Epic Scenery Romantic independent self drive through Hawaii’s O?ahu and Maui, where sunsets, sea breezes, and island culture create a journey to savour.
Trip Overview:
Begin your Hawaiian journey in vibrant Honolulu, where the soft trade winds carry the scent of plumeria and the Pacific glitters under the sun. Spend your first days exploring O?ahu’s coastline, joining a small group tour along dramatic sea cliffs as the sky shifts through gold and crimson at sunset.
In Waikiki, enjoy unhurried time to swim, shop, and soak up the island rhythm. One evening, the beachfront Royal Hawaiian sets the stage for the ‘Aha ‘Aina luau, where traditional music, dance, and storytelling bring centuries of Polynesian culture to life beneath the stars.
A short flight whisks you to Maui, where palm-lined Ka?anapali Beach welcomes you with its warm sands and clear waters. Set sail in the evening for a serene sunset cruise, gliding past the island’s coast as the horizon melts into soft purples and pinks.
Days at leisure invite you to discover Maui’s charms at your own pace — perhaps driving the winding Road to Hana, snorkelling in Molokini Crater, or simply relaxing beneath swaying palms. As your holiday draws to a close, you’ll carry home the colours, flavours, and aloha spirit that make Hawaii unforgettable.
Highlights:
- Begin in Honolulu, where warm trade winds and shimmering Pacific waters introduce Hawaii’s island rhythm.
- Explore O?ahu’s rugged coastline and witness golden sunsets over dramatic sea cliffs.
- Experience Waikiki’s relaxed charm and an evening of storytelling and dance at the Royal Hawaiian luau.
- Fly to Maui to unwind on Ka?anapali Beach and sail into a pastel-hued sunset cruise.
- Spend leisurely days discovering Maui’s treasures, from the Road to Hana to Molokini’s crystal-clear waters.
Included Services:
- 4 nights in deluxe accommodation on Oahu
- 3 nights in deluxe accommodation on Maui
- 5 days Intermediate Car Rental with unlimited mileage (Mazda 3 or similar) on Oahu
- 4 days Intermediate Car Rental with unlimited mileage (Mazda 3 or similar) on Maui
- Shared The Beautiful Colors of Hawaii Tour (max. 9 guests)
- Aha Aina Luau at the Royal Hawaiian
- Shared Deluxe Ka’anapali Sunset Sail (max. 40 guests)
- 1 dinner
Excluded Services:
- Car Rental Insurance
- 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
Day 1: Welcome to HonoluluRental Car: Hertz - Honolulu Int'l Apto Honolulu Int'l Ap
Hotel: The Royal Hawaiian (5 Star Rating)
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.
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Day 2: The Beautiful Colors of Hawaii Small Group TourDiscover Oahu's hidden gems on this small group photography tour! Perfect for nature lovers who enjoy a relaxed start and easy walks, this half-day tour takes you to Oahu's natural wonders, iconic movie sites, and picture-perfect spots--all while avoiding major crowds. With personalized attention and a relaxed atmosphere, your expert guide will share island history and photography tips along the way. Start with breathtaking views of Waikiki and Honolulu from hidden lookouts known only to locals. Visit the Pali Lookout, where King Kamehameha united Oahu during the Battle of Nuuanu. Marvel at the towering Ko'olau Mountains as you explore the island's natural beauty. Refuel with a tasty local meal (not included) before continuing your adventure. Walk on the white sands of a true Hawaiian Beach and enjoy the peaceful surroundings. Capture stunning views from Makapu'u & Lanai Lookout, and the famous Halona Blowhole. Savor a famous Leonard's Bakery malasada, a must-try local treat (included). Get expert tips from your local photography guide to capture the best shots and create lasting memories, and soon after, return to Waikiki.
Day 3: At Leisure in Waikiki with Aha Aina Luau at The Royal HawaiianLong 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.
Day 4: At Leisure in WaikikiDay 5: From O’ahu to MauiRental Car: Hertz - Kahului Apto Kahului Ap
Hotel: The Ritz-Carlton Maui, Kapalua (5 Star Rating)
The Ritz-Carlton Maui, Kapalua offers an elevated ocean-front retreat set on 54 lush acres along Maui's northwest shoreline. Guests enjoy beautifully renovated guest rooms and suites, featuring private lanais, luxurious marble bathrooms, and serene tropical decor. Rejuvenate in the full-service spa, savor Pacific-inspired cuisine at onsite restaurants, and unwind beside multiple ocean-view pools, including an adults-only sanctuary. Outdoor enthusiasts will appreciate the well-appointed fitness center, tennis courts, and assigned access to two championship golf courses. The resort's calm elegance is reflected in warm, attentive service-creating a refined yet relaxed atmosphere that invites guests to connect with Maui's natural beauty.
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Day 6: Deluxe Ka’anapali Sunset SailEnjoy 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!
Day 7: At Leisure on MauiDay 8: Depart from Maui