8 days in Hawaii Itinerary

8 days in Hawaii Itinerary

Created using Inspirock Hawaii route planner

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Route & dates

8 days in Hawaii Itinerary

Start: Boston
Fly:  12​h
1
Honolulu, Oahu
— 3 nights
Fly:  2​h 30​min
2
Kihei, Maui
— 2 nights
Fly:  1​h 15​min
3
Hilo, Island of Hawaii
— 2 nights
Fly:  15​h 15​min
End: Boston

3
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Pu’u O Mahuka Heiau State Monument and USS Bowfin Submarine Museum & Park are good opportunities to explore the local culture. Step off the beaten path and head to Kailua Beach Park and Lanikai Beach. Go for a jaunt from Honolulu to Haleiwa to see Shark Diving about 1h 10 min away. Next up on the itinerary: stroll through Koko Crater Railway Trail, steep yourself in history at Battleship Missouri Memorial, and get interesting insight from Tours.

Use Inspirock's suggestions to plan your Honolulu trip and find the best activities and attractions for your vacation.

Boston to Honolulu is an approximately 12-hour flight. You can also do a combination of bus and flight; or do a combination of ferry and flight. Due to the time zone difference, you'll gain 5 hours traveling from Boston to Honolulu. Traveling from Boston in January, things will get much hotter in Honolulu: highs are around 81°F and lows about 67°F. Cap off your sightseeing on the 6th (Mon) early enough to travel to Kihei.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Kailua, Pu’u O Mahuka Heiau State Monument, Shark Diving
Highlights from your plan
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Shark Diving
Kailua Beach Park ©
Kailua Beach Park

2
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Start off your visit on the 7th (Tue): kick back and relax at Wailea Beach, then get interesting insight from Tours, and then tour the pleasant surroundings at Ho'okipa Beach Park. Get ready for a full day of sightseeing on the 8th (Wed): discover the deep blue sea with a scuba or snorkeling tour, then don't miss a visit to Lahaina Banyan Court, and then wander the streets of Lahaina Front Street.

To see maps, other places to visit, ratings, and more tourist information, go to the Kihei road trip site .

Fly from Honolulu to Kihei in 2.5 hours. Alternatively, you can do a combination of flight and taxi; or do a combination of flight and car. In January, daily temperatures in Kihei can reach 81°F, while at night they dip to 63°F. Wrap up your sightseeing on the 8th (Wed) early enough to travel to Hilo.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

Lahaina, Ho'okipa Beach Park, Wailea Beach
Highlights from your plan
Wailea Beach ©
Wailea Beach
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Scuba & Snorkeling

2
nights
Hilo, Island of Hawaii

Hilo ©
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.
On the 9th (Thu), admire the natural beauty at Hawaii Tropical Botanical Garden, immerse yourself in nature at Akaka Falls State Park, then take in nature's colorful creations at Liliuokalani Gardens, then take an unforgettable tour with a helicopter tour, and finally take in the dramatic scenery at Rainbow Falls.

To see photos, maps, reviews, and tourist information, read our Hilo trip maker .

Traveling by combination of taxi and flight from Kihei to Hilo takes 1.5 hours. Alternatively, you can do a combination of flight and bus. In January, plan for daily highs up to 81°F, and evening lows to 64°F. Finish your sightseeing early on the 10th (Fri) to allow enough time to travel back home.

Things to do in Hilo

Parks Tours Wildlife

Side Trip

Hawaii Tropical Botanical Garden
Highlights from your plan
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden
Rainbow Falls ©
Rainbow Falls
Liliuokalani Gardens ©
Liliuokalani Gardens

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