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The 10 Best Websites for Hawaii Vacation Packages & Deals [2023]

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Katie Seemann
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Katie Seemann

Senior Content Contributor and News Editor

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Katie has been in the points and miles game since 2015 and started her own blog in 2016. She’s been freelance writing since then and her work has been featured in publications like Travel + Leisure, F...
Edited by: Nick Ellis
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Nick Ellis

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Nick’s passion for points began as a hobby and became a career. He worked for over 5 years at The Points Guy and has contributed to Business Insider and CNN. He has 14 credit cards and continues to le...
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Keri Stooksbury

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With years of experience in corporate marketing and as the executive director of the American Chamber of Commerce in Qatar, Keri is now editor-in-chief at UP, overseeing daily content operations and r...

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Hawaii is a dream vacation destination for many (if not most) people. Swaying palm trees, volcanoes, gorgeous beaches — Hawaii has it all.

But, as you might have guessed, that comes with a price. Yes, Hawaii can be expensive, but it doesn’t have to be. Booking a vacation package for your Hawaiian vacation is a great way to save some money — but with all of the options out there, how do you know which package deal is best?

That’s exactly why we’ve put together this list of the 10 best websites for Hawaii vacation packages so you can easily book the vacation of your dreams.

1. Expedia

Expedia is a familiar website that offers an easy way to book a Hawaiian vacation package. What’s nice about using Expedia is that if you’re not sure which island you want to go to, you can just search “Hawaii” without having to narrow it down to a specific location.

Hawaii vacation package search on Expedia
You can search all of the Hawaiian islands at once on Expedia. Image Credit: Expedia

Expedia also has great filtering and sorting options as well as a map so you can easily search by location. In addition, you’ll be able to earn OneKeyCash on eligible packages, making this a great option when you don’t have loyalty to a specific hotel brand.

Hot Tip: If you book a property that’s part of a hotel brand that offers a loyalty program (like Hilton, Hyatt, Marriott, etc.) you won’t earn hotel loyalty points when you book through a third-party website like Expedia. However, you can earn rewards from your booking site if it has its own loyalty program like One Key (Expedia, Hotels.com, and Vrbo) or Orbitz Orbucks.

2. Apple Vacations

Apple Vacations specializes in package deals in popular spots like Mexico, the Caribbean, and Hawaii. In addition to booking a package that includes a flight and hotel, you can add a rental car and trip protection. On top of that, you can add Apple Extras to your trip that can include things like a lei greeting or a sightseeing excursion.

Apple Vacations Apple Extras 1
With Apple Vacations, you can add Apple Extras like a lei greeting or a sightseeing tour to your package. Image Credit: Apple Vacations

While Apple Vacations offers a good selection of flights, you’ll be able to see additional options after creating an account and logging in.

Bottom Line: While you can add trip protection through Apple Vacations, you may want to hold a credit card with travel insurance. If you still feel like you need additional coverage, check out our guide to travel insurance before making a purchase.

3. CheapTickets

CheapTickets is an online travel agency powered by Expedia, but the pricing you’ll see can be different from Expedia, so it’s worth checking out separately.

CheapTickets is easy to use and has great sorting and filtering options as well as a nice map feature you can use to find a hotel by location. This is especially handy in a popular vacation spot like Hawaii where your hotel’s location is very important.

CheapTickets map feature
You can use the map feature to search for a hotel by location. Image Credit: CheapTickets

Bottom Line: Hawaii is a fantastic vacation spot — it boasts beautiful scenery and plenty to do. Check out our guides to Maui and Kauai and Oahu, Lanai, and the Big Island for some ideas about what to do while you’re there.

4. Orbitz

Orbitz is a great website for booking vacation packages because it has its own loyalty program. With Orbitz Rewards, you’ll earn Orbucks when you book a Hawaiian vacation which you can then use to reduce the cost of your next hotel stay. You’ll earn 1% back in Orbucks on vacation packages, but if you book through the Orbitz app, you can earn 2%!

Earn Orbucks on a Hawaii vacation package
You’ll earn 1-2% back in Orbucks when you book a vacation package through Orbitz. Image Credit: Orbitz

You’ll be able to add extras like airport transportation, trip protection, and even tours or activities during checkout.

5. Momondo

Momondo acts as a metasearch engine that shows you deals from other sites in 1 place. This type of website can be a huge time saver when you’re not really sure where to start.

From the home page, just select Packages from the search options, then you’ll be able to specify your travel dates and destination. Your search results will clearly display which website the listed deal is from. You can see additional websites and flight options by clicking See all right under the price.

Momondo search results
Momondo is a metasearch engine that will transfer you to another site to make your booking. Image Credit: Momondo

Once you find a deal you like, click View Deal and you’ll be transferred to a different website to complete your booking.

6. Hawaii.com

Hawaii.com is a good place to search for vacation packages when you know the exact dates you want to travel. You can book a package consisting of a hotel, flight, and even a rental car, but the search starts with flights, so your dates need to be set in order to search. You can’t just search for the best deals like you can on some other sites.

Hawaii.com vacation packages
You can search for vacation packages on Hawaii.com. Image Credit: Hawaii.com

While the search process starts a little different on Hawaii.com, it’s easy to change your flight and add a hotel or rental car once you get started.

You may notice that the vacation packages page states that packages are for air, car rental, and hotel for 6 to 8 days. Don’t let that deter you, though. We found that you could search for any combination of hotels, flights, and cars for any duration, so you’re not as limited as you may initially think.

Hot Tip: If you decide you’d rather use points for your Hawaiian vacation, check out our guides covering the best hotels to book with points in Hawaii and how to fly to Hawaii using points and miles.

7. Southwest Vacations

Southwest Airlines began flights to Hawaii a few years ago and it’s now a popular way to fly to the islands. However, Southwest flights won’t show up on any third-party websites, so if you want to fly Southwest you’ll have to search for a flight and hotel separately — or book through Southwest Vacations.

The great thing about booking through Southwest Vacations is that you can earn Southwest Rapid Rewards points for your package purchase! The not-so-great thing is that you’re limited to the few routes that Southwest flies between Hawaii and the continental U.S. That means you may need to book an extra flight to get to your Southwest departure city. Even with those restrictions, fans of Southwest — and especially Southwest Companion Pass holders — should consider booking through Southwest Vacations for their Hawaiian holiday.

Southwest Vacations packages to Hawaii
You’ll earn Rapid Rewards points when you book a Southwest Vacations package. Image Credit: Southwest Vacations

Bottom Line: You’ll earn Rapid Rewards points on any vacation package booked through Southwest Vacations. You can’t, however, book a Southwest Vacations package with points. 

8. Priceline

Booking a Hawaii vacation package on Priceline is a straightforward and easy process. You can search for any combination of flights, hotels, and cars under the Bundle + Save search tab on the home page.

After providing your travel details, you’ll see a long list of search results that will give you a lot of information about the property, such as ratings and amenities, as well as alerts about package-deal savings or Priceline VIP pricing.

Priceline discounts on Hawaii vacation package
Keep an eye out for package deals and VIP pricing. Image Credit: Priceline

Priceline VIP is a free loyalty program that comes with discounts, a best rate guarantee, and Express Deal coupons. While these perks are available as soon as you join, the discounts get bigger and better as you reach new status tiers within the program.

9. Hawaiian Airlines Vacations

It may come as no surprise that Hawaii’s flag air carrier is a good place to search for vacation packages to that state. Hawaiian Airlines Vacations offer packages that include any combination of flights, hotels, and rental cars for the ultimate in flexibility.

If you scroll down past the search box, you may be able to find a discount code that could save you money!

Hawaiian Airlines Vacation Package promo code
Be sure to check for promo codes before you book a vacation package. Image Credit: Hawaiian Airlines

The hotel search function is powered by Expedia, so all of the filtering and sorting options should look familiar. The only downside to Hawaiian Airlines Vacations is that the flight options are limited since it just includes 1 airline (and its limited partners) that don’t offer flights to every part of the country.

Hot Tip: You won’t be able to redeem Hawaiian Airlines HawaiianMiles for a vacation package, however, you can still earn miles on the flight portion of your package.

10. Vacations by Marriott

Vacations by Marriott is a great place to search for a Hawaii vacation package if you’re a fan of Marriott hotels and resorts. Don’t think that you’re limited to just the hotel portion of your trip — you can book flights and a rental car through Vacations by Marriott, too.

The search capabilities are powered by Expedia, so you’ll have the same great functions of that site when using Vacations by Marriott.

The obvious limitation to this site is that you’ll only find Marriott properties.

Vacations by Marriott
You can earn Marriott Bonvoy points when you book a vacation package through Vacations by Marriott. Image Credit: Vacations by Marriott

Hot Tip: When searching for a Hawaii vacation package, don’t get discouraged if your search results come back empty. We found that many sites only showed packages from select cities on the West Coast, such as Los Angeles. If you find a good deal from a city that’s not your hometown, you can usually purchase an inexpensive flight to get you where you need to be to take advantage of the package deal.

Hawaii Vacation Package Price Comparisons

Now that we’ve gone through some of the best websites for Hawaii vacation packages, let’s take a look at how these sites match up price-wise.

We searched for a week-long hotel stay at 2 different hotels plus flights from Los Angeles International Airport (LAX) to see how these websites stacked up.

SCROLL FOR MORE
WebsiteHotel #1 (Hyatt Regency Maui Resort & Spa)Hotel #2 (Waikiki Beach Marriott Resort & Spa)
Apple Vacations$6,642.30$2,050.48
CheapTickets$6,474.31$3,415.39
Expedia$6,975.02$3,366.81
Hawaiian Airlines Vacations$7,093.53$3,493.27
Hawaii.com$7,532.89$4,268.45
MomondoN/A$2,050.48
Orbitz$6,975.02$3,338.35
Priceline$6,840.32$2,829.02
Southwest VacationsN/AN/A
Vacations by MarriottN/A$3,338.35

*Prices are for the lowest category room for 2 people and do not include resort fees which are collected by the hotel at check-in or checkout.

As you can see from these examples, prices are all over the map. For the Maui package deal (hotel #1), CheapTickets was the cheapest by $167. For the Oahu package deal (hotel #2), Apple Vacations and Momondo (which brought me to Apple Vacations) had the best price by a whopping $778!

In both searches, Hawaii.com had the most expensive price by far.

Final Thoughts

Who doesn’t want to go to Hawaii on vacation? Thankfully, there are lots of package deals out there to help you make your dream vacation a reality while saving you some money in the process.

When searching for a Hawaii vacation package, keep in mind that each site may offer different pricing and terms. It’s important to check a few sites and read everything carefully before booking.

Once you’ve found your perfect vacation package, pack your bags and get ready for some aloha!

Frequently Asked Questions

What is the best time to visit Hawaii?

The best time to visit Hawaii will depend a lot on what type of activities you want to do. Check out our guide to planning the perfect time for your Hawaii vacation for some guidance.

How much does a vacation in Hawaii cost?

The cost of a Hawaiian vacation will vary based on the type of accommodations you choose. A luxury hotel on Lanai will cost significantly more than a budget motel on Oahu. Regardless of what type of hotel you choose, you can usually save money by booking a package deal that includes a flight and hotel.

Are there Hawaii vacation packages for all-inclusive hotels?

It may be harder to find an all-inclusive resort in Hawaii than you may think. While you can find many hotels that offer a free breakfast package, traditional all-inclusive resorts that include all meals and drinks aren’t plentiful in Hawaii. If you’re interested in an all-inclusive package, focus on destinations in the Caribbean and Mexico for the most options.

How can I get a cheap Hawaiian vacation?

To get a cheap Hawaiian vacation, you’ll want to search for deals on websites that offer package deals like Expedia, CheapTickets, or Momondo. Traveling in the off season and booking an inexpensive, basic hotel are other ways to save money on your vacation.

Which Hawaiian island is cheapest?

Generally speaking, Oahu tends to be the cheapest Hawaiian island to visit, although the type of hotel you choose can significantly affect your costs. Maui and Lanai tend to be the most expensive Hawaiian islands to visit.

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About Katie Seemann

Katie has been in the points and miles game since 2015 and started her own blog in 2016. She’s been freelance writing since then and her work has been featured in publications like Travel + Leisure, Forbes Advisor, and Fortune Recommends.

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