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Hawaii Big Island (Kona) - Maui - San Francisco by Air
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6 to 9+ Nights from $1,382*
This sample price: priced within the past 7 days for arrival on 9/29/2023, departure from San Jose SJC (CA), US. Choose your own departure city and dates.
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1 Customer Feedbacks All the bookings were great and we would definitely use Tripmasters again.

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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Breathtaking Beaches in Hawaii and stunning Architecture in California!. Begin in Hawaii Islands, enjoying: 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); and 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). Lastly, travel to San Francisco (the Golden city is home to world-famous attractions such as Alcatraz Island and the Golden Gate Bridge (San Francisco's iconic landmark and one of the most photographed bridge in the world). These destinations are connected with flights. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
This 6 night sample itinerary includes:
  • Flight into Hawaii Big Island (Kona) and out of San Francisco
  • Hotel for 2 nights in Hawaii Big Island (Kona)
  • Flight from Hawaii Big Island (Kona) to Maui
  • Hotel for 2 nights in Maui
  • Flight from Maui to San Francisco
  • Hotel for 2 nights in San Francisco
Price history for this itinerary (past 7 days):
From N W Arkansas Fayetteville , AR for 6 nights
1897.77 * incl.tax
From San Jose SJC (CA), US for 6 nights
1381.37 * incl.tax
Related Itineraries:
Related Cities:
San Francisco, CA (4)     Hawaii Big Island (27)     Maui (25)    
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Destination
Arrival date
Stay
1. Hawaii Big Island
  44 hotels
2. Maui
   (114 hotels)
3. San Francisco, CA
   (75 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
2 nights in Hawaii Big Island

Kona Hawaii`s Big Island has spectacular contrasts...the mighty volcanoes Mauna Loa and Kilauea, lofty snow clad Mauna Kea, the Kau Desert, gorgeous waterfalls, the Puna Fern Forest, and the colorful orchids of Hilo. As you explore the island, you'll see jagged lava fields immersed with new vegetation, providing an amazing contrast of Hawaii`s Big Island`s diverse landscape. To see the lava flow glowing at night is an incredible experience you really shouldn't miss! Yet the molten lava is just one of Hawaii's Big Island`s hot attractions -there are also cool shops in Kona, coffee plantation tours, excellent golf on the Kohala Coast, and the quaint town of Hilo.


Recommended Stay: At least 3 nights
Must See`s:
Captain James Cook`s Kealakekua Bay, Hulihee Palace, Mauna Kea summit, Kailua Pier, Ali`i Drive, Kailua Bay, Hualalai, Honokohau settlement, Moku`aikaua Church and so much more!



2 nights in Maui

Mauiis the second largest Hawaiian Island and is known as the `Valley Isle`, a magical island with unforgettable experiences awaiting you. Featuring miles of pristine beaches, lush green valley, secret waterfalls, and majestic mountainous volcanic landscapes. See the perfect tan beaches of Kapalua Beach and the lovely beaches of Kaanapali to the slopes of Haleakala with its scenic natural wonders, great weather, stellar cuisine and tropical adventures are plenty of reasons to love this magical and idyllic island.


Recommended Stay: At least 3 nights
Must See`s:
Haleakala National Park, Hana, Wailea Beach, Makena Beach, Maui Ocean center, Kaanapali, Iao Valley State Park, Honolulu Bay and so much more!



2 nights in San Francisco, CA

San Francisco is amazing! Every neighborhood is so unique, hundreds of new restaurants pop up each year and there is never a shortage of fun things to do or see in the city. Consistently ranked as America`s Favorite City, the city never ceases to entertain. Enjoy the cool blast of salty air as you stroll across the Golden Gate. Eat your heart out with dim sum in Chinatown. Browse the secondhand shops along Haight Street. Stroll Ocean Beach, skate through Golden Gate Park, ride the cable cars to fisherman`s Wharf, explore Alcatraz Island, go to a Giants ball game – the list goes on and on!

Recommended Stay: At least 3 nights
Must See`s:
Golden Gate Bridge, Alcatraz Island, Fisherman`s Wharf, Ride the Cable Cars, Golden Gate Park, Chinatown, Legion of Honor, Palace of Fine Arts, San Francisco Museum of Modern Art, Twin Peaks, Asian Art Museum, and so much more!



Book This Package
Flexible Itinerary
Hawaii Big Island
Day 1
Arrive to Hawaii Big Island
Overnight in Hawaii Big Island   44 hotels offered
Optional   157 Things to do
Day 2
Overnight in Hawaii Big Island   44 hotels offered
Optional   157 Things to do
Day 3
Departing from Hawaii Big Island
Transportation to next city by: Regional Air
Maui
Day 3
Arrive to Maui
Overnight in Maui   114 hotels offered
Optional   202 Things to do
Day 4
Overnight in Maui   114 hotels offered
Optional   202 Things to do
Day 5
Departing from Maui
Transportation to next city by: Regional Air
San Francisco, CA
Day 5
Arrive to San Francisco, CA
Overnight in San Francisco, CA   75 hotels offered
Optional   333 Things to do
Day 6
Overnight in San Francisco, CA   75 hotels offered
Optional   333 Things to do
Day 7
Departing from San Francisco, CA
Book This Package

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Hawaii Big Island Hotels (44 total)
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Maui Hotels (114 total)
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San Francisco, CA Hotels (75 total)
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Tours in Hawaii Big Island (157 total)
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Tours in Maui (202 total)
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Tours in San Francisco, CA (333 total)
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Package Map Picture
USA

Hot dogs, Hollywood, Historical Personalities, Baseball, Mount Rushmore, The Grand Canyon, American Football, and the Golden Gate Bridge are just a few of the iconic landmarks, foods, and sports that the United States of American is known for. The USA is the most dominant economic and military powerhouse in the entire world, the most famous country in the world. The US is known for its sports, good culture, music, movies, technological innovations, and historical personalities. From the glitz and glam of Hollywood filled with movie stars and celebrities to the stunning coastlines of the Gulf of Mexico and the wild shores of Maine, the US offers 50 states to visit boasting a variety of landscapes and stunning attractions.
Hawaii

Hawaii equals paradise decorated by gorgeous sugary beaches, mesmerizing waters, vibrant coral reefs, and lush verdant volcanic interiors. The largest island chain in the entire world, with 7 main inhabited islands; Hawaii (also known as the Big Island), Maui, Molokai, Lanai, Oahu, Kauai, and Niihau. These stunning islands are brimming with natural beauty and breathtaking landscapes filled with bright colors seen in the idyllic tropical beaches, volcanic summits, and the glistening blue waters of the Pacific Ocean.
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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

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Hawaii Big Island (Kona) - Maui - San Francisco by Air
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Hawaii Big Island
Kona Hawaii`s Big Island has spectacular contrasts...the mighty volcanoes Mauna Loa and Kilauea, lofty snow clad Mauna Kea, the Kau Desert, gorgeous waterfalls, the Puna Fern Forest, and the colorful orchids of Hilo. As you explore the island, you'll see jagged lava fields immersed with new vegetation, providing an amazing contrast of Hawaii`s Big Island`s diverse landscape. To see the lava flow glowing at night is an incredible experience you really shouldn't miss! Yet the molten lava is just one of Hawaii's Big Island`s hot attractions -there are also cool shops in Kona, coffee plantation tours, excellent golf on the Kohala Coast, and the quaint town of Hilo.


Recommended Stay: At least 3 nights
Must See`s:
Captain James Cook`s Kealakekua Bay, Hulihee Palace, Mauna Kea summit, Kailua Pier, Ali`i Drive, Kailua Bay, Hualalai, Honokohau settlement, Moku`aikaua Church and so much more!
Sample Itinerary Hotel Zones FAQ Getting Around Tipping in Hawaii
Maui
Mauiis the second largest Hawaiian Island and is known as the `Valley Isle`, a magical island with unforgettable experiences awaiting you. Featuring miles of pristine beaches, lush green valley, secret waterfalls, and majestic mountainous volcanic landscapes. See the perfect tan beaches of Kapalua Beach and the lovely beaches of Kaanapali to the slopes of Haleakala with its scenic natural wonders, great weather, stellar cuisine and tropical adventures are plenty of reasons to love this magical and idyllic island.


Recommended Stay: At least 3 nights
Must See`s:
Haleakala National Park, Hana, Wailea Beach, Makena Beach, Maui Ocean center, Kaanapali, Iao Valley State Park, Honolulu Bay and so much more!
Sample Itinerary Neighborhoods FAQ Getting Around Tipping in Hawaii
San Francisco, CA
San Francisco is amazing! Every neighborhood is so unique, hundreds of new restaurants pop up each year and there is never a shortage of fun things to do or see in the city. Consistently ranked as America`s Favorite City, the city never ceases to entertain. Enjoy the cool blast of salty air as you stroll across the Golden Gate. Eat your heart out with dim sum in Chinatown. Browse the secondhand shops along Haight Street. Stroll Ocean Beach, skate through Golden Gate Park, ride the cable cars to fisherman`s Wharf, explore Alcatraz Island, go to a Giants ball game – the list goes on and on!

Recommended Stay: At least 3 nights
Must See`s:
Golden Gate Bridge, Alcatraz Island, Fisherman`s Wharf, Ride the Cable Cars, Golden Gate Park, Chinatown, Legion of Honor, Palace of Fine Arts, San Francisco Museum of Modern Art, Twin Peaks, Asian Art Museum, and so much more!

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