Enterprise

Hawaii Trips

What Inspires You?

Beaches  ▪  Family  ▪  Food  ▪  Haunted  ▪  Music  ▪  National Parks  ▪  Outdoor Adventures  ▪  Relaxation  ▪  Road Trips  ▪  Romance  ▪  Scenic Drives  ▪  Shopping  ▪  Social Distancing  ▪  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, a historic whaling town on Maui, or an active volcano on the Big Island.

Road Trip to Hana on Maui

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.

Vacationing in Maui

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

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

Honeymoon in Hawaii

A Do-Over Honeymoon in Hawaii

Romance flourishes on islands, and a road trip around Hawaii’s Oahu in an Enterprise rental car makes for a great honeymoon or enhances a rekindling of a special relationship. Spend time touring in Honolulu, relaxing on the North Shore beaches, appreciating the beauty of Kaneohe and snorkeling in Hanauma Bay.

Relaxing in Maui, Hawaii

A Mindful Journey in Maui

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

5 Great Hawaiian Beaches

5 Great Hawaiian Beaches

Oahu and Maui both offer beautiful stretches of sand.

Hawaii Trips

Plan your next road trip, weekend getaway or personal challenge.