22 days in Hawaii Itinerary

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Fly
1
Kailua-Kona, Island of Hawaii
— 5 nights
Fly
2
Lahaina, Maui
— 4 nights
Fly
3
Hanalei, Kauai
— 3 nights
Drive
4
Koloa, Kauai
— 2 nights
Fly
5
Honolulu, Oahu
— 7 nights
Fly

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Kailua-Kona, Island of Hawaii — 5 nights

Heart of the Kona Coast

Visit Pu'uhonua O Honaunau National Historical Park and Kealakekua Bay for their historical value. Discover out-of-the-way places like Hawaii Tropical Bioreserve and Garden and Fishing Charters & Tours. Change things up with these side-trips from Kailua-Kona: Hawaiian Vanilla Company (in Paauilo), Captain Cook (Royal Kona Coffee Center & The Painted Church) and Hapuna Beach State Recreation Area (in Puako). And it doesn't end there: tour the pleasant surroundings at Waipio Valley, see the world from above with a helicopter tour, contemplate the waterfront views at Kahaluu Bay, and look for gifts at Greenwell Farms.

For traveler tips, more things to do, ratings, and other tourist information, read Kailua-Kona online trip itinerary planner.

Melbourne, Australia to Kailua-Kona is an approximately 16-hour flight. You'll gain 20 hours traveling from Melbourne to Kailua-Kona due to the time zone difference. While traveling from Melbourne, expect somewhat warmer days and much hotter nights in Kailua-Kona, ranging from highs of 35°C to lows of 28°C. Finish up your sightseeing early on the 6th (Fri) so you can catch the flight to Lahaina.
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Parks · Nature · Outdoors · Historic Sites
Side Trips

Lahaina, Maui — 4 nights

Crown Jewel of Maui

Discover out-of-the-way places like Shark Diving and Old Lahaina Courthouse. You'll find plenty of places to visit near Lahaina: Wailea Beach (in Wailea) and Kamaole Beach Park II (in Kihei). The adventure continues: trek along Kapalua Coastal Trail, explore the activities along Lahaina Harbor, kick back and relax at D.T. Fleming Park, and relax in the rural setting at Maui Tropical Plantation.

To find where to stay, reviews, traveler tips, and tourist information, read our Lahaina trip itinerary builder app.

Fly from Kailua-Kona to Lahaina in 2.5 hours. October in Lahaina sees daily highs of 34°C and lows of 26°C at night. Wrap up your sightseeing on the 10th (Tue) to allow time to fly to Hanalei.
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Outdoors · Parks · Beaches · Wildlife
Side Trips

Hanalei, Kauai — 3 nights

You'll discover tucked-away gems like Na Pali Coast State Park and Lydgate Farms Kauai Chocolate.

To find traveler tips, photos, reviews, and more tourist information, you can read our Hanalei trip planner.

Fly from Lahaina to Hanalei in 2.5 hours. In October in Hanalei, expect temperatures between 34°C during the day and 27°C at night. Finish your sightseeing early on the 13th (Fri) to allow enough time to drive to Koloa.
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Parks · Wildlife · Outdoors · Beaches
Side Trips

Koloa, Kauai — 2 nights

Start off your visit on the 14th (Sat): get some fabulous bargains at Original Red Dirt Shirts, head outdoors with Outdoor Activities, and then kick back and relax at Poipu Beach Park. Here are some ideas for day two: relax in the rural setting at Kauai Coffee Company, then kick back and relax at Kalapaki Beach, and then admire the sheer force of Wailua Falls.

To see maps, reviews, traveler tips, and other tourist information, use the Koloa trip planner.

You can drive from Hanalei to Koloa in 1.5 hours. Alternatively, you can drive; or take a bus. October in Koloa sees daily highs of 34°C and lows of 27°C at night. Wrap up your sightseeing on the 15th (Sun) early enough to fly to Honolulu.
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Outdoors · Parks · Beaches · Tours
Side Trips

Honolulu, Oahu — 7 nights

Big Pineapple

Deepen your sense of the past at sights like National Memorial Cemetery of the Pacific and Makapuu Lighthouse Trail. Eschew the tourist crowds and head to Byodo-In Temple and USS Bowfin Submarine Museum & Park. When in Honolulu, make a side trip to see Swim with Dolphins in Waianae, approximately Waianae away. The adventure continues: savor the flavors at Food & Drink, admire the sheer force of Manoa Falls, tour the pleasant surroundings at Lanikai Beach, and make a trip to North Shore.

To find maps, ratings, traveler tips, and more tourist information, go to the Honolulu tour itinerary planner.

You can fly from Koloa to Honolulu in 2.5 hours. In October, plan for daily highs up to 36°C, and evening lows to 27°C. Wrap up your sightseeing by early afternoon on the 22nd (Sun) to allow enough time to fly back home.
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Parks · Outdoors · Beaches · Tours
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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