14 days in Island of Hawaii Itinerary

14 days in Island of Hawaii Itinerary

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Route & dates

14 days in Island of Hawaii Itinerary

Start: New York City
Foot + Fly:  9​h 30​min
1
Kailua-Kona
— 5 nights
Drive:  1​h
2
Waimea
— 4 nights
Drive:  1​h 15​min
3
Hilo
— 3 nights
Fly + Bus:  14​h 45​min
End: New York City

5
nights
Kailua-Kona

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.
Explore the numerous day-trip ideas around Kailua-Kona: Pu'uhonua O Honaunau National Historical Park (in Honaunau), Kealakekua Bay (in Captain Cook) and Papakōlea Green Sand Beach (in Naalehu). And it doesn't end there: take your sightseeing to a higher altitude at Mauna Kea, see Kona Boys, stroll through Manini'owali Beach (Kua Bay), and cruise along Saddle Road.

To find photos, maps, where to stay, and tourist information, refer to the Kailua-Kona tour itinerary builder website .

New York City to Kailua-Kona is an approximately 16.5-hour flight. You can also fly; or do a combination of train and flight. Traveling from New York City to Kailua-Kona, you'll gain 5 hours due to the time zone difference. Prepare for much hotter weather when traveling from New York City in December: high temperatures in Kailua-Kona hover around 82°F and lows are around 70°F. Finish your sightseeing early on the 23rd (Wed) to allow enough time to drive to Waimea.

Things to do in Kailua-Kona

Outdoors Parks Wildlife

Side Trips

Kealakekua, Pu'uhonua O Honaunau National Historical Park, Hula Daddy Kona Coffee, Kealakekua Bay, Papakōlea Green Sand Beach
Highlights from your plan
Manini'owali Beach (Kua Bay) ©
Manini'owali Beach (Kua Bay)
Mauna Kea ©
Mauna Kea
Saddle Road
Saddle Road

4
nights
Waimea

Waimea ©
A vast agricultural land with one of the largest cattle ranches in the United States, Waimea embraces its ranching roots.
Explore Waimea's surroundings by going to Waikoloa (Queens' Market Place, Anaehoomalu, &more), Statue "King Kamehameha" (in Kapaau) and Waipiʻo Valley Lookout (in Honokaa). Next up on the itinerary: stroll through Hapuna Beach State Recreation Area, admire the verdant scenery at Waipio Valley, tee off at Mauna Lani Resort , and get a taste of life in the country at Evening at Kahua Ranch.

Take the guesswork out of planning a Waimea vacation by using our trip itinerary maker.

You can drive from Kailua-Kona to Waimea in an hour. Another option is to take a bus. When traveling from Kailua-Kona in December, plan for slightly colder days and colder nights in Waimea: temperatures range from 67°F by day to 44°F at night. Cap off your sightseeing on the 27th (Sun) early enough to go by car to Hilo.

Things to do in Waimea

Outdoors Parks Beaches

Side Trips

Waikoloa, Puukohola National Historic Park, Hapuna Beach State Recreation Area, Mauna Lani Resort , Waipio Valley
Highlights from your plan
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area
Mauna Lani Resort ©
Mauna Lani Resort
Waipiʻo Valley Lookout ©
Waipiʻo Valley Lookout

3
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.
You'll find plenty of places to visit near Hilo: Jagger Museum (in Volcano), Laupahoehoe Beach Park (in Laupahoehoe) and Hawaii Volcanoes National Park (Devastation Trail, Kīlauea, &more). Next up on the itinerary: take in the dramatic scenery at Rainbow Falls, browse the fresh offerings at Hilo Farmers Market, look for gifts at Big Island Candies, and examine the collection at Pacific Tsunami Museum.

To see ratings, photos, other places to visit, and tourist information, refer to the Hilo trip maker site .

Drive from Waimea to Hilo in 1.5 hours. Alternatively, you can take a bus. Traveling from Waimea in December, expect nights in Hilo to be much hotter, around 65°F, while days are somewhat warmer, around 80°F. Wrap up your sightseeing on the 30th (Wed) early enough to travel back home.

Things to do in Hilo

Parks Nature Museums

Side Trips

Hawaii Volcanoes National Park, Jagger Museum, Laupahoehoe Beach Park, Kilauea Caverns of Fire, Big Island Candies
Highlights from your plan
Rainbow Falls ©
Rainbow Falls
Hilo Farmers Market ©
Hilo Farmers Market
Kīlauea ©
Kīlauea

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