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O'ahu & Maui: Beaches, History and Fabulous Scenery

8 Days
Prices From:
US$ 2,637

FIRST-CLASS | TAILOR-MADE: Enjoy an unbeatable Hawaiian combo on this trip to O'ahu and Maui. Enjoy the beaches of Waikiki as well as vibrant Kalakaua Avenue with its many shops and restaurants. For an incredible journey back in history, tour Pearl Harbor and visit the USS Arizona memorial. On gorgeous Maui you’ll experience one of the most iconic drives, the Road to Hana as part of a small group.

This 8-day Hawaiian vacation takes you to the islands of O'ahu and Maui. It features first-class accommodations, shared tours, and a car rental on Maui.

Your trip to Hawaii begins in Honolulu, the capital of the Hawaiian Islands, where you’ll relax in the comfortable accommodations of 4-star Outrigger Waikiki Beach Resort, located right on famous Waikiki Beach. Enjoy a day of leisure either by the pool or strolling down Kalakaua Avenue to do some shopping. The next day, pay your respects and learn about World War II history at Pearl Harbor. You’ll tour the Visitor Center, the USS Arizona Memorial, and the National Memorial Cemetery of the Pacific at Punchbowl Crater before you continue the tour into downtown Honolulu to see Iolani Palace, the Hawaiian royal palace.

Continue your Hawaii vacation by connecting to Maui, picking up your rental car, and settling into your accommodations at Aston at the Whaler on Kaanapali Beach. During your time on Maui, you’ll discover its enviable landscape on a small-group road trip along the Hana Highway, also known as the Road to Hana. Follow the coastline and all 620 curves in the road and pass over 54 one-lane bridges during one of the most beautiful road trips in America. During your journey, you’ll learn about the island history and stop off at Wai’anapanapa Beach to stroll its black sands.

On your days of leisure on Maui, take the opportunity for some leisurely island explorations with your rent-a-car. The drive from Kaanapali to Kapalua, for example, is lovely and you might want to check out Kapalua’s famous golf course.

At the end of your Hawaiian vacation, you’ll drop off your rental car and connect to the airport on Maui for onward travels.


At Goway we are experts at designing personalized itineraries to suit your special interests, tastes and budget. Let us arrange your ultimate travel experience today.
8 Days
Prices From:
US$ 2,637

Itinerary View Trip Map

Day 1

Arrive Honolulu

Following arrival at Honolulu International Airport, enjoy a private transfer to your hotel.

Balance of day at leisure to relax or explore Honolulu at your own pace.

Accommodation: Outrigger Waikiki Beach Resort

Outrigger Waikiki on the Beach is an ideal place to stay for any traveller. Located on the famous Waikiki Beach and just steps away from the Royal Hawaiian Shopping Centre with luxury shopping and diverse dinning. The property features an exquisite lobby and 525 guest rooms dressed in contemporary island style. The hotel brings Hawaii's traditions to life with displays of royal artefacts, and with workshops conducted by respected teachers of music, art, and history.

Duration4 Nights
Day 2

Day at Leisure

Today is totally free and at leisure. You might just spend some time walking along vibrant Waikiki’s Kalakaua Avenue. A perfect place for shopping, dining, or enjoying the views and a drink.  

Day 3

O'ahu: Honolulu Pearl Harbor, USS Arizona, and City Tour

Spend the day visiting the most important historical sites and landmarks of Honolulu, Hawaii. Visit Pearl Harbor, USS Arizona Memorial, Iolani Palace, Kawaiahao Church, the Hawaii State Capitol, Honolulu City Hall, and more.

Begin your tour with a visit to Pearl Harbor Visitor Center. Enjoy the exhibits, galleries, and displays before boarding a Navy boat shuttle for a tour of the harbor along "Battleship Row".

Step off the boat to explore the USS Arizona Memorial, then continue to the National Memorial Cemetery of the Pacific at Punchbowl Crater. See the historical landmark against a backdrop of rolling hills and lush foliage.

Wrap up your experience with a narrated tour of downtown Honolulu. Spot the impressive state buildings and learn about the Iolani Palace, the official residence of Hawaii's last reigning monarch and the only royal palace in the United States.

Make your way to the Hawaii State Capitol grounds. See the Eternal Flame, Korean and Vietnam War Memorials, Liberty Bell, the majestic statue of King Kamehameha, and Kawaiahao Church.

Duration5 Hours
Day 4

Day at Leisure

Nothing wrong with enjoying a little beach or pool time, but you might also consider a quick trip to Diamond Head. Talk to one of our Destination Specialists to book a tour.

Day 5

Honolulu to Maui

A private transfer will take you from your hotel to Honolulu International Airport for your flight to Maui (flight not included in price).

On arrival in Maui pick up your car rental and drive to your hotel.

Balance of day at leisure to explore Maui at your own pace.

Accommodation: Aston at the Whaler on Kaanapali Beach

Adjacent to Whalers Village shopping mall, this laid-back beachfront hotel with 2 towers is across the street from Kaanapali Golf Course and 0.4 miles from Kaanapali Parkway.

The tropical-style studios and suites feature private balconies and full kitchens with dishwashers, as well as free Wi-Fi and flat-screen TVs


Duration3 Nights
Day 6

Maui: Small-Group Road to Hana Sightseeing Tour

Enjoy an unhurried Hawaiian adventure as you travel along the world-famous Road to Hāna. Join a guided small-group tour with lunch and round-trip transportation from your Maui hotel.

Get picked up from your hotel and start your experience with a breakfast of fresh fruit and locally made pastries. Afterwards, follow the coastal road through breathtaking valleys, lush rainforests, and desert-like landscapes.

Learn about Hawaiian culture, history, myths, and legends from your expert guide. Be sure to make the most of the photo opportunities of the waterfalls, cliffs, lush rainforest, and other sights along the route.

Cool off with a swim at one of Hawaii’s unique beaches, and admire the extraordinary white, red, and black sands. You’ll be served a delicious Tahitian BBQ meal for lunch.

After lunch, dive deeper into the island’s culture with visits to the small towns and villages of rural Maui. Meet local people, see tropical fruit farms, and gain an insight into traditional Hawaiian life.

At the end of your full-day trip, you’ll be dropped off back at your Maui hotel.

Meal Plan Lunch
Duration10 Hours
Day 7

Day at Leisure

Today is all about relaxing around the pool. But since you have a car, why not drive up to Kapalua and check out its famous Plantation Golf course.

Day 8

Depart Maui

Drive to Kahului International Airport and return your car rental before your flight home unless you plan to extend your stay.

Other Information




  • Private arrival and departure airport transfers (O'ahu)
  • 4 days Intermediate Car Rental with unlimited mileage (Mazda 3 or similar) on Maui
  • 4 nights first-class accommodation in Waikiki
  • 3 nights first-class accommodation in Kaanapali
  • Shared O'ahu: Pearl Harbor, USS Arizona, and City Tour
  • Shared Maui: Small-Group Road to Hana Sightseeing Tour
  • 1 Lunch



  • Car rental insurance
  • Travel insurance
  • International and domestic airfares & airfare taxes
  • Entrances fees to sites not explicitly listed as included
  • Meals and beverages not mentioned
  • Road tolls
  • Gratuities
  • Items of a personal nature
  • Visa fees if applicable



Prices are "from" per person based on twin/double share accommodation and for travel in low season. Seasonal surcharges and blackout dates may apply. Limited seat/spaces and all pricing is subject to change and availability. Rates for single or triple travellers are available on request - please inquire.


17 Apr 2024
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