23 days in Hawaii Itinerary

23 days in Hawaii Itinerary

Created using Inspirock Hawaii travel planner

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

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2
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.
Kick off your visit on the 8th (Sat): explore the different monuments and memorials at USS Arizona Memorial, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, and then pause for some serene contemplation at The Church of Jesus Christ of Latter-day Saints. Get ready for a full day of sightseeing on the 9th (Sun): examine the collection at USS Bowfin Submarine Museum & Park and then stroll through Kailua Beach Park.

For traveler tips, photos, more things to do, and more tourist information, read our Honolulu tour itinerary planner.

Newark to Honolulu is an approximately 11.5-hour flight. Traveling from Newark to Honolulu, you'll gain 5 hours due to the time zone difference. In May, Honolulu is a bit warmer than Newark - with highs of 84°F and lows of 71°F. Finish your sightseeing early on the 10th (Mon) to allow enough time to travel to Hilo.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trip

3
nights
Hilo, Island of Hawaii

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.
Your cultural itinerary includes sights like Pacific Tsunami Museum and Lyman Museum. Step off the beaten path and head to Kilauea Iki Trailhead and Richardson Beach Park. Explore Hilo's surroundings by going to Hawaii Volcanoes National Park (Devastation Trail, Pu'u Loa Petroglyphs, &more), Akatsuka Orchid Gardens (in Volcano) and Hawaiian Vanilla Company (in Paauilo). There's still lots to do: admire the sheer force of Rainbow Falls, don't miss a visit to Pepeekeo Scenic Drive, stroll around Laupahoehoe Beach Park, and look for gifts at Hilo Coffee Mill.

To find other places to visit, ratings, and other tourist information, go to the Hilo trip planner.

Getting from Honolulu to Hilo by flight takes about 3 hours. In May, daytime highs in Hilo are 82°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 13th (Thu) to allow time to drive to Waikoloa.

Things to do in Hilo

Parks · Outdoors · Beaches · Nature

Side Trips

5
nights
Waikoloa, Island of Hawaii

Waikoloa Village is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Puukohola Heiau and Puukohola National Historic Park will appeal to history buffs. Eschew the tourist crowds and head to Hapuna Beach State Recreation Area and 49 Black Sand Beach. Explore the numerous day-trip ideas around Waikoloa: Keokea Beach Park (in Kapaau) and Kohala Mountain Road (in Hawi). Next up on the itinerary: enjoy the sand and surf at Samuel M. Spencer Beach Park, take in the exciting artwork at Genesis Galleries LLC, play a few rounds at Waikoloa Beach Golf Course, and stroll through Waialea Beach.

To find where to stay, photos, traveler tips, and more tourist information, refer to the Waikoloa holiday planner.

You can drive from Hilo to Waikoloa in 1.5 hours. Alternatively, you can take a bus. Traveling from Hilo in May, Waikoloa is somewhat warmer at night with lows of 73°F. Cap off your sightseeing on the 18th (Tue) early enough to travel to Kihei.

Things to do in Waikoloa

Parks · Outdoors · Beaches · Nature

Side Trips

5
nights
Kihei, Maui

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.
Get some cultural insight at Saint Theresa Roman Catholic Church and Maui's World Gallery. You'll explore the less-touristy side of things at Ho'okipa Beach Park and Kamaole Beach Park II. There's still lots to do: get some jogging in at Wailea Beach Path, stroll through Little Beach, glide peacefully along the water with Aloha Kayaks Maui, and sample the tasty concoctions at Maui Brewing Company.

To see photos, more things to do, maps, and more tourist information, you can read our Kihei trip builder site.

Traveling by flight from Waikoloa to Kihei takes 3.5 hours. Plan for a bit cooler nights when traveling from Waikoloa in May since evenings lows in Kihei dip to 68°F. Wrap up your sightseeing on the 23rd (Sun) early enough to travel to Lihue.

Things to do in Kihei

Outdoors · Parks · Beaches · Adventure

Side Trips

4
nights
Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Your inner history buff will appreciate Kilohana and Wai`oli Hui`ia Church. Satisfy your inner culture vulture at Kauai Museum and Old Koloa Town. Step out of Lihue with an excursion to Limahuli Garden and Preserve in Hanalei--about 1h 5 min away. The adventure continues: enjoy the sand and surf at Kalapaki Beach, stroll through Lawa'i Beach, see the world from above with a helicopter tour, and sample the fine beverages at Koloa Rum Company.

To find ratings, maps, traveler tips, and tourist information, you can read our Lihue online tour itinerary builder.

Fly from Kihei to Lihue in 3 hours. In May in Lihue, expect temperatures between 82°F during the day and 71°F at night. Wrap up your sightseeing on the 27th (Thu) early enough to travel to Honolulu.

Things to do in Lihue

Parks · Outdoors · Beaches · Historic Sites

Side Trips

2
nights
Honolulu, Oahu

Big Pineapple

Kick off your visit on the 28th (Fri): steep yourself in history at Queen Emma Summer Palace, stroll through Kuhio Beach, then take in the spiritual surroundings of Saint Augustine by-the-Sea, and finally kick back and relax at Ala Moana Beach Park. Here are some ideas for day two: enjoy the sand and surf at Lanikai Beach, then kick back and relax at Waimanalo Beach, and then enjoy the sand and surf at Bellows Field Beach Park.

To find ratings, photos, and tourist information, you can read our Honolulu travel itinerary planner.

Fly from Lihue to Honolulu in 2.5 hours. Cap off your sightseeing on the 29th (Sat) early enough to travel back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Hawaii travel guide

4.3
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.