Hawaii with Oahu, Maui & the Big Island - Small Group

Hawaii with Oahu, Maui & the Big Island - Small Group

Honolulu

Sunset over Diamond Head in Honolulu

Day 1
Honolulu, Hawaii
Honolulu, Hawaii

Honolulu, Hawaii

Day 1
Maui

Kaanapali, Maui County

Days 4-6
Honolua Bay on the Island of Maui
Maui, Hawaii

Honolua Bay on the Island of Maui

Days 4-6
Hawaii Volcanoes National Park
Hawaii Volcanoes National Park

Hawaii Volcanoes National Park

Day 8
Pele’s Well near Kona
Kailua Kona

Pele’s Well near Kona

Day 10
Hawaiian sunset in Kona
Kailua-Kona

Hawaiian sunset in Kona

Day 10
Kona Point
Kailua-Kona, Hawaii

Kona Point

Day 10

Map
126 Views
10 Days From

$7026

$6416

Hawaii with Oahu, Maui & the Big Island - Small Group

10 Days Starting in Honolulu, USA and ending in Kona, USA

Visiting: Honolulu, Pearl Harbor, Punchbowl National Memorial Cemetery of the Pacific, Waikiki, Oahu, Maui, Hawaii, Hawaii Volcanoes National Park, Island of Hawai'i, Kailua-Kona

Tour operator:

Insight Vacations

Specialist Group:

Family/Kids

Guide Type:

Fully Guided

Group size:

12 - 24

Physical rating:

Low

Age range:

5-99

Special diets catered:

Vegetarians

Tour operated in:

English

Trip Styles:

Small Group

Activities:

Sightseeing, Snorkeling

From: $7026 $6416 (USD) Operator discount: -$610

NB: Prices correct on 21-Feb-2025 but subject to change.

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

Tour Overview

Embark on an unforgettable journey through the Hawaiian Islands with our "Hawaii with Oahu, Maui & the Big Island - Small Group" tour. Begin your adventure in Honolulu, exploring historic sites like Pearl Harbor and the Punchbowl National Memorial Cemetery. Discover the lush landscapes of Oahu, including the Pali Lookout and the vibrant North Shore. On Maui, choose between witnessing the sunrise at Haleakala National Park or snorkeling along the scenic Lana'i coastline. Experience authentic Hawaiian culture with a Dine-Around evening and a visit to a working pineapple farm. Conclude your trip on the Big Island, where you'll explore the Hawaii Volcanoes National Park and savor the rich flavors of Kona coffee. With eco-friendly activities and stunning natural beauty, this tour offers a perfect blend of relaxation and adventure in paradise.

Highlights

  • Maui: Visit the Haleakala National Park for an astonishing volcanic landscape.

  • Maui: Cruise to Lana'i island and snorkel a dazzling coral reef with abundant sea life.

  • Honolulu: Visit Pearl Harbor and the USS Arizona Memorial to recount the events of World War II.

  • Oahu: Experience epic views from Pali Lookout and explore the North Shore's artistic hub, Haleiwa.

  • Hawaii: Explore the UNESCO World Heritage listed Hawai'i Volcanoes National Park and Crater Rim Drive.

  • Oahu: Participate in an eco-tour at a Hawaiian Legacy Forest and plant a native tree.

  • Maui: Visit Iao Valley State Park, the burial site of Hawaii's chiefs, and see the Iao Needle.

Itinerary

Expand All

Day 1: Aloha Hawaii

Location: Honolulu

Accommodation: Resort, Hilton Hawaiian Village Waikiki Beach Resort Oahu

Accommodation Name: Hilton Hawaiian Village Waikiki Beach Resort, Oahu

Meals Included: Dinner

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 travelers for a Welcome Dinner.

Day 2: Pearl Harbor Relaxed Start

Location: Pearl Harbor, Punchbowl National Memorial Cemetery of the Pacific, Waikiki

Accommodation: Resort, Hilton Hawaiian Village Waikiki Beach Resort Oahu

Accommodation Name: Hilton Hawaiian Village Waikiki Beach Resort, Oahu

Meals Included: Breakfast

Enjoy a relaxed start this morning followed by a visit to 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; 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.

Day 3: A Trip Around Oahu Relaxed Start

Location: Oahu

Accommodation: Resort, Hilton Hawaiian Village Waikiki Beach Resort Oahu

Accommodation Name: Hilton Hawaiian Village Waikiki Beach Resort, Oahu

Meals Included: Breakfast, Lunch

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 partake in 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.

Day 4: Maui, The Valley Isle

Location: Maui

Accommodation: Resort, ResortThe Westin Maui Resort & Spa Ka'anapali Beach Maui

Accommodation Name: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui

Meals Included: Breakfast

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.

Day 5: Upcountry Maui

Location: Maui

Accommodation: Resort, The Westin Maui Resort & Spa Ka'anapali Beach Maui

Accommodation Name: 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: Maui

Accommodation: Hotel

Accommodation Name: The Westin Maui Resort & Spa, Ka'anapali Beach, Maui

Meals Included: Breakfast

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 Lana'i island and snorkel a dazzling coral reef, home to abundant sea life. Tonight, get together with your Travel Director and fellow travelers for a Highlight Dinner.

Day 7: To The Big Island

Location: Hawaii

Accommodation: Hilton Waikoloa Village

Accommodation Name: Hilton Waikoloa Village, Island of Hawai'i

Meals Included: Breakfast

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 specialty 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.

Day 8: The Volcanoes Of Hawaii Relaxed Start

Location: Hawaii Volcanoes National Park

Accommodation: Hilton Waikoloa Village

Accommodation Name: Hilton Waikoloa Village, Island of Hawai'i

Meals Included: Breakfast, Lunch

After a relaxed start, get ready for an unforgettable journey to the volcano. After a luscious lunch enter the UNESCO World Heritage listed Hawai'i Volcanoes National Park. Hear the legends of Pele, the goddess of volcanoes and fire and the creator of the Hawaiian Islands. Stop by the magical Rainbow Falls on your way back to your resort.

Day 9: A Day To Relax Relaxed Start

Location: Island of Hawai'i

Accommodation: Hotel

Accommodation Name: Hilton Waikoloa Village, Island of Hawai'i

Meals Included: Breakfast

Enjoy a relaxed start and spend the day on island time, 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. Tonight, come together for dinner and toast to your travels.

Day 10: Farewell Hawaii

Location: Kailua-Kona

Meals Included: Breakfast

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

What's Included

  • Choice Highlights

    Choose between two carefully selected activities, including visiting the Haleakala National Park or cruising to the scenic coastline of Lana'i island.

  • Top Rated Highlights

    Visit Ioa Valley State Park, Pearl Harbor, Punchbowl National Memorial Cemetery, and the UNESCO World Heritage listed Hawai'i Volcanoes National Park.

  • Make Travel Matter

    Join an eco-tour in a Hawaiian Legacy Forest and plant a native tree contributing to the healing of the local ecosystem.

  • Insight Experiences

    Visit one of the last working pineapple farms in Maui and learn about Kona coffee with a Local Expert.

  • Inter-Island Flights

    Prices include economy inter-island airfares and all related charges for Honolulu - Kahului and Kahului - Kona.

What's Not Included

  • Inter-Island Flight Baggage Fee

    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 and is the responsibility of the guest.

  • Personal Expenses

    Personal expenses such as laundry, telephone calls, mini-bar, room service, and other discretionary spending are not included.

  • Travel Insurance

    Travel insurance is not included and is recommended for all travelers to provide protection against unexpected events.

  • Optional Activities

    Any optional activities or excursions not listed in the tour itinerary are not included and may incur additional costs.

  • Additional Meals

    Any meals not listed as included in the tour itinerary are the responsibility of the traveler and not included in the tour price.

Dining Summary

  • 4 Dinner with Wine (DW)
  • 9 Breakfast (B)
  • 3 Lunch (L)

Additional Included Highlights

  • 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.

Insight Experiences

  • Maui: Visit one of the last working pineapple farms with a fun and knowledgeable Local Expert. Discover the impact these plantations had on the islands and sample some of the extra sweet Maui Gold variant.
  • Kona: Join a Local Expert to learn about incredible Kona coffee. Enjoy a tasting of this gourmet specialty and see native plants, fruits and the organic coffee fields on your tour around the plantation.

Mode of Transport

Travel between islands with included economy inter-island flights from Honolulu to Kahului and Kahului to Kona, ensuring a seamless journey across Hawaii's beautiful landscapes.

Accommodation

Experience luxurious stays at the Hilton Hawaiian Village Waikiki Beach Resort in Oahu, The Westin Maui Resort & Spa on Ka'anapali Beach, and Hilton Waikoloa Village on the Island of Hawai'i, offering comfort and stunning views throughout your Hawaiian adventure.

Check out our Q&As

  • What unique experience does the tour offer in the Hawaiian Legacy Forest?

    The tour offers a MAKE TRAVEL MATTER® Experience in the Hawaiian Legacy Forest where participants can partake in a sacred planting ceremony of a native tree, contributing to the healing of the local ecosystem.

  • What dining options are available during the tour in Maui?

    In Maui, guests can choose their own dining experience from a selection of restaurants for a Dine-Around evening. Options include a magical evening at the Wailele Luau for traditional Polynesian cuisine and dance or dining at one of the resort's other acclaimed restaurants.

  • What activities are available on the Insight Choice day in Maui?

    On the Insight Choice day in Maui, guests can choose to experience sunrise at Haleakala National Park with its volcanic landscape or opt for a cruise to the scenic coastline of Lana'i island to snorkel a coral reef teeming with sea life.

  • What is the significance of the Iao Valley State Park visit on the tour?

    The visit to Iao Valley State Park is significant as it is home to the 1,200-foot Iao Needle, a green-mantled rock outcropping that overlooks sacred lands used as a burial site for Hawaii's chiefs for centuries.

  • What can guests expect during the visit to the Kona coffee plantation?

    During the visit to the Kona coffee plantation, guests will join a Local Expert to learn about Kona coffee, enjoy a tasting of this gourmet specialty, and see native plants, fruits, and the organic coffee fields on a tour around the plantation.

  • What wildlife might be seen during the snorkeling cruise in Maui?

    During the snorkeling cruise in Maui, guests might see a variety of dolphins including acrobatic spinner dolphins, friendly bottlenose dolphins, and curious spotted dolphins. Humpback whale sightings are also common from December to April.

  • 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?

    Yes

  • 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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1 Select your preferred date

Saturday - Monday

Sep 20, 2025 - Sep 29, 2025
$7026 $6416 (USD)

Operator discount: -$610 (USD)

Saturday - Monday

Sep 19, 2026 - Sep 28, 2026
$6815 (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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