8 days in Hawaii Itinerary
8 days in Hawaii Itinerary
Created using Inspirock Hawaii trip itinerary planner
Start: Tokyo
Fly
1
Captain Cook, Island of Hawaii
— 1 night
Drive
2
Waikoloa, Island of Hawaii
— 1 night
Fly
3
Lahaina, Maui
— 2 nights
Fly
4
Honolulu, Oahu
— 3 nights
Fly
End: Tokyo
Wed, Oct 7 - Wed, Oct 14
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See full calendar
1
night
1
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A small town with big ocean views, Captain Cook lies on top of an ancient fault line that was responsible for creating the nearby Kealakekua Bay thousands of years ago.Start off your visit on the 7th (Wed): steep yourself in history at Pu'uhonua O Honaunau National Historical Park, fulfill a lifelong dream with My Kona Adventures, then experience rural life at Heavenly Hawaiian Kona Coffee Farm, and finally relax in the rural setting at Hala Tree.
To see photos, other places to visit, and other tourist information, you can read our Captain Cook trip maker app.
Tokyo, Japan to Captain Cook is an approximately 13-hour flight. You'll gain 19 hours traveling from Tokyo to Captain Cook due to the time zone difference. Expect a bit warmer temperatures when traveling from Tokyo in October; daily highs in Captain Cook reach 35°C and lows reach 28°C. Finish your sightseeing early on the 7th (Wed) so you can drive to Waikoloa.
Things to do in Captain Cook
Side Trips
Highlights from your trip
1
night
1
night

Waikoloa Village is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Start off your visit on the 8th (Thu): enjoy the sand and surf at Anaehoomalu, then stroll through Mauna Kea Beach, and then explore the striking landscape of Puukohola National Historic Park.
To find maps, photos, ratings, and tourist information, read our Waikoloa trip website.
Drive from Captain Cook to Waikoloa in an hour. Alternatively, you can take a bus. In October, daytime highs in Waikoloa are 35°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 8th (Thu) so you can travel to Lahaina.
To find maps, photos, ratings, and tourist information, read our Waikoloa trip website.
Drive from Captain Cook to Waikoloa in an hour. Alternatively, you can take a bus. In October, daytime highs in Waikoloa are 35°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 8th (Thu) so you can travel to Lahaina.
Things to do in Waikoloa
Side Trips
Highlights from your trip
2
nights
2
nights
Crown Jewel of Maui
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.Kick off your visit on the 9th (Fri): enjoy the sand and surf at Ka'anapali Beach, then test your team's savvy at Maui Escape Rooms, and then see some colorful creatures with a scuba or snorkeling tour. Get ready for a full day of sightseeing on the next day: stroll around Lahaina Banyan Court, then get up close and personal with brilliant marine life at Maui Ocean Center, and then immerse yourself in nature at Iao Valley.
For photos, traveler tips, where to stay, and more tourist information, read Lahaina trip planner.
You can fly from Waikoloa to Lahaina in 4 hours. In October in Lahaina, expect temperatures between 34°C during the day and 26°C at night. Finish up your sightseeing early on the 10th (Sat) so you can travel to Honolulu.
Things to do in Lahaina
Side Trip
Highlights from your trip
3
nights
3
nights

Big Pineapple
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.Honolulu is known for historic sites, wildlife, and beaches. Your plan includes some of its best attractions: explore the different monuments and memorials at USS Arizona Memorial, take in the pleasant sights at Diamond Head State Monument, see the interesting displays at USS Bowfin Submarine Museum & Park, and enjoy the sand and surf at Waikiki Beach.
To see more things to do, maps, other places to visit, and more tourist information, you can read our Honolulu day trip tool.
You can fly from Lahaina to Honolulu in 3.5 hours. In October, daytime highs in Honolulu are 36°C, while nighttime lows are 27°C. Finish your sightseeing early on the 13th (Tue) to allow enough time to travel back home.
Things to do in Honolulu
Highlights from your trip
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Hawaii travel guide
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.