Kailua Vacations from ¥255,590

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The Latest Kailua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
Stay Hotel Waikiki
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views
Waikiki Shore by OUTRIGGER

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 ¥35,976 per night from Jun 4 to Jun 5
¥35,976
¥53,057 total
Jun 4 - Jun 5
includes taxes & fees
8.4/10 Very Good! (9,112 reviews)
"Great service!"

Reviewed on May 28, 2026

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 ¥38,617 per night from Jun 1 to Jun 2
¥38,617
¥56,257 total
Jun 1 - Jun 2
includes taxes & fees
9/10 Wonderful! (5,085 reviews)
"This review is more about the hotel and flight than Expedia. Expedia by far had the best pricing. The hotel site was under construction which was an eyesore at best. The wallpaper was falling apart throughout most hallways and rooms. We had several issues with rooms including bugs in one room and ..."

Reviewed on May 28, 2026

Hyatt Regency Waikiki Beach Resort & Spa
Prince Waikiki

Prince Waikiki

4.5 out of 5
100 Holomoana St Honolulu HI
Fully refundableReserve now, pay when you stay
The price is ¥42,230 per night from Jun 2 to Jun 3
¥42,230
¥58,813 total
Jun 2 - Jun 3
includes taxes & fees
9.4/10 Exceptional! (3,372 reviews)
"Excellent service. Would come back again"

Reviewed on May 26, 2026

Prince Waikiki
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.

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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.