Kailua Vacations from $591

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to $1,045 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

Your Kailua Vacation

From its highlights to its hidden delights, this city is best experienced with a Kailua vacation package. Find a place to stay in Waikiki, which is great for nightlife, coastal beaches and cafes. If taking in sights is part of the program during your trip to Kailua, check out major attractions like Kailua Beach, Lanikai Beach and Waimanalo Beach. Expedia is here to help you escape your routine. Tailor your vacation to Kailua to suit your travel style, whatever that may look like.

The Latest Kailua vacation packages

Price found within the past 48 hours. Click for updated prices.
Waikiki Resort Hotel
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
OUTRIGGER Waikiki Beach Resort
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Don't see what you're looking for?
See all available trips from Columbus to Kailua
View all trips

Where to stay in Kailua

Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua

Discover the most popular places to visit in Kailua

What to do in Kailua

Kailua 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
$385 nightly
The price is $454 total per night from Jul 30 to Jul 31
$454 total
Jul 30 - Jul 31
Total includes taxes and fees
8.4/10 Very Good! (3,006 reviews)
"Already decided, when we come back we will stay at this resort again. It was an incredible stay in the best location."

Reviewed on Jul 9, 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
$465 nightly
The price is $548 total per night from Jul 18 to Jul 19
$548 total
Jul 18 - Jul 19
Total includes taxes and fees
8/10 Very Good! (8,233 reviews)
"All"

Reviewed on Jul 11, 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
$272 nightly
The price is $321 total per night from Jul 17 to Jul 18
$321 total
Jul 17 - Jul 18
Total includes taxes and fees
8.8/10 Excellent! (4,257 reviews)
"Location is awesome!"

Reviewed on Jul 11, 2025

Hyatt Regency Waikiki Beach Resort & Spa
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.

Find the Best Kailua Vacation Packages

Kailua Beach Vacation

Kick back on the shoreline as you admire the sunlight flickering across the water during your Kailua vacation. If you're looking for a full beach experience, a trip to Kailua will deliver. You've probably heard about Lanikai Beach (2 miles away). We suggest organizing your accommodations nearby. However, many sightseers also go for Kailua packages that are closer to Kailua Bay Beach or Kalama Beach Park, two other great nearby options.

Kailua Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Daniel K. Inouye Intl. Airport (HNL)
Population
38,600
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Honolulu Zoo, Lanikai Beach and Kailua Beach

More vacations you might like

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from $591 on Expedia for your Kailua break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Kailua costs.
What are the cheapest months to go to Kailua?
You can usually find reduced prices and better availability in August, October and December. Check out our cheap Kailua vacation packages and you could land some great off-season deals.
How many days is enough for Kailua?
Kailua vacations come in various shapes and sizes, but to really get a feel for this destination, we reckon 6 days is a good ballpark. In this timeframe, you can visit top attractions like Kailua Bay Beach and Kalama Beach Park along with underrated gems. Don't forget to visit cool neighborhoods such as Lanikai and Kalama Tract either. If you're clever with your time, you can even take a day trip from Kailua too.
Is it worth booking a vacation package to Kailua?
Whether you'd like to visit top attractions such as Lanikai Beach and Kailua Beach on your Kailua vacation, or coming for its great distilleries and craft breweries, golfing and hiking, there's something for everyone here. With so much to experience, you'll quickly learn why so many travelers think Kailua is a good vacation destination.
How to find the best Kailua package deals?
Begin your search for a Kailua package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Kailua package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kailua getaway off to a flying start.
Is it cheaper to book a Kailua vacation as a package?
You can enjoy significant savings on your Kailua escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Kailua?
If you're considering a spur-of-the-moment Kailua trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Kailua?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Kailua.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Kailua. Then, select a hotel that suits your budget, whether that's an affordable option or a deluxe retreat.
  3. Use our trip planning tool to explore Kailua: Research every aspect of your trip to Kailua with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Kailua, you can figure out the ideal length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Kailua vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Kailua. Find all the exciting things to do in Kailua with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Kailua vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Kailua break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.