Windward Coast Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top Windward Coast Vacation Deals

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

Waikiki Resort Hotel

3.5 out of 5
Waikiki
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (2,135 reviews)
Heard police sirens every night and we stayed in the 16th floor

Reviewed on Aug. 13, 2025

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (47 reviews)
I had the best 40th birthday a girl could ask for!!

Reviewed on May 24, 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
per person
Oct 26 - Nov 1
found 18 hours ago
Roundtrip flight included
Edmonton (YEG) to Honolulu (HNL)
7.4/10 Good! (255 reviews)
The Waikīkī tower at the Ala Moana Hotel is undergoing renovation. This Luana Vacation rental has recently been refreshed. Bright colors and updated furniture really have improved this property. Good value for the money

Reviewed on Jul. 31, 2025

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Waikiki
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
9.2/10 Wonderful! (2,326 reviews)
Lovely updated property. Clean pool areas. Great drinks and yummy food. The elevators were a little bit crazy. Took forever for it to arrive sometimes, and there where 10.

Reviewed on Aug. 13, 2025

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
It was clean and had a beautiful view. It was also centrally located, so that was convenient. Other than that it was average at best. Parking was difficult. They should paint lines and assign spots because people end up taking 2 spots, then there isn’t enough room for everyone to park. The hotel doesn’t seem to care about that one bit. Asked for extra towels and it was kind of a hassle. They ended up giving us one extra towel. Not sure what the big deal was? Anyway, it was an affordable option and clean. Good enough for sleeping and showering, which is all that really matters. The front desk clerks were nice-ish, not rude or anything, but this hotel doesn’t go above and beyond for their guests.

Reviewed on Aug. 11, 2025

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
Default Image

Lanikai

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

Find hotels in Lanikai

Ready to book your vacation to Windward Coast?

 

Choose your dates

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 $323 per night from Sep 6 to Sep 7
CA $323
CA $457 total
Sep 6 - Sep 7
includes taxes & fees
8.2/10 Very Good! (8,367 reviews)
Review
"Overall a great place to stay! Very kid friendly as well. My only complaints are the bedding pillows are very soft and flat once you lay on them, making them uncomfortable in my opinion. Also, as a disabled person, I almost had slipping accident in the shower. I feel it should be by default the hotel ..."

Reviewed on Aug. 10, 2025

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 $632 per night from Aug 17 to Aug 18
CA $632
CA $830 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (2,336 reviews)
"Stayed there twice and loved it."

Reviewed on Aug. 8, 2025

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
Fully refundableReserve now, pay when you stay
The price is CA $307 per night from Sep 6 to Sep 7
CA $307
CA $447 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (4,388 reviews)
"I liked the fact that is near the beach!"

Reviewed on Aug. 11, 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 7,244 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

Discover the most popular places to visit in Windward Coast

Lanikai Beach

Lanikai Beach

Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.

Lanikai Beach
Kailua Beach featuring kayaking or canoeing, island images and landscape views

Kailua Beach

With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.

Kailua Beach
Kualoa Beach Park which includes mountains, signage and landscape views

Kualoa Beach Park

Find beautiful beaches, scenic island views, a perfect picnic spot and captivating folklore at this sacred ancient Hawai’ian paradise in O’ahu.

Kualoa Beach Park

Frequently asked questions

How much does a Windward Coast vacation package cost?
Discover the best of Windward Coast from as little as CA $1,210. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.