Hawaii with Oahu & Maui - Small Group

Hawaii with Oahu & Maui - Small Group

7 Days



Hawaii with Oahu & Maui - Small Group

7 Days Starting in Honolulu and ending in Kahului (Maui)

Visiting: Honolulu, Waikiki, Pearl Harbor, Kaneohe, Kahului, Lahaina, Kaanapali Beach, Gyrotonic Upcountry Maui, Kahului (Maui)

Tour operator:

Insight Vacations

Tour code:


Physical rating:


Trip Styles:

Small Group

$4699 (USD) The Big ADVENTURE Sale: -$247

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

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.


  • 3 Dinner with Wine (DW)

  • 6 Breakfast (B)

  • 2 Lunch (L)

  • Choose between two carefully selected activities

  • Maui: Choose to visit the Haleakala National Park offering an astonishing volcanic landscape.

  • Maui: Set sail to the crescent-shaped Molokini Island for a memorable snorkeling trip.

  • : From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.

  • : Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.

  • : We carry your bags for you and promptly deliver them to your hotel door.

  • : Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas.

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Day 1: Aloha Hawaii
Location: Honolulu
Accommodation: Hilton Hawaiian Village Waikiki Beach Resort, Oahu
Meals Included: Dinner with Wine

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 Welcome Dinner.

Day 2: Pearl Harbor
Location: Waikiki, Pearl Harbor
Accommodation: Hilton Hawaiian Village Waikiki Beach Resort, Oahu
Meals Included: Breakfast

Today, we visit the Pearl Harbor National Memorial commemorating the tragic day of December 7th 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 availability not known till 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.

Day 3: A Trip Around Oahu
Location: Waikiki, Kaneohe, Waikiki
Accommodation: Resort, Hilton Hawaiian Village Waikiki Beach Resort Oahu
Meals Included: Breakfast, Lunch

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 as you join an eco-tour with your Local Expert in the Hawaiian Legacy Forest and plant a native Milo tree contributing to the healing of the local ecosystem.Delve into an al fresco, sustainably sourced picnic lunch while enjoying epic views of the North Shore and the legacy forest.Continue to Sunset Beach where in the winter months waves can reach 30ft making it a favourite spot among big wave surfers worldwide. Visit Haleiwa, the social and artistic hub of the North Shore. Grab some shaved ice and 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.

Day 4: Maui, The Valley Isle
Location: Kahului, Lahaina, Kaanapali Beach
Accommodation: Resort, The Westin Maui Resort & Spa Ka'anapali Beach Maui
Meals Included: Breakfast, Dinner, with Wine

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. Journey to Lahaina, once a busy whaling port and plantation settlement. 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.

Day 5: Upcountry Maui Relaxed Start
Location: Kaanapali Beach, Gyrotonic Upcountry Maui, Kaanapali Beach
Accommodation: Resort, The Westin Maui Resort & Spa Ka'anapali Beach Maui
Meals Included: Breakfast, Lunch

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.

Day 6: Insight Choice In Maui
Location: Kaanapali Beach
Accommodation: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui
Meals Included: Breakfast, Dinner with Wine

Explore Maui with Insight Choice. Choose to visit the Haleakalā National Park offering an astonishing volcanic landscape. Hear the Hawaiian legends about the dormant volcano and see the unique Haleakalā Silversword plant. Alternatively, set sail to the crescent shaped Molokini island for a memorable snorkelling trip. Marvel at the colourful tropical fish and enjoy a light lunch on board.  Tonight, get together with your Travel Director and fellow travellers for a Celebration Dinner. Toast to your fantastic Hawaiian holiday.

Day 7: Depart Maui
Location: Kahului (Maui)
Meals Included: Breakfast

You depart at leisure to Kahului Airport as your vacation comes to an end.

Check out our Q&As

  • Can I join the tour once it has departed?

    We regret that no refunds can be made for absences from a tour, including experiences such as missed meals or sightseeing.

  • How long has the tour company been trading?

    Since 1978.

  • What Ethical Travel credentials does the tour company have?

    Insight Vacations is a founding member of the TreadRight Foundation, a joint initiative created by the brands within The Travel Corporation (TTC) almost 15 years ago to ensure our impact through tourism is positive. Our ethos to #MakeTravelMatter guides our decision-making at every level of our business.

  • Will the accommodation included meet local health and safety regulations?


  • Do you operate a “single share” option and how does it work?

    You have two options as a solo traveller. Either choose to be matched with a same sex partner for a room share - at no extra cost. Or choose a room of your own with a reduced or even free private room upgrade on select tours.

  • What policies are in place for Covid-19?

    Please contact us for latest COVID-19 policies

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Dates & Availability

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Saturday - Friday

Sep 21, 2024 - Sep 27, 2024
$4946 $4699 (USD)

The Big ADVENTURE Sale: -$247 (USD)

Book with Confidence

  • Low Deposit

    Insight Vacations requires a minimum deposit of 350 USD per person or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of insight vacations charges.

    Up to 91 days before tour starts: Forfeit 100% of deposit.

    At 90 days before tour starts: Forfeit 50% of booking price.

    At 29 days before tour starts: Forfeit 80% of booking price.

    At 1 days before tour starts: Forfeit 100% of booking price.

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