Luxury Vacations in Hawaii

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Indulge in paradise with a luxurious escape to Hawaii

Hawaii, with its stunning beaches, vibrant shopping scene, and picturesque islands, is the ideal destination for a luxurious vacation. Immerse yourself in the crystal-clear waters while snorkeling, or simply relax and soak up the sun as you enjoy breathtaking sunsets. Hawaii is also known for its family-friendly atmosphere and friendly people, ensuring a memorable experience for everyone. Indulge in delicious dining options and embrace the lively atmosphere with live music performances. With its distinctive geographic landscapes and a plethora of attractions, Hawaii promises an unforgettable luxury vacation.

Top Luxury vacation packages in Hawaii

Price found within the past 48 hours. Click for updated prices.
Andaz Maui at Wailea Resort - a concept by Hyatt
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Oahu at Ko Olina
1 Hotel Hanalei Bay
Turtle Bay Resort
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5* Luxury vacations in Hawaii

Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Oahu at Ko Olina
1 Hotel Hanalei Bay
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3 Night Luxury vacations in Hawaii

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Ka La'i Waikiki Beach, LXR Hotels & Resorts
Grand Wailea Maui, A Waldorf Astoria Resort
Andaz Maui at Wailea Resort - a concept by Hyatt
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4 Night Luxury vacations in Hawaii

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OUTRIGGER Kaanapali Beach Resort
Ka La'i Waikiki Beach, LXR Hotels & Resorts
Mauna Lani, Auberge Resorts Collection
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Top reasons for your vacation to Hawaii

  • Stunning Beaches: Hawaii offers breathtaking beaches with crystal-clear waters and picturesque sunsets, perfect for relaxation and water activities like snorkeling.
  • Vibrant Shopping Scene: Explore high-end shops in Honolulu's Ala Moana Center and Waikiki, where you can indulge in luxury shopping and experience the lively atmosphere.
  • Family-Friendly Atmosphere: Hawaii is known for its friendly locals and welcoming atmosphere, making it an ideal destination for a memorable family vacation.
  • Delicious Dining Options: Indulge in exquisite dining experiences, from delicious local cuisine to seafood dishes, and embrace the vibrant live music scene that adds to the lively ambiance.
  • Picturesque Islands: With its distinctive geographic landscapes, enchanting islands, and world-class surfing spots, Hawaii promises an unforgettable luxury vacation immersed in stunning natural beauty.

Book a Package and Save Money on Your Hawaii Vacation

A travel package allows you to conveniently book your flights and accommodations together. Instead of searching for separate deals, you can find everything you need in one place. Flights, hotels, and car rentals - we have them all. It's a great way to save money and customize your luxury vacation in Hawaii to suit your preferences and budget.

Planning a luxury vacation to Hawaii? Booking a package is the perfect idea. With stunning beaches, shopping, delicious dining, and friendly people, Hawaii has it all. Explore the beautiful islands, go snorkeling in crystal-clear waters, and witness breathtaking sunsets. Enjoy live music and family-friendly activities. Make your dream vacation a reality.

How to Save Money on a Vacation to Hawaii

  • Combine your flights with hotels or car rentals to save money, especially in Hawaii.
  • Take advantage of Expedia's OneKey Program to collect points and save money on local transport, activities, and sightseeing in Hawaii.
  • Consider traveling during the low season in Hawaii, which is typically from April to July, for the most budget-friendly options.
  • Discover the best vacation experience for your luxury trip by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway in Hawaii.

Where to Stay in Hawaii

Hawaii offers a variety of luxurious neighborhoods for your vacation. Honolulu, the state capital, boasts high-end shopping and dining in Waikiki. For a more laid-back vibe, head to Maui's exclusive resort area of Wailea. If you seek natural beauty, Kauai's North Shore is home to stunning beaches and lush landscapes. The Big Island's Kona Coast offers luxury resorts and world-class snorkeling.

  • Honolulu: Experience the vibrant atmosphere of Honolulu's Chinatown, relax on the beautiful beaches, explore the stunning islands, indulge in luxury shopping, go on exciting tours, witness the bustling port, and catch some epic waves while surfing in the tropical paradise.
  • Kailua-Kona: Immerse yourself in the wonders of Kailua-Kona by snorkeling in crystal-clear waters, exploring the enchanting islands, lounging on pristine beaches, marveling at volcanoes, witnessing breathtaking sunsets, enjoying shopping sprees, savoring delicious coffee, and dining on exquisite cuisine.
  • Kihei: Unwind in Kihei's picturesque beachfront, witness stunning sunsets, snorkel in vibrant seas, explore captivating islands, take refreshing swims, savor delicious meals at cozy cafes, ride the waves while surfing, and simply enjoy the serene and relaxing ambiance of this luxurious destination.

Explore the best places to visit in Hawaii

Hawaii offers a luxurious vacation experience with its stunning beaches, world-class shopping, and breathtaking views of the sea. Indulge in exquisite dining options and explore the enchanting islands. Snorkeling in crystal-clear waters and witnessing mesmerizing sunsets are must-do activities. The friendly locals and family-friendly atmosphere make Hawaii a perfect destination. Don't miss out on the vibrant live music scene that adds to the lively ambiance.

  • Ala Moana Center: This luxurious shopping mall in Honolulu offers a unique experience with its stunning beachfront location. Enjoy breathtaking sunsets, explore the vibrant Chinatown, and indulge in some retail therapy at the many high-end shops. Don't miss out on the opportunity to try delicious local cuisine and experience the friendly atmosphere of the island. If you're a surfing enthusiast, you'll love the nearby world-class surfing spots. The picturesque scenery and the warm and welcoming locals make this a must-visit destination.
  • Four Seasons Resort Hualalai Golf Course: Located in Kailua-Kona, this resort offers a luxurious and romantic experience. Immerse yourself in the beauty of the beach and enjoy mesmerizing sunsets. Snorkeling in the crystal-clear sea is a must-do activity, and you can also explore the stunning scenery and tropical landscapes. Indulge in delicious seafood dishes and revel in the beauty of the colorful flowers that adorn the resort. With its tranquil ambiance and top-notch amenities, this is the perfect destination for a luxury vacation.
  • Ko Olina Marina: Situated in Kapolei, this marina offers a range of attractions for the whole family. Enjoy thrilling rides at the nearby theme park, relax on the beautiful beach, and witness breathtaking sunsets over the sea. The marina also offers family-friendly excursions and snorkeling opportunities to explore the underwater wonders. For a romantic experience, take a stroll along the port and admire the stunning views. With its combination of adventure and relaxation, this destination has something for everyone.

Best months to visit Hawaii

Hawaii boasts a year-around average temperature of 76.6°F, peaking at 80.1°F in August, September, its warmest month, and dipping to an average low of 72.9°F in February, the coolest. Rainfall averages at 28.9mm annually, with January seeing the heaviest showers and July, August being the driest month.


Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfall (mm)rain icon
January73.076.2
February72.956.4
March73.938.4
April75.220.8
May76.310.7
June76.810.7
July79.30.0
August80.10.0
September80.18.1
October79.025.1
November77.536.6
December74.764.0

All you need to know about luxury vacations in Hawaii

What can I expect from a luxury Hawaii vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Hawaii vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Hawaii?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Hawaii luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $890. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Hawaii?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Hawaii with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Hawaii?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Hawaii with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Hawaii with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Hawaii Hotels

The Royal Hawaiian, a Luxury Collection Resort, Waikiki
The Royal Hawaiian, a Luxury Collection Resort, Waikiki
5 out of 5
2259 Kalakaua Avenue, Honolulu, HI
  • 8 min walk from Waikiki Beach
The price is $413 per night from Jun 8 to Jun 9
$413
$537 total
includes taxes & fees
Jun 8 - Jun 9
Book a stay at this beach resort in Honolulu. Enjoy 2 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (978 reviews)
"Great area, clean resort,great staff all except one i encountered (i think his name was Tim) was so rude he should not be around public"

Reviewed on May 29, 2024

The Royal Hawaiian, a Luxury Collection Resort, Waikiki
The Kahala Hotel & Resort
The Kahala Hotel & Resort
5 out of 5
5000 Kahala Ave, Honolulu, HI
  • 6 min drive from Waikiki Beach
The price is $495 per night from Jun 10 to Jun 11
$495
$584 total
includes taxes & fees
Jun 10 - Jun 11
Stay at this 5-star luxury resort in Honolulu. Enjoy free WiFi, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (1,000 reviews)
"A very peaceful hotel, especially compared to the hotels on Waikiki"

Reviewed on May 24, 2024

The Kahala Hotel & Resort
Hilton Vacation Club The Modern Honolulu
Hilton Vacation Club The Modern Honolulu
4 out of 5
1775 Ala Moana Boulevard, Honolulu, HI
  • 21 min walk from Waikiki Beach
The price is $159 per night from Jun 2 to Jun 3
$159
$229 total
includes taxes & fees
Jun 2 - Jun 3
Stay at this 4-star business-friendly hotel in Honolulu. Enjoy 2 outdoor pools, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.4/10 Very Good! (329 reviews)
"Beautiful property"

Reviewed on May 29, 2024

Hilton Vacation Club The Modern Honolulu
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.