From the world-class resorts to the opportunities for adventure and the extraordinary landscapes, Hawaii has it all. Whether you're searching for an unforgettable winter escape, a dreamy honeymoon destination, or a luxurious retreat to rest and recharge, a trip to Hawaii is hard to beat. Each island in the archipelago offers something unique, from vibrant cultural scenes to untouched natural wonders, so the best way to experience the diversity is by island-hopping. Here, we will explore the perfect route for the ultimate getaway, uncovering Hawaii's abundant treasures at every stop.
Oahu: The Heartbeat of Hawaii
Begin your island-hopping adventure in Oahu by touching down at Hawaii's hip capital, Honolulu, which offers a perfect balance of tourism and exploration.
Spend a few days here, soaking in the bustling energy of Waikiki Beach, surfing or watching the legendary North
Spend a few days here, soaking in the bustling energy of Waikiki Beach, surfing or watching the legendary North Shore waves, shopping Luxury Row, and exploring historic Pearl Harbour. A visit to the laid-back surf town of Haleiwa is a must, as is a sunset hike up Diamond Head for panoramic views of the island.
Oahu boasts an impressive list of sumptuous hotels to choose from, including the oceanfront Halekulani Hotel, home to the island's most prestigious restaurant, La Mer, and the lavish Four Seasons Resort Oahu, located on the western coast away from the hustle and bustle.
Fly privately to Kalaeloa Airport / John Rogers Airport (JRF) or Daniel K. Inouye International Airport (HNL).
Kauai: The Garden Isle
A short flight from Oahu brings you to Kauai, the oldest of the Hawaiian Islands and a nature lover's paradise. Less developed than some neighbours, Kauai is known for its verdant landscapes, abundant wildlife, and commitment to sustainable luxury.
We'd recommend spending at least a few sun-drenched days enjoying its natural splendour and warm Aloha spirit. After landing at Lihue Airport, go to 1 Hotel Hanalei Bay, an eco-luxe retreat nestled in a stunning mountain-framed setting. Activities here are plentiful, but zip-lining over the cascading waterfalls, exploring the towering cliffs of the Nā Pali Coast by helicopter or catamaran, snorkelling the spectacular coral reefs, and marvelling at Waimea Canyon's vast, colourful expanse is not to be missed.
Fly privately to Lihue Airport (LIH).
Niihau: The Forbidden Isle
Privately owned and with a population of around 100 people, Niihau offers an opportunity to see Hawaii as it once was.
The quickest way to visit the island without an invitation from the owners or a resident is to fly by helicopter departing from Kauai. Alternatively, you could opt to charter a boat and spend a day snorkelling, diving, or spotting sea turtles, monk seals, manta rays, dolphins, whales, and the endless variety of tropical fish in the pristine waters of the island's coastline.
Nearby Lehau Crater, located three-quarters a mile north of Niihau, is another popular snorkelling and diving spot thanks to its exceptional visibility and unique underwater rock formations.
Fly privately to Lihue Airport (LIH).
Molokai: The Friendly Isle
Perfect for those seeking an off-the-beaten-track experience, Molokai is deeply committed to preserving ancient ways of life and offers visitors a glimpse into Hawaii's more traditional side.
Land at Molokai Airport and spend two days exploring the island's history, culture, and untouched beauty - from the world's highest sea cliffs to Hawaii's tallest waterfall and the state's longest fringing reef. Visit Kalaupapa National Historical Park, hike Halawa Valley, savour Molokai's famous sweet bread, and admire the sunsets from Papohaku Beach. Molokai's dining and accommodation options are more rustic, but its charm and serenity are unmatched. Alternatively, Maui's high-end hotels are just a 25-minute flight away, making day-tripping an option.
Fly privately to Molokai Airport (MKK)
Maui: The Valley Isle
Next, your private jet whisks you away to Maui, known for its plush resorts, world-class snorkelling, exciting culinary scene, whale-watching opportunities, and breathtaking beaches.
Land at Kahului Airport and settle into one of the island's impeccable resorts – with the Ritz Carlton Kapalua on the west coast or the Andaz Maui at Wailea Resort on the south shore topping our list. Experience iconic luaus that celebrate Hawaiian culture, try your hand at different watersports in crystal-clear waters, and visit the historic town of Lahaina.
Be sure to also explore the island's varied scenery, from driving the scenic Road to Hana, where waterfalls and black sand beaches await, to hiking the Pipiwai Trail to the Seven Sacred Pools. Reserving a spot to watch the sunrise at the Haleakalā Crater and seeing dawn break gloriously over a sea of clouds is a sight that will stay with you forever.
Fly privately to Kahului Airport (OGG).
Lanai: The Best Kept Secret
Once known for its pineapple plantations, this palm-tree-strewn paradise is ideal for a few days of exclusive luxury and remote, laidback exploration. Still considered a hidden gem, Lanai offers all the Hawaiian classics – surfing, snorkelling, luaus, hiking, and leisurely days spent sipping mai tais - but without the crowds or commercial distractions.
The Four Seasons group has two opulent resorts on the island, one on the pristine beachfront and one in the tranquil mountains. Spending a few nights at each provides a complete Lanai experience.
Land at Lanai Airport and venture beyond the resorts to marvel at the otherworldly Garden of the Gods, a lunar-like landscape of striking rock formations, or tee off at the renowned Manele Golf Course, designed by Jack Nicklaus. Top it off with exquisite dining at Nobu before an evening stargazing from your private pool.
Fly privately to Lanai Airport (LNY).
Hawaii: The Big Island
Your tropical adventure concludes on the aptly named Big Island, the largest of the Hawaiian Islands, a haven for those seeking unique experiences away from the crowds.
Big Island offers dramatic vistas with two active volcanoes that will leave a lasting impression. Explore the awe-inspiring Kilauea Volcano at Hawaii Volcanoes National Park, enjoy a private evening snorkelling session with majestic manta rays, and gaze at the sunset and celestial displays from Mauna Kea's summit.
Relax on the white sands of the Kohala Coast, visit the black sands of Punalu'u Beach, or discover the rare green sands of Papakōlea. Unwind at the elegant Rosewood Kona Village or the Fairmont Orchid before jetting home.
Fly privately to Kona International Airport (KOA).
Private Jet Charter with Air Partner
Whether you wish to explore the magic of all of these Hawaiian Islands or immerse yourself in just a select few, the efficiency of private jet travel allows you to maximise your time and see more of what these incredible destinations offer.
Ready to plan your journey?
Our dedicated Private Jets team would be delighted to design an itinerary tailored to your needs.