Honolulu (Oahu) Vacation Packages

Oahu, is known as 'The Gathering Place.' This beautiful island is home to the famed North Shore with the world's best waves, where surfing was born. Honolulu is the perfect base for exploring the outer parts of Oahu, where the beaches and hideouts await. The island boasts over 130 pristine, secluded tropical beaches including the iconic Waikiki Beach. The surrounding landscapes are filled with lush greenery, mountains and waterfalls offering plenty of activities and adventure. With 112 miles of beautiful coastline filled with beaches to local waterfalls to Hawaiian culture, Oahu has it all.

Other Honolulu (Oahu) Vacation Packages:

Hawaii`s Bestseller. Visit: The Gathering Place Oahu (the island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach). After spending wonderful days under the sun, catch a flight to Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales and the magnificent sunrises and sunsets from Haleakala).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into Oahu (Honolulu) and out of Maui

Hotel for 3 nights in Oahu (Honolulu)

Flight from Oahu (Honolulu) to Maui

Hotel for 3 nights in Maui

Easily upgrade your vacation to include guided activities with our Experience Series package or try our Luxury Private Guided package, featuring upgraded hotels, private activities, and more!

6 nights from $1,079*

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Fantastic Hawaiian Duo for and unforgettable holiday!. Visit: The Gathering Place; Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach. This vibrant island offers the best of both worlds-tropical verdure and a lively night scene). Continue, flying to The Garden Island; Kauai (an island known for its natural beauty and its dramatic, beautiful sites; such as: The Waimea Canyon and The Coconut Coast. Gorgeous mountains, waterfalls, white sand beaches, sugarcane fields, and beachside cliffs you will find along the island).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Oahu (Honolulu) and out of Kauai

Hotel for 3 nights in Oahu (Honolulu)

Flight from Oahu (Honolulu) to Kauai

Hotel for 3 nights in Kauai

6 nights from $1,044*

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Delve into the extraordinary Hawaii with this holiday package. Enjoy: Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach); up next, catch a flight to Kauai (an island known for its natural beauty and its dramatic, beautiful sites; such as: The Waimea Canyon and The Coconut Coast. Finally, fly to Kona-Kailua (often referred to as Kona by locals, is a sunny seaside town located in the heart of the Kona district on the western coast of the Hawaii`s Big Island. The weather on this side of the island is almost always dry and sunny and there are many white sand beaches that are perfect for sunbathing, snorkeling and swimming).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Oahu (Honolulu) and out of Kona

Hotel for 2 nights in Oahu (Honolulu)

Flight from Oahu (Honolulu)to Kauai

Hotel for 2 nights in Kauai

Flight from Kauai to Hawaii Big Island (Kona)

Hotel for 2 nights in Hawaii Big Island (Kona)

6 nights from $1,514*

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Idyllic Islands Trip in Hawaii. Start your trip in Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach; then, Kona-Kailua (often referred to as Kona by locals, is a sunny seaside town located in the heart of the Kona district on the western coast of the Hawaii`s Big Island. The weather on this side of the island is almost always dry and sunny and there are many white sand beaches that are perfect for sunbathing, snorkeling and swimming). Finally, catch a flight to Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales (during winter months, farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Oahu (Honolulu) and out of Maui

Hotel for 2 nights in Oahu (Honolulu)

Flight from Oahu (Honolulu) to Hawaii Big Island (Kona)

Hotel for 2 nights in Hawaii Big Island (Kona)

Flight from Hawaii Big Island (Kona) to Maui

Hotel for 2 nights in Maui

6 nights from $1,680*

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Experiences & Adventures

• 
  Honeymoon in Hawaii

  Honeymooning in Hawaii is a once in a lifetime experience with five main islands to choose from each one boasting its own uniqueness. The astonishing sun-drenched islands offer miles of white sandy beaches, sparkling blue waters, soaring mountains, gargantuan volcanoes, and lush verdant rainforests.
• 
  Iconic Hawaiian Road Trips

  The stunning sun-soaked Hawaiian Islands boast some of the most beautiful beaches in the world, there is so much to do off the sand. Enjoy unforgettable scenic drives that await to be explored, the curvy Hana Highway snakes along Maui`s northeast coast, passing verdant green cliffs laced with waterfalls plunging to gold, black and red sand beaches.

SUGGESTED Honolulu (Oahu) VACATION PACKAGES:

• 
  The Best of Oahu Escape
  5 nights from $1,507*
  ›
Explore one of the magnificent Island of Hawaii and get the adrenaline running. Oahu is the third largest island and most visited of the Hawaiian Chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach.This vibrant island offers the best of both worlds-tropical verdure and a lively night scene. During your stay don`t miss the opportunity to enjoy The Big Three of Oahu Outdoor Experiences: Snorkelling, Island Circle Day Trip and The Pearl Harbor Memorial Visit.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Included:
• Flight into and out of Honolulu (Oahu)
• Transfer from Honolulu (Oahu) Airport to Hotel
• Hotel for 5 nights in Honolulu (Oahu)
• Transfer from Honolulu (Oahu) Hotel to Airport
  
  Sample of Included Tours:
• Oahu Island Circle Day Trip
• Snorkel Experience
• Pearl Harbor Memorial Visit
  
  Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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• 
  Oahu - Kauai - Maui - Hawaii Big Island (Kona) by Air
  8 nights from $1,649*
  ›
Fantastic Hawaiian Adventure!. Get dazzled by these islands: Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach); then, Kauai (an island known for its natural beauty and its dramatic, beautiful sites; such as: The Waimea Canyon and The Coconut Coast). Continue, visiting: Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales during winter months, farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala); and finally, discovering; Kona-Kailua (often referred to as Kona by locals, is a sunny seaside town located in the heart of the Kona district on the western coast of the Hawaii`s Big Island. The weather on this side of the island is almost always dry and sunny and there are many white sand beaches that are perfect for sunbathing, snorkeling and swimming). Connect every destination with flights.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Included:
• Flight into Oahu (Honolulu) and out of Kona
• Hotel for 2 nights in Oahu (Honolulu)
• Flight from Oahu (Honolulu) to Kauai
• Hotel for 2 nights in Kauai
• Flight from Kauai to Maui
• Hotel for 2 nights in Maui
• Flight from Maui to Hawaii Big Island (Kona)
• Hotel for 2 nights in Hawaii Big Island (Kona)
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• 
  Runway to Road: Oahu - Maui - Hawaii Big Island (Kona) - Hilo
  8 nights from $1,788*
  ›
Unforgettable Hawaiian Trip!!!. Start in Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach); up next, catch a flight to Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales); and after that, to Hawaii Big Island. With a Rental Car, discover the marvelous Kona District and be amazed by its out-of-this-world beaches and sunsets, that will make you drop you jaw. The weather on this side of the island is almost always dry and sunny and there are many white sand beaches that are perfect for sunbathing, snorkeling and swimming). After that, drive to Hilo District, a place that is blessed with dramatic waterfalls, fertile rainforests and blooming gardens.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Included:
• Flight into Oahu (Honolulu) and out of Hilo
• Hotel for 2 nights is Oahu (Honolulu)
• Flight from Oahu (Honolulu) to Maui
• Hotel for 2 nights in Maui
• Flight from Maui to Hawaii Big Island (Kona)
• Rental Car for 5 Days
• Hotel for 2 nights in Hawaii Big Island (Kona)
• Hotel for 2 nights in Hawaii Big Island (Hilo)
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  Kauai - Oahu - Molokai by Air
  6 nights from $1,409*
  ›
A wonderful escape to Hawaii awaits you in this holiday package!. Visit these fascinating cities beginning in: Kauai (nicknamed The garden Island, thanks to its tropical rainforest. It is home to one of the wettest places on earth; The Waimea Canyon and The Nounou Trails), then, is Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach), and finally; Molokai (the fifth most populated of the eight major islands of Hawaii, offering its extensive white sand beaches, cliffs and rocky outcrops with natural beauty and diverse outdoor activities). These destinations are connected by flights.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Included:
• Flight into Kauai and out of Molokai
• Hotel for 2 nights in Kauai
• Flight from Kauai to Oahu (Honolulu)
• Hotel for 2 nights in Oahu (Honolulu)
• Flight from Oahu (Honolulu) to Molokai
• Hotel for 2 nights in Molokai
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  Runway to Road: Hawaii Big Island (Kona) - Oahu - Maui
  9 nights from $4,735*
  ›
See beautiful Hawaii through popular destinations!. Visit Kona-Kailua (often referred to as Kona by locals, is a sunny seaside town located in the heart of the Kona district on the western coast of the Hawaii`s Big Island. The weather on this side of the island is almost always dry and sunny and there are many white sand beaches that are perfect for sunbathing, snorkeling and swimming), Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach-where surfing was born-); and finally, Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales (during winter months, farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Included:
• Flight into Hawaii Big Island (Kona) and out of Maui
• Hotel for 3 nights in Hawaii Big Island (Kona)
• Rental Car for 4 days
• Flight from Hawaii Big Island (Kona) to Oahu (Honolulu)
• Hotel for 3 nights in Oahu (Honolulu)
• Rental Car for 4 days
• Flight from Oahu (Honolulu) to Maui
• Hotel for 3 nights in Maui
• Rental Car for 4 days
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  Runway to Road: Oahu - Maui - Kauai
  9 nights from $2,017*
  ›
This once in a life time get away is at your grasp in Hawaii!. Begin in Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach). Next, steel away in Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales; farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala), and finally, visit Kauai (-the garden island-, thanks to the tropical rainforest covering much of its surface. It is home to one of the wettest places on earth. The Waimea Canyon and the Nounou Trails traversing the Sleeping Giant mountain ridge are hiking destinations). Take advantage of the Rental Car to discover each destination.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Included:
• Flight into Oahu (Honolulu) and out of Kauai
• Hotel for 3 nights in Oahu (Honolulu)
• Rental Car for 4 days
• Flight from Oahu (Honolulu) to Maui
• Hotel for 3 nights in Maui
• Rental Car for 4 days
• Flight from Maui to Kauai
• Hotel for 3 nights in Kauai
• Rental Car for 4 days
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• 
  Runway to Road: Oahu and Maui
  6 nights from $2,305*
  ›
Hawaii`s Success destinations by car!. Visit: The Gathering Place; Oahu (the third largest island and most visited of the Hawaiian Chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach. This vibrant island offers the best of both worlds-tropical verdure and a lively night scene). After spending wonderful days under the sun, catch a flight to Maui (beauty atmosphere, history, and its never-ending supply of pristine beaches, waterfalls and gardens. The island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales and the magnificent sunrise and sunset from Haleakala -East Maui Volcano-). A Rental Car allows to discover these two islands at your own time!.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Included:
• Flight into Oahu (Honolulu) and out of Maui
• Rental Car for 4 days
• Hotel for 3 nights in Oahu (Honolulu)
• Flight from Oahu (Honolulu) to Maui
• Rental Car for 4 days
• Hotel for 3 nights in Maui
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• 
  Runway to Road: Hawaii Big Island (Kona) and Oahu
  6 nights from $2,729*
  ›
With this Rental Car Package to venture through the amazing Hawaii, visiting these two wonderful locations!. Start, discovering Kona-Kailua (often referred to as Kona by locals, is a sunny seaside town located in the heart of the Kona district on the western coast of the Hawaii`s Big Island. The weather on this side of the island is almost always dry and sunny and there are many white sand beaches that are perfect for sunbathing, snorkeling and swimming). Then, catch a flight to Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach -where surfing was born-).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Included:
• Flight into Hawaii Big Island (Kona) and out of Oahu (Honolulu)
• Rental Car for 4 days
• Hotel for 3 nights in Hawaii Big Island (Kona)
• Flight from Hawaii Big Island (Kona) to Oahu (Honolulu)
• Rental Car for 4 days
• Hotel for 3 nights in Oahu (Honolulu)
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  Runway to Road: Kona - Oahu - Kauai
  9 nights from $2,022*
  ›
Use this Rental Car Package to venture through these Hawaiian Islands!. Start, discovering Kona-Kailua (often referred to as Kona by locals. Is a sunny seaside town located in the heart of the Kona district on the western coast of the Hawaii`s Big Island); then catch a flight to Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach). Finally take another flight to Kauai (-the garden island-, thanks to the tropical rainforest covering much of its surface. It is home to one of the wettest places on earth. The Waimea Canyon and the Nounou Trails traversing the Sleeping Giant mountain ridge are hiking destinations).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Included:
• Flight into Hawaii Big Island (Kona) and out of Kauai
• Hotel for 3 nights in Hawaii Big Island (Kona)
• Rental Car for 4 days
• Flight from Hawaii Big Island (Kona) to Oahu (Honolulu)
• Hotel for 3 nights in Oahu (Honolulu)
• Rental Car for 4 days
• Flight from Oahu (Honolulu) to Kauai
• Hotel for 3 nights in Kauai
• Rental Car for 4 days
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• 
  Oahu and Molokai by Air
  More details
  ›
Hawaian Getaway!. Enjoy Oahu (the third largest island and most visited of the Hawaiian Chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach, - where surfing was born - or enjoy the giant waves in the more remote surf beaches of North Shore) and Molokai (Hawaii’s fifth largest island, and one of the white-sand beaches in the state, and the tallest sea cliffs in the world, full of recreational activities). A flight connects these destinations.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Included:
• Flight into Oahu (Honolulu) and out of Molokai
• Hotel for 3nights in Oahu (Honolulu)
• Flight from Oahu (Honolulu) to Molokai
• Hotel for 3 nights in Molokai
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