Windward Coast Luxury Holidays

Book a Luxury Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to £335 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

All you need to know about luxury holidays in Windward Coast

What can I expect from a luxury Windward 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 Windward Coast?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Windward 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 Windward 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 Windward Coast starting at . Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Windward Coast?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Windward 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 Windward 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 Windward Coast?

You can wangle a top-notch luxury holiday in Windward 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 Windward 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 Windward Coast with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Windward 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.

Top Luxury Windward Coast Hotels

'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.

'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.

Kailua, HI
  • 25 min walk from Lanikai Beach
Stay at this apartment in Kailua. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Kailua Beach and Lanikai Beach are located ...
Wonderful stay
"Everything was perfect. Great location, very nice suite. Thoughtfully appointed. Very clean and modern decor exactly as pictured. Would stay again."

Reviewed on 7 Aug 2024

'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
47-039 Lihikai Drive, Kaneohe, HI
  • 20 min drive from Lanikai Beach
Stay at this 3.5-star hotel in Kaneohe. Enjoy a marina, a fitness centre and Wi-Fi (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
8.6/10 Excellent! (1,014 reviews)
"Beautiful views. Quiet area. Helpful staff. Clean room with a kitchenette. This was our first trip to Hawaii. I chose this resort because of the views and peaceful atmosphere. If we ever get to come back to Oahu, we will definitely stay here again."

Reviewed on 12 Jul 2025

Paradise Bay Resort
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.

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.