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 Hapuna Beach State Recreation Area (in Puako) and Puukohola National Historic Park (in Kawaihae). 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, and then identify plant and animal life at Devastation Trail. On the 5th (Sat), you'll have a packed day of sightseeing: take in nature's colorful creations at Hawaii Tropical Bioreserve and Garden, take in the dramatic scenery at Akaka Falls State Park, get a taste of the local shopping with Hilo Farmers Market, then observe the fascinating underwater world at Mokupapapa Discovery Center, then take in the dramatic scenery at Rainbow Falls, and finally take in nature's colorful creations at Liliuokalani Gardens.

For other places to visit, photos, traveler tips, and more tourist information, read our Hilo day trip site.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Kailua-Kona in November since evenings lows in Hilo dip to 23°C. Finish your sightseeing early on the 5th (Sat) so you can fly to Lahaina.
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Parks · Shopping · Museums · Outdoors
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 Wailea Beach (in Wailea), Haleakala Crater (in Haleakala National Park) 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: Na Pali Coast State Park (in Wainiha), Hanalei Valley Lookout (in Hanalei) and Waimea Canyon State Park (in Waimea). 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.
more
Parks · Outdoors · Wildlife · 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 Ihilani Spa (in Kapolei) and Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more). The adventure continues: contemplate the long history of USS Arizona Memorial, tour the pleasant surroundings at Waikiki Beach, explore the activities along Hanauma Bay Nature Preserve, and go for a walk through Diamond Head State Monument.

To see maps, traveler tips, and tourist information, go to the Honolulu travel planning tool.

Traveling by flight from Koloa to Honolulu takes 2.5 hours. November in Honolulu sees daily highs of 34°C and lows of 26°C at night. Finish your sightseeing early on the 24th (Thu) to allow enough time to fly back home.
more
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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