44 days in Island of Hawaii Itinerary

44 days in Island of Hawaii Itinerary

Created using Inspirock Island of Hawaii sightseeing planner

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Route & dates

Start: Montreal, Quebec
Fly:  14 h 30 min
1
Kailua-Kona
— 20 nights
Drive:  2 h 30 min
2
Hawaii Volcanoes National Park
— 10 nights
Drive:  1 h 15 min
3
Hilo
— 13 nights
Fly:  14 h 15 min
End: Montreal, Quebec

20
nights
Kailua-Kona

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.
You'll enjoy a bit of beach vacationing at Hapuna Beach State Recreation Area and Mauna Kea Beach. Get in touch with nature at Swim with Dolphins and Manini'owali Beach (Kua Bay). Change things up with these side-trips from Kailua-Kona: Waimea (Waialea Beach, Anna Ranch Heritage Center, &more), Captain Cook (Royal Kona Coffee Center, Two Step, &more) and Kula Kai Caverns (in Ocean View). Next up on the itinerary: take your sightseeing to a higher altitude at Mauna Kea, kick back and relax at Anaehoomalu, explore the activities along Honaunau Bay, and explore the striking landscape of Puukohola National Historic Park.

To find maps, traveler tips, reviews, and more tourist information, refer to the Kailua-Kona trip planner.

Montreal, Canada to Kailua-Kona is an approximately 14.5- hour flight. You can also do a combination of bus and flight; or do a combination of train and flight. The time zone difference moving from Eastern Standard Time to Hawaii Standard Time is minus 5 hours. Traveling from Montreal in May, expect nights in Kailua-Kona to be warmer, around 26°C, while days are somewhat warmer, around 33°C. Finish your sightseeing early on the 22nd (Fri) so you can drive to Hawaii Volcanoes National Park.

Things to do in Kailua-Kona

Parks Outdoors Beaches

Side Trips

Island of Hawaii, Captain Cook, Honaunau, Waimea, Kealakekua
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area
Fishing Charters & Tours

10
nights
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.
Relax by the water at Papakōlea Green Sand Beach and Kehena Black Sand Beach. Visiting Kilauea Iki Trailhead and Devastation Trail will get you outdoors. Explore Hawaii Volcanoes National Park's surroundings by going to Pahoa (Ahalanui Park & Red Road (Hwy 137)) and Naalehu (Ka Lae Light, Ka Lae, &more). And it doesn't end there: trek along Kipuka Puaulu (Bird Park) Trail, contemplate the geological forces at Kīlauea, take in the dramatic natural features at Holei Sea Arch, and stroll through Pu'u Huluhulu trail.

To see traveler tips, more things to do, photos, and tourist information, refer to the Hawaii Volcanoes National Park online attractions planner.

You can drive from Kailua-Kona to Hawaii Volcanoes National Park in 2.5 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Kailua-Kona in May since evenings lows in Hawaii Volcanoes National Park dip to 22°C. Wrap up your sightseeing on the 1st (Mon) to allow time to drive to Hilo.

Things to do in Hawaii Volcanoes National Park

Outdoors Parks Trails

Side Trips

Naalehu, Pahoa, Island of Hawaii, Volcano
Highlights from your plan
Papakōlea Green Sand Beach ©
Papakōlea Green Sand Beach
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Thurston Lava Tube (Nahuku) ©
Thurston Lava Tube (Nahuku)

13
nights
Hilo

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.
Take a break from the city and head to Akaka Falls State Park and Hawaii Tropical Botanical Garden. You'll enjoy a bit of beach vacationing at Laupahoehoe Beach Park and Carlsmith Beach Park. Venture out of the city with trips to Lava Viewing Area (in Kalapana), Pahoa (Lava Walk & Kapoho Tide Pools) and Honokaa (Mauna Kea Tea & Waipiʻo Valley Lookout). There's much more to do: take in the dramatic scenery at Rainbow Falls, enjoy the sand and surf at Richardson Beach Park, get outside with Pu'u 'O'o Vent, and see the sky in a new way at Imiloa Astronomy Center.

To see more things to do, other places to visit, reviews, and more tourist information, use the Hilo trip itinerary maker website.

Drive from Hawaii Volcanoes National Park to Hilo in 1.5 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 33°C in June, and nighttime lows around 24°C. Finish your sightseeing early on the 14th (Sun) so you can travel back home.

Things to do in Hilo

Parks Outdoors Nature

Side Trips

Island of Hawaii, Papaikou, Pahoa, Honokaa, Laupahoehoe Beach Park
Highlights from your plan
Akaka Falls State Park ©
Akaka Falls State Park
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden
Rainbow Falls ©
Rainbow Falls

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