24 days in Hawaii Itinerary

24 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner
Make it your trip
Fly
1
Kailua-Kona, Island of Hawaii
— 2 nights
Drive
2
Hilo, Island of Hawaii
— 2 nights
Fly
3
Lahaina, Maui
— 6 nights
Fly
4
Koloa, Kauai
— 3 nights
Fly
5
Honolulu, Oahu
— 10 nights
Fly

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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.
Explore Kailua-Kona's surroundings by going to Puukohola National Historic Park (in Kawaihae) and Hapuna Beach State Recreation Area (in Puako). Next up on the itinerary: fulfill a lifelong dream with a swim-with-the-dolphins experience, take in the spiritual surroundings of Mokuaikaua Church, experience rural life at Heavenly Hawaiian Kona Coffee Farm, and kick back and relax at Kahaluu Beach.

To find where to stay, reviews, more things to do, and more tourist information, read our Kailua-Kona travel itinerary planner.

Toronto, Canada to Kailua-Kona is an approximately 16-hour flight. You'll gain 5 hours traveling from Toronto to Kailua-Kona due to the time zone difference. Plan for warmer temperatures traveling from Toronto in November, with highs in Kailua-Kona at 34°C and lows at 26°C. Finish up your sightseeing early on the 3rd (Thu) so you can go by car to Hilo.
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Outdoors · Parks · Wildlife · Beaches
Side Trips

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.
Start off your visit on the 4th (Fri): get a taste of the local shopping with Volcano Art Center Gallery, trek along Kilauea Iki Trailhead, then tour the pleasant surroundings at Devastation Trail, and finally see the interesting displays at Jagger Museum. Here are some ideas for day two: admire the natural beauty at Hawaii Tropical Bioreserve and Garden, admire the majestic nature at Akaka Falls State Park, pick up some local products at Hilo Farmers Market, get up close and personal with brilliant marine life at Mokupapapa Discovery Center, then admire the sheer force of Rainbow Falls, and finally admire the natural beauty at Liliuokalani Gardens.

To find maps, where to stay, and more tourist information, read our Hilo driving holiday planner.

Drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in November, you can expect nighttime temperatures to be a bit cooler in Hilo, with lows of 23°C. Finish up your sightseeing early on the 5th (Sat) so you can catch the flight to Lahaina.
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Parks · Museums · Shopping · Wildlife
Side Trips

Lahaina, Maui — 6 nights

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Venture out of the city with trips to Haleakala Crater (in Haleakala National Park), Wailea Beach (in Wailea) and Wailuku (Iao Valley, Maui Tropical Plantation, &more). Spend the 6th (Sun) exploring the striking scenery along Hana Highway - Road to Hana. There's lots more to do: look for all kinds of wild species at Wildlife Areas, enjoy the sand and surf at Ka'anapali Beach, stroll through Napili Beach, and observe the fascinating underwater world at Maui Ocean Center.

Planning Lahaina trip won't be overwhelming when you use Inspirock's itinerary maker.

Traveling by flight from Hilo to Lahaina takes 2.5 hours. Expect a daytime high around 32°C in November, and nighttime lows around 25°C. Finish your sightseeing early on the 11th (Fri) so you can fly to Koloa.
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Outdoors · Parks · Beaches · Scenic Drive
Side Trips

Koloa, Kauai — 3 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. You'll find plenty of places to visit near Koloa: Hanalei Valley Lookout (in Hanalei), Waimea Canyon State Park (in Waimea) and Na Pali Coast State Park (in Wainiha). Next up on the itinerary: see some colorful creatures with Garden Isle Divers, trek along Kalalau Trail, snap pictures at Swinging Bridge, and enjoy the sand and surf at Poipu Beach Park.

To see other places to visit, photos, where to stay, and tourist information, read our Koloa online trip planner.

Traveling by flight from Lahaina to Koloa takes 2.5 hours. November in Koloa sees daily highs of 32°C and lows of 25°C at night. Finish your sightseeing early on the 14th (Mon) so you can fly to Honolulu.
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Parks · Wildlife · Outdoors · Tours
Side Trips

Honolulu, Oahu — 10 nights

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Venture out of the city with trips to Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more) and Ihilani Spa (in Kapolei). There's still lots to do: take an in-depth tour of USS Arizona Memorial, stroll through Waikiki Beach, contemplate the waterfront views at Hanauma Bay Nature Preserve, and see some colorful creatures with a scuba or snorkeling tour.

To see reviews, traveler tips, where to stay, and tourist information, you can read our Honolulu itinerary builder tool.

You can fly from Koloa to Honolulu in 2.5 hours. In November, daily temperatures in Honolulu can reach 34°C, while at night they dip to 26°C. Wrap up your sightseeing on the 24th (Thu) to allow time to fly back home.
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Outdoors · Parks · Museums · Historic Sites
Side Trips

Hawaii travel guide

4.4
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.
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