19 days in Hawaii Itinerary

19 days in Hawaii Itinerary

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Route & dates

19 days in Hawaii Itinerary

Start: Bloomington
Drive + Fly:  19​h 15​min
1
Hilo, Island of Hawaii
— 2 nights
Fly:  1​h 15​min
2
Kihei, Maui
— 5 nights
taxi + Fly:  1​h 15​min
3
Lihue, Kauai
— 1 night
Fly:  2​h 15​min
4
Honolulu, Oahu
— 9 nights
Fly + Drive:  12​h 45​min
End: Bloomington

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 28th (Fri), you'll have a packed day of sightseeing: immerse yourself in nature at Akaka Falls State Park and then pick up some local products at Hilo Farmers Market.

To see where to stay, reviews, maps, and other tourist information, read Hilo day trip website .

Bloomington to Hilo is an approximately 19.5-hour flight. You'll gain 4 hours traveling from Bloomington to Hilo due to the time zone difference. Traveling from Bloomington in June, expect a bit warmer with lows of 69°F in Hilo. Cap off your sightseeing on the 29th (Sat) early enough to travel to Kihei.

Things to do in Hilo

Parks Nature Trails

Side Trips

Hawaii Volcanoes National Park, Jagger Museum
Highlights from your plan
Kīlauea ©
Kīlauea
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Jagger Museum ©
Jagger Museum

5
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.
We've included these beaches for you: Kamaole Beach Park II and Kamaole Beach Park III. Explore hidden gems such as Parasailing & Paragliding and Stand-Up Paddleboarding. Take a break from Kihei with a short trip to Kapalua Beach in Kapalua, about 50 minutes away. And it doesn't end there: get interesting insight from Tours, enjoy the sand and surf at Kalepolepo Beach Park, and tour the pleasant surroundings at Wailea Beach.

To find where to stay, more things to do, traveler tips, and more tourist information, read Kihei trip builder website .

Traveling by combination of flight and taxi from Hilo to Kihei takes 1.5 hours. Alternatively, you can do a combination of bus and flight. In June, daily temperatures in Kihei can reach 87°F, while at night they dip to 71°F. Cap off your sightseeing on the 4th (Thu) early enough to travel to Lihue.

Things to do in Kihei

Outdoors Beaches Parks

Side Trips

Wailea, Ho'okipa Beach Park, Kapalua Beach, Parasailing & Paragliding, Zipline
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Wailea Beach ©
Wailea Beach
Kamaole Beach Park II ©
Kamaole Beach Park II

1
night
Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Start off your visit on the 5th (Fri): kick back and relax at Shipwreck Beach and then discover the deep blue sea with a scuba or snorkeling tour.

To see maps, more things to do, other places to visit, and more tourist information, refer to the Lihue holiday site .

Traveling by combination of taxi and flight from Kihei to Lihue takes 1.5 hours. Alternatively, you can fly. While traveling from Kihei, expect slightly colder days and about the same nights in Lihue, ranging from highs of 84°F to lows of 74°F. Cap off your sightseeing on the 5th (Fri) early enough to travel to Honolulu.

Things to do in Lihue

Outdoors Wildlife Tours

Side Trips

Shipwreck Beach, Scuba & Snorkeling
Highlights from your plan
Scuba & Snorkeling
Shipwreck Beach ©
Shipwreck Beach

9
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.
Makapuu Lighthouse Trail and National Memorial Cemetery of the Pacific are good opportunities to explore the local culture. You'll get in some beach time at Sharks Cove and Waikiki Beach. Venture out of the city with trips to Kapolei (Ko Olina Lagoons & Dolphin & Whale Watching), Haleiwa (Waimea Valley, Pakaloha Bikinis - Oahu, & more) and Lanikai Beach (in Kailua). The adventure continues: stroll through Koko Crater Railway Trail, get interesting insight from Tours, explore the gorgeous colors at Pele's Chair, and look for all kinds of wild species at Hanauma Bay Nature Preserve.

To find photos, more things to do, reviews, and more tourist information, read Honolulu online trip builder .

Fly from Lihue to Honolulu in 2.5 hours. In July, daytime highs in Honolulu are 88°F, while nighttime lows are 75°F. Finish your sightseeing early on the 14th (Sun) so you can travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua, Pele's Chair, Sharks Cove, Ko Olina Lagoons
Highlights from your plan
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Scuba & Snorkeling
Lanikai Beach ©
Lanikai Beach

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