Windward Coast Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Scuba Diving vacation packages in Windward Coast
- Paradise Bay Resort
Dec 7 - Dec 11Paradise Bay Resort + Flight
Kahaluʻu4 nights3.5 star property8.8/10 - Excellent (1,001 reviews)"The GOOD: We got an economy room that was clean, comfortable and quite spacious including the bathroom and kitchenette. It was “old school” and had no view of the bay, but kind of charming. A small knock is that there was no seating other than a couple of stools without backs. Cooled by a single AC unit in the bedroom, which was adequate for our stay. The check-in desk is attached to a beautiful, covered seating area with a postcard view of Paradise Bay. The coffee and banana bread..."Reviewed November 6, 2026Roundtrip • Calgary (YYC) - Oahu (HNL)YYC - HNL • 1 stop HNL - YYC • 1 stopCA $2,988CA $1,504found 4 hours agoper traveller
Discover the most popular places to visit in Windward Coast
Waimanalo Beach
Top Scuba Diving Windward Coast Hotels
"The GOOD: We got an economy room that was clean, comfortable and quite spacious including the bathroom and kitchenette. It was “old school” and had no view of the bay, but kind of charming. A small knock is that there was no seating other than a couple of stools without backs. Cooled by a single AC unit in the bedroom, which was adequate for our stay. The check-in desk is attached to a beautiful, covered seating area with a postcard view of Paradise Bay. The coffee and banana bread...
Frequently Asked Questions
How much does a Windward Coast vacation package cost?
Discover the best of Windward Coast from as little as CA $1,504. Choose from a wonderful selection of rental cars, hotels and flights to suit every budget and style. You can pick up even more discounts when you add a few tours or experiences to your vacation package.
How do I get a cheap travel package to Windward Coast?
Combining your hotel and flight with Expedia won't just save valuable time — it'll save you a few dollars too. A Windward Coast vacation package makes it a breeze to put together your dream adventure. With more than 550 airlines around the world to choose from, finding flights that suit your busy schedule won't be difficult. Not only that, we have over 1,000,000 hotel options globally to take your pick of. Now that's choice! Whatever your budget, Expedia puts more of the world within your reach.
What are the top hotels in Windward Coast?
Travelers journeying to Windward Coast often make a booking at Less Than A One Minute Walk To Kailua Beach or Private Beachfront Rental. You'll find them in Lanikai. Another great neighborhood is Kalama Tract. Cute 2 Bedrooms Plantation Home With Ac and Hawaii's Hidden Hideaway Bed And Breakfast are well-liked options in this area.
How far in advance should I book my Windward Coast vacation?
It's difficult to pick the best time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available to compare up to 12 months in advance. If you can't book ahead, don't worry. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Windward Coast travel package include?
That's up to you. You can select from a variety of Windward Coast bundles, such as a flight, hotel and rental car. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your Windward Coast vacation looks like, you'll save!
What should I know before booking a Windward Coast travel package?
Whether it's adventure or relaxation you're seeking, a Windward Coast vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Windward Coast Expedia vacation package?
Definitely. Expedia has over 550 partner airlines to pick from globally. With such a huge range of choice, finding the right carrier to take you to Windward Coast will be a snap.
If I'm not able to travel, can I cancel my Windward Coast vacation package?
Whether it's your hotel or flight, yes, you can amend or cancel it. Booked your Windward Coast vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For more information, check out our Customer Service Portal. We're here to help you every step of the way.