25 days in Maui, Oahu & Island of Hawaii Itinerary

25 days in Maui, Oahu & Island of Hawaii Itinerary

Created using Inspirock Hawaii journey builder
Make it your trip
Fly
1
Kihei
— 4 nights
Drive
2
Haleakala National Park
— 2 nights
Drive
3
Hana
— 3 nights
Fly
4
Honolulu
— 4 nights
Drive
5
Haleiwa
— 3 nights
Unknown
6
Kukuihaele
— 3 nights
Drive
7
Hilo
— 2 nights
Drive
8
Hawaii Volcanoes National Park
— 1 night
Drive
9
Captain Cook
— 1 night
Fly

S M T W T F S
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31
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Kihei — 4 nights

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.
You'll discover tucked-away gems like Kamaole Beach Park II and Kayaking & Canoeing. Take a break from the city and head to Scuba & Snorkeling and Kamaole Beach Park III. When in Kihei, make a side trip to see Ho'okipa Beach Park in Paia, approximately Paia away. There's lots more to do: kick back and relax at Keawakapu Beach, tour the pleasant surroundings at Kamaole Beach Park I, pause for some serene contemplation at The Awakening Church, and get outside with Maui Diamond Sea Sports.

To see photos, where to stay, reviews, and tourist information, you can read our Kihei holiday planner.

Seattle to Kihei is an approximately 8-hour flight. You'll gain 2 hours traveling from Seattle to Kihei due to the time zone difference. Plan for much hotter temperatures traveling from Seattle in December, with highs in Kihei at 82°F and lows at 66°F. Finish your sightseeing early on the 18th (Wed) to allow enough time to travel to Haleakala National Park.
Outdoors · Parks · Beaches · Wildlife
Side Trips

Haleakala National Park — 2 nights

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, stroll through Pools at Ohe'o, then tour the pleasant surroundings at Pipiwai Trail, then don't miss a visit to Charles Lindbergh's Grave, and finally take a memorable drive along Haleakala Highway (Crater Road). Get ready for a full day of sightseeing on the next day: pause for some serene contemplation at Huialoha Church, then tour the pleasant surroundings at Ke'anae Arboretum, then tour the pleasant surroundings at Ke‘anae Point, and finally tour the pleasant surroundings at Sliding Sands Trail.

For maps, ratings, traveler tips, and more tourist information, go to the Haleakala National Park tour itinerary planner.

The Route module can help you plan travel from Kihei to Haleakala National Park. December in Haleakala National Park sees daily highs of 82°F and lows of 66°F at night. Cap off your sightseeing on the 20th (Fri) early enough to travel to Hana.
Parks · Outdoors · Trails · Wildlife
Side Trips

Hana — 3 nights

Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Visiting Hana Drive and Wailua Falls will get you outdoors. You'll explore the less-touristy side of things at Honokalani Black Sand Beach and Hanawi Falls. There's still lots to do: admire the majestic nature at Pua'a Ka'a State Park, make a trip to Kalaloa Point, relax in the rural setting at ONO Organic Farms, and take in the exciting artwork at Laura Mango Art Gallery.

To see more things to do, reviews, traveler tips, and other tourist information, use the Hana online holiday planner.

Explore your travel options from Haleakala National Park to Hana with the Route module. In December, daytime highs in Hana are 82°F, while nighttime lows are 66°F. Wrap up your sightseeing by early afternoon on the 23rd (Mon) to allow enough time to fly to Honolulu.
Parks · Outdoors · Nature · Beaches
Side Trip

Honolulu — 4 nights

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Discover out-of-the-way places like Swim with Dolphins and Koko Crater Railway Trail. Take a break from the city and head to Photography Tours and Pillbox Hike. There's lots more to do: have unforgettable encounters with a shark diving experience, admire all the interesting features of Makapuu Lighthouse Trail, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and appreciate the history behind Queen Liliuokalani Statue.

To find reviews, traveler tips, and other tourist information, refer to the Honolulu travel route planning tool.

Getting from Hana to Honolulu by flight takes about 4 hours. In December, plan for daily highs up to 82°F, and evening lows to 69°F. Cap off your sightseeing on the 27th (Fri) early enough to go by car to Haleiwa.
Outdoors · Tours · Wildlife · Parks
Side Trips

Haleiwa — 3 nights

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. Take a break from the city and head to Banzai Pipeline and Ehukai Pillbox Hike. Step off the beaten path and head to Ke Ala Pupukea Bike Path and James Campbell National Wildlife Refuge. Get out of town with these interesting Haleiwa side-trips: Ka'ena Point State Park (in Waianae) and Keawaula (Yokohama Beach) (in Makaha). There's much more to do: add some adventure to your tour with a kayaking and canoeing tour, get a taste of the local shopping with Wys Galleries, kick back and relax at Shark's Cove, and stroll through Haleiwa Alii Beach Park.

For photos, reviews, more things to do, and tourist information, use the Haleiwa online holiday maker.

Traveling by car from Honolulu to Haleiwa takes an hour. Alternatively, you can take a bus. Expect slightly colder temperatures when traveling from Honolulu in December; daily highs in Haleiwa reach 76°F and lows reach 64°F. You'll have a few hours on the 30th (Mon) to wrap things up before traveling to Kukuihaele.
Outdoors · Parks · Beaches · Adventure
Side Trips

Kukuihaele — 3 nights

Kukuihaele is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Kick off your visit on the 31st (Tue): admire the verdant scenery at Waipio Valley, take some stellar pictures from 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. On the next day, admire the natural beauty at Hawaiian Vanilla Company, take in the dramatic scenery at Hiilawe Falls, and then stop by Waipo Valley Artworks.

To find maps, traveler tips, and other tourist information, use the Kukuihaele road trip tool.

The Route module can help you plan travel from Haleiwa to Kukuihaele. Traveling from Haleiwa in December, expect nights in Kukuihaele to be colder, around 44°F, while days are little chillier, around 67°F. On the 2nd (Thu), you're off to Hilo.
Parks · Nature · Outdoors · Historic Sites
Side Trips

Hilo — 2 nights

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.
Kick off your visit on the 2nd (Thu): get outside with Pu'u 'O'o Vent and then identify plant and animal life at Wildlife Areas. Here are some ideas for day two: admire the natural beauty at Liliuokalani Gardens, look for gifts at Hilo Coffee Mill, Head underground at Kazumura Cave Tours, then explore the striking landscape at Kapoho Tide Pools, and finally explore the striking landscape at Lava Viewing Area.

For traveler tips, ratings, maps, and other tourist information, refer to the Hilo trip maker site.

You can drive from Kukuihaele to Hilo in 1.5 hours. Expect a bit warmer weather when traveling from Kukuihaele in January: highs in Hilo hover around 81°F, while lows dip to 64°F. Finish your sightseeing early on the 4th (Sat) so you can travel to Hawaii Volcanoes National Park.
Parks · Nature · Outdoors · Wildlife
Side Trips

Hawaii Volcanoes National Park — 1 night

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), stroll through Kipuka Puaulu (Bird Park) Trail, witness a stunning natural landmark at Steam Vents, then hike along Sulphur Banks, then take a memorable drive along Chain of Craters Rd, and finally tour the pleasant surroundings at Pu'u Huluhulu trail. Keep things going the next day: appreciate the extensive heritage of Pu'u Loa Petroglyphs, then wander the streets of Kalapana, and then tour the pleasant surroundings at Kehena Black Sand Beach.

To find photos, other places to visit, where to stay, and tourist information, read our Hawaii Volcanoes National Park day trip site.

Traveling by car from Hilo to Hawaii Volcanoes National Park takes 1.5 hours. January in Hawaii Volcanoes National Park sees daily highs of 81°F and lows of 64°F at night. Finish up your sightseeing early on the 5th (Sun) so you can travel to Captain Cook.
Outdoors · Parks · Trails · Historic Sites
Side Trips

Captain Cook — 1 night

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.
To find other places to visit, photos, ratings, and other tourist information, use the Captain Cook online trip itinerary maker.

Traveling by car from Hawaii Volcanoes National Park to Captain Cook takes 2.5 hours. January in Captain Cook sees daily highs of 80°F and lows of 67°F at night. Cap off your sightseeing on the 6th (Mon) early enough to catch the flight back home.
Parks · Outdoors · Beaches · Wildlife
Highlights from your trip

Maui travel guide

4.5
Scuba & Snorkeling · Beaches · Zipline
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.

Oahu travel guide

4.3
Beaches · Cemeteries · Scuba & Snorkeling
The Gathering Place
A top cultural and vacation destination within the Hawaiian Islands, Oahu is home to over 85 percent of the state's population. Aptly nicknamed the "Gathering Place," the island is truly at the heart of Hawaii, featuring the busy city of Honolulu and its surrounding districts. Visitors to Oahu can enjoy all the modern conveniences of a large city, while remaining within walking distance of secluded beaches, picturesque parks, high mountain peaks, and quaint little towns. To experience the laid-back side of Hawaii, take a trip away from the tourist hotspot of Waikiki, the island's most crowded neighborhood.

Island of Hawaii travel guide

4.5
Scuba & Snorkeling · Swim with Dolphins · Beaches
The Big Island
Aptly nicknamed the "Big Island," the Island of Hawaii features sunny, black-sand beaches on the western side by Kona and a tropical rain forest on the eastern by Hilo. In between, the massive mountain Maunaloa covers half the island, and Kilauea, one of the world's most active volcanoes, erupts continuously. Twice as large as all the other Hawaiian Islands combined, this big chunk of land in the Pacific manages to retain a laid-back atmosphere despite its immense popularity with tourists. Instead of spending your entire vacation at one of the island's luxurious tourist resorts, go on tours of this Pacific haven's coffee and macadamia nut plantations and working ranches, or explore its nature reserves and rugged trails.