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.
Stay Hotel Waikiki
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
@marbella Lane - Elegant 3BR w/ Marvelous Views
@ Marbella Lane - Paradise Point Close to Beaches

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 is perfect for a family beach vacation, offering a range of outdoor activities. Enjoy exploring the vibrant shopping mall centre, or take on the excitement of a zipline ropes course. Don't miss the stunning Kailua Beach for a memorable beach experience, and consider a day trip to soak in the sun and surf. This lovely destination promises a blend of relaxation and adventure for all visitors.

Shopping

In Kailua, enjoy shopping at Windward Mall, just 6.4km away, offering a family-friendly atmosphere. You can also visit the Kapi'olani Community College Farmers' Market, located 16.1km away, for local produce and crafts. If you're up for a drive, Kahala Mall, 14.5km away, features entertainment and shopping options.

Recreation

Experience a round of golf at Pali Golf Course, just 4.8km from Kailua, offering lush landscapes and a vibrant outdoor atmosphere. Alternatively, unwind at Kaiona Beach Park, located 9.7km away, where wellness and relaxation await amidst stunning coastal views. Don't miss the scenic Ko'olau Golf Club, 6.4km from Kailua.

Adventure

Experience the thrill of the Olomana Three Peaks Trail, where breathtaking views await. Hike the Lanikai Pillboxes Trailhead for stunning coastal scenery. For a more secluded adventure, trek to Lulumahu Waterfall, located 9.7km from Kailua, and immerse yourself in the lush Hawaiian landscape.

Nightlife

Kailua's nightlife offers a relaxed vibe with beachside bars and local eateries. Enjoy craft cocktails at Haleiwa Joe's or unwind at Buzz's Lanikai. For live music, check out the nearby venues that showcase local talent, creating a vibrant atmosphere perfect for a memorable evening.

*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 perfect for outdoor and family beach vacations. Visitors can enjoy beautiful spots like Kailua Beach Park and the stunning Kailua Beach, while exploring attractions such as Kailua Town and the picturesque sand beaches. With its emphasis on outdoor activities and scenic experiences, Kailua offers something for every traveller seeking a memorable getaway.

  • Lanikai Beach: Renowned for its breathtaking beauty, Lanikai Beach boasts powdery white sands and crystal-clear waters. The serene atmosphere makes it perfect for sunbathing, swimming, and kayaking, offering an idyllic beach vibe that feels like a slice of paradise.
  • University of Hawaii at Manoa: This vibrant campus, located 14.5km from Kailua, showcases modern architecture and rich cultural diversity. With its lush landscapes and engaging academic environment, it offers a unique city vibe, inviting visitors to explore its gardens and museums.
  • Kaneohe Bay: Just 4.8km from Kailua, Kaneohe Bay captivates with stunning scenery and outdoor activities. Enjoy kayaking, paddleboarding, or simply relaxing by the water while taking in the panoramic views of the surrounding mountains and islands.

Best time to go to Kailua

The best time to visit Kailua is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain. February is its coolest month on average. At this time, 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

  • 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 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.

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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 CA $310 per night from May 10 to May 11
CA $310
CA $456 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (8,954 reviews)
Expansive resort in the heart of Waikiki. A must stay for every vacation type: family, romantic, etc.

Reviewed on Apr 29, 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 CA $669 per night from May 29 to May 30
CA $669
CA $878 total
May 29 - May 30
includes taxes & fees
9.2/10 Wonderful! (3,074 reviews)
From the moment I stepped into the Sheraton Waikiki Beach Resort, I had an amazing experience. The hotel was clean, welcoming, and the check-in process was quick and seamless. My room was ready upon arrival, which made everything even easier after a long travel day. The staff truly stood out during ...

Reviewed on Apr 26, 2026

Sheraton 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 $331 per night from May 3 to May 4
CA $331
CA $483 total
May 3 - May 4
includes taxes & fees
8.8/10 Excellent! (4,964 reviews)
It's a good value. The pool restaurant was o.k.

Reviewed on Apr 29, 2026

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.

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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.