Kailua Vacation Packages

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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.

Top Kailua Vacation Deals

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
Paradise Bay Resort
OUTRIGGER Waikiki Paradise Hotel

Where to stay in Kailua

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

Things to do in and around Kailua

Kailua offers a fantastic outdoor and family-friendly beach vacation experience. Visitors can explore the vibrant local scene, enjoy a day at Kailua Beach, and indulge in various activities, including shopping at local malls and spending time at campgrounds. Whether you're seeking a relaxing beach getaway or an adventurous day trip, Kailua promises a memorable Hawaiian experience for everyone.

Shopping

Kahala Mall, located 14.5km away, offers a vibrant shopping experience with entertainment and family-friendly vibes. If you're up for a drive, Kapi'olani Community College Farmers' Market and Chinatown Cultural Plaza, both 16.1km away, provide unique local flavours and cultural treasures perfect for souvenirs.

Recreation

Experience the lush greens of the Royal Hawaiian Golf Club, perfect for a relaxing day on the course. Unwind at Kaiona Beach Park, where wellness and relaxation await amid stunning ocean views. For sports enthusiasts, visit the Clarence T.C. Ching Athletics Complex, offering a vibrant atmosphere just a short drive away.

Adventure

The Lanikai Pillboxes Trailhead offers a scenic hike with breathtaking views of the coast and lush landscapes. For a challenging adventure, try the Olomana Three Peaks Trail, where you'll conquer stunning peaks. A visit to Lulumahu Waterfall Trailhead, located 9.7km from Kailua, rewards you with a refreshing waterfall experience.

Nightlife

Kailua's nightlife is relaxed yet vibrant, featuring beachfront bars like Buzz's Lanikai and the lively atmosphere at Hawaiian Brian's. Enjoy a laid-back evening with tropical cocktails at these venues or explore local live music, ensuring a memorable Hawaiian experience.

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

Find the best attractions in and around Kailua

Kailua, located in Honolulu County, Hawaii, is an ideal destination for outdoor and family beach vacations. Visitors can enjoy breathtaking scenery and various attractions such as Kailua Beach, Kailua Beach Park, and Kailua Bay. The vibrant Kailua town offers a range of experiences, perfect for those seeking relaxation and adventure in a stunning coastal backdrop.

  • Lanikai Beach: Renowned for its soft white sands and turquoise waters, Lanikai Beach offers a serene escape perfect for sunbathing, swimming, and kayaking. The breathtaking views of the Mokulua Islands add to its allure, making it an idyllic spot for relaxation and outdoor activities.
  • University of Hawaii at Manoa: This vibrant campus, located 14.5km from Kailua, boasts stunning architecture and lush gardens. Visitors can enjoy the cultural diversity and innovative spirit of this modern university while exploring its museums and galleries.
  • Kaneohe Bay: Just 4.8km from Kailua, Kaneohe Bay is a picturesque haven for outdoor enthusiasts. With its stunning scenery, snorkeling, and water sports opportunities, it’s a perfect destination for those looking to immerse themselves in Hawaii’s natural beauty.

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 (3 kilometres 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.

Ready to book your vacation to Kailua?

 

Choose your dates

Kailua Hotel Deals

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
The price is CA $638 per night from Aug 24 to Aug 25
CA $638
CA $838 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (2,355 reviews)
"The pool is separate from the adults' pool so that kids can have fun, and it even has a slide, which is great. There's also a Honolulu Coffee and cookie shop so you can take a quick break. I'd love to stay here again."

Reviewed on Aug. 20, 2025

Sheraton Waikiki Beach Resort
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
The price is CA $339 per night from Sep 2 to Sep 3
CA $339
CA $477 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (8,367 reviews)
"Staff was nice and welcoming. Cleaning services was great. Shops within walking distance, beach within a few steps from the pool"

Reviewed on Aug. 19, 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
The price is CA $311 per night from Sep 14 to Sep 15
CA $311
CA $453 total
Sep 14 - Sep 15
includes taxes & fees
8.8/10 Excellent! (4,399 reviews)
"Ok"

Reviewed on Aug. 20, 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.

Discover the most popular places to visit in Kailua

What to do in Kailua

Frequently asked questions

How much does a Kailua vacation package cost?
You can pick up a vacation package to this popular destination from CA $798 on Expedia. But how much your vacation to Kailua costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Kailua?
April, June and November are great times to search for cheap Kailua vacation packages. Travelling in quieter months means you can generally find reduced prices on accommodations and flights.
How many days is enough for Kailua?
Kailua vacations can be short or long, but to get a true feel for this place, we'd suggest 6 days is a good ballpark. This will mean you can visit top attractions like Waimanalo Beach and Kaneohe Bay and track down some hidden gems. Don't skip cool areas such as Lanikai and Kalama Tract either. If you're clever with your time, you may even be able to take a day trip outside of Kailua too.
Is it worth booking a vacation package to Kailua?
Kailua has everything you need for the perfect getaway — distilleries and craft breweries, golfing and hiking are just the start. Whether you want to check out attractions like Lanikai Beach and Kailua Beach, or take the road less travelled, you'll have plenty to do on your Kailua vacation.
How to find the best Kailua package deals?
Finding a cheap Kailua package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Kailua package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Kailua vacation as a package?
You can enjoy significant savings on your Kailua escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Kailua?
If you're considering a spur-of-the-moment Kailua vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Kailua?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to visit Kailua.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your accommodations will probably be the largest expense during your trip to Kailua.
  3. Decide how long to go away for: Now that you know more about Kailua, you can figure out the ideal length of your break. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Kailua vacation package.

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