Deluxe Hawaii: O'ahu & Maui

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Departure Date

December 22, 2026

Overview

  • Soar above Oʻahu’s volcanic ridges and lush valleys on a breathtaking helicopter flight.
  • Explore the island’s hidden beaches and historic landmarks on a private guided tour of Oʻahu.
  • Experience the Aha Aina luau at The Royal Hawaiian, celebrating Hawaii’s music, dance, and cuisine.
  • Journey along Maui’s legendary Road to Hana, passing waterfalls, bamboo forests, and black-sand beaches.
  • Unwind in Wailea with time to snorkel, shop, or simply relax beside the Pacific’s gentle waves.

 

Highlights

Trip Includes

  • Private arrival and departure airport transfers
  • 5 nights deluxe accommodation on O'ahu
  • 4 nights deluxe accommodation on Maui
  • Shared Blue Skies of O'ahu Helicopter Tour with Transfer (max. 6 guests)
  • Ultimate Oahu Private Tour
  • Aha Aina Luau at The Royal Hawaiian Resort - Premium Seating
  • Shared Deluxe Ka'anapali Sunset Sail with private transfers (max. 40 guests)
  • Road to Hana Private Tour
  • 1 Lunch, 1 Dinner

 

Trip Excludes

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

 

Honolulu International Airport to Honolulu - Waikiki Beach

 

Your Accommodation

The Royal Hawaiian

Perfectly situated directly on a private stretch of the famous beach of Waikiki, the luxury hotel enjoys fantastic views over the Pacific Ocean. Thanks to its distinctive architectural style and colour, this iconic landmark is aptly nicknamed “The Pink Palace”. Playground for the rich and famous, it features one of the best spa areas of all of the United States. The establishment features two restaurants, Surf Lanai, specializing in mainland classic dishes with tropical accents and Azure Restaurant serving the freshest local seafood caught daily. The Mai Tai Bar serves tropical cocktails and nightly entertainment with views of Diamond Head. Guests can swim in one of two outdoor pools, the Malulani Pool and the Helumoa Playground, or relax on the beach. The resort also features a hot tub and water sports rentals. Daily cultural activities are also available to guests. All rooms boast iPads and offer free Wi-Fi and iPod docks. Guests will also find flat-screen TVs, refrigerators, and room service.

Duration

5 Night Stay

Meal Plan

Room Only

 

The Royal Hawaiian

Oahu is full of so much surprising beauty, the only way to experience it all is from the air! In this one amazing tour, you'll see the phenomenal scenery of this Island's hidden rainforests, lush valleys, and stunning historic sights. You'll glide over the vivid turquoise coral reefs of Waikiki, look down into the extinct volcano of Diamond Head, view crescent shaped Hanauma Bay, white-sand Waimanalo beach, Chinaman's Hat and the beautiful coral formations in Kaneohe Bay. You'll soar over the cliffs of the Nuuanu Valley rainforest, then fly along the breathtaking coastline to legendary Sacred Falls and the panoramic Dole Pineapple Plantation. On your Blue Skies of Oahu adventure you'll also have the powerful emotional experience of witnessing Pearl Harbor, the Arizona Memorial and the Battleship Missouri.

Immerse yourself in the sights, flavors, and stories of O'ahu on this full-day, 8-hour private island adventure that is designed for travelers who want to go beyond the basics. With a knowledgeable local guide at your side, you'll explore both iconic landmarks and off-the-beaten-path treasures at your own pace. Discover the laid-back charm of Hale'iwa Town, marvel at the lush beauty of Waimea Valley, and catch a glimpse of legendary surf breaks along the North Shore. You might wander through the historic Dole Plantation or stop for fresh shrimp and shave ice from beloved local vendors (food and beverages are not included and must be purchased locally). This is not a one-size-fits-all tour; your day is shaped entirely around your interests, with flexibility to linger, explore, or relax as you choose. With private transportation and personalized insight throughout, this experience brings O'ahu's vibrant culture and natural beauty into sharp, unforgettable focus.

Long before Waikiki became a tropical escape, it was home to a community of remarkable grace and artistry. ‘Aha ‘Aina shares the story of this rich culture through music, traditions, and cuisine in an authentic Honolulu luau experience that journeys from Waikiki’s ancient past to the era of The Royal Hawaiian. ‘Aha‘aina features three captivating acts. Guests begin with traditional Hawaiian activities like kapa-making, poipounding, and tending fishing tools. A conch signals the feast, featuring diverse flavors from Hawaii’s plantation-era cultures. As guests explore each station, a storyteller shares the history of native cuisine, lei giving, and culminates with the legend of Helumoa - a performance that brings the tale to life.

Enjoy the day as you wish. If you would like to arrange an activity, excursion, or other experience

Honolulu - Waikiki Beach to Honolulu International Airport

 

Kahului Airport to Wailea

 

Your Accommodation

Four Seasons Resort Maui at Wailea

At Four Seasons Resort Maui at?Wailea, every detail radiates effortless island elegance from the koi-pond courtyards to the soothing salt-water pools framed by manicured gardens. The 383 guest rooms and suites, many with private lanais and ocean views, range from sleek Club-Floor retreats to expansive three-bedroom Lokelani residences with gardens and butler-level service. Daydream by one of three pools adults-only infinity, family waterfall, or serene fountain while cabana attendants ensure iced treats and comfort. The spa blends indoor and open-air hales with Hawaiian-inspired treatments, and championship golf, pickleball courts, boutique shopping, and refined eateries complete the serene luxury. ?

Duration

4 Night Stay

Meal Plan

Room Only

 

Four Seasons Resort Maui at Wailea

Enjoy stunning panoramic views of the West Maui Mountains, kissed with rainbows, aboard Maui's newest sailing catamaran. Step away from the bustle of a crowded restaurant and slip into sunset at tables set for intimacy and comfort. Allow yourself to be lulled into relaxation while the world-class Trilogy Crew members serve several tasty pupus (appetizers), signature cocktails, and knowledge of Maui's history and marine life. Departing from world-famous Ka'anapali Beach, sip and sail with Maui's oldest and most experienced sailing company!

Enjoy one of our world's most scenic and captivating roads circling around Haleakala. Tour around Maui's eastern volcano to see countless waterfalls, lush rainforest, breathtaking mountain views, and magnificent ocean scenes. Hana Highway features over 600 coastal turns and nearly 60 bridges, mostly one lane. Swim in a freshwater pool by a waterfall and in the ocean at Wai'anapanapa's black sand beach. We'll take care of the required park reservation in Hana, provide lunch, cold drinks, and more. Let our experienced guides take the wheel, and enjoy a full day tour along this historic road of awe inspiring views.

Enjoy the day as you wish. If you would like to arrange an activity, excursion, or other experience

Wailea to Kahului Airport


Summary

Terms and Conditions

Prices are "from" per person based on twin/double shared 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 enquire.