Kailua Vacations from ¥177,246

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The Latest Kailua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
@marbella Lane - Elegant 3BR w/ Marvelous Views

Where to stay in Kailua

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

Find the Best Kailua Vacation Packages

Things to do in and around Kailua

Shopping

In Kailua, visit Windward Mall, just 6.4km away, for a mix of shopping and dining with a family-friendly atmosphere. If you're up for a drive, check out Kamehameha Shopping Center, 14.5km away, offering a vibrant blend of business and entertainment. Don't miss the Kapi'olani Community College Farmers' Market, also 16.1km away, for local goods and a lively city vibe.

Recreation

At Kaneohe Klipper Golf Course, enjoy breathtaking views while playing a round of golf in a serene outdoor setting. Bay View Golf Course offers a similar experience with its lush landscapes, perfect for those seeking a sporty yet relaxing day amidst nature. Both venues provide a refreshing escape.

Adventure

The Lulumahu Waterfall Trailhead offers a breathtaking hike with lush scenery, located 9.7km from Kailua. For a shorter trek, the Lanikai Pillboxes Trailhead provides stunning views right in Kailua. Olomana Three Peaks Trail challenges adventurers with its rugged terrain and rewarding vistas, perfect for outdoor enthusiasts.

Nightlife

Kailua's nightlife offers a relaxed vibe with beachside bars like Buzz's Lanikai and upscale dining at Uahi Island Grill. For a fun evening, enjoy live music at Kailua Town Pub or sip cocktails at Lanikai Brewing Company while soaking in the island atmosphere.

*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 on the windward coast of Oahu, is an ideal destination for outdoor enthusiasts and families seeking a beach vacation. Visitors can enjoy beautiful spots like Kailua Beach and Kailua Bay, while the charming Kailua Town offers local shopping and dining. With a mix of cultural experiences and stunning natural landscapes, Kailua provides a perfect getaway for those looking to relax and soak up the sun in Hawaii.

  • Lanikai Beach: Experience the serene beauty of Lanikai Beach, known for its soft white sands and crystal-clear turquoise waters. Perfect for swimming, sunbathing, or simply soaking in the tropical vibes, this beach is a true paradise nestled in Kailua.
  • University of Hawaii at Manoa: Explore the vibrant campus of the University of Hawaii at Manoa, located 14.5km from Kailua. This modern university offers a unique blend of academic excellence and city energy, making it a fascinating place to stroll and enjoy the lush surroundings.
  • Hanauma Bay Nature Preserve: Discover the stunning underwater world at Hanauma Bay Nature Preserve, 16.1km from Kailua. Renowned for its friendly atmosphere and diverse marine life, this reserve is perfect for snorkeling and appreciating 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 SunnyAverageSlightly High
July77.9°F (25.5°C)No RainMostly SunnySlightly HighSlightly High
August78.4°F (25.8°C)No RainMostly SunnyAverageAverage
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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Kailua.
  • 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 kilometers 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 Hotel Deals

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 ¥46,952 per night from Jul 26 to Jul 27
¥46,952
¥66,228 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very Good! (9,472 reviews)
"Rooms need a little upgrade. Our sink was leaking on and off. However the staff and all the amenities were great. The restaurants on the property had great food."

Reviewed on Jul 12, 2026

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
The price is ¥88,762 per night from Aug 7 to Aug 8
¥88,762
¥115,287 total
Aug 7 - Aug 8
includes taxes & fees
9.2/10 Wonderful! (3,248 reviews)
"Good Overall"

Reviewed on Jul 12, 2026

Sheraton Waikiki Beach Resort
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue Honolulu HI
The price is ¥55,618 per night from Aug 3 to Aug 4
¥55,618
¥76,712 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (4,107 reviews)
"Very friendly!"

Reviewed on Jul 12, 2026

'Alohilani Resort Waikiki Beach
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.

Stay near popular Kailua attractions

What to do in Kailua

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from ¥177,246 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?
If you'd like to score a cheap Kailua vacation package, consider visiting in April, June and November. You'll usually find lower prices on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Kailua?
We'd recommend booking a Kailua vacation for a minimum of 6 days. This gives you plenty of time to check off popular sights such as Kailua Bay Beach and Kalama Beach Park, as well as explore neighborhoods like Lanikai and Kalama Tract. You could even fit in a day trip (or two) from Kailua.
Is it worth booking a vacation package to Kailua?
Kailua has all the ingredients you need for an awesome trip — distilleries and craft breweries, golfing and hiking are just the start. Whether you'd like to check out attractions like Lanikai Beach and Kailua Beach, or venture off the beaten track, there's plenty to explore on your Kailua vacation.
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 right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Kailua.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Kailua.
  3. Decide how long to go away for: Now that you're more familiar with Kailua, you can work out the perfect length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the ideal Kailua vacation package for you.

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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.