Hawaii Vacation Packages
Curated Hotels & Services
Best Hawaii Vacation Packages
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Essential Oahu and Maui by Air
6 nights from $1,019*
343 Customer ReviewsI upgraded our room to ocean view but the room was very out dated and old carpet. We absolutely loved your second hotel! It was better than the pictures on your site. We will definitely use again and I’ll do better research on the hotels.
Essential Oahu and Maui by Air
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.Includes:
- 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!
Find a package. We have many more!
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Oahu and Kauai by Air
6 nights from $1,059*
125 Customer ReviewsPlease offer better flight times and or connections up front without customers having to do too many searches. So far your hotel recommendations have been great and your app is top notch!
Oahu and Kauai by Air
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).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- 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
Find a package. We have many more!
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Oahu - Kauai - Maui - Hawaii Big Island (Kona) by Air
8 nights from $1,643*
79 Customer ReviewsAll were fine and we enjoyed out vacation.
Oahu - Kauai - Maui - Hawaii Big Island (Kona) by Air
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.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- 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)
Find a package. We have many more!
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Curated LuxuryIdyllic Oahu and Maui Escape
5 nights from $3,238*
Idyllic Oahu and Maui Escape
Say Aloha to Hawaii!. Embark on a curated dual-island odyssey through the vibrant, urban pulse of Honolulu’s luxury coastline paired with the windswept, sun-soaked seclusion of Maui’s most elite retreats.
Essential Highlights and Recommended Experiences:
- Visit main historic and famous atractions like the Pearl Harbor National Memorial, the North Shore, and Kualoa Ranch
- Relax on iconic shorelines or choose to surf or play in the celebrated coves
- Take a scenic drive to discover waterfalls and lush landscapes along the dreamy Road to Hana or stand above the clouds in a volcanic crater at Haleakala National Park
- From the Plate Lunch to Pidgin, discover the world’s most unique cultural fusion in the heart of Hawaii's art and food scenes
This premier vacation package features thoughtfully curated services and is fully flexible. You can customize it to suit your needs and preferences by adjusting the number of nights in each city and browsing our hand-picked selection of hotels, transportation options, activities, and experiences.Includes:
- Flight into Oahu (Honolulu) and out of Maui
- Private arrival and departure transfers in Oahu (Honolulu)
- 4-Star or better hotels for 3 nights Oahu (Honolulu) and 2 nights in Maui
- Intercity flight from Oahu (Honolulu) to Maui
- Private arrival and departure transfers in Maui
- Live phone and chat support
Included Private Activities (Based on Availability): - Oahu Island Circle Day Trip
- Road to Hana Day Trip in Maui
We do our best to fulfill all additional experiences; however, sometimes, our partners are unavailable on select dates. In those rare instances, your price will only reflect confirmed and available experiences. If an included activity becomes unavailable, alternate options may be available to purchase.
Looking for something else? For a curated package with wider hotel and activity options, try our Experience Series package or try our flexible Essential Series package that includes recommended hotels and transportation and optional hand-picked activities that you can customize based on your preferences and availability!
Learn more about: Oahu | Maui
5 nights from $3,238*
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Hawaii Suggested Vacation Packages
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Hawaii Big Island (Kona) and Oahu by Air
6 nights from $1,049*
Hawaii's Most Visited Islands. Enjoy the beauty of 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). After spending amazing sunny days, 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. This vibrant island offers the best of both worlds-tropical verdure and a lively night scene).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Hawaii Big Island (Kona) and Oahu by Air
Hawaii's Most Visited Islands. Enjoy the beauty of 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). After spending amazing sunny days, 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. This vibrant island offers the best of both worlds-tropical verdure and a lively night scene).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into Hawaii Big Island (Kona) and out of Oahu (Honolulu)
- Hotel for 3 nights in Big Island (Kona)
- Flight Big Island (Kona) to Oahu (Honolulu)
- Hotel for 3 nights in Oahu (Honolulu)
Find a package. We have many more!
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Experience Maui and Kauai
6 nights from $1,960*
Experience the best of Hawaii in two iconic journeys!. Wind through Maui’s tropical paradise on the legendary Road to Hana, stopping for misty waterfalls, volcanic beaches, and oceanfront fruit stands. Then, witness the sheer wonder of Kauai on an Island-wide Tour featuring the red cliffs of Waimea Canyon and the emerald spires of the Napali Coast.Rainforest beauty meets massive canyon views—book your dream Hawaiian getaway today!.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!Experience Maui and Kauai
Experience the best of Hawaii in two iconic journeys!. Wind through Maui’s tropical paradise on the legendary Road to Hana, stopping for misty waterfalls, volcanic beaches, and oceanfront fruit stands. Then, witness the sheer wonder of Kauai on an Island-wide Tour featuring the red cliffs of Waimea Canyon and the emerald spires of the Napali Coast.Rainforest beauty meets massive canyon views—book your dream Hawaiian getaway today!.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!Includes:
- Flight into Maui and out of Kauai
- Hotel for 3 nights in Maui
- Flight from Maui to Kauai
- Hotel for 3 nights in Kauai
Curated Experiences Based on Availability: - Road to Hana Tour in Maui
- Kauai Island Day Trip
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
Try our flexible Essential Series package with hotels, transportation and optional activities that you can customize!
6 nights from $1,960*
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The Best of Oahu - Kauai - Maui
7 nights from $8,815*
Experience an extraordinary journey through vibrant cultures, emerald valleys, and dramatic coastlines across Hawaii!. Begin your spectacular getaway in Oahu (a dynamic island bridging modern cityscapes with historic monuments and legendary surf spots), discovering its breathtaking panoramas on an immersive Oahu Island Circle Day Trip. Afterward, in Kauai (the serene "Garden Isle" famed for its plunging waterfalls and majestic river canyons), uncover untamed natural beauty during a comprehensive Kauai Island Tour. Finally venture over to Maui (a captivating tropical haven celebrated for its sweeping volcanic slopes and golden beaches), delve into the island's spectacular topography as you navigate the legendary Road to Hana Tour.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!The Best of Oahu - Kauai - Maui
Experience an extraordinary journey through vibrant cultures, emerald valleys, and dramatic coastlines across Hawaii!. Begin your spectacular getaway in Oahu (a dynamic island bridging modern cityscapes with historic monuments and legendary surf spots), discovering its breathtaking panoramas on an immersive Oahu Island Circle Day Trip. Afterward, in Kauai (the serene "Garden Isle" famed for its plunging waterfalls and majestic river canyons), uncover untamed natural beauty during a comprehensive Kauai Island Tour. Finally venture over to Maui (a captivating tropical haven celebrated for its sweeping volcanic slopes and golden beaches), delve into the island's spectacular topography as you navigate the legendary Road to Hana Tour.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!Includes:
- Flight into Honolulu (Oahu) and out of Maui
- Hotel for 3 nights in Honolulu (Oahu)
- Flight from Honolulu (Oahu) to Kauai
- Hotel for 2 nights in Kauai
- Flight from Kauai to Maui
- Hotel for 2 nights in Maui
Curated Experiences Based on Availability: - Oahu Island Circle Day Trip
- Kauai Island Day Tour
- Road to Hana Tour in Maui
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
7 nights from $8,815*
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Maui and Molokai by Air
6 nights from $1,636*
A Hawaiian Holiday is at your disposal with this customizable package. Spend amazing days, soaking in the sun; first, visiting; Maui (mix of beaches from white, black and red sand beaches, lush green valleys, volcanic landscapes, adventurous water sports, historic villages and rich culture), and then; 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.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Maui and Molokai by Air
A Hawaiian Holiday is at your disposal with this customizable package. Spend amazing days, soaking in the sun; first, visiting; Maui (mix of beaches from white, black and red sand beaches, lush green valleys, volcanic landscapes, adventurous water sports, historic villages and rich culture), and then; 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.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.Includes:
- Flight into Maui and out of Molokai
- Hotel for 3 nights in Maui
- Flight from Maui to Molokai
- Hotel for 3 nights in Molokai
Find a package. We have many more!
Best Oahu - Kauai - Maui by Air Package
6 nights from $1,264*
56 Customer ReviewsEscape to Hawaii, visiting these amazing islands. From 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); fly 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); and finally, catch a flight to Maui (renowned for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
- Flight into Oahu (Honolulu) and out of Maui
- 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
Cities in Hawaii
Cities in Hawaii
Explore Hawaii
Hawaii FAQ
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What is Hawaii known for?
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. The islands offer hundreds of miles of picturesque coastline dotted with golden sand beaches perfect for sunbathing, swimming, snorkeling, and some of the world`s best surfing. Waikiki is the place to be if you are looking to learn how to surf and other endless water activities. Banzai Pipeline and Sunset Beach boast the best surf breaks where surf pros flock to show off their skills.
Endless outdoor adventures await on the Hawaiian Islands with zip lining through the verdant treetops, hiking up volcanoes, and through lush jungles and romantic horseback riding along the beach. The Haleakala National Park Cloud forest offers miles of walking trails through the wilderness and up volcanic summits. The Na Pali Coast in Kauai offers some of the most breathtaking scenery, watching an iconic sunrise at the top of Haleakala, Maui`s tallest volcano is a must. Discover hidden cascading waterfalls in the jungle-like Uluwehi Falls in Kauai also known as `Secret Falls`. Travel along some of the most stunning scenic roads in the world such as the famous `Road to Hana` which curves along Maui`s east coast passing 54 stone bridges and tons of wonderful waterfalls. -
What are the best places to visit in Hawaii?
Oahu is known as 'The Gathering Place' home of the famed North Shore boasting the world's best waves where surfing was born. There are over 130 idyllic pristine beaches including the iconic Waikiki Beach, the surrounding lush landscapes are verdant green brimming with mountains and waterfalls offering plenty of adventure and activity. Kauai Kauai is the Garden Island, with its magnificent mountains, emerald green valleys decorated with tropical plants, picturesque waterfalls, spectacular white-sand beaches, sparkling sapphire waters, and tropical rainforests. This breathtaking island features natural wonders such as the red-hued Waimea Canyon 'the Grand Canyon of the Pacific' and the world-famous scenic Na Pali Coast! Maui Maui, is known as 'Valley Isle', this magical island is graced with miles of pristine beaches, lush green valleys, secret waterfalls and majestic mountainous volcanic landscapes. The second-largest of the Hawaiian Islands, offering visitors great weather, stellar cuisine, and iconic tropical adventures, all combined with sophistication and small-town charm. Maui, 'Paradise' is a must-see!
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When is the best time to visit Hawaii?
The weather in Hawaii is beautiful all year round. Some of the best months to visit are April, May, September, and October with fewer crowds and lower accommodation rates. Average annual temperatures on Oahu range between 75-85 degrees with cooling trade winds that make it comfortable for outdoor activities such as the beach and hiking. The summertime in Hawaii is from April to October with daily highs of 85 degrees and sunshine for the entire day, this is also the dryer time of year. The winter months November through March with average daily temperatures of 78 degrees this is the rainy season with the western side of the island known as the leeward side which is usually dryer and the eastern side is wetter. Wintertime is surfing season with major competitions held during November and December with pro surfers traveling to catch big waves on Oahu`s famed North Shore. Whale Watching can be enjoyed in December through May peak months are January through April. The Honolulu Festival is held in March, a 3-day event that celebrates the relationship between Hawaii and the Pacific Rim.
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How many days should I spend in Hawaii?
We recommend 7-10 days based on what you want to see and do. We offer flexible vacation packages so you can select your number of nights in each city, desired hotel and activities. We suggest a minimum of 3 nights in larger cities.
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What is the best way to get around Hawaii?
By Car: Renting a car is something you should consider while visiting the Hawaiian islands. Even if you only rent a car for a few days, map out and plan a few days of sightseeing to see the major attractions. If you want to explore the beautiful outlying areas of the islands, a car is highly recommended. Driving on the islands is relatively easy, just be aware of the normal traffic during rush hour which can be busiest between 7 am - 9 am and from 3 pm - 7 pm. Pay attention to the speed limits in Hawaii as they tend to be lower than the standards in the US and are strictly enforced. If you are visiting the main islands of Honolulu and Waikiki a car may be more of a hassle than anything with expensive parking even at hotels, traffic, and an abundance of public transportation options. For more information on getting around by car, check out: Driving in Hawaii
By Bus: The excellent system named `TheBus` on Oahu is the easiest way to get around the island with frequent service and prompt schedule and affordable fares. The largest Neighbor Islands public bus systems are infrequent and are usually limited to main towns and used by residents to commute. Maui offers a great bus system on the Hele-On Bus that will transport travelers around to many of the towns and attractions including stops at Hawaii Volcanoes national park. The Kauai bus service travels between the main island towns and on Molokai, there is a free MEO bus that travels east to west every few hours during the week. -
What is the currency of Hawaii?
The currency in Hawaii is the US dollar. US standards apply when tipping, restaurants 15 - 20%, bartenders $0.50 - $1 per drink, housekeeping $1 per bed, per night, luggage porters $1 per bag, room service 10 - 15% of the total bill, taxis are 15% of the fare. For more detailed information, consult our guide by clicking here Tipping in Hawaii.
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Are there hotel fees that are not included?
Some destinations may require travelers to pay certain fees directly to the hotel. These may include local city taxes, resort fees, or cleaning fees. In many destinations, local regulations require these taxes to be paid directly at the property during check-in or check-out. Because these charges are set by hotels or local governments and may vary by location or change periodically, travel companies are often unable to collect them in advance.
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Is breakfast included with my hotel stay?
Breakfast may or may not be included depending on the specific hotel rate selected. If breakfast is included, it will typically be noted in the hotel details during the booking process.
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Do people speak English in Hawaii?
The official language in Hawaii is English and Hawaiian, the Hawaii pidgin language originates from Polynesian languages, part of the Austronesian language family which is widely dispersed throughout Southeast Asia and the Pacific. Although Hawaiian is not commonly spoken it is good to know a few common phrases such as; Aloha - Hello and Goodbye, Mahalo - Thank you, Kokua - Help and Lua - Bathroom.
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What are the best vacation packages to Hawaii?
Essential Oahu and Maui by Air (6 nights)
Hawaii Vacation Packages. Book best Oahu and Maui by Air. Custom multi-city, multi-country Hawaii vacations.
Includes: 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! -
Where can I go for $2000 in Hawaii?
- Hawaii Big Island (Kona) and Oahu by Air (6 nights from $1049)
- Experience Maui and Kauai (6 nights from $1960)
- Maui and Molokai by Air (6 nights from $1636)
AI Travel Planner: Build & Book Your Vacation with Ms.Trip
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How to Build Your Itinerary with Ms.Trip
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