17 days in Hawaii Itinerary

17 days in Hawaii Itinerary

Created using Inspirock Hawaii travel route planner
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Hilo, Island of Hawaii
— 2 nights
Kailua-Kona, Island of Hawaii
— 2 nights
Koloa, Kauai
— 7 nights
Honolulu, Oahu
— 4 nights


Hilo, Island of Hawaii — 2 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.
Kick off your visit on the 11th (Tue): pick up some local products at Hilo Farmers Market, take in the dramatic scenery at Rainbow Falls, then admire the majestic nature at Akaka Falls State Park, and finally explore the striking landscape at Thurston Lava Tube (Nahuku). On the 12th (Wed), you'll have a packed day of sightseeing: trek along Kipuka Puaulu (Bird Park) Trail, see the interesting displays at Jagger Museum, and then contemplate the geological forces at Kīlauea.

To find reviews, photos, maps, and other tourist information, read our Hilo trip planner.

Boston to Hilo is an approximately 15-hour flight. You'll gain 5 hours traveling from Boston to Hilo due to the time zone difference. Traveling from Boston in January, expect Hilo to be much warmer, temps between 81°F and 64°F. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to Kailua-Kona.
Parks · Nature · Outdoors · Trails
Side Trips

Kailua-Kona, Island of Hawaii — 2 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.
Keep things going the next day: take in the awesome beauty at Mauna Kea.

For ratings, maps, more things to do, and tourist information, read our Kailua-Kona day trip planning tool.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. January in Kailua-Kona sees daily highs of 80°F and lows of 67°F at night. Finish up your sightseeing early on the 14th (Fri) so you can catch the flight to Koloa.
Parks · Nature · Beaches · Outdoors
Side Trips

Koloa, Kauai — 7 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Step out of the city life by going to Poipu Beach Park and Na Pali Coast State Park. Your itinerary includes some good beach time at Shipwreck Beach and Hanalei Beach. Get out of town with these interesting Koloa side-trips: Seductions of Kauai Gallery (in Lihue), Waimea Canyon State Park (in Waimea) and Wailua River State Park (in Wailua). There's still lots to do: take in the dramatic natural features at Spouting Horn, pause for some serene contemplation at St. Raphael Church, steep yourself in history at Kilohana, and learn more about the world around you at Kauai Museum.

To find where to stay, reviews, traveler tips, and other tourist information, refer to the Koloa trip itinerary maker.

You can fly from Kailua-Kona to Koloa in 2.5 hours. In January, daytime highs in Koloa are 79°F, while nighttime lows are 65°F. Finish up your sightseeing early on the 21st (Fri) so you can catch the flight to Honolulu.
Parks · Historic Sites · Nature · Beaches
Side Trips

Honolulu, Oahu — 4 nights

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
USS Arizona Memorial and Iolani Palace will appeal to history buffs. Take a break from the city and head to Diamond Head State Monument and Waikiki Beach. The adventure continues: explore the activities along Hanauma Bay Nature Preserve and pause for some photo ops at King Kamehameha Statue.

To find photos, more things to do, other places to visit, and other tourist information, use the Honolulu trip itinerary maker app.

Traveling by flight from Koloa to Honolulu takes 2.5 hours. Alternatively, you can fly. In January in Honolulu, expect temperatures between 81°F during the day and 67°F at night. On the 25th (Tue), you're off to home.
Parks · Outdoors · Beaches · Historic Sites

Hawaii travel guide

Scuba & Snorkeling · Beaches · Zipline
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.