Hawaii Luxury Vacations

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Flight and Luxury hotel deals in Hawaii

Price found within the past 48 hours. Click for updated prices.
Queen Kapiolani Hotel
Mauna Lani, Auberge Resorts Collection
Andaz Maui at Wailea Resort - a concept by Hyatt
1 Hotel Hanalei Bay
The Royal Hawaiian, a Luxury Collection Resort, Waikiki
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5* Luxury holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.
The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Mauna Lani, Auberge Resorts Collection
1 Hotel Hanalei Bay
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3 Night Luxury holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Maui, Kapalua
Mauna Lani, Auberge Resorts Collection
1 Hotel Hanalei Bay
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4 Night Luxury holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki
Waikiki Resort Hotel
Mauna Lani, Auberge Resorts Collection
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Plan the perfect luxury Hawaii vacation with Expedia

What are some benefits when booking luxury Hawaii vacations?

When you book a luxury Hawaii vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.


How can I find all-inclusive luxury vacations in Hawaii?

If you're looking for something luxurious in Hawaii, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $525, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 32. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Hawaii. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Hawaii?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Hawaii.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Hawaii. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Hawaii?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Hawaii or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Hawaii. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

Luxury Hotels in Hawaii

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 CA $556 per night from Aug 21 to Aug 22
CA $556
CA $739 total
Aug 21 - Aug 22
includes taxes & fees
Book a stay at this luxury resort in Honolulu. Enjoy 2 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (1,009 reviews)
"We loved the Royal Hawaiian. It was a calm oasis in the middle of Waikiki once you were on the property. Love the banyan trees and rockers and historic atmosphere. Our bed was very soft and comfortable and our ocean front view was amazing. We rented beach chairs for the day and had an amazing time ..."

Reviewed on Jul. 23, 2025

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 CA $744 per night from Jul 28 to Jul 29
CA $744
CA $877 total
Jul 28 - Jul 29
includes taxes & fees
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! (1,009 reviews)
"Clean room. Nice facilities. Tucked away from Waikīkī. Enjoyable."

Reviewed on Jul. 24, 2025

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 CA $208 per night from Aug 5 to Aug 6
CA $208
CA $301 total
Aug 5 - Aug 6
includes taxes & fees
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 ...
8.6/10 Excellent! (972 reviews)
"I spent a week at the modern and enjoyed it. It’s in a great location and easily can walk down to Waikīkī or Ala Moana. Plenty of dining and shopping around the area. The hotel itself wasn’t bad, the only thing I felt was outdated was the room and more specifically just the bathroom sink and the ..."

Reviewed on Jul. 24, 2025

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.