7 days in Hawaii & Charlottesville Itinerary

7 days in Hawaii & Charlottesville Itinerary

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Route & dates

7 days in Hawaii & Charlottesville Itinerary

Start: Roanoke
Fly:  14​h 30​min
1
Honolulu, Oahu
— 2 nights
Fly:  3​h 30​min
2
Wailuku, Maui
— 3 nights
Fly:  14​h 30​min
3
Charlottesville
— 1 night
End: Roanoke

2
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.
Kick off your visit on the 28th (Thu): steep yourself in history at Battleship Missouri Memorial, then take an in-depth tour of USS Arizona Memorial, and then take in the pleasant sights at Diamond Head State Monument. Keep things going the next day: enjoy the sand and surf at Waikiki Beach and then explore the activities along Hanauma Bay Nature Preserve.

To find ratings, other places to visit, reviews, and tourist information, read Honolulu itinerary planner .

Roanoke to Honolulu is an approximately 14.5-hour flight. You can also do a combination of car and flight; or do a combination of train and flight. The time zone changes from Eastern Standard Time to Hawaii Standard Time, which is usually a -5 hour difference. Expect a bit warmer temperatures when traveling from Roanoke in May; daily highs in Honolulu reach 84°F and lows reach 71°F. Wrap up your sightseeing on the 29th (Fri) early enough to travel to Wailuku.

Things to do in Honolulu

Parks Outdoors Beaches
Find places to stay May 27 — 29:
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach
Diamond Head State Monument ©
Diamond Head State Monument

3
nights
Wailuku, Maui

Wailuku ©
Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. Kick off your visit on the 30th (Sat): admire the majestic nature at Iao Valley, appreciate the history behind Lahaina Jodo Mission, then don't miss a visit to Lahaina Banyan Court, and finally get up close and personal with brilliant marine life at Maui Ocean Center. On the 31st (Sun), you'll have a packed day of sightseeing: whizz through the canopy at some of the top local zipline courses and adventure parks and then enjoy the sand and surf at Ka'anapali Beach.

To find more things to do, other places to visit, traveler tips, and more tourist information, read Wailuku vacation builder tool .

Getting from Honolulu to Wailuku by flight takes about 3.5 hours. Other options: do a combination of flight and bus; or do a combination of flight and ferry. In May in Wailuku, expect temperatures between 86°F during the day and 68°F at night. Wrap up your sightseeing on the 1st (Mon) to allow time to travel to Charlottesville.

Things to do in Wailuku

Parks Outdoors Beaches

Side Trip

Lahaina
Find places to stay May 29 — Jun 1:
Highlights from your plan
Maui Ocean Center ©
Maui Ocean Center
Ka'anapali Beach ©
Ka'anapali Beach
Lahaina Banyan Court ©
Lahaina Banyan Court

1
night
Charlottesville

Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Kick off your visit on the 2nd (Tue): sample some tasty brews at a beer tour and tasting, look for gifts at C'ville Arts: A Cooperative Gallery, and then take in nature's colorful creations at Monticello.

To find photos, other places to visit, traveler tips, and tourist information, read our Charlottesville road trip app .

Getting from Wailuku to Charlottesville by flight takes about 14.5 hours. Other options: do a combination of flight and train; or do a combination of flight and bus. The time zone difference moving from Hawaii Standard Time (HST) to Eastern Standard Time (EST) is 5 hours. Traveling from Wailuku in June, you can expect nighttime temperatures to be little chillier in Charlottesville, with lows of 64°F. Wrap up your sightseeing on the 2nd (Tue) early enough to drive back home.

Things to do in Charlottesville

Tours Historic Sites Parks
Find places to stay Jun 1 — 2:
Highlights from your plan
Beer Tastings & Tours
Monticello ©
Monticello

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