23 days in Island of Hawaii Itinerary

23 days in Island of Hawaii Itinerary

Created using Inspirock Island of Hawaii journey maker
Make it your trip
Fly
1
Kailua-Kona
— 9 nights
Drive
2
Naalehu
— 3 nights
Drive
3
Hilo
— 10 nights
Fly

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Kailua-Kona — 9 nights

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.
Take a break from the city and head to Swim with Dolphins and Manini'owali Beach (Kua Bay). You'll find plenty of places to visit near Kailua-Kona: Puukohola National Historic Park (in Kawaihae), Waikoloa (Waikoloa Kings' Course, 49 Black Sand Beach, &more) and Hapuna Beach State Recreation Area (in Puako). There's lots more to do: tour the pleasant surroundings at Mauna Kea Beach, enjoy the sand and surf at Makalawena/Pu'u Ali'i, explore the striking landscape of Lapakahi State Historical Park, and play a few rounds at Mauna Lani Resort .

To find ratings, reviews, photos, and other tourist information, use the Kailua-Kona trip itinerary planning site.

Denver to Kailua-Kona is an approximately 8.5-hour flight. You can also fly. The time zone difference when traveling from Denver to Kailua-Kona is minus 3 hours. Expect somewhat warmer weather when traveling from Denver in May: highs in Kailua-Kona hover around 83°F, while lows dip to 73°F. Finish up your sightseeing early on the 3rd (Fri) so you can go by car to Naalehu.
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Outdoors · Parks · Beaches · Nature
Side Trips

Naalehu — 3 nights

Naalehu is a census-designated place in Hawaii County, Hawaii. Visiting Papakōlea Green Sand Beach and Kula Kai Caverns will get you outdoors. Step out of Naalehu with an excursion to Honomalino Bay in Milolii--about 56 minutes away. Next up on the itinerary: walk around Punalu‘U Beach, admire all the interesting features of Ka Lae, tour the pleasant surroundings at South Point Complex, and enjoy the sand and surf at Holoholokai Beach Park.

To find reviews, more things to do, maps, and more tourist information, refer to the Naalehu road trip planning app.

Drive from Kailua-Kona to Naalehu in 2 hours. Alternatively, you can take a bus. Expect a bit cooler weather when traveling from Kailua-Kona in June: highs in Naalehu hover around 71°F, while lows dip to 48°F. Cap off your sightseeing on the 6th (Mon) early enough to go by car to Hilo.
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Parks · Beaches · Outdoors · Nature
Side Trips

Hilo — 10 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.
Step out of the city life by going to Kilauea Iki Trailhead and Kipuka Puaulu (Bird Park) Trail. Explore the numerous day-trip ideas around Hilo: Jagger Museum (in Volcano), Hawaii Volcanoes National Park (Volcano Art Center Gallery, Devastation Trail, &more) and Laupahoehoe Beach Park (in Laupahoehoe). Next up on the itinerary: admire the sheer force of Akaka Falls State Park, contemplate the waterfront views at Onomea Bay, take in nature's colorful creations at Hawaii Tropical Bioreserve and Garden, and kick back and relax at Carlsmith Beach Park.

To see photos, traveler tips, maps, and more tourist information, read our Hilo tour planner.

Traveling by car from Naalehu to Hilo takes 1.5 hours. Alternatively, you can take a bus. While traveling from Naalehu, expect a bit warmer days and much hotter nights in Hilo, ranging from highs of 83°F to lows of 69°F. Cap off your sightseeing on the 16th (Thu) early enough to catch the flight back home.
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Parks · Outdoors · Trails · Beaches
Side Trips

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.
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