14 days in Island of Hawaii Itinerary

14 days in Island of Hawaii Itinerary

Created using Inspirock Island of Hawaii planner

Plan created by another user. Make it yours
Fly
1
Kailua-Kona
— 5 nights
Drive
2
Naalehu
— 1 night
Drive
3
Hilo
— 7 nights
Fly

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
31
1
2

5
nights
Kailua-Kona

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.
Venture out of the city with trips to Statue "King Kamehameha" (in Kapaau), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Puukohola National Historic Park (in Kawaihae). There's still lots to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, enjoy the sand and surf at Mauna Kea Beach, stroll through Hapuna Beach State Recreation Area, and take a memorable drive along Mauna Loa Scenic Drive.

Plan a Kailua-Kona trip in moments using our itinerary builder.

San Francisco to Kailua-Kona is an approximately 8.5-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from San Francisco to Kailua-Kona. Traveling from San Francisco in December, expect Kailua-Kona to be much hotter, temps between 82°F and 70°F. Finish your sightseeing early on the 25th (Fri) to allow enough time to drive to Naalehu.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

1
night
Naalehu

Naalehu is a census-designated place in Hawaii County, Hawaii. Kick off your visit on the 26th (Sat): kick back and relax at Papakōlea Green Sand Beach, then Head underground at Kula Kai Caverns, and then enjoy the sand and surf at Punalu‘U Beach.

For other places to visit, reviews, ratings, and tourist information, use the Naalehu trip planner.

Getting from Kailua-Kona to Naalehu by car takes about 2 hours. When traveling from Kailua-Kona in December, plan for a bit cooler days and cooler nights in Naalehu: temperatures range from 67°F by day to 44°F at night. Wrap up your sightseeing on the 26th (Sat) early enough to drive to Hilo.

Things to do in Naalehu

Parks · Outdoors · Beaches · Nature

Side Trips

7
nights
Hilo

America's Wettest City

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.
Change things up with these side-trips from Hilo: Jagger Museum (in Volcano), Steam Vents (in Pahoa) and Hawaii Volcanoes National Park (Nature & Wildlife Tours, Kīlauea, &more). There's much more to do: take in the dramatic scenery at Akaka Falls State Park, pick up some local products at Hilo Farmers Market, admire the natural beauty at Liliuokalani Gardens, and view the masterpieces at Extreme Exposure Fine Art Gallery.

To find reviews, traveler tips, other places to visit, and other tourist information, go to the Hilo trip planner.

Drive from Naalehu to Hilo in 1.5 hours. Alternatively, you can take a bus. Traveling from Naalehu in December, you will find days in Hilo are somewhat warmer (80°F), and nights are warmer (65°F). Wrap up your sightseeing by early afternoon on the 2nd (Sat) to allow enough time to travel back home.

Things to do in Hilo

Parks · Outdoors · Trails · Nature

Side Trips

Island of Hawaii travel guide

4.5
Swim with Dolphins · Scuba & Snorkeling · 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.