Windward Coast Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Windward Coast Vacation Deals

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

Sheraton Waikiki Beach Resort

4.5 out of 5
Waikiki
Price was CA $2,515, price is now CA $1,617 per person
CA $1,617
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
9.2/10 Wonderful! (3,203 reviews)
Very nice hotel and very clean

Reviewed on Jul 7, 2026

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
Price was CA $4,224, price is now CA $1,931 per person
CA $1,931
per person
Sep 10 - Sep 16
found 2 days ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
8.8/10 Excellent! (58 reviews)
A bit dated room but good location. Amenities are great and beach access was very close.

Reviewed on Feb 23, 2026

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Price was CA $3,459, price is now CA $1,792 per person
CA $1,792
per person
Sep 10 - Sep 16
found 2 days ago
Roundtrip non-stop flight included
Vancouver (YVR) to Honolulu (HNL)
7.6/10 Good! (258 reviews)

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was CA $3,730, price is now CA $2,338 per person
CA $2,338
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,001 reviews)
First night arriving we had an issue in the room we were assigned, it was brought up to the front desk. The original room had to be shut down and they were wonderful in giving us a different room which turned out to be better than expected. It was our first time in Hawaii and the room upgrade made our experience on the island so much better. Thank you to the staff especially Marissa for the wonderful experience at the resort.

Reviewed on Jun 30, 2026

Royal Kuhio

Royal Kuhio

3.5 out of 5
Waikiki
Price was CA $2,603, price is now CA $1,706 per person
CA $1,706
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (590 reviews)
Room was great!

Reviewed on Jul 5, 2026

Where to stay in Windward Coast

Find the best Windward Coast areas and neighborhoods for the activities you enjoy most. Learn more about Windward Coast
A tropical beach with clear turquoise waters, two small islands, and a dense palm tree line.

Lanikai

While Lanikai isn't home to many top sights, Lanikai Beach and Lanikai Pillboxes Trailhead are some notable places to visit nearby.

Find hotels in Lanikai

Ready to book your vacation to Windward Coast?

 

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Windward Coast Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd Honolulu HI
The price is CA $443 per night from Jul 13 to Jul 14
CA $443
CA $618 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very good! (9,391 reviews)
"The pillows had a bad smell in one of the bed, there was hair in the bathtub and the other bed"

Reviewed on Jul 7, 2026

Hilton Hawaiian Village Waikiki Beach Resort
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $780 per night from Aug 7 to Aug 8
CA $780
CA $1,013 total
Aug 7 - Aug 8
includes taxes & fees
9.2/10 Wonderful! (3,228 reviews)
"Very nice hotel and very clean"

Reviewed on Jul 7, 2026

Sheraton Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
The price is CA $396 per night from Aug 1 to Aug 2
CA $396
CA $563 total
Aug 1 - Aug 2
includes taxes & fees
9/10 Wonderful! (5,259 reviews)
"Amazing hotel with the most amazing view. The staff was so friendly, truly a great experience."

Reviewed on Jul 6, 2026

Hyatt Regency Waikiki Beach Resort & Spa
See all 7,374 properties in Windward Coast
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Windward Coast attractions

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

Lanikai Beach

9.2/10 (3,293 reviews)
Nothing says vacation like spending a lazy day at Lanikai Beach, a popular beach in Kailua. You can seek out the snorkeling spots while in the area.
See properties

Frequently asked questions

How much does a Windward Coast vacation package cost?
Discover the best of Windward Coast from as little as CA $1,617. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.