20 days in Hawaii Itinerary

20 days in Hawaii Itinerary

Created using Inspirock Hawaii visit planner

Make it your trip
Fly
1
Honolulu, Oahu
— 9 nights
Fly to Kona, Bus to Naalehu
2
Naalehu, Island of Hawaii
— 2 nights
+2
Drive to Ellison Onizuka Kona International Airport at Keahole, Fly to Kahului Airport, Drive to Haleakala National Park
3
Haleakala National Park, Maui
— 2 nights
Drive
4
Wailea, Maui
— 5 nights
Fly

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Honolulu, Oahu

— 9 nights

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.
Visit Waikiki Beach and Kailua Beach Park for some beach relaxation. Take a break from the city and head to Koko Crater Railway Trail and Makapuu Lighthouse Trail. Change things up with these side-trips from Honolulu: Byodo-In Temple (in Kaneohe), Ko Olina Lagoons (in Kapolei) and Haleiwa (Waimea Bay, Sunset Beach Park, &more). There's lots more to do: capture your vacation like a pro with an inspiring photography tour, tour the pleasant surroundings at Sandy Beach Park, kick back and relax at Ala Moana Beach Park, and stroll around Kualoa Regional Park.

To see maps, other places to visit, and more tourist information, use the Honolulu trip planner.

San Francisco to Honolulu is an approximately 7-hour flight. The time zone difference when traveling from San Francisco to Honolulu is minus 2 hours. Plan for a bit warmer temperatures traveling from San Francisco in August, with highs in Honolulu at 36°C and lows at 28°C. You will leave for Naalehu on the 30th (Mon).

Things to do in Honolulu

Outdoors · Parks · Beaches · Tours

Side Trips

Naalehu, Island of Hawaii

— 2 nights
Naalehu is a census-designated place in Hawaii County, Hawaii. Kick off your visit on the 30th (Mon): take in the spiritual surroundings of Wood Valley Temple. Keep things going the next day: explore the fascinating underground world of Kula Kai Caverns, experience rural life at Paradise Meadows Orchard & Bee Farm Home of Hawaii's Local Buzz, and then enjoy the sand and surf at Papakōlea Green Sand Beach.

To find other places to visit, photos, ratings, and other tourist information, go to the Naalehu road trip website.

Traveling by combination of flight and bus from Honolulu to Naalehu takes 5.5 hours. Traveling from Honolulu in August, expect nights in Naalehu to be much colder, around 11°C, while days are a bit cooler, around 26°C. Finish your sightseeing early on the 1st (Wed) so you can travel to Haleakala National Park.

Things to do in Naalehu

Parks · Beaches · Outdoors · Nature

Side Trips

Haleakala National Park, Maui

— 2 nights

A Rare and Sacred Landscape

Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
On the 1st (Wed), experience rural life at ONO Organic Farms, then don't miss a visit to Charles Lindbergh's Grave, then tour the pleasant surroundings at Pools at Ohe'o, and finally explore by horseback at Pipiwai Trail. On the next day, take in the exciting artwork at Laura Mango Art Gallery, admire the natural beauty at Kahanu Garden, then kick back and relax at Wai'anapanapa State Park, and finally take in the exciting artwork at Hana Coast Gallery.

For ratings, reviews, maps, and tourist information, use the Haleakala National Park driving holiday site.

The Route module can help you plan travel from Naalehu to Haleakala National Park. Traveling from Naalehu in September, you will find days in Haleakala National Park are a bit warmer (38°C), and nights are much warmer (26°C). You will have some time to spend on the 3rd (Fri) before leaving for Wailea.

Things to do in Haleakala National Park

Parks · Outdoors · Beaches · Nature

Side Trips

Wailea, Maui

— 5 nights
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Get some cultural insight at Saint Theresa Roman Catholic Church and Alexander & Baldwin Sugar Museum. Visiting Ho'okipa Beach Park and Wailea Beach will get you outdoors. Explore Wailea's surroundings by going to Kapalua (Kapalua Beach & D.T. Fleming Park). Next up on the itinerary: kick back and relax at Makena Beach, tour the pleasant surroundings at Little Beach, get some jogging in at Wailea Beach Path, and get outside with Outdoor Activities.

To see more things to do, ratings, reviews, and tourist information, read Wailea online trip maker.

The Route module can help you plan travel from Haleakala National Park to Wailea. In September, daily temperatures in Wailea can reach 38°C, while at night they dip to 26°C. Finish up your sightseeing early on the 8th (Wed) so you can catch the flight back home.

Things to do in Wailea

Outdoors · Parks · Beaches · Tours

Side Trips

Hawaii travel guide

4.4
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.