20 days in Hawaii Itinerary

20 days in Hawaii Itinerary

Created using Inspirock Hawaii route builder

Plan created by another user. Make it yours
1
Honolulu, Oahu
— 5 nights
2
Poipu, Kauai
— 2 nights
3
Hanalei, Kauai
— 2 nights
4
Kailua-Kona, Island of Hawaii
— 3 nights
5
Volcano, Island of Hawaii
— 2 nights
6
Kihei, Maui
— 5 nights

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5
nights
Honolulu, Oahu

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.
Visiting Waikiki Beach and Sharks Cove will get you outdoors. Museum-lovers will get to explore USS Arizona Memorial and Wys Galleries. Explore Honolulu's surroundings by going to Sunset Beach Park (in Haleiwa) and Lanikai Pillboxes (in Kailua). There's still lots to do: trek along Koko Crater Railway Trail, stroll around Kualoa Regional Park, look for all kinds of wild species at Wildlife Areas, and explore the galleries of Shangri La.

Plan my day in Honolulu using traveler tips and tourist information provided by Inspirock.

New York City to Honolulu is an approximately 14-hour flight. Traveling from New York City to Honolulu, you'll gain 5 hours due to the time zone difference. Traveling from New York City in November, things will get much warmer in Honolulu: highs are around 84°F and lows about 72°F. Finish your sightseeing early on the 10th (Tue) to allow enough time to travel to Poipu.

Things to do in Honolulu

Side Trips

Highlights from your plan
Nature & Wildlife Tours
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach

2
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Start off your visit on the 11th (Wed): kick back and relax at Poipu Beach Park, then stroll through Baby Beach, then tour the pleasant surroundings at Lawa'i Beach, and finally cross one thing off your bucket list with Skydive Kauai. Here are some ideas for day two: tour the pleasant surroundings at Makawehi Bluff, whizz through the canopy at Just Live! Zipline Tours, and then indulge in some personalized pampering at some of the best spas.

To find reviews, maps, and tourist information, read Poipu trip planner.

Traveling by flight from Honolulu to Poipu takes 3 hours. November in Poipu sees daily highs of 81°F and lows of 71°F at night. Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Hanalei.

Things to do in Poipu

Outdoors · Beaches · Parks · Tours

Side Trips

Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Makawehi Bluff ©
Makawehi Bluff
Baby Beach ©
Baby Beach

2
nights
Hanalei, Kauai

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Start off your visit on the 13th (Fri): tour the pleasant surroundings at Hanalei Beach, then view the masterpieces at Michal - Art Studio & Boutique of Hanalei, then take in the architecture and atmosphere at Wai`oli Hui`ia Church, and finally see the interesting displays at Waioli Mission House. Get ready for a full day of sightseeing on the next day: stroll through Lumahai Beach, admire the majestic nature at Hāʻena State Park, and then trek along Hanakapi`ai Trail.

To see reviews, more things to do, and more tourist information, refer to the Hanalei day trip planner.

You can drive from Poipu to Hanalei in 1.5 hours. Another option is to drive. In November, daytime highs in Hanalei are 81°F, while nighttime lows are 71°F. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to Kailua-Kona.

Things to do in Hanalei

Parks · Outdoors · Beaches · Museums

Side Trip

Highlights from your plan
Hanalei Beach ©
Hanalei Beach
Hanakapi`ai Trail ©
Hanakapi`ai Trail
Hāʻena State Park ©
Hāʻena State Park

3
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©

Heart of the Kona Coast

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'll get in some beach time at Mahai'ula Beach and Waialea Beach. Get outdoors at Four Seasons Resort Hualalai Golf Course and Kekaha Kai State Park. Next up on the itinerary: enjoy the sand and surf at Makalawena/Pu'u Ali'i, experience rural life at Heavenly Hawaiian Kona Coffee Farm, take an in-depth tour of Kona Coffee Living History Farm, and stroll through Mauna Kea Beach.

To see other places to visit, reviews, where to stay, and tourist information, use the Kailua-Kona trip tool.

Fly from Hanalei to Kailua-Kona in 3.5 hours. In November, plan for daily highs up to 84°F, and evening lows to 73°F. Wrap up your sightseeing on the 17th (Tue) early enough to drive to Volcano.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Highlights from your plan
Heavenly Hawaiian Kona Coffee Farm ©
Heavenly Hawaiian Kona Coffee Farm
Waialea Beach ©
Waialea Beach
Kona Coffee Living History Farm ©
Kona Coffee Living History Farm

2
nights
Volcano, Island of Hawaii

Volcano ©
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Start off your visit on the 18th (Wed): take in nature's colorful creations at Akatsuka Orchid Gardens, view the masterpieces at Volcano Garden Arts, then surround yourself with nature on Epic Lava Tours, and finally explore the striking landscape at Holei Sea Arch. Get ready for a full day of sightseeing on the next day: trek along Kilauea Iki Trailhead, take in the exciting artwork at Volcano Art Center Gallery, then trek along Sulphur Banks, and finally see the interesting displays at Jagger Museum.

To see traveler tips, other places to visit, where to stay, and tourist information, go to the Volcano travel planner.

You can drive from Kailua-Kona to Volcano in 2.5 hours. Other options are to drive; or take a bus. Traveling from Kailua-Kona in November, plan for a bit cooler nights in Volcano, with lows around 68°F. Finish your sightseeing early on the 19th (Thu) to allow enough time to travel to Kihei.

Things to do in Volcano

Outdoors · Parks · Museums · Trails

Side Trip

Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Holei Sea Arch ©
Holei Sea Arch
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.
Appreciate the collections at Village Galleries in Lahaina and Baldwin Home Museum. Step out of the city life by going to Wailea Beach and Kamaole Beach Park II. Explore the numerous day-trip ideas around Kihei: Maria Lanakila Catholic Church (in Lahaina) and Parasailing & Paragliding (in Ka'anapali). There's much more to do: kick back and relax at Kamaole Beach Park III, walk around Kamaole Beach Park I, tour the pleasant surroundings at Kalepolepo Beach Park, and work some fitness into your day at Wailea Beach Path.

For more things to do, ratings, and tourist information, refer to the Kihei trip itinerary website.

Fly from Volcano to Kihei in 4.5 hours. November in Kihei sees daily highs of 84°F and lows of 68°F at night. Finish up your sightseeing early on the 24th (Tue) so you can travel back home.

Things to do in Kihei

Outdoors · Beaches · Parks · Tours

Side Trips

Highlights from your plan
Ulua Beach ©
Ulua Beach
Keawakapu Beach ©
Keawakapu Beach
Wailea Beach Path ©
Wailea Beach Path

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