
Oahu Luxury Vacations
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Flight and Luxury hotel deals in Oahu



Hilton Hawaiian Village Waikiki Beach Resort
Reviewed on Feb 8, 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Reviewed on Jan 30, 2026

Hyatt Regency Waikiki Beach Resort & Spa
Reviewed on Feb 8, 2026
5* Luxury holidays in Oahu

'Alohilani Resort Waikiki Beach
Reviewed on Feb 7, 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Reviewed on Jan 30, 2026

Halekulani
Reviewed on Feb 6, 2026
3 Night Luxury holidays in Oahu


The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Reviewed on Jan 30, 2026

Sheraton Waikiki Beach Resort
Reviewed on Feb 8, 2026
4 Night Luxury holidays in Oahu

Waikiki Resort Hotel
Reviewed on Feb 8, 2026

Stay Hotel Waikiki
Reviewed on Feb 7, 2026

Plan the perfect luxury Oahu vacation with Expedia
What are some benefits when booking luxury Oahu vacations?
When you book a luxury Oahu 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 Oahu?
If you're looking for something luxurious in Oahu, 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 $931, 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 21. 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 Oahu. 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 Oahu?
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 Oahu.
Can I book last-minute luxury vacations?
Yes, last-minute bookings are often available in Oahu. 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 Oahu?
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 Oahu 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 Oahu. 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 Oahu

The Royal Hawaiian, a Luxury Collection Resort, Waikiki
The room was spotless. The staff was warm, welcoming, gracious and efficient. The hotel was spectacularly beautiful.
Reviewed on Jan 31, 2026

The Kahala Hotel & Resort
Grounds and room were beautiful and everyone was very friendly and professional.
Reviewed on Jan 27, 2026

Hilton Vacation Club The Modern Honolulu
We had a very nice stay at the modern! We stayed for 7 days, we loved the location especially. It’s pretty centred but not right in the middle of the busy areas. There’s a beach that’s a walking distance, a couple ABC stores close by and Ala Moana mall that’s all just under 10 minutes walk! The staff ...
Reviewed on Feb 6, 2026







