Leeward Coast Vacation Packages
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 destinations in Leeward Coast
Ko ʻOlina
Makaha
Mākaha Valley
Honokai Hale
Barbers Point Housing
The Latest Leeward Coast Vacation Packages
- Luana Waikiki Hotel & Suites
Sept 20 - Sept 25Luana Waikiki Hotel & Suites + Flight
Waikiki5 nights3.5 star property8.8/10 - Excellent (1,614 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 July 16, 2026Roundtrip • Toronto (YTO) - Oahu (HNL)YYZ - HNL • 1 stop HNL - YYZ • 1 stopCA $1,987CA $1,302found 18 hours agoper traveller - Ilikai by Luana Hawaii Vacation Rentals
Aug 19 - Aug 23Ilikai by Luana Hawaii Vacation Rentals + Flight
Waikiki4 nights3.0 star property8.8/10 - Excellent (58 reviews)"A bit dated room but good location. Amenities are great and beach access was very close. "Reviewed February 23, 2026Roundtrip • Toronto (YTO) - Oahu (HNL)YYZ - HNL • 2 stops HNL - YYZ • 1 stopCA $15,503CA $5,508found 1 day agoper traveller - Ala Moana Hotelcondo by Luana Vacation Rental
Sept 30 - Oct 4Ala Moana Hotelcondo by Luana Vacation Rental + Flight
Ala Moana4 nights3.5 star property7.6/10 - Good (258 reviews)Roundtrip • Vancouver (YVR) - Oahu (HNL)YVR - HNL • Nonstop HNL - YVR • 1 stopCA $2,411CA $1,324found 1 day agoper traveller - Paradise Bay Resort
Sept 3 - Sept 8Paradise Bay Resort + Flight
Kahaluʻu5 nights3.5 star property8.8/10 - Excellent (1,000 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 July 13, 2026Roundtrip • Toronto (YTO) - Oahu (HNL)YYZ - HNL • 2 stops HNL - YYZ • 1 stopCA $2,632CA $1,649found 1 day agoper traveller - Stay Hotel Waikiki
Aug 23 - Aug 29Stay Hotel Waikiki + Flight
Waikiki6 nights3.0 star property8.0/10 - Very good (1,898 reviews)Roundtrip • Toronto (YTO) - Oahu (HNL)YYZ - HNL • 2 stops HNL - YYZ • 1 stopCA $2,108CA $1,469found 1 day agoper traveller
Discover the most popular places to visit in Leeward Coast
Ka Makana Ali'i - The Center for West Oahu
Leeward Coast Hotel Deals
Hampton Inn & Suites Oahu/Kapolei
Hampton Inn & Suites Oahu/Kapolei
Aulani, A Disney Resort & Spa
Aulani, A Disney Resort & Spa
Embassy Suites By Hilton Oahu Kapolei
Embassy Suites By Hilton Oahu Kapolei
Residence Inn by Marriott Oahu Kapolei
Residence Inn by Marriott Oahu Kapolei
Aulani, Disney Vacation Club Villas
Aulani, Disney Vacation Club Villas
Four Seasons Resort Oahu at Ko Olina
Four Seasons Resort Oahu at Ko OlinaFrequently Asked Questions
How much does a Leeward Coast vacation package cost?
Custom build your Leeward Coast package from as low as CA $1,302. Pick from any combination of hotels, flights and rental cars to craft the getaway of your dreams. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Leeward Coast?
Bundle your flights and hotels with Expedia to save big on your next trip. With more than 550 airlines and 1,000,000 hotels worldwide, your Leeward Coast vacation package can be customized exactly to suit your budget. With all that extra money, why not include a few interesting tours and activities? It's an easy way to unlock even more bargains. Your dream getaway to Leeward Coast is closer than you thought!
How far in advance should I book my Leeward Coast vacation?
It can be difficult to know exactly when the best time is to book your Leeward Coast trip. But usually the earlier you book, the cheaper the prices. In some cases, you can secure your flights and hotels nearly a year before departure. If you're eager to escape on a last-minute getaway, no need to fret! There are incredible bargains featured on Expedia every day.
What does an Expedia Leeward Coast travel package include?
Expedia has everything you need to book your Leeward Coast trip, but what goes into your package is up to you. Choose from any combination of flights, hotels and rental cars. In search of some tours or activities to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a deal to meet your needs.
What should I know before booking a Leeward Coast travel package?
A package can be easier on the hip pocket than separately booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and score big savings. Whatever your vacation goals are, you'll find a package that's perfect for you.
Can I choose my airline with a Leeward Coast Expedia vacation package?
Yes, you can. Expedia has access to more than 550 partner airlines worldwide, so choose the carrier that suits your budget and travel needs.
If I'm not able to travel, can I cancel my Leeward Coast vacation package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Leeward Coast vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a fee from your hotel, airline or car rental company. For more details, take a look at our Customer Service Portal. We're here to help you every step of the way.