Hawaii Road Trips

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.

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

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

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.

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.

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.

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.