Family Hawaii Adventure| Inspiring Travel

Itinerary Highlights

Discover four distinctive Hawaiian islands, each offering its own landscapes, culture and family-friendly experiences
Stay in luxury beachfront resorts perfectly suited for families, with space, comfort and exceptional service
Enjoy a mix of relaxation and soft adventure — from snorkelling and sailing to scenic drives and cultural discoveries
Benefit from expertly tailored arrangements, with every detail personalised to suit your family’s pace and interests
Best time to travel May to October

What's Included

Accommodation Throughout
Private Transfers
Domestic Flights
International Flights

14 nights from £7,170 per person

Nikhil

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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Family Hawaii Adventure

14 nights from £16,165 per family

Includes private airport transfers or car rental throughout
Room Only

Travel between 1 Aug 2026 and 15 Aug 2026

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Discover the magic of Hawaii on a 14-night family adventure across four unforgettable islands, each offering its own blend of natural beauty, cultural charm and barefoot luxury.

Begin on Oahu, where vibrant Waikiki combines beachside fun with history at Pearl Harbor and horseriding adventure at Kualoa Ranch. Continue to the “Garden Isle” of Kauai, where you can sail beneath the cliffs of the stunning Na Pali Coast, explore the Waimea Canyon and stay at the ocean-front Sheraton Kauai Resort.

Fly to Maui for days of sunshine and sophistication at the Fairmont Kea Lani, and snorkel in turquoise bays, visit local farms and watch sunrise over Haleakala National Park. Finish on Big Island staying at the Fairmont Orchid, where volcanic landscapes, calm lagoons and moonlit manta-ray encounters await.

Like all our suggested itineraries, this holiday can be completely customised and tailored to suit your preferences and family needs with extensions and personalised excursions to make your time spent together extraordinary.

Adults: £7,170 pp

Children: £1,825 pp

Itinerary

Day 1 Fly to Oahu

Fly to Honolulu, with the option to add a stopover in Los Angeles or San Diego to break up the journey. After landing, you’ll be met for your private transfer to Moana Surfrider, an elegant beachfront resort on Waikiki Beach. Take some time to settle in and enjoy your first evening soaking up the island atmosphere.

Day 1 - 3 Moana Surfrider, Oahu

Stay at the elegant Moana Surfrider, set on iconic Waikiki Beach, where you'll spend the next three days exploring Kalakaua Avenue’s boutiques and cafés at your own pace, or simply unwinding beside the ocean. Visit Pearl Harbor for a moving glimpse into Hawaii’s history, then head to Kualoa Ranch, famed for its dramatic valleys and Hollywood film locations.

Staying at

Beachfront at Moana Surfrider, A Westin Resort

Lobby at Moana Surfrider, A Westin Resort

Day 4 Fly to Kauai

Take a short flight to Kauai, the Garden Isle. You’ll transfer privately or collect your rental car at the airport for the drive to Sheraton Kauai Resort on Poipu Beach. Spend the afternoon relaxing by the pool, visiting nearby Koloa Town, or enjoying an easy stroll along the coast as the evening light fades.

Day 5 - 7 Sheraton Kauai Resort, Kauai

Discover Kauai’s dramatic landscapes with a guided visit to Waimea Canyon and the Kauai Coffee Estate. You can cruise the Na Pali Coast by catamaran, stopping to swim or snorkel in turquoise waters. For something different, we can arrange a chocolate tasting at Lydgate Farm, mountain tubing or ziplining through forested valleys. Evenings are best spent dining by the ocean with glistening sunsets.

Staying at

Poolside Bungalows At Sheraton Kauai Resort

Lavas Poipu Beach At Sheraton Kauai Resort

Day 8 Fly to Maui

Fly to Maui and transfer to the Fairmont Kea Lani in Wailea. This luxurious all-suite resort offers space to unwind together, with family-friendly pools and beachfront cabanas. Enjoy a relaxed afternoon on Wailea Beach or a sunset stroll before choosing from the island’s excellent restaurants for dinner.

Day 9 - 10 Fairmont Kea Lani, Maui

Spend your days here discovering Maui’s coast and countryside. Join a snorkelling trip to Molokini Crater or paddle an outrigger canoe to explore Maui's crystal-clear waters. Inland, we can arrange a Haleakala National Park sunrise tour and a farm-to-table lunch at O‘o Farm in the hills of Kula.

Staying at

Day 11 Fly to Hawaii, Big Island

Fly to Big Island and either collect your rental car or transfer privately to the Fairmont Orchid on the Kohala Coast. Spend the rest of the day at leisure; explore the gardens, unwind by the lagoon-style pool, or simply enjoy dinner together with an ocean view.

Day 12 - 14 Fairmont Orchid, Big Island

Enjoy three days of adventure exploring the Volcanoes National Park on a guided tour, taking to the water with private surf lessons, and guided hikes and horse-riding excursions. If you have older children, we can arrange a magical nighttime snorkel with Manta Rays.

Staying at

Day 15 Fly Home

Transfer to Kona Airport for your return flight. If you’d like to extend your family adventure, we can arrange a few days in San Francisco, Phoenix, Seattle or San Diego before heading back to the UK.