Luxury Holidays Hawaii 2026

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Top flight + Luxury hotel deals in Hawaii

Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

AU$2,380

per person

1 Nov - 4 Nov

just found

Return flight included

Honolulu (HNL) to Kahului (OGG)

9.4/10 Exceptional! (1,000 reviews)

My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards! Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches. The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool! The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X

Reviewed on 6 Sept 2026

Halekulani

Waikiki

Save 100% on your flight

AU$4,341

per person

12 Nov - 19 Nov

found 22 hours ago

Return flight included

Sydney (SYD) to Honolulu (HNL)

9.8/10 Exceptional! (1,001 reviews)

I’ll only use this hotel.

Reviewed on 10 Sept 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki

AU$2,978

per person

12 Nov - 19 Nov

found 1 day ago

Return direct flight included

Brisbane (BNE) to Honolulu (HNL)

9.2/10 Wonderful! (1,211 reviews)

OUTRIGGER Kauaʻi Beach Resort & Spa

AU$3,041

per person

24 Nov - 1 Dec

found 1 day ago

Return direct flight included

Sydney (SYD) to Lihue (LIH)

8.4/10 Very good! (1,141 reviews)

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki

Save 100% on your flight

AU$3,327

per person

12 Nov - 19 Nov

found 22 hours ago

Return flight included

Sydney (SYD) to Honolulu (HNL)

9.6/10 Exceptional! (1,000 reviews)

Great service and the staff was amazing from the valet guys to room service definitely will be back thank you!!

Reviewed on 10 Sept 2026

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5* Luxury holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

AU$2,380

per person

1 Nov - 4 Nov

just found

Return flight included

Honolulu (HNL) to Kahului (OGG)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on 6 Sept 2026

Halekulani

Waikiki

Save 100% on your flight

AU$4,341

per person

12 Nov - 19 Nov

found 22 hours ago

Return flight included

Sydney (SYD) to Honolulu (HNL)

9.8/10 Exceptional! (1,001 reviews)

I’ll only use this hotel.

Reviewed on 10 Sept 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki

AU$2,978

per person

12 Nov - 19 Nov

found 1 day ago

Return direct flight included

Brisbane (BNE) to Honolulu (HNL)

9.2/10 Wonderful! (1,211 reviews)

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See all available trips from Columbus to Hawaii

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3 Night Luxury holidays in Hawaii

Price found within the past 48 hours. Click for updated prices.

Queen Kapiolani Hotel

Waikiki

AU$2,113

per person

12 Nov - 15 Nov

found 1 day ago

Return direct flight included

Sydney (SYD) to Honolulu (HNL)

8.8/10 Excellent! (1,152 reviews)

An amazing place loved the service and the hospitality. If or when I come back will definitely stay there again

Reviewed on 9 Sept 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

AU$2,380

per person

1 Nov - 4 Nov

just found

Return flight included

Honolulu (HNL) to Kahului (OGG)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on 6 Sept 2026

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Waikiki

AU$2,533

per person

12 Nov - 15 Nov

found 1 day ago

Return direct flight included

Sydney (SYD) to Honolulu (HNL)

9/10 Wonderful! (1,622 reviews)

clean rooms, small outdoor pool, had to rent beach chairs

Reviewed on 8 Sept 2026

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How to find a luxury holiday in Hawaii?

Whether you fancy heading off on an unforgettable spa break or relaxing on an all-inclusive vacation, finding your perfect 2026 luxury escape Hawaii couldn’t be easier. Use Expedia’s filters to find luxury escapes Hawaii hotels and luxury holiday rentals with the amenities you need to make your holiday extra special.

How to book a luxury holiday in Hawaii with Expedia?

Once you’ve identified your ideal luxury holiday Hawaii you simply need to enter your travel dates to view your travel and accommodation options. You can select from luxury holiday rentals to luxury hotels. Use the filters to find luxury escapes Hawaii deals around your selected dates and you could save money too.

Are luxury holidays in Hawaii worth the cost?

Memories are priceless so splashing out on luxury getaways to Hawaii in 2026 can be well worth the extra expense. That said, there are some great value luxury escapes Hawaii deals available if you’re prepared to book a holiday out of season. Consider booking villas or luxury holiday homes in Hawaii for a group or larger family holiday to keep costs down.

How do I choose the perfect luxury holiday package for Hawaii?

Make sure you think carefully about what you want from your luxury holiday in Hawaii before you book. If you’re taking the kids, click on the “family-friendly” filter to find hotels with facilities they’ll love—along with a pool bar and sauna for the adults to enjoy.

Where can I find excellent deals on luxury holidays in Hawaii?

Luxury doesn’t have to cost the earth. If you’re looking for discount luxury escapes Hawaii deals, then Expedia can help. Whether you’re after cost-effective luxury weekend getaways to Hawaii or a longer trip with luxury hire car, use the filters to access some of the best deals available.

How to find luxury spa Hawaii holiday packages?

Expedia can help you discover some of the most luxurious spa hotels to fit your budget, taste, and dates. You can compare prices and read reviews before deciding. It’s also often possible to get a luxury holiday Hawaii with free cancellation too, so you can book with confidence.

How to discover last-minute luxury holiday deals to Hawaii with Expedia.

While booking ahead is a good way to seal in some great value deals, it’s also possible to access top-notch last-minute luxury escapes to Hawaii. Simply enter your dates to see what’s on offer, and if you can be flexible about flights and hotels, so much the better for your pocket.

How to find luxury pet-friendly Hawaii holiday packages?

If you don’t want to leave your pet at home, no problem. It doesn’t mean you have to miss out on luxury facilities. Use the “pet-friendly” filter to find luxury escapes Hawaii hotels that will welcome your furry friend.

How to find great luxury beach holiday packages in Hawaii?

To discover some of the most luxurious beach lodgings available, tick the “all-inclusive” and “sea view” filters. You’ll be able to select from a big selection of luxury escape Hawaii hotels and apartments with direct access to beaches.

Why book luxury holiday packages in Hawaii with Expedia?

Expedia’s handy travel filters can help you search through a huge number of options and book a luxury escape Hawaii you’ll never forget. From rooms with a view to resorts with top-rated golf courses, you can customise your vacation and find one that ticks all your boxes.

Top Luxury Hawaii Hotels

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

2259 Kalakaua Avenue Honolulu HI

7 min walk from Waikiki Beach

AU$763

2 Oct - 3 Oct

includes taxes & fees

Stay at this luxury resort in Honolulu. Enjoy 2 outdoor pools, a full-service spa and 4 restaurants. Our guests praise the helpful staff in their reviews. Popular ...

The Kahala Hotel & Resort

5000 Kahala Ave Honolulu HI

6 min drive from Waikiki Beach

AU$685

9 Oct - 10 Oct

includes taxes & fees

Stay at this luxury resort in Honolulu. Enjoy free Wi-Fi, a full-service spa and 5 restaurants. Our guests praise the helpful staff in their reviews. Popular ...

Hilton Vacation Club The Modern Honolulu

1775 Ala Moana Boulevard Honolulu HI

21 min walk from Waikiki Beach

AU$259

20 Sept - 21 Sept

includes taxes & fees

Stay at this business-friendly hotel in Honolulu. Enjoy 2 outdoor pools, a marina and a 24-hour fitness centre. Our guests praise the pool and the helpful staff ...

8.8/10 Excellent! (1,683 reviews)

"The room size and furniture better than I had expected and also the hotel location is excellent covenient to me. I am staying coming Sept 30 fr 2 nights Excellent"

Reviewed on 9 Sept 2026

See all 35,024 properties in Hawaii

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.