53 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary builder
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Fly
1
Honolulu, Oahu
— 4 nights
Fly
2
Kailua-Kona, Island of Hawaii
— 10 nights
Drive
3
Hilo, Island of Hawaii
— 6 nights
Fly
4
Lahaina, Maui
— 10 nights
Fly
5
Koloa, Kauai
— 12 nights
Fly
6
Honolulu, Oahu
— 9 nights
Fly

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Honolulu, Oahu — 4 nights

Big Pineapple

Escape the urban bustle at Nature & Wildlife Tours and Scuba & Snorkeling. Relax by the water at Makapu'u Beach and Kaimana Beach. There's much more to do: buy something for everyone on your list at Ala Moana Center, explore the wide array of goods at Foodland Ala Moana, stop by Honolulu Cookie Company, and admire the natural beauty at KCC Cactus Garden.

To see maps, ratings, photos, and other tourist information, use the Honolulu online tour builder.

Zurich, Switzerland to Honolulu is an approximately 25-hour flight. The time zone changes from Central European Standard Time to Hawaii-Aleutian Standard Time, which is usually a -11 hour difference. Plan for much warmer temperatures traveling from Zurich in October, with highs in Honolulu at 36°C and lows at 27°C. Wrap up your sightseeing on the 11th (Wed) to allow time to fly to Kailua-Kona.
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Outdoors · Wildlife · Shopping · Tours
Side Trip

Kailua-Kona, Island of Hawaii — 10 nights

Heart of the Kona Coast

Get in touch with nature at Saddle Road and Kaloko-Honokohau National Historical Park. Shop till you drop at Mountain Thunder Coffee Plantation and Discovery Antiques. Explore Kailua-Kona's surroundings by going to 49 Black Sand Beach (in Waikoloa), Hapuna Beach State Recreation Area (in Puako) and Mauna Loa Scenic Drive (in Hawaii Volcanoes National Park). There's much more to do: get close to the beloved marine mammals with My Kona Adventures, stroll through Manini'owali Beach (Kua Bay), contemplate the waterfront views at Kealakekua Bay, and identify plant and animal life at Wildlife Areas.

For maps, traveler tips, and other tourist information, go to the Kailua-Kona trip planner.

Fly from Honolulu to Kailua-Kona in 2.5 hours. October in Kailua-Kona sees daily highs of 35°C and lows of 28°C at night. Finish your sightseeing early on the 21st (Sat) so you can drive to Hilo.
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Parks · Outdoors · Beaches · Nature
Side Trips

Hilo, Island of Hawaii — 6 nights

America's Wettest City

Head to Hilo Farmers Market and Banyan Galleryfor plenty of shopping. Explore hidden gems such as Kīlauea and Rainbow Falls. Get out of town with these interesting Hilo side-trips: Uncle Robert's Awa Bar and Farmers Market (in Kaimu), Steam Vents (in Pahoa) and Hawaii Volcanoes National Park (Sulphur Banks, Kalapana, &more). And it doesn't end there: enjoy the sand and surf at Richardson Beach Park, explore the fascinating underground world of Kaumana Caves Park, see Off-Road Tours, and take in the dramatic scenery at Akaka Falls State Park.

Take the guesswork out of planning a Hilo vacation by using our trip itinerary maker.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can drive; or take a bus. Traveling from Kailua-Kona in October, plan for slightly colder nights in Hilo, with lows around 24°C. Finish your sightseeing early on the 27th (Fri) to allow enough time to fly to Lahaina.
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Parks · Outdoors · Nature · Tours
Side Trips

Lahaina, Maui — 10 nights

Crown Jewel of Maui

You'll explore the less-touristy side of things at Ho'okipa Beach Park and Kamaole Beach Park II. Give yourself a bit of retail therapy at Napili Farmers Market and Lahaina Henna Tattoos & Hair Braiding. Venture out of the city with trips to Kihei (Kalepolepo Beach Park & Kamaole Beach Park I), Wailea (Keawakapu Beach, Makena Beach, &more) and Paia Peace Stupa (in Paia). There's still lots to do: kick back and relax at D.T. Fleming Park, relax in the rural setting at Punakea Palms, trek along Kapalua Coastal Trail, and stroll through Baby Beach.

To see maps, more things to do, and more tourist information, use the Lahaina vacation planner.

Fly from Hilo to Lahaina in 2.5 hours. Expect a daytime high around 34°C in October, and nighttime lows around 26°C. Finish your sightseeing early on the 6th (Mon) so you can fly to Koloa.
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Outdoors · Parks · Beaches · Tours
Side Trips

Koloa, Kauai — 12 nights

Give yourself a bit of retail therapy at Hawaiian Trading Post and Tabora Gallery. Eschew the tourist crowds and head to Kauai Safaris and Maha'ulepu Heritage Trail. Get out of town with these interesting Koloa side-trips: Kuilau Ridge Trail (in Kapaa), Waimea (Canyon Trail, Waimea Canyon State Park, &more) and Princeville (Hanalei Valley Lookout & Pali Ke Kua Beach (Hideaway s Beach)).

To see ratings, more things to do, photos, and more tourist information, you can read our Koloa trip itinerary planning site.

Fly from Lahaina to Koloa in 2.5 hours. November in Koloa sees daily highs of 32°C and lows of 25°C at night. Finish up your sightseeing early on the 18th (Sat) so you can catch the flight to Honolulu.
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Parks · Outdoors · Beaches · Nature
Side Trips

Honolulu, Oahu — 9 nights

Big Pineapple

Get in touch with nature at Diamond Head State Monument and Waikiki Beach. Visit Waimanalo Beach and Shark's Cove for some beach relaxation. Venture out of the city with trips to Sunset Beach Park (in Haleiwa), Scuba & Snorkeling (in Kapolei) and Ko Hana Distillers (in Waipahu). Enjoy Honolulu some more: tour the pleasant surroundings at Koko Crater Railway Trail, kick back and relax at Kuhio Beach, explore the different monuments and memorials at USS Arizona Memorial, and hunt for treasures at Aloha Stadium Swap Meet & Marketplace.

For other places to visit, where to stay, reviews, and other tourist information, go to the Honolulu holiday builder tool.

You can fly from Koloa to Honolulu in 2.5 hours. You'll have a few hours on the 27th (Mon) to wrap things up before traveling home.
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Outdoors · Parks · Beaches · Wildlife
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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