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Stay · Insight Vacations · 9 nights

Hawaii with Oahu, Maui & the Big Island

  • Flights and inter-island travel included
  • Stay at oceanfront resorts on each island
  • Guided tour of Oahu's highlights
From
$8,751 pp twin share
9 nights
Departs 12 September 2026 Returns 11 December 2028
Duration9 nights
OperatorInsight Vacations
StyleStay
HighlightDiscover the magic of Hawaii's tropical islands and meet its gentle people on an unforgettable guided vacation
Explore Oahu, Maui and the Big Island. Visit Pearl Harbor and the USS Arizona Memorial. Experience local traditions and flavours

Hawaii’s traditional greeting, Aloha, embodies hospitality, respect, love and welcome. Experience the magic of these tropical islands and meet its gentle people on your unforgettable Hawaiian guided vacation. Look beyond the swaying hula dancers, ukuleles and floral shirts to celebrate local traditions and flavours. An incredible journey awaits as you get to know Oahu and Maui intimately while having time to relax at your oceanfront resorts.

When & how much

Departures & Pricing

Departs
12 September 2026
Returns 11 December 2028
Returns
11 December 2028
Duration
9 nights
From pp twin share
$8,751 pp
  • 12 Sep 2026 - 21 Sep 2026
    from $11,995 pp twin share *
  • 10 Oct 2026 - 19 Oct 2026
    from $10,837.80 pp twin share *
  • 23 Jan 2027 - 01 Feb 2027
    from $8,750.70 pp twin share *
  • 20 Feb 2027 - 01 Mar 2027
    from $9,676 pp twin share *
  • 13 Mar 2027 - 22 Mar 2027
    from $8,750.70 pp twin share *
  • 20 Mar 2027 - 29 Mar 2027
    from $9,676 pp twin share *
  • 03 Apr 2027 - 12 Apr 2027
    from $8,750.70 pp twin share *
  • 17 Apr 2027 - 26 Apr 2027
    from $9,676 pp twin share *
  • 08 May 2027 - 17 May 2027
    from $8,750.70 pp twin share *
  • 29 May 2027 - 07 Jun 2027
    from $9,676 pp twin share *
  • 12 Jun 2027 - 21 Jun 2027
    from $8,750.70 pp twin share *
  • 26 Jun 2027 - 05 Jul 2027
    from $9,676 pp twin share *
  • 10 Jul 2027 - 19 Jul 2027
    from $8,750.70 pp twin share *
  • 24 Jul 2027 - 02 Aug 2027
    from $9,676 pp twin share *
  • 07 Aug 2027 - 16 Aug 2027
    from $8,750.70 pp twin share *
  • 21 Aug 2027 - 30 Aug 2027
    from $9,676 pp twin share *
  • 04 Sep 2027 - 13 Sep 2027
    from $8,750.70 pp twin share *
  • 11 Sep 2027 - 20 Sep 2027
    from $9,676 pp twin share *
  • 09 Oct 2027 - 18 Oct 2027
    from $9,676 pp twin share *
  • 06 Nov 2027 - 15 Nov 2027
    from $9,676 pp twin share *
  • 04 Dec 2027 - 13 Dec 2027
    from $9,676 pp twin share *
  • 22 Jan 2028 - 31 Jan 2028
    from $9,475 pp twin share *
  • 19 Feb 2028 - 28 Feb 2028
    from $9,475 pp twin share *
  • 11 Mar 2028 - 20 Mar 2028
    from $9,475 pp twin share *
  • 18 Mar 2028 - 27 Mar 2028
    from $9,475 pp twin share *
  • 01 Apr 2028 - 10 Apr 2028
    from $9,475 pp twin share *
  • 15 Apr 2028 - 24 Apr 2028
    from $9,475 pp twin share *
  • 06 May 2028 - 15 May 2028
    from $9,475 pp twin share *
  • 27 May 2028 - 05 Jun 2028
    from $9,475 pp twin share *
  • 10 Jun 2028 - 19 Jun 2028
    from $9,475 pp twin share *

* Prices and category availability are subject to change without notice.

Cabin grades, balcony upgrades and pre-cruise hotel options are quoted on enquiry — call 1300 414 198.

Day by day

Itinerary

  1. 1

    Aloha Hawaii

    After your arrival at Honolulu Airport, the traditional lei greeting at your Travel Director's Welcome Desk kicks off your Hawaii vacation. Your hotel during your time on Oahu was the setting for Blue Hawaii, Elvis Presley’s 1961 movie and it is the birthplace of the legendary cocktail of the same name. Tonight, join your Travel Director and fellow travellers for a dinner.

  2. 2

    Pearl Harbor

    Enjoy a relaxed start this morning followed by a visit to the Pearl Harbor National Memorial, commemorating the tragic day of December 7, 1941. Walk through the Visitor Center and take a short boat ride to the USS Arizona Memorial, the final resting place of 1,102 sailors and marines. USS Arizona tickets are subject to NPS; ticket timing availability not known until the day before visit. Spend time at the superb visitor center and explore exhibits that recount the events that led the US to join World War II. As part of today's adventure, you'll see the Punchbowl National Memorial Cemetery of the Pacific. It honours all those who served in the US Armed Forces and lost their lives during WWII, the Korean War and the Vietnam War. Return to Waikiki and spend the rest of your day at leisure.

  3. 3

    A Trip Around Oahu

    After a Relaxed Start this morning, set out to explore Oahu on an exciting island tour. Take in the epic views from Pali Lookout towards the Kaneohe Bay and the Windward Coast. The valley below was the scene of a bloody battle in 1795 when King Kamehameha I extended his rule over the island with an army of 10,000 men. Journey beneath the towering Ko’olau Cliffs and along the rugged coastline. Join a MAKE TRAVEL MATTER® Experience with your Local Expert in a Hawaiian Legacy Forest and learn about the sacred planting ceremony of a native tree contributing to the healing of the local ecosystem. Delve into an al fresco, sustainably sourced picnic lunch while enjoying views of the Legacy Forest. Continue to North Shore where in the winter months waves can reach 30ft making it a favorite spot among big wave surfers worldwide. Visit Haleiwa, the social and artistic hub of the North Shore. Stroll among small boutiques and plantation-era buildings to soak up the laid-back ambiance. Finally, return to Waikiki after your eventful day and enjoy your evening at leisure.

  4. 4

    Maui, the Valley Isle

    Take a short flight to Kahului on Maui. This slice of Hawaiian island paradise offers magnificent nature and a wide variety of activities. Visit the awe-inspiring Iao Valley State Park and see the 1,200-foot landmark Iao Needle. This green-mantled rock outcropping overlooks sacred lands and was used as a burial site for Hawaii’s chiefs for centuries. In the evening you are invited to choose your own dining experience from a selection of restaurants for your Dine-Around Evening. Your options include a magical evening at the Wailele Luau for a taste of traditional Polynesian cuisine, dance and storytelling, or one of the resort’s other acclaimed restaurants.

  5. 5

    Upcountry Maui

    This morning, head to Upcountry Maui and discover a different face of the island. Visit one of the last working pineapple farms with a fun and knowledgeable Local Expert. Discover the deep impact these plantations had on the islands and sample some of the extra sweet Maui Gold variant. At its peak, Hawaii produced 75% of the world’s pineapples and the tropical fruit became a symbol for the state. Next we indulge in a Farm-to-Table lunch at the Hali’imaile General Store. Originally a plantation shop in the early 20th century, the restaurant is known for its outstanding island cuisine. Return to your resort and spend the evening at your leisure.

  6. 6

    Insight Choice in Maui

    Explore Maui with Insight Choice. Choose to experience sunrise at Haleakala National Park, offering an astonishing volcanic landscape. Hear the Hawaiian legends about the active volcano and see the unique Haleakalā Silversword plant. Alternatively, cruise to the scenic coastline of West Maui and Ka'anapali Beach and snorkel a dazzling coral reef, home to abundant sea life. Tonight, get together with your Travel Director and fellow travellers for dinner.

  7. 7

    To the Big Island

    Take a short flight to Hawai’i, the largest island of the archipelago. Upon arrival, spend time in easy-going Kailua-Kona, once the home of Kamehameha I, Hawaii’s great ruler. Travel from the beach to the coffee growing area of Kona and join a Local Expert to learn about Kona coffee. Enjoy a tasting of this gourmet speciality that only grows on the slopes of two local active volcanoes. See native plants, fruits and the organic coffee fields on your tour around the plantation. Continue to your luxurious resort accommodation and enjoy the rest of your day at leisure.

  8. 8

    The Volcanoes of Hawaii

    After a relaxed start, begin your day at Rainbow Falls. Located in Wailuku River State Park, this 24 m (80 ft) cascade flows over a lava cave believed in local legend to be home to Hina, the Hawaiian goddess of the moon. After a luscious lunch, continue to Hawai‘i Volcanoes National Park, a UNESCO World Heritage Site and home to two of the world’s most active volcanoes — Mauna Loa and Kīlauea. Walk across ancient lava fields and steaming vents as you learn how these geological forces continue to shape the Big Island. Your Travel Director shares stories of Pele, the revered volcano goddess, whose presence is deeply rooted in Hawaiian culture.

  9. 9

    A Day to Relax

    Enjoy a relaxed-start morning and spend the day on island time at your leisure, relaxing under the swaying palms. Lounge by the pool, enjoy a spa treatment, or snorkel in the local lagoon looking for the rare green sea turtles that call these waters home. Alternatively, join an Optional Experience by helicopter for sweeping views over Big Island’s remote north shore. Tonight, come together for dinner and toast to your travels.

  10. 10

    Farewell Hawaii

    Bid farewell to your fellow travellers and new friends and depart at leisure to the Kona airport filled with new memories and stories.

What you get for the price

Inclusions & exclusions

What’s included

  • Prices included economy inter-island airfares and all related charges for Honolulu - Kahului and Kahului - Kona.
  • Flights are subject to change without notice until time of booking.
  • Inter-island airlines charge a baggage handling fee of USD $25 per first checked suitcase on each inter-island flight.
  • This fee is not covered by the prices is the responsibility of the guest.
  • See Terms and Conditions for details.This trip experiences high elevations, we recommend guests with preexisting medical conditions talk with a doctor prior to travel.
  • Honolulu: Visit Pearl Harbour and step aboard the USS Arizona Memorial and recount the events that led the US to join World War II.

Not included

  • Baggage handling fee of USD $25 per first checked suitcase on each inter-island flight
Where you’ll stay

Accommodation

  • Hilton Hawaiian Village Waikiki Beach Resort, Oahu
  • Hilton Waikoloa Village, Island of Hawai'i
  • The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
From the operator

Common questions about this voyage

How long is this journey?
This itinerary runs for 10 days and 9 nights.
When can I travel?
Departures are currently scheduled between 12 Sep 2026 and 11 Dec 2028, subject to live availability.
Are there different departure options?
Yes, multiple departures may be available depending on your preferred travel period.
Are discounts available?
Seasonal or loyalty discounts may be available on selected departures at the time of enquiry.
What is generally included?
Inclusions typically cover guided touring and selected experiences, with exact details listed in the itinerary.
Ready to lock in?

Book this stay

Send us an enquiry and a consultant will be in touch, or call 1300 414 198 for personal help choosing a departure.

Enquire about this stay
Travel at 60 Social Getaways

Travel further when you're not travelling alone

Our Social Getaways are small-group holidays designed especially for over-60s Australians who want the freedom of a great trip without the work of planning every detail. A Travel at 60 host travels with the group, the operator handles the logistics, and you get to focus on the bit that matters — the people, the places, and the stories you'll bring home.

Open to solo travellers too. Many of our travellers book on their own and find their feet quickly in a friendly group of like-minded Australians. Reduced single-supplement options are available on most departures — ask one of our consultants and we'll talk you through what's offered on this trip.

  • A friendly Travel at 60 host — an Australian face on the ground, looking out for the group from day one.
  • Curated local guides & boutique suppliers — the same operators we'd book for our own families.
  • Real itineraries, not whirlwind tours — comfortable transfers, breathing room, and the “off the beaten track” stops the big bus tours skip.

Want to talk it through? Call 1300 414 198 7 days a week, Queensland time, and one of our consultants will walk you through it.

— The team at Travel at 60

A Travel at 60 host with travellers on a Social Getaway
From (twin) $8,751 pp
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