22 days in Hawaii Itinerary
Created using Klarna Trips Hawaii trip itinerary builder
Start: Indianapolis
Fly
1
Honolulu
— 6 nights
Fly
2
Haleakala National Park
— 3 nights
Drive
3
Wailea
— 1 night
Fly
4
Kailua-Kona
— 6 nights
Drive
5
Hawaii Volcanoes National Park
— 5 nights
Fly
End: Indianapolis
Wed, Jan 18 - Wed, Feb 8
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Honolulu — 6 nights

Big Pineapple
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.Get some historical perspective at USS Arizona Memorial and Iolani Palace. Bishop Museum and Queen Emma Summer Palace are good opportunities to explore the local culture. Get out of town with these interesting Honolulu side-trips: Sunset Beach Park (in Haleiwa), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Turtle Bay Beach (in Kahuku). There's much more to do: kick back and relax at Waikiki Beach, stroll around Kapiolani Regional Park, look for gifts at Shirokiya Japan Village Walk, and cruise along Makapu'u Point.
For maps and other tourist information, you can read our Honolulu road trip planner.
Indianapolis to Honolulu is an approximately 12-hour flight. You'll gain 5 hours traveling from Indianapolis to Honolulu due to the time zone difference. Prepare for warmer weather when traveling from Indianapolis in January: high temperatures in Honolulu hover around 81°F and lows are around 67°F. You will have some time to spend on the 24th (Tue) before leaving for Haleakala National Park.
Side Trips
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Haleakala National Park — 3 nights

A Rare and Sacred Landscape
Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.Get in touch with nature at Haleakala Crater and Sliding Sands Trail. Spend the 26th (Thu) exploring the striking scenery along Hana Highway - Road to Hana. Next up on the itinerary: don't miss a visit to Charles Lindbergh's Grave and surround yourself with nature on Haleakala Sunrise Tours.
For maps, ratings, photos, and more tourist information, go to the Haleakala National Park trip planning tool.
Traveling by flight from Honolulu to Haleakala National Park takes 2.5 hours. In January, daily temperatures in Haleakala National Park can reach 81°F, while at night they dip to 63°F. Finish your sightseeing early on the 27th (Fri) to allow enough time to travel to Wailea.
Side Trips
Find places to stay Jan 24 — 27:
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Wailea — 1 night

Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. To see ratings, maps, more things to do, and more tourist information, you can read our Wailea road trip site.
Use the Route module to find suitable travel options from Haleakala National Park to Wailea. In January in Wailea, expect temperatures between 81°F during the day and 63°F at night. Wrap up your sightseeing on the 28th (Sat) early enough to fly to Kailua-Kona.
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Use the Route module to find suitable travel options from Haleakala National Park to Wailea. In January in Wailea, expect temperatures between 81°F during the day and 63°F at night. Wrap up your sightseeing on the 28th (Sat) early enough to fly to Kailua-Kona.
Find places to stay Jan 27 — 28:
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Kailua-Kona — 6 nights
Heart of the Kona Coast
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.Get in touch with nature at Swim with Dolphins and Puukohola National Historic Park. Your cultural itinerary includes sights like Pu'uhonua O Honaunau National Historical Park and Kona Coffee Living History Farm. Explore Kailua-Kona's surroundings by going to Kealakekua Bay (in Captain Cook), Hilo (Banyan Gallery, Liliuokalani Gardens, &more) and Hapuna Beach State Recreation Area (in Puako). There's much more to do: enjoy the sand and surf at Mauna Kea Beach, stroll through Puako Petroglyph Archaeological Preserve, explore the striking landscape of Lapakahi State Historical Park, and stop by Holualoa Village.
To see ratings, other places to visit, photos, and tourist information, you can read our Kailua-Kona trip itinerary planner.
Fly from Wailea to Kailua-Kona in 2.5 hours. In January, plan for daily highs up to 80°F, and evening lows to 67°F. Finish your sightseeing early on the 3rd (Fri) so you can travel to Hawaii Volcanoes National Park.
Side Trips
Find places to stay Jan 28 — Feb 3:
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Hawaii Volcanoes National Park — 5 nights
Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.Get a sense of the local culture at Kalapana and Pu'u Loa Petroglyphs. Escape the urban bustle at Kipuka Puaulu (Bird Park) Trail and Nature & Wildlife Tours. Next up on the itinerary: explore the striking landscape at Thurston Lava Tube (Nahuku), identify plant and animal life at Devastation Trail, view the masterpieces at Volcano Art Center Gallery, and take some stellar pictures from Holei Sea Arch.
To see more things to do, other places to visit, and more tourist information, use the Hawaii Volcanoes National Park holiday maker.
The Route module can help you plan travel from Kailua-Kona to Hawaii Volcanoes National Park. In February in Hawaii Volcanoes National Park, expect temperatures between 81°F during the day and 65°F at night. Finish your sightseeing early on the 8th (Wed) so you can fly back home.
Find places to stay Feb 3 — 8:
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Hawaii travel guide
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.