Hawaii Trips

What Inspires You?

Beaches ▪ Family ▪ Food ▪ Haunted ▪ Music ▪ National Parks ▪ Outdoor Adventures ▪ Relaxation ▪ Road Trips ▪ Scenic Drives ▪ Shopping ▪ Space ▪ Weekend Getaways

Destinations: Trips by State or Province ▪ Northeast ▪ South ▪ Midwest ▪ West ▪ Canada ▪ Mexico
Seasons: Spring ▪ Summer ▪ Fall ▪ Winter

Pick any island in our 50th state, and you’ll travel to a paradise that boasts warm seas year-round, waterfalls dropping from steep cliffs, tropical jungles and vibrant flowers everywhere. Enterprise recommends renting a convertible, whether your road trip takes you to a quiet cove on Oahu, an historic whaling town on Maui or an active volcano on the Big Island.

The Road to Hana: A Journey of Journeys

Few roads in the world offer the beauty and excitement found on the road to Hana in Maui.

A Mindful Journey in Maui

Hawaii’s natural beauty is the perfect setting to slow down.

5 Great Hawaiian Beaches

Oahu and Maui both offer beautiful stretches of sand.

On the Road — and the Beaches — in Maui with Friends

The Hawaiian island’s tropical embrace offers a memorable vacation in paradise.

A couple soaks up Oahu’s charm on a romantic getaway.

Get more Hawaii road trip ideas.

Hawaii Road Trips

Get road trip itinerary ideas for the most popular routes all around the islands of Hawaii and see this one-of-a-kind state in all its natural beauty.

Road to Hana Tour Stops

Take a day (or two) to drive this one-of-a-kind road with waterfalls, a black sand beach, natural swimming pools, and plenty of hairpin turns. See some of the most popular stops along the way.