17 days in Hawaii Itinerary

17 days in Hawaii Itinerary

Created using Inspirock Hawaii route planner
Make it your trip
Honolulu, Oahu
— 4 nights
Volcano, Island of Hawaii
— 1 night
Kailua-Kona, Island of Hawaii
— 5 nights
Kihei, Maui
— 5 nights


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.
Get outdoors at Waikiki Beach and Koko Crater Railway Trail. Eschew the tourist crowds and head to Scuba & Snorkeling and Waimanalo Beach. Venture out of the city with trips to Lanikai Beach (in Kailua) and Bellows Field Beach Park (in Waimanalo). There's much more to do: capture your vacation like a pro with an inspiring photography tour, admire the verdant scenery at Nu’uanu Pali, and explore the striking landscape at Halona Blowhole.

For photos and other tourist information, go to the Honolulu trip builder tool.

Toronto, Canada to Honolulu is an approximately 13-hour flight. The time zone difference when traveling from Toronto to Honolulu is minus 5 hours. Prepare for much hotter weather when traveling from Toronto in October: high temperatures in Honolulu hover around 36°C and lows are around 27°C. Finish up your sightseeing early on the 29th (Sat) so you can catch the flight to Volcano.
Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay Oct 25 — 29:

Volcano, Island of Hawaii — 1 night

Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Start off your visit on the 29th (Sat): admire the sheer force of Rainbow Falls, then hike along Kipuka Puaulu (Bird Park) Trail, and then hike along Sulphur Banks. Get ready for a full day of sightseeing on the next day: explore the fascinating underground world of Kazumura Cave Tours, then admire the natural beauty at Volcano Garden Arts, and then identify plant and animal life at Epic Lava Tours.

For ratings, more things to do, maps, and more tourist information, read Volcano trip itinerary planner.

Fly from Honolulu to Volcano in 2.5 hours. In October in Volcano, expect temperatures between 34°C during the day and 24°C at night. Cap off your sightseeing on the 30th (Sun) early enough to go by car to Kailua-Kona.
Parks · Outdoors · Trails · Nature
Side Trips
Find places to stay Oct 29 — 30:

Kailua-Kona, Island of Hawaii — 5 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 Pu'uhonua O Honaunau National Historical Park and Kaloko-Honokohau National Historical Park. Explore hidden gems such as My Kona Adventures and Makalawena/Pu'u Ali'i. Change things up with a short trip to Honaunau Bay in Honaunau (about 44 minutes away). There's still lots to do: kick back and relax at Manini'owali Beach (Kua Bay), tour the pleasant surroundings at Magic Sands, get engrossed in the history at H.N. Greenwell Store Museum, and take in the spiritual surroundings of Mokuaikaua Church.

For photos, reviews, other places to visit, and more tourist information, use the Kailua-Kona trip website.

Traveling by car from Volcano to Kailua-Kona takes 2.5 hours. Alternatively, you can take a bus. In October in Kailua-Kona, expect temperatures between 35°C during the day and 28°C at night. Wrap up your sightseeing on the 4th (Fri) early enough to fly to Kihei.
Parks · Outdoors · Nature · Beaches
Side Trips
Find places to stay Oct 30 — Nov 4:

Kihei, Maui — 5 nights

Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Visiting Ho'okipa Beach Park and Kamaole Beach Park III will get you outdoors. Discover out-of-the-way places like Kamaole Beach Park II and Wailea Beach Path. And it doesn't end there: kick back and relax at Keawakapu Beach, stroll through Ulua Beach, walk around Kamaole Beach Park I, and relax and rejuvenate at some of the best spas.

To see traveler tips, photos, where to stay, and other tourist information, refer to the Kihei online attractions planner.

You can fly from Kailua-Kona to Kihei in 2.5 hours. Traveling from Kailua-Kona in November, expect slightly colder with lows of 23°C in Kihei. Wrap up your sightseeing on the 9th (Wed) to allow time to fly back home.
Outdoors · Beaches · Parks · Tours
Side Trips
Find places to stay Nov 4 — 9:

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.