18 days in Hawaii Itinerary

18 days in Hawaii Itinerary

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Route & dates

18 days in Hawaii Itinerary

Start: Columbia
Fly:  12​h 45​min
1
Honolulu, Oahu
— 5 nights
Fly:  3​h 15​min
2
Lahaina, Maui
— 4 nights
Fly:  3​h 45​min
3
Kailua-Kona, Island of Hawaii
— 6 nights
Fly:  14​h
End: Columbia

5
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
You'll explore and learn at Iolani Palace and Wys Galleries. Get a sense of the local culture at Bishop Museum and Honolulu Museum of Art. Explore the numerous day-trip ideas around Honolulu: Kailua Beach Park (in Kailua), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Sunset Beach Park (in Haleiwa). There's much more to do: kick back and relax at Waikiki Beach, admire the verdant scenery at Nuuanu Pali Lookout, steep yourself in history at Queen Emma Summer Palace, and tour the pleasant surroundings at Makapuu Lighthouse Trail.

To see where to stay, photos, other places to visit, and other tourist information, read our Honolulu trip planner.

Columbia to Honolulu is an approximately 13-hour flight. You can also do a combination of bus and flight; or do a combination of bus, taxi, and flight. The time zone difference when traveling from Columbia to Honolulu is minus 5 hours. Traveling from Columbia in October, expect Honolulu to be a bit warmer, temps between 87°F and 74°F. Wrap up your sightseeing on the 6th (Tue) early enough to travel to Lahaina.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Oahu, Haleiwa, Kailua Beach Park, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
Kailua Beach Park ©
Kailua Beach Park

4
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.
Satisfy your inner culture vulture at Hana Coast Gallery and Baldwin Home Museum. You'll get in some beach time at Ka'anapali Beach and Wailea Beach. Change things up with a short trip to Haleakala Crater in Haleakala National Park (about 1h 50 min away). Spend the 7th (Wed) exploring the striking scenery along Hana Highway - Road to Hana. Next up on the itinerary: get a new perspective on things with Boat Tours & Water Sports and wander the streets of Lahaina Front Street.

To see reviews, where to stay, photos, and tourist information, refer to the Lahaina driving holiday website .

Traveling by flight from Honolulu to Lahaina takes 3.5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of flight and bus. In October, plan for daily highs up to 84°F, and evening lows to 73°F. Finish your sightseeing early on the 10th (Sat) to allow enough time to travel to Kailua-Kona.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Hana Coast Gallery, Haleakala Crater, Wailea Beach, Hana Highway - Road to Hana
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater
Ka'anapali Beach ©
Ka'anapali Beach

6
nights
Kailua-Kona, Island of Hawaii

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 inner history buff will appreciate Pu'uhonua O Honaunau National Historical Park and St. Michael the Archangel Church. Get some cultural insight at Liliuokalani Gardens and Jagger Museum. Explore Kailua-Kona's surroundings by going to Hapuna Beach State Recreation Area (in Puako), Hilo (Rainbow Falls & Akaka Falls State Park) and Hawaii Volcanoes National Park (Volcano Art Center, Kilauea Iki Trailhead, & more). There's lots more to do: discover the deep blue sea with a scuba or snorkeling tour, explore the activities along Kealakekua Bay, take an in-depth tour of Kona Coffee Living History Farm, and get up close to creatures of the deep with a dolphin and whale watching tour.

For where to stay, maps, ratings, and other tourist information, you can read our Kailua-Kona trip itinerary maker .

Traveling by flight from Lahaina to Kailua-Kona takes 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of bus and flight. In October, plan for daily highs up to 86°F, and evening lows to 75°F. On the 17th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Hawaii Volcanoes National Park, Hilo, Captain Cook, Mauna Kea Beach, Hula Daddy Kona Coffee
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead

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