16 days in Oahu & Maui Itinerary

16 days in Oahu & Maui Itinerary

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Route & dates

16 days in Oahu & Maui Itinerary

Start: San Diego
Fly:  7​h 30​min
1
Honolulu
— 6 nights
Fly:  2​h 30​min
2
Kihei
— 5 nights
Drive:  2​h 15​min
3
Hana
— 4 nights
Drive + Fly:  9​h 15​min
End: San Diego


Learn more about your trip

6
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Relax by the water at Waikiki Beach and Ala Moana Beach Park. Escape the urban bustle at Hanauma Bay Nature Preserve and Sunset Beach Park. Explore the numerous day-trip ideas around Honolulu: Waianae (Swim with Dolphins & Ka'ena Point State Park), Pupukea (Pu’u O Mahuka Heiau State Monument & Ehukai Beach Park) and Kailua (Kailua Beach Park & Lanikai Beach). Next up on the itinerary: go for a walk through Diamond Head State Monument, explore the activities along Waimea Bay, examine the collection at USS Bowfin Submarine Museum & Park, and stroll the grounds of USS Arizona Memorial.

For other places to visit, where to stay, ratings, and more tourist information, read Honolulu trip planning tool .

San Diego to Honolulu is an approximately 7.5-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from San Diego to Honolulu. Expect a bit warmer temperatures when traveling from San Diego in June; daily highs in Honolulu reach 86°F and lows reach 74°F. Wrap up your sightseeing on the 7th (Sun) to allow time to travel to Kihei.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua, Waianae, Pupukea, Turtle Bay Beach
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach
USS Arizona Memorial ©
USS Arizona Memorial

5
nights
Kihei

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.
Escape the urban bustle at Ka'anapali Beach and Zipline. Relax by the water at Wailea Beach and Maluaka Beach. Get out of town with these interesting Kihei side-trips: Lahaina (Napili Beach, Lahaina Banyan Court, & more), Kapalua (Kapalua Beach & D.T. Fleming Beach Park) and Waiehu Beach Park (in Wailuku). And it doesn't end there: glide peacefully along the water with some of the best stand-up paddleboarding in the area, kick back and relax at Makena Beach, admire the majestic nature at Iao Valley, and stroll through Wailea Beach Path.

For other places to visit, more things to do, where to stay, and tourist information, read our Kihei driving holiday planner.

You can fly from Honolulu to Kihei in 2.5 hours. Other options are to do a combination of flight and taxi; or do a combination of flight and car. June in Kihei sees daily highs of 87°F and lows of 71°F at night. Wrap up your sightseeing on the 12th (Fri) to allow time to drive to Hana.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Wailea, Lahaina, Wailuku, Kapalua, McGregor Point Light
Highlights from your plan
Ka'anapali Beach ©
Ka'anapali Beach
Wailea Beach ©
Wailea Beach
Iao Valley ©
Iao Valley

4
nights
Hana

Hana ©
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Get a sense of the local culture at Hana Coast Gallery and Charles Lindbergh's Grave. Take a break from the city and head to Haleakala Crater and Wai'anapanapa State Park. Spend the 13th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. There's still lots to do: explore by horseback at Pipiwai Trail, view the masterpieces at Laura Mango Art Gallery, look for all kinds of wild species at Pools at Ohe'o, and contemplate in the serene atmosphere at Kahanu Garden.

To find ratings, where to stay, maps, and tourist information, refer to the Hana road trip planning tool .

You can drive from Kihei to Hana in 2.5 hours. Another option is to do a combination of bus and flight. June in Hana sees daily highs of 87°F and lows of 71°F at night. Finish your sightseeing early on the 16th (Tue) to allow enough time to travel back home.

Things to do in Hana

Outdoors Parks Scenic Drive

Side Trips

Haleakala National Park, Charles Lindbergh's Grave, Hana Highway - Road to Hana
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater
Wai'anapanapa State Park ©
Wai'anapanapa State Park

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