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.
Start off your visit on the 2nd (Thu): get outside with Pu'u 'O'o Vent and then surround yourself with nature on a nature and wildlife tour. On your second day here, take in nature's colorful creations at Liliuokalani Gardens, stop by Hilo Coffee Mill, then Head underground at Kazumura Cave Tours, then explore the striking landscape at Kapoho Tide Pools, and finally take in the dramatic natural features at Lava Viewing Area.

To see photos, other places to visit, more things to do, and tourist information, refer to the Hilo day trip app .

You can drive from Kukuihaele to Hilo in 1.5 hours. Traveling from Kukuihaele in January, expect nights in Hilo to be much hotter, around 64°F, while days are a bit warmer, around 81°F. Cap off your sightseeing on the 4th (Sat) early enough to go by car to Hawaii Volcanoes National Park.

Things to do in Hilo

Parks Nature Outdoors

Side Trips

Lava Viewing Area, Kapoho Tide Pools, Hilo Coffee Mill
Highlights from your plan
Nature & Wildlife Tours
Kapoho Tide Pools ©
Kapoho Tide Pools
Liliuokalani Gardens ©
Liliuokalani Gardens

1
night
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.
On the 4th (Sat), tour the pleasant surroundings at Kipuka Puaulu (Bird Park) Trail, take in the natural beauty of Steam Vents, hike along Sulphur Banks, then cruise along Chain of Craters Rd, and finally trek along Pu'u Huluhulu trail. Get ready for a full day of sightseeing on the 5th (Sun): appreciate the extensive heritage of Pu'u Loa Petroglyphs, then wander the streets of Kalapana, and then kick back and relax at Kehena Black Sand Beach.

Plan my day in Hawaii Volcanoes National Park using traveler tips and tourist information provided by Inspirock.

Drive from Hilo to Hawaii Volcanoes National Park in 1.5 hours. Alternatively, you can do a combination of bus and taxi. In January, daytime highs in Hawaii Volcanoes National Park are 81°F, while nighttime lows are 64°F. Cap off your sightseeing on the 5th (Sun) early enough to go by car to Captain Cook.

Things to do in Hawaii Volcanoes National Park

Outdoors Parks Trails

Side Trips

Pahoa, Chain of Craters Rd
Highlights from your plan
Kipuka Puaulu (Bird Park) Trail ©
Kipuka Puaulu (Bird Park) Trail
Sulphur Banks ©
Sulphur Banks
Pu'u Loa Petroglyphs ©
Pu'u Loa Petroglyphs

1
night
Captain Cook

Captain Cook ©
A small town with big ocean views, Captain Cook lies on top of an ancient fault line that was responsible for creating the nearby Kealakekua Bay thousands of years ago.
For traveler tips, reviews, maps, and tourist information, refer to the Captain Cook route planner.

You can drive from Hawaii Volcanoes National Park to Captain Cook in 2.5 hours. Alternatively, you can take a bus. January in Captain Cook sees daily highs of 80°F and lows of 67°F at night. Finish your sightseeing early on the 6th (Mon) so you can travel back home.

Things to do in Captain Cook

Parks Outdoors Beaches
Highlights from your plan
Kealia Ranch ©
Kealia Ranch

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