Leeward Coast Luxury Holidays

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Top flight + Luxury hotel deals in Leeward Coast

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

Romer House Waikiki

Waikiki
£1,574
per person
9 Oct - 16 Oct
found 1 day ago
Return direct flight included
London (LON) to Honolulu (HNL)
8.8/10 Excellent! (943 reviews)
@ Marbella Lane Hale Lai Serene Luxury 3BR Home

@ Marbella Lane Hale Lai Serene Luxury 3BR Home

£2,645
per person
9 Nov - 15 Nov
found 1 day ago
Return direct flight included
London (LON) to Honolulu (HNL)
No reviews
@ Marbella Lane - Prime 1BR w/ Panoramic Oceanview

@ Marbella Lane - Prime 1BR w/ Panoramic Oceanview

Waikiki
£2,163
per person
9 Nov - 15 Nov
found 1 day ago
Return direct flight included
London (LON) to Honolulu (HNL)
No reviews
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
£1,597
per person
9 Nov - 15 Nov
found 1 day ago
Return direct flight included
London (LON) to Honolulu (HNL)
9.2/10 Wonderful! (3,383 reviews)
N/a

Reviewed on 25 Aug 2026

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

Waikiki
£1,584
per person
9 Nov - 15 Nov
found 1 day ago
Return direct flight included
London (LON) to Honolulu (HNL)
9/10 Wonderful! (3,546 reviews)
Great location and cool vibes. Our partial oceanfront room was just ok though, a bit dated and something yucky on the edge of the dresser. We enjoyed Sheraton Waikiki much more.

Reviewed on 25 Aug 2026

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5* Luxury holidays in Leeward Coast

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

Halekulani

Waikiki
£2,714
per person
9 Nov - 15 Nov
found 2 hours ago
Return direct flight included
London (LON) to Honolulu (HNL)
9.8/10 Exceptional! (1,009 reviews)
Property, service, restaurants and facilities were great. Our bed however, was terrible. Very uncomfortable during a 10 day stay.

Reviewed on 13 Aug 2026

Four Seasons Resort Oahu at Ko Olina

Four Seasons Resort Oahu at Ko Olina

Ko Olina
£2,780
per person
9 Nov - 15 Nov
found 1 day ago
Return direct flight included
London (LON) to Honolulu (HNL)
9.6/10 Exceptional! (877 reviews)
Perfect

Reviewed on 24 Aug 2026

The Ritz-Carlton O‘ahu, Turtle Bay

The Ritz-Carlton O‘ahu, Turtle Bay

£2,998
per person
9 Nov - 15 Nov
found 2 hours ago
Return direct flight included
London (LON) to Honolulu (HNL)
9.4/10 Exceptional! (1,002 reviews)
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3 Night Luxury holidays in Leeward Coast

Price found within the past 48 hours. Click for updated prices.
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
£1,341
per person
9 Nov - 12 Nov
found 20 hours ago
Return direct flight included
London (LON) to Honolulu (HNL)
9.2/10 Wonderful! (3,383 reviews)
N/a

Reviewed on 25 Aug 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki
£1,561
per person
9 Nov - 12 Nov
found 20 hours ago
Return direct flight included
London (LON) to Honolulu (HNL)
9.2/10 Wonderful! (1,207 reviews)
It is a beautiful hotel and the location and access is amazing. The hotel and grounds are kept very nice and clean. Your room is done every day by the staff. The coffee shop inside the Hotel had the best tasting coffee in Hawaii.

Reviewed on 23 Aug 2026

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

Waikiki
£1,436
per person
9 Nov - 12 Nov
found 20 hours ago
Return direct flight included
London (LON) to Honolulu (HNL)
9/10 Wonderful! (3,546 reviews)
Great location and cool vibes. Our partial oceanfront room was just ok though, a bit dated and something yucky on the edge of the dresser. We enjoyed Sheraton Waikiki much more.

Reviewed on 25 Aug 2026

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4 Night Luxury holidays in Leeward Coast

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

Stay Hotel Waikiki

Waikiki
£1,158
per person
4 Nov - 8 Nov
found 1 day ago
Return flight included
Manchester (MAN) to Honolulu (HNL)
8.2/10 Very good! (1,957 reviews)
Paradise Bay Resort

Paradise Bay Resort

Kahaluʻu
£1,298
per person
4 Nov - 8 Nov
found 1 day ago
Return flight included
Manchester (MAN) to Honolulu (HNL)
8.8/10 Excellent! (1,001 reviews)
Royal Kuhio

Royal Kuhio

Waikiki
£1,315
per person
4 Nov - 8 Nov
found 1 day ago
Return flight included
Manchester (MAN) to Honolulu (HNL)
8.6/10 Excellent! (616 reviews)
Our stay was wonderful! The parking included in the price was a great perk!

Reviewed on 22 Aug 2026

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All you need to know about luxury holidays in Leeward Coast

What can I expect from a luxury Leeward Coast holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Leeward Coast?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Leeward Coast holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Leeward Coast?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Leeward Coast starting at £1,158. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Leeward Coast?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Leeward Coast spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Leeward Coast?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Leeward Coast?

You can wangle a top-notch luxury holiday in Leeward Coast for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

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

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Leeward Coast with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Leeward Coast to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.