21 days in Hawaii Itinerary

21 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

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

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6
nights
Honolulu, Oahu

Honolulu ©

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.
You'll explore the less-touristy side of things at Makapuu Lighthouse Trail and Sharks Cove. Visit USS Arizona Memorial and Shangri La for their historical value. Get out of town with these interesting Honolulu side-trips: Lanikai Pillboxes (in Kailua), Sunset Beach Park (in Haleiwa) and Byodo-In Temple (in Kaneohe). The adventure continues: glide peacefully along the water with some of the best stand-up paddleboarding in the area, take an unforgettable tour with a helicopter tour, stroll the grounds of National Memorial Cemetery of the Pacific, and admire the striking features of Saint Augustine by-the-Sea.

For ratings, maps, photos, and other tourist information, you can read our Honolulu driving holiday planner.

New York City to Honolulu is an approximately 14-hour flight. The time zone difference when traveling from New York City to Honolulu is minus 5 hours. Traveling from New York City in November, expect Honolulu to be much hotter, temps between 84°F and 72°F. Wrap up your sightseeing on the 10th (Tue) early enough to travel to Lihue.

Things to do in Honolulu

Outdoors · Parks · Historic Sites · Trails

Side Trips

Highlights from your trip
©
Must see
Sharks Cove
4.6

3
nights
Lihue, Kauai

Lihue ©
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. You'll explore the less-touristy side of things at Maha'ulepu Heritage Trail and Hanalei Bay. Get in touch with nature at Pali Ke Kua Beach (Hideaway s Beach) and Makawehi Bluff. When in Lihue, make a side trip to see Hanalei Valley Lookout in Hanalei, approximately Hanalei away. Next up on the itinerary: stroll through Kalapaki Beach, enjoy the sea views from Ninini Point Lighthouse Cache Site, relax and rejuvenate at some of the best spas, and whizz through the canopy at Just Live! Zipline Tours.

To see maps, ratings, and more tourist information, refer to the Lihue trip itinerary maker tool.

Traveling by flight from Honolulu to Lihue takes 2.5 hours. In November, plan for daily highs up to 81°F, and evening lows to 71°F. Finish up your sightseeing early on the 13th (Fri) so you can travel to Kihei.

Things to do in Lihue

Outdoors · Parks · Beaches · Nature

Side Trips

Highlights from your trip

4
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.
Visiting Kamaole Beach Park III and Ulua Beach will get you outdoors. Your itinerary includes some good beach time at Kamaole Beach Park II and Kamaole Beach Park I. The adventure continues: see majestic marine mammals with Maui Kayaks, tour the pleasant surroundings at Maluaka Beach, enjoy the sand and surf at Keawakapu Beach, and get some jogging in at Wailea Beach Path.

To see photos, traveler tips, where to stay, and other tourist information, use the Kihei trip itinerary site.

Traveling by flight from Lihue to Kihei takes 3 hours. In November in Kihei, expect temperatures between 84°F during the day and 68°F at night. Finish up your sightseeing early on the 17th (Tue) so you can travel to Kailua-Kona.

Things to do in Kihei

Outdoors · Beaches · Parks · Wildlife

Side Trips

Highlights from your trip
©
Must see
Keawakapu Beach
4.8
©
Must see
Wailea Beach Path
4.8
©
Beach
Wailea Beach
4.7

4
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.
Your cultural itinerary includes sights like St. Michael the Archangel Church and Puukohola National Historic Park. Step off the beaten path and head to Manta Adventures and Four Seasons Resort Hualalai Golf Course. Change things up with a short trip to Waialea Beach in Waimea (about 46 minutes away). Next up on the itinerary: look for all kinds of wild species at Kanaloa Octopus Farm, enjoy the sand and surf at Mauna Kea Beach, and tour the pleasant surroundings at Mahai'ula Beach.

To see photos, ratings, more things to do, and more tourist information, read Kailua-Kona trip planner.

Getting from Kihei to Kailua-Kona by flight takes about 5.5 hours. In November, daytime highs in Kailua-Kona are 84°F, while nighttime lows are 73°F. Finish your sightseeing early on the 21st (Sat) so you can drive to Hilo.

Things to do in Kailua-Kona

Parks · Outdoors · Beaches · Wildlife

Side Trips

Highlights from your trip
©
Wildlife Area
Kona Cloud Forest
4.7
©
Adrenaline / Extreme Tour
Manta Adventures
4.6
©
Wildlife Area
Kanaloa Octopus Farm
4.5

2
nights
Hilo, Island of Hawaii

Hilo ©

America's Wettest City

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.
Start off your visit on the 22nd (Sun): kick back and relax at Laupahoehoe Beach Park, kick your exploration up a notch at Skyline Hawaii - Big Island Zipline Tours, take in nature's colorful creations at Liliuokalani Gardens, then cruise along Banyan Drive, and finally explore the different monuments and memorials at Alae Cemetery. Get ready for a full day of sightseeing on the next day: explore the fascinating underground world of Kaumana Caves Park, then enjoy the sand and surf at Carlsmith Beach Park, and then take in the spiritual surroundings of Hilo Daijingu.

For traveler tips, maps, other places to visit, and more tourist information, use the Hilo online holiday planner.

You can drive from Kailua-Kona to Hilo in 2 hours. Other options are to drive; or take a bus. Traveling from Kailua-Kona in November, plan for slightly colder nights in Hilo, with lows around 68°F. Wrap up your sightseeing on the 23rd (Mon) to allow time to travel back home.

Things to do in Hilo

Outdoors · Parks · Historic Sites · Tours

Side Trips

Highlights from your trip

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