14 days in Kauai & Island of Hawaii Itinerary

14 days in Kauai & Island of Hawaii Itinerary

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Route & dates

14 days in Kauai & Island of Hawaii Itinerary

Start: Chicago
Fly:  14​h
1
Hanalei
— 3 nights
Drive:  1​h 30​min
2
Waimea
— 2 nights
Fly:  3​h
3
Kailua-Kona
— 4 nights
Drive:  2​h
4
Honomu
— 3 nights
Drive + Fly:  15​h 30​min
End: Chicago


Learn more about your trip

3
nights
Hanalei

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. You'll discover tucked-away gems like Hanalei Bay and Ke'e Beach. Get in touch with nature at Pali Ke Kua Beach (Hideaway s Beach) and Tunnels Beach. Next up on the itinerary: enjoy the sand and surf at Anini Beach, enjoy the sea views from Kilauea Point National Wildlife Refuge, take in nature's colorful creations at Limahuli Garden and Preserve, and take in the dramatic scenery at Hanakapiai Falls.

To find where to stay, reviews, other places to visit, and other tourist information, go to the Hanalei trip planner.

Chicago to Hanalei is an approximately 14-hour flight. You can also do a combination of subway, bus, and flight; or do a combination of train and flight. The time zone changes from Central Standard Time (CST) to Hawaii Standard Time (HST), which is usually a -4 hour difference. In April, Hanalei is much warmer than Chicago - with highs of 80°F and lows of 70°F. Cap off your sightseeing on the 8th (Wed) early enough to go by car to Waimea.

Things to do in Hanalei

Parks Outdoors Beaches

Side Trips

Kauai, Kilauea Point National Wildlife Refuge, Ke'e Beach, Pali Ke Kua Beach (Hideaway s Beach)
Highlights from your plan
Hanakapiai Falls ©
Hanakapiai Falls
Ke'e Beach ©
Ke'e Beach
Pali Ke Kua Beach (Hideaway s Beach) ©

2
nights
Waimea

Waimea ©
Kick off your visit on the 9th (Thu): kick back and relax at Salt Pond Beach Park, then immerse yourself in nature at Polihale State Park, and then take in breathtaking views at Waimea Canyon State Park.

To find traveler tips, maps, where to stay, and more tourist information, read Waimea online route builder .

You can drive from Hanalei to Waimea in 1.5 hours. In April, daytime highs in Waimea are 82°F, while nighttime lows are 67°F. On the 10th (Fri), you'll travel to Kailua-Kona.

Things to do in Waimea

Parks Beaches Nature

Side Trip

Salt Pond Beach Park
Highlights from your plan
Polihale State Park ©
Polihale State Park
Waimea Canyon State Park ©
Waimea Canyon State Park

4
nights
Kailua-Kona

Kailua-Kona ©
Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
You've added Volcano Winery, Pu'u Loa Petroglyphs, Kehena Black Sand Beach, and other attractions to your itinerary. Eschew the tourist crowds and head to Honaunau Bay and Kealakekua Bay. Escape the urban bustle at Waipi'o Valley and Nature & Wildlife Tours. Take a break from Kailua-Kona with a short trip to Waipio Valley Lookout in Honokaa, about 1h 25 min away. It doesn't end there: admire the verdant scenery at Pololu Valley Lookout.

To see photos, other places to visit, traveler tips, and more tourist information, you can read our Kailua-Kona online trip itinerary builder .

Traveling by flight from Waimea to Kailua-Kona takes 3 hours. In April, daily temperatures in Kailua-Kona can reach 83°F, while at night they dip to 72°F. Finish your sightseeing early on the 14th (Tue) so you can drive to Honomu.

Things to do in Kailua-Kona

Parks Nature Outdoors

Side Trips

Island of Hawaii, Volcano, Hawaii Volcanoes National Park, Pahoa, Waipiʻo Valley Lookout
Highlights from your plan
Waipio Valley ©
Waipio Valley
Honaunau Bay ©
Honaunau Bay
Holei Sea Arch ©
Holei Sea Arch

3
nights
Honomu

Honomu ©
Honomū is a census-designated place (CDP) in Hawai‘i County, Hawai‘i, United States. Your day-by-day itinerary now includes Umauma Falls. Kick off your visit on the 15th (Wed): enjoy the sand and surf at Laupahoehoe Beach Park, take in nature's colorful creations at Hawaii Tropical Botanical Garden, and then contemplate the waterfront views at Onomea Bay.

To see other places to visit, maps, reviews, and more tourist information, refer to the Honomu online holiday planner .

Getting from Kailua-Kona to Honomu by car takes about 2 hours. Plan for slightly colder nights when traveling from Kailua-Kona in April since evenings lows in Honomu dip to 67°F. Wrap up your sightseeing by early afternoon on the 17th (Fri) to allow enough time to travel back home.

Things to do in Honomu

Parks Nature Beaches

Side Trips

Onomea Bay, Hawaii Tropical Botanical Garden, Laupahoehoe Beach Park
Highlights from your plan
Laupahoehoe Beach Park ©
Laupahoehoe Beach Park
Hawaii Tropical Botanical Garden ©
Hawaii Tropical Botanical Garden
Onomea Bay ©
Onomea Bay

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