Deluxe Hawaii: O'ahu & Maui

Beach Vacations

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.

Days

55 Years of Expertise in Tailor-Made Travel

ExcellentBased on 5,291 Reviews

55 Years of Expertise in Tailor-Made Travel

ExcellentBased on 5,291 Reviews

Trip Features

Active Elements

Includes light adventure or movement for added discovery.

Epic Scenery

Showcases landscapes that elevate parts of the journey.

Beach Vacations

Vacations that help you unwind in warm weather climates.

Stays of Distinction

Trips that showcase unique and unforgettable accommodations worldwide.

Active Elements

Includes light adventure or movement for added discovery.

Epic Scenery

Showcases landscapes that elevate parts of the journey.

Beach Vacations

Vacations that help you unwind in warm weather climates.

Stays of Distinction

Trips that showcase unique and unforgettable accommodations worldwide.

Trip Itinerary

At a Glance

DAY

Welcome to Honolulu

DAY

Blue Skies of Oahu Helicopter Tour

DAY

Private-Guided Ultimate O’ahu Tour

DAY

At Leisure in Waikiki with Aha Aina at The Royal Hawaiian Resort

DAY

Day at Leisure in Waikiki

DAY

From O’ahu to Maui

DAY

Deluxe Ka’anapali Sunset Sail

DAY

Private Guided Road to Hana Tour

DAY

At Leisure in Wailea

DAY

Depart from Maui

Travel Itinerary

Trip Starts

Trip Stop

Trip Ends

Detailed Itinerary

DAY

Welcome to Honolulu

Transfer

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

Show on Map

DAY

Blue Skies of Oahu Helicopter Tour

Day Tour

Blue Skies of Oahu Helicopter Tour

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.

DAY

Private-Guided Ultimate O’ahu Tour

Day Tour

Ultimate O'ahu Private Tour

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.

DAY

At Leisure in Waikiki with Aha Aina at The Royal Hawaiian Resort

Day Tour

Aha Aina Luau at The Royal Hawaiian Resort

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.

DAY

Day at Leisure in Waikiki

Enjoy the day as you wish. If you would like to arrange an activity, excursion, or other experience, please contact your Goway Destination Specialist.

DAY

From O’ahu to Maui

Transfer

Honolulu - Waikiki Beach to Honolulu International Airport

Transfer

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

Show on Map

DAY

Deluxe Ka’anapali Sunset Sail

Transfer

Wailea to Kaanapali Beach

Day Tour

Deluxe Ka'anapali Sunset Sail

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!

Transfer

Kaanapali Beach to Wailea

DAY

Private Guided Road to Hana Tour

Day Tour

Private Deluxe Road to Hana Tour

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.

DAY

At Leisure in Wailea

Enjoy the day as you wish. If you would like to arrange an activity, excursion, or other experience, please contact your Goway Destination Specialist.

DAY

Depart from Maui

Transfer

Wailea to Kahului Airport

What to Expect

Explore what moves you.

Diamond Head Crater, Honolulu

Sunset Sailing, Maui

Aha Aina Luau at The Royal Hawaiian Resort

Road to Hana, Haiku, Maui

Know when to go.

Place

Conditions

Daily max temperatureMonthly rainfall

HonoluluPartly Cloudy

30°C / 87°F

60mm / 2.3"

Weather data is based on monthly averages.

Popularity rating

ExcellentBased on 5,291 Reviews

Verified

My husband and I booked a tour to Portugal using Goway travel. Working with Phoebe was a pleasure. She responded promptly and professionally to all of my requests, concerns and queries. Our trip was filled with lovely details and unexpected treasures.Kristen Remsen

Verified

My trip to China was a wonderful experience, and everything was planned very well. The itinerary was well organized by Ms. Harpreet Litt. The arrangements were smooth, and the overall trip was enjoyable. I appreciated the attention to detail and the excellent coordination throughout the journey. It was a memorable experience, and I would highly recommend this trip to anyone planning to visit China!edyta

Verified

Harpreet Litt provided us with a rich experience for our week. She offered good choices for local tour companies. We had a very good guide in Osaka. She is an Osaka resident with good English skills. She took extra pains to include opportunities we requested Osaka was a beautiful city at night. My photos of restaurants and street food were colorful and fun. Food was good too.Noel Chrisman

Verified

I had a fantastic experience working with Lisa D. on the Goway team. She was helpful, attentive and made sure we were comfortable with our bookings and itinerary before departure, and also checked in with us following our trip. Would definitely book with Goway again!Mandi S.

Verified

1186952 trip reference - Croatia and Montenegro. Dear Goway Travel Team! I wanted to reach out and share some well-deserved praise for Jacqueline, who has assisted me closely with several of my travels. She recently curated a trip for me to Croatia, the beautiful islands, and Montenegro, and it was an absolute home run. Jacqueline has an incredible ability to listen to her clients' needs and translate them perfectly into a flawless itinerary. Her articulation, guideline execution, and professionalism are unmatched. What sets her apart is her forward-thinking approach—she always knows the exact hotspots and trends, ensuring the pace of the trip matches my speed perfectly. Everything transitioned seamlessly thanks to her attention to detail and care. She is a massive asset to your organization, and her consideration makes every vacation stress-free. I will absolutely continue to use her for all my future travels. Kindest regards, Vince Sacco Vince Sacco

Verified

Absolutely incredible trip! From beginning to end! All accommodations were excellent. If you want to experience Safaris this trip will fulfill all your expectations! A special thanks to our driver we had for our entire trip Evans! He made our trip over the top! The Hot air balloon ride in the Masai Mara is a must…it’s breathtaking!Pam Seitz

Verified

I have worked with Goway several times in the past two years and every single trip has been unforgettable. Specifically, our travel advisor, Maria, has helped us book phenomenal trips to Thailand, Spain, Portugal, Italy, Ireland, and most recently, Iceland. Maria is so wonderful and easy to talk to, but what really stands out is her ability to get to know her clients so she can plan trips that perfectly align with our interests and desires. I cannot recommend her strongly enough! Her expertise, hard-work, and dedication towards each trip has given myself, my family, and friends memories to last a lifetime! Kayla Covello

Verified

Jamil made our 40th birthday trip to Portugal so so very amazing and special! Great service, fabulous hotels, and wonderful day trips! Lane Strickland

Verified

Katie was great, planned everything we needed, was great with changes and trip schedule conflicts. Fantastic working with her.CT

Verified

I have been booking with GoWay for more than 2 years and feel so fortunate to have the best Travel Advisor, Maria Spitman, making our vacations unforgettable. I can’t say enough about Maria… she is personable, efficient, detail-oriented, and extremely knowledgeable about her specialty destinations. We have booked many trips with her, including Thailand, Spain, Portugal, Sicily, Iceland, and our most recent trip in Greece. Maria has not only curated nuanced itineraries, but has done so combining her vast knowledge of each region with our interests and needs being met perfectly. With that, it is evident that Maria learns about her clients to create vacation packages that far exceed expectations. I won’t book with anyone else! GoWay has a gem that is irreplaceable! I highly recommend seeking Maria out for all your destination needs. Darleen

Our Commitment

Why Travel with Goway?

Personalized Trips

Every vacation with Goway is tailored to your exact travel needs. Our vacations are as unique as you are.

Elevated Experiences

Travel experiences with up to 5-star accommodations and private guided tours that offers an intimate and exclusive way to see the world.

Authentic Experts

Work with our Destination Specialists who are true experts, having lived, worked, or traveled extensively in the destinations we offer.

Global Adventures

Enjoy great value on vacations to over 115 destinations on all seven continents. Explore the whole world in the way and style you choose.

What do the experts say?

Aylin Esin

Team Lead

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Insider Benefits

Deluxe Hawaii: O'ahu & Maui

Trip Features

Trip Itinerary

At a Glance

Welcome to Honolulu

Blue Skies of Oahu Helicopter Tour

Private-Guided Ultimate O’ahu Tour

At Leisure in Waikiki with Aha Aina at The Royal Hawaiian Resort

Day at Leisure in Waikiki

From O’ahu to Maui

Deluxe Ka’anapali Sunset Sail

Private Guided Road to Hana Tour

At Leisure in Wailea

Depart from Maui

Detailed Itinerary

Welcome to Honolulu

Blue Skies of Oahu Helicopter Tour

Private-Guided Ultimate O’ahu Tour

At Leisure in Waikiki with Aha Aina at The Royal Hawaiian Resort

Day at Leisure in Waikiki

From O’ahu to Maui

Deluxe Ka’anapali Sunset Sail

Private Guided Road to Hana Tour

At Leisure in Wailea

Depart from Maui

Departures

Terms and Conditions

What to Expect

Explore what moves you.

Most Popular Time to Travel

Know when to go.

Our Commitment

Why Travel with Goway?

What do the experts say?

Aylin Esin

Unlock more by subscribing to our newsletter.