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.
Luana Waikiki Hotel & Suites

Luana Waikiki Hotel & Suites

3.5 out of 5
Waikiki
Save 100% on your flight
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,216 reviews)
Was a wonderful experience and would definitely come again. The staff was the friendliest I’ve ever experienced.

Reviewed on Jul. 15, 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
7.4/10 Good! (254 reviews)
The property was beautiful clean and plenty of towels ect. But didnt have toilet brushes. We needed more bin holders we where only given 2 for 10 days with kids. And a broom. Or..dust pan and brush to pick up fine stuff, sand in the toilets or kitchen area. A few more Coffee, Tea, Sugar, Salt and Pepper ingredients wouldnt go astray. Its is a lovely big lounge area to feel homely. Just need a bit more for thought...in the kitchen, save buying it. We ended up buying them.and donated them the young guy on the front desk...family man with 4 kids. And gave him a nice tip, for his help planning our way around the city, ubers calls...ect. Our plane arrived at 11.30 so we got in a 2.30 early...4.00 checks seems the norm...but if the room is ready...it shouldnt be a issue..a quick message and we where in. It made our day run more smoothly...sitting around in foyer waiting to get in...was hard. So the front desk allowed us to go into the pool...which we where eternal grateful for. The convenience of being near a major shopping center was great...quick dinner in food courts, made the family life easier for all. Waikiki was too busy for me...but each to there own. Rooms are spacious and views lovely...no need for Air Conditioning that high up.

Reviewed on Jul. 3, 2025

Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Waikiki
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (1,990 reviews)
My stay at Waikiki Resort Hotel was fantastic! The staff was friendly and helpful, the room was spotless and comfortable, and the breakfast had a great selection.

Reviewed on Jul. 18, 2025

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (46 reviews)
I had the best 40th birthday a girl could ask for!!

Reviewed on May 24, 2025

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4 out of 5
Waikiki
Save 100% on your flight
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
9.2/10 Wonderful! (2,231 reviews)
Great hotel, ideal for kids

Reviewed on Jul. 17, 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
Makapuu Beach Park showing general coastal views, a garden and landscape views

Waimanalo Beach

While visiting Waimanalo Beach, you might make a stop by sights like Waimanalo Beach and Kaiona Beach Park.

Find hotels in Waimanalo Beach

Windward Coast Hotel Deals

'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 $405 per night from Jul 30 to Jul 31
CA $405
CA $568 total
Jul 30 - Jul 31
includes taxes & fees
8.4/10 Very Good! (3,050 reviews)
"We loved the Infinity pool and area. We didn't like the food items. No breakfast options except for the coffee shop and that line was always too long."

Reviewed on Jul. 17, 2025

'Alohilani Resort Waikiki Beach
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 $415 per night from Aug 17 to Aug 18
CA $415
CA $565 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (8,242 reviews)
"Beach right outside the doors of the hotel. Walking distance to great restaurants as well as other local spots. Staff very friendly and helpful."

Reviewed on Jul. 17, 2025

Hilton Hawaiian Village 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 $303 per night from Aug 3 to Aug 4
CA $303
CA $441 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (4,283 reviews)
"Perfect location. The beach was steps away & tons of shopping and restaurant options close by - in walking distance."

Reviewed on Jul. 17, 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 7,297 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.

Family Vacations

Family Vacations

Discover the most popular places to visit in Windward Coast

Lanikai Beach

Lanikai Beach

4.5/5(339 reviews)

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

4.5/5(482 reviews)

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

5/5(4 reviews)

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 $962. 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.