Windward Coast Vacation Packages

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

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Top Windward Coast Vacation Deals

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

Stay Hotel Waikiki

3 out of 5
Waikiki
Price was CA $2,239, price is now CA $1,368 per person
CA $1,368
per person
Aug 26 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Honolulu (HNL)
8/10 Very good! (1,859 reviews)
Perfect location with a good price. The famous Waikiki beach is just a block away. Nice restaurants and shopping places surrounding the hotel with a good price. Stayed here on a recent work trip and liked it very much. Great Staff, room was spacious and clean.

Reviewed on Jul 16, 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 $15,661, price is now CA $5,493 per person
CA $5,493
per person
Oct 3 - Oct 10
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Honolulu (HNL)
7.6/10 Good! (258 reviews)

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
Price was CA $5,518, price is now CA $2,328 per person
CA $2,328
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Price was CA $3,236, price is now CA $1,718 per person
CA $1,718
per person
Aug 26 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Honolulu (HNL)
8.8/10 Excellent! (1,009 reviews)
This place is a hidden gem!! Tucked away in a beautiful town on a peaceful, serene bay with amazing staff!! Marissa was most helpful with recommendations that did not disappoint. I will definitely be returning.

Reviewed on Jul 13, 2026

Luana Waikiki Hotel & Suites

Luana Waikiki Hotel & Suites

3.5 out of 5
Waikiki
Price was CA $2,606, price is now CA $1,681 per person
CA $1,681
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Honolulu (HNL)
8.8/10 Excellent! (1,580 reviews)
While this is an older property, it is pretty well maintained. The staff was very helpful when I needed assistance. The rooms give you exactly what you need for a pleasant stay, such as a balcony, kitchenette and sofa bed. And, you cannot beat the location. It’s close to great restaurants, shopping and multiple beaches. I strongly recommend staying at this property.

Reviewed on Jul 16, 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

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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
Fully refundableReserve now, pay when you stay
The price is CA $403 per night from Aug 4 to Aug 5
CA $403
CA $569 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very good! (9,399 reviews)
"“We had an amazing family vacation! The beach was beautiful, the pools kept the kids entertained all day, and the staff was friendly and welcoming. We loved watching the Friday night fireworks from the beach. There were plenty of restaurants and shops right at the resort, so we hardly needed to leave. ..."

Reviewed on Jul 17, 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 $799 per night from Aug 16 to Aug 17
CA $799
CA $1,035 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (3,253 reviews)
"Cleaning crews were so fast. Location is perfect, and swimming pools are nice. 100/10 rate."

Reviewed on Jul 16, 2026

Sheraton Waikiki Beach Resort
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $381 per night from Aug 16 to Aug 17
CA $381
CA $545 total
Aug 16 - Aug 17
includes taxes & fees
'Alohilani Resort Waikiki Beach
See all 7,347 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
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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 $1,368. 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.

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