Hawaii Ultra-Luxe hotels and experiences

Itinerary Highlights

Admire Hawaii’s lava fields and rainforests on a private helicopter tour
Immerse yourself in authentic Hawaiian culture at an intimate private luau
Discover ancient Hawaiian mythology during a privately guided Lana‘i exploration
Travel seamlessly by private jet and speedboat between three distinct islands

What's Included

Accommodation Throughout

11 nights

Nicola

Travel Specialist

01244 433 057

I'm here to tailor-make your perfect North America holiday. Give me a call and I'll use my expertise to create your personalised experience.

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This twelve-night journey takes you across the contrasting islands of Island of Hawaii, Maui and Lana'i, travelling in complete ease by private jet and speedboat. Enjoy stays in exceptional beachfront and luxury resorts, with time carefully balanced between guided exploration and unstructured moments to relax.

On Hawaii’s Big Island, stay at Kona Village, A Rosewood Resort, where standalone hales offer privacy amid volcanic shoreline. In Maui, Montage Kapalua Bay places you in a prime oceanfront setting, while Four Seasons Resort Lana'i combines dramatic clifftop views with refined seclusion beside a protected marine preserve.

Throughout your journey, privileged access and expert insight shape each experience. A private helicopter flight reveals the striking contrast between volcanic lava fields and rainforest, followed by specialist-led exploration of the island’s active geological landscapes. In Kohala’s private valleys, enjoy a hike through protected rainforest and swim beneath a waterfall.

On Maui, you’ll explore world-class marine environments and iconic coastal and mountain scenery. On Lana‘i, discover the island’s highlights on a privately guided tour and deepen your understanding of ancient Hawaiian mythology, before immersing yourself in authentic culture during a private luau.

This itinerary is designed for you if you seek distinctive experiences, seamless travel and genuine insight, delivered with absolute comfort and control.

Itinerary

Day 1 | Arrive in Hawaii

Upon arrival, you are met by your private driver and transferred directly to your beachfront resort. Settle into your surroundings and begin to adjust to the pace of island life, with the Pacific as your backdrop. The remainder of the day is yours to relax, unwind and enjoy the resort’s refined facilities, preparing for the experiences ahead.

Staying at

Hale, Ocean Front Legacy Exterior, Kona Village, A Rosewood Resort, Big Island, Hawaii

Arrival at the Resort, Kona Village, A Rosewood Resort, Big Island, Hawaii

Pools, Moana, Kona Village, A Rosewood Resort, Big Island, Hawaii

Day 2 | Helicopter ride & volcanoes

This morning, you’ll take a private helicopter flight over the Island of Hawaii, gaining a clear perspective on its extraordinary volcanic landscape. From above, you can observe the striking contrast between hardened lava fields and dense rainforest, with views extending across active volcanic areas. Later, you’ll explore with a private geologist guide, learning how the island formed over millions of years and how ongoing activity continues to shape its terrain today.

Staying at

Day 3 | Kohala Rainforest & manta ray experience

Today, head into a private nature reserve in Kohala’s valleys for a guided rainforest hike, discovering the island’s diverse landscapes at a relaxed pace. You can cool off with a swim beneath a waterfall, followed by a picnic lunch with elevated coastal views. This evening, board your private catamaran for a sunset cruise along the Kona coast. After dark, you’ll take part in a private night snorkelling experience, observing manta rays in their natural habitat.

Staying at

Day 4 | Mauna Kea stargazing

Today is yours to relax at your resort and enjoy its facilities at your own pace. In the late afternoon, you’ll be collected for a guided journey to the summit of Mauna Kea. En route, you have the chance to pause and acclimatise, taking in the island’s changing landscapes. Weather permitting, experience sunset from near the summit before continuing to a lower elevation for guided stargazing, observing the night sky in exceptional clarity.

Staying at

Day 5 | Fly to Maui

This morning, you’ll travel by direct flight to Maui, ensuring a smooth and efficient inter-island journey. On arrival, you can transfer to your hotel and spend the remainder of the day at leisure.

Staying at

Pools, Montage Kapalua Bay, Maui, Hawaii

Lanai, Montage Kapalua Bay, Maui, Hawaii

Day 6 | Hua Momana Farms

On Maui, enjoy an exclusive farm-to-table tasting experience hosted at Hua Momana Farms. Here, you’ll join Zach Laidlaw for a curated menu inspired by seasonal island produce, with thoughtfully selected wine pairings. The experience highlights fresh local ingredients and supports regional food relief initiatives, offering you an opportunity to dine well while engaging directly with Maui’s agricultural community and culinary talent.

Staying at

Day 7 | Road to Hana

Today, you’ll explore the iconic Road to Hana on a fully tailored journey, with the freedom to stop at hidden waterfalls, black-sand beaches, and scenic coastal viewpoints. Your itinerary will be shaped around your interests, ensuring you experience the route at a pace that suits you. At the end of your day, fly back to Kapalua to relax and enjoy the remainder of the evening at leisure.

Staying at

Day 8 | Haleakala National Park

Your private boating experience departs from Lahaina Harbor, giving you the freedom to explore Maui’s coastline by water, with opportunities to snorkel, dive or paddle in secluded locations. You can also enjoy views towards neighbouring islands, with time on the ocean entirely at your pace. In the afternoon, visit Haleakala National Park on a privately guided tour, gaining insight into the island’s volcanic landscape and its distinctive high-altitude environment.

Staying at

Day 9 | Transfer to Lana’i

Depart Maui by private speedboat, travelling directly to Lana'i. Your transfer offers uninterrupted views across the surrounding islands, including Moloka‘i and Kaho‘olawe, as you cross the channel in complete comfort.

Staying at

Beach Views, Four Seasons Resort Lanai, Hawaii

Lagoon Pool, Four Seasons Resort Lanai, Hawaii

Day 10 | Private tour of Lana’i

Today, you’ll explore Lana'i on a full-day privately guided tour, designed around your interests. With your driver-guide, you can visit the island’s key highlights, gaining insight into its history, landscapes and local culture at a pace that suits you. Following your tailored exploration, you’ll return to your hotel in time to relax and enjoy the remainder of the evening at leisure.

Staying at

Day 11 | Day of leisure & private luau

Today is yours to relax and enjoy your resort's facilities and setting. This evening, experience an authentic private luau, a traditional Hawaiian celebration that brings together food, music and storytelling in one immersive gathering. You can expect a carefully prepared feast alongside cultural performances, offering insight into the islands' history and heritage, in an intimate setting created exclusively for you.

Staying at