Skip to primary navigation Skip to content Skip to footer

Oahu to Maui Road Trip Tours – Upcountry Maui & Wine Tasting Road Trip

Oahu to Maui Road Trip Tour – One-Day Trip from Oahu

Imagine cruising through beautiful upcountry Maui worry free in a convertible. Driving through the countryside and up the slopes of Haleakala under beautiful blue skies with awesome views everywhere you look. And it’s worry free, because we’ve made all the arrangements for you. We pick you up from your hotel and get you to the airport in time for the flight we’ve arrange for you to Maui. When you land, the Hertz Rental Car office is close to the terminal, and there, you’ll find that everything is arranged. Your car is ready to go, insurance and gas are paid for and we’ve even had an ice chest with ice and bottled water placed in your car.

We’ve provided you with a map, and a handy guide of what stops you should make along the way for the best sights and experiences for your adventure! In Makawao stop at the Komodo Bakery for the world famous Cream Pulls and other goodies. Spend some time exploring this delightful little town. Then its off to the Enchanted Floral Gardens, the Lavender Farm and the stop for lunch at the beautiful Kula Lodge and top off your day with a wine tasting experience! And best of all, your itinerary is designed to make sure you have plenty of time to get back to the airport at the end of your Road Trip. After you land back in Honolulu, we’ll pick you up and take you back to your hotel. No worries, no stress, just a fun filled exploring on your Upcountry Maui & Wine Tasting Road Trip!

Rental Car Options:

  • Convertible (2-4 passengers)
  • Jeep (4 passengers)
  • Minivan (6 passengers)
  • Economy Sedan (2-4 passengers)

Points of Interest:

Photo credit: HTA



Adult (18+): TO BE ANNOUNCED
Child: (4-11): TO BE ANNOUNCED

Start Date: September 1st, 2020

Morning trips depart daily from Honolulu with FREE round-trip airport shuttle service from your hotel.

  • Pick up time: 3:37 AM
  • Approximate return time: 8:50 PM


  • Airfare
  • Airport Shuttle Service
  • Rental Car
  • Ice chest and Bottled Water
  • Maps