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The Best of Oahu Escape
4 nights from
$1,545*
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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. These areas host thousands of tourists daily. This vibrant island offers the best of both worlds-tropical verdure and a lively night scene.
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 and out of Oahu (Honolulu)
- Transfer from Oahu (Honolulu) Airport to Hotel
- Hotel for 4 nights in Oahu (Honolulu)
- Transfer from Oahu (Honolulu) Hotel to Airport
Sample of Included Tours: - Guided Sightseeing Tour
- Surf Lesson
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
$1,449*
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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
$1,918*
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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
$1,297*
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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.
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 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
$2,188*
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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).
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 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
$1,927*
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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
$2,433*
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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
$2,698*
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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-).
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 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
$2,736*
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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).
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 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
6 nights from
$1,726*
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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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