Anyone traveling to Hawaii is required to have a government Safe Travels account and self-quarantine for 14 days. Some travelers may be exempt from quarantine with proof of a negative COVID-19 test taken within 72 hours of departure.

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Kailua Vacation Packages

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Kailua Vacation: Coronavirus Information

Most Kailua hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Kailua trip, please visit our Coronavirus Information page (opens in new window).

Top Kailua Flight + Hotel Deals

Tropical Studios at Marine Surf Waikiki
The Modern Honolulu by Diamond Resorts
Prince Waikiki
Waikiki Resort Hotel
Waikiki Place - the Place to be in Waikiki
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2021 Kailua vacation deals

The Royal Hawaiian, a Luxury Collection Resort, Waikiki
The Modern Honolulu by Diamond Resorts
Moana Surfrider, A Westin Resort & Spa, Waikiki Beach
Prince Waikiki
Tropical Studios at Marine Surf Waikiki
Don't see what you're looking for?
See all available trips from Ashburn to Kailua

Top Hotels in Kailua

Paradise Palms B and B
Paradise Palms B and B
3.5 out of 5
804 Mokapu Rd, Kailua, HI
4.4/5Excellent! (24 reviews)

"We enjoyed it very much Very good rooms, very clean, peaceful and central placement Friendly hosts We would like to come back"…"

Reviewed on Feb 16, 2020

Paradise Palms B and B
Hawaii's Hidden Hideaway Bed & Breakfast
Hawaii's Hidden Hideaway Bed & Breakfast
3 out of 5
1369 Mokolea Drive, Kailua, HI
3.9/5Good! (17 reviews)

"Unique location, charm, owner friendliness, comforts"…"

Reviewed on Mar 23, 2020

Hawaii's Hidden Hideaway Bed & Breakfast
Sandy Bottom's Kailua Beach Cottage - Peaceful and Private
Sandy Bottom's Kailua Beach Cottage - Peaceful and Private
Kailua, HI
5/5Exceptional! (46 reviews)
Great stay in a wonderful location

"Everything was great with the stay, closeness to beach was our main priority and this location was a dream"…"

Reviewed on Mar 22, 2020

Sandy Bottom's Kailua Beach Cottage - Peaceful and Private
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.

Top things to do in Kailua

Self-Guided Kayak Adventure
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Self-Guided Kayak Adventure

Per adult
94% of travellers recommend
Twin Islands Guided Kayak Tour
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Twin Islands Guided Kayak Tour

Per adult
92% of travellers recommend
Self Guided Kailua Beach Adventure Day Snorkeling and Lunch
Image for Self Guided Kailua Beach Adventure Day Snorkeling and Lunch

Self Guided Kailua Beach Adventure Day Snorkeling and Lunch

Per adult

Kailua Beach Vacation

It's time to pack your suitcase and unwind by the ocean on a Kailua vacation. Stunning coastal vistas are plentiful on a trip to Kailua — Kailua Beach (1 mile (2 km) away) is the perfect example. We recommend basing yourself close by. If you're looking for more options, many visitors to the area also book Kailua vacation deals close to Kalama Beach Park and Kailua Bay Beach.

Things You Should Know About Kailua

  • If you want to stay just moments away from the shoreline, see what's available at these Kailua beach hotels. You're sure to find a place to suit your style.
  • Private vacation homes are also popular with many visitors to these parts. Lanikai La'i Hale 4 Bedrooms 3 Bathrooms Home and Hale Bali are great examples of what to expect from this accommodation style.
  • Alternatively, go for our All-Inclusive hotels in Kailua. They make budgeting a piece of cake. Leave your cash in your room and enjoy the freedom that comes with going all-inclusive.
  • Our Kailua things to do page is the perfect place to start planning your getaway to Kailua. Once you arrive, strike up a conversation with one of the 38,600 locals to find out more.
  • Kailua Beach is one major sight you need to see here. For plenty of other great ideas to add to your itinerary, check out our Kailua vacation deals.

What are the advantages of a road trip to Kailua?

There’s nothing quite like a Kailua road trip. And Expedia makes it easy for you to turn all those road trip ideas into reality. You can find cheap deals on hotels in Kailua or bundle your hotels with car rentals to save even more. With our Kailua packages, you’ll find hitting the highway for that road trip adventure is more affordable than ever.  

How to plan a road trip to Kailua?

Planning a road trip can feel daunting, especially when you’ll be making multiple bookings for your itinerary. But you can find car rentals in Kailua and low rates on hotels all in one place— Expedia. How you plan your road trip depends on what’s important to you. People love to take road trips to experience the great outdoors, bond with friends or family and see more of the world. When planning, bundle your car rental and hotel into one discounted package to maximize savings on both. Or, leave room for spontaneity, booking what you need when you need it with our last-minute deals.  

What to do on a road trip to Kailua?

When taking a road trip adventure, it’s best to plan how you want to spend your time on your road trip itinerary. We don’t want you to miss out on any of the best things to do in Kailua. You can book all the road trip activities on your Kailua wishlist, and even plan activities along your route as well.  

How to rent a car for a road trip?

For an epic road trip, you'll need the perfect car. Renting a car for a road trip is the best option that doesn’t put miles or strain on your vehicle, and especially when it's also so affordable. Because when you book on Expedia, it doesn't need to be expensive. You can pick up a cheap car rental and head out to one of these incredible vacation rentals in Kailua. And when you bundle car rentals with hotel stays, you'll save even more on each part of your journey.

Frequently asked questions

How much does a Kailua vacation package cost?
Create unforgettable memories with our Kailua vacation packages, which start from a low $464. Handpick the flights and hotels that suit your travel style. Then, add on a couple of tours or experiences to round off your unique escape.
If I'm not able to travel, can I cancel my Kailua vacation package?
You sure can, and we’re here to help. You may be able to cancel or amend your Kailua vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, look up our Customer Service Portal for further information.
How do I get a cheap travel package to Kailua?
Just imagine all the fabulous things you could do in Kailua with a spare $583. If you combine your flights and hotel into a vacation package, that’s how much you could save! You have a huge amount of choice when you book your trip with Expedia. In fact, you can take your pick of over 550 air carriers and 1,000,000 properties worldwide. Whether you’re enjoying a break with the family or adventuring alone, exploring Kailua is better with a package.
When is the best time of year to visit Kailua?
is the best month to go to Kailua if you’re hoping to save a few dollars. is expensive by comparison, so be prepared to pay a higher price if you visit then. If you’d prefer to steer clear of the crowds, consider making the trip in . However, there’s a real charm to traveling in high season. Kailua is arguably at its best in .
How far in advance should I book my Kailua vacation?
While not all air carriers release ticket prices early, you can normally start comparing international flights on Expedia up to 12 months in advance. This is the time you’ll bag some incredible deals. If you’re booking last minute, you might still be in luck. Low prices occasionally appear only weeks before departure.
What does an Expedia Kailua travel package include?
Hotels, rental cars and flights, or any combination of them — the choice is yours. Whether you’re exploring Kailua with the family or adventuring solo, there’s a bundle to fit every budget and style. Once you’ve made your booking, why not add on a few tours as well?
What should I know before booking a Kailua travel package?
A travel package can be customized for your budget and is a great way to make your hard-earned dollars stretch further. How little or much you include is up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Does Expedia offer Book Now, Pay Later Kailua vacation packages?
Your bank balance shouldn’t stop you from getting the best out of your vacation, so Expedia has come up with a solution to help. With the assistance of online lender Affirm, it’s easy to book an amazing getaway that won’t drain your wallet. Just Book Now, Pay Later and take the financial stress out of budgeting for your journey.
Can I choose my airline with a Kailua Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners across the globe, so you have options galore when putting together your Kailua escape.