Kailua Vacations from $630

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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
Aston at the Waikiki Banyan
Waikiki Place - the Place to be in Waikiki
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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
$315 nightly
The price is $371 total per night from Dec 2 to Dec 3
$371 total
Dec 2 - Dec 3
Total with taxes and fees
8.4/10 Very Good! (3,391 reviews)
Location and cleanliness

Reviewed on Nov 16, 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
$254 nightly
The price is $299 total per night from Dec 1 to Dec 2
$299 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (8,604 reviews)
AWESOME!

Reviewed on Nov 13, 2025

Hilton Hawaiian Village Waikiki Beach Resort
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
$511 nightly
The price is $603 total per night from Nov 18 to Nov 19
$603 total
Nov 18 - Nov 19
Total with taxes and fees
9/10 Wonderful! (2,730 reviews)
Best location in Waikiki. Best pool for kids in Waikiki. Comfortable, clean and relaxing.

Reviewed on Nov 14, 2025

Sheraton Waikiki Beach Resort
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

Things to do in and around Kailua

Kailua is an ideal destination for outdoor and family-friendly beach vacations. Visitors can enjoy a variety of activities such as exploring the area, embarking on day trips, and hiking along friendly trails. The local shopping mall and campground add to the charm, while premium tours offer unique experiences. With its stunning scenery and vibrant atmosphere, Kailua promises an unforgettable getaway.

Shopping

Kailua offers delightful shopping experiences, with local favorites like Kapi'olani Community College Farmers' Market, perfect for unique gifts, located 10 miles away. If you're up for a drive, visit Kahala Mall and Chinatown Cultural Plaza, both 9 to 10 miles away, featuring diverse shops and entertainment.

Recreation

The Royal Hawaiian Golf Club offers a stunning golf experience surrounded by lush landscapes, perfect for outdoor enthusiasts. For relaxation, visit Kaiona Beach Park, a tranquil spot ideal for unwinding. The Clarence T.C. Ching Athletics Complex provides an energetic atmosphere for sports lovers, just a short drive from Kailua.

Adventure

The Lanikai Pillboxes Trailhead offers a stunning hike with breathtaking views of the coast and vibrant scenery. For a more challenging experience, tackle the Olomana Three Peaks Trail, where adventure awaits at every turn. Alternatively, explore the Lulumahu Waterfall Trailhead, located 6 miles away, leading to a hidden waterfall oasis.

Nightlife

Kailua's nightlife offers a relaxed yet vibrant atmosphere, featuring beachside bars and casual eateries. Enjoy live music at local venues, sip cocktails with ocean views, or join a luau for a taste of Hawaiian culture. The laid-back vibe makes it perfect for unwinding after a day of adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Kailua

Experience the beauty of Kailua, a perfect destination for outdoor and family beach vacations. Explore stunning attractions like Kailua Beach and Kailua Bay, or enjoy the vibrant Kailua Town. With options for vacation rentals in Oahu, you can easily immerse yourself in the scenic surroundings and partake in various beach activities. Whether you seek relaxation or adventure, Kailua has something for everyone.

  • Lanikai Beach: Renowned for its powdery white sand and crystal-clear waters, Lanikai Beach offers a serene escape with stunning views of the Mokulua Islands. Ideal for sunbathing, swimming, and kayaking, this beach embodies the quintessential Hawaiian paradise.
  • University of Hawaii at Manoa: Located 9 miles from Kailua, this vibrant campus showcases modern architecture and lush landscapes. Experience the local culture through art exhibits, botanical gardens, and engaging educational events that reflect the diverse community.
  • Kaneohe Bay: Just 3 miles away, Kaneohe Bay is a picturesque destination perfect for outdoor adventures. Enjoy kayaking, snorkeling, or simply relaxing while soaking in the breathtaking scenery of lush mountains and tranquil waters.

Best time to go to Kailua

The best time to visit Kailua can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Kailua falls in September, when visitor numbers are average and weather is mostly sunny with no rain. The coolest average temperature in Kailua falls in February, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January73.4°F (23.0°C)No RainMostly SunnyAverageAverage
February72.7°F (22.6°C)No RainMostly SunnyAverageAverage
March72.9°F (22.7°C)Light RainMostly SunnySlightly HighAverage
April74.1°F (23.4°C)No RainMostly SunnySlightly HighAverage
May75.6°F (24.2°C)No RainMostly SunnyAverageSlightly Low
June77.0°F (25.0°C)No RainMostly SunnyAverageAverage
July77.9°F (25.5°C)No RainMostly SunnySlightly HighSlightly High
August78.4°F (25.8°C)No RainMostly SunnyAverageSlightly High
September78.8°F (26.0°C)No RainMostly SunnyAverageAverage
October78.3°F (25.7°C)No RainMostly SunnySlightly LowSlightly Low
November76.5°F (24.7°C)No RainMostly SunnySlightly LowSlightly Low
December74.5°F (23.6°C)Light RainMostly SunnySlightly LowSlightly High

Tips to save on your trip to Kailua

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically May and October to November) for more affordable package holidays to Kailua.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

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Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from $630 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.