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.

Relaxing in Maui, Hawaii

A Mindful Journey in Maui

A road trip in an Enterprise rental car on Maui delivers you to places of great beauty where you’ll find deep stillness as you take in the sea, the stars, the towering cliffs and expansive meadows. This idyllic island is ideal for relaxing, refreshing and refilling the soul.

5 Great Hawaiian Beaches

5 Great Hawaiian Beaches

Rent a car from Enterprise on Oahu or Maui so you don’t miss a moment of beach time on your Hawaiian road trip. Snorkel, swim, kayak — or relax in the sand under an umbrella. We recommend five special places.

Road Trip to Hana on Maui

The Road to Hana: A Journey of Journeys

Cliffs, seascapes, waterfalls and forests line the road to Hana on Maui, and an Enterprise rental car will let you travel the scenic, winding 43-mile route in comfort and style. Start your road trip early so you can linger at Waiʻanapanapa State Park and stop at the many food stands along the route to taste local specialties.

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.

Hawaii Trips

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