Kailua Vacations from $761

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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

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Kuhio Banyan Club
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
Halekulani
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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

Stay near popular Kailua attractions

What to do in Kailua

Kailua Hotel Deals

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
$314 nightly
The price is $373 total per night from Oct 30 to Oct 31
$373 total
Oct 30 - Oct 31
Total with taxes and fees
9/10 Wonderful! (5,534 reviews)
"Great experience! Rooms were clean and hotel was very accessible to the beach"

Reviewed on Oct 29, 2026

Hyatt Regency Waikiki Beach Resort & Spa
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
$408 nightly
The price is $484 total per night from Nov 14 to Nov 15
$484 total
Nov 14 - Nov 15
Total with taxes and fees
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
$232 nightly
The price is $276 total per night from Oct 30 to Oct 31
$276 total
Oct 30 - Oct 31
Total with taxes and fees
8.4/10 Very Good! (10,126 reviews)
"Bed bugs in the tapa building, extra charges on my credit card charged and yet i had paid the money"

Reviewed on Oct 29, 2026

Hilton Hawaiian Village 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 perfect for outdoor and family beach vacations, offering a variety of activities. Enjoy exploring the town, embark on day trips, and discover friendly hiking trails that cater to all skill levels. For those seeking adventure, try the zipline ropes course, or indulge in premium tours to experience the area's natural beauty. Don't forget to visit the local shopping mall and centers for a taste of Kailua's vibrant community.

Shopping

Kailua offers charming shopping experiences. Check out Kahala Mall, located 9 miles away, for a mix of entertainment and family-friendly vibes. If you're up for a drive, visit Kapi'olani Community College Farmers' Market and Chinatown Cultural Plaza, both about 10 miles away, for local goods and unique finds.

Recreation

Experience the serene atmosphere at Royal Hawaiian Golf Club, where you can enjoy a round of golf amidst lush landscapes. For relaxation, head to Kaiona Beach Park, perfect for unwinding by the ocean. For a fun family outing, try Glow Putt Mini Golf, combining adventure with friendly competition.

Adventure

Embark on the Lanikai Pillboxes Trailhead for stunning views of turquoise waters and lush landscapes. Challenge yourself at the Olomana Three Peaks Trail, where breathtaking panoramas await. For a refreshing adventure, hike to Lulumahu Waterfall, located 6 miles from Kailua, surrounded by vibrant greenery and serenity.

Nightlife

Kailua's nightlife is relaxed yet vibrant, featuring beachside bars and cozy lounges. Enjoy live music at local venues, sip tropical cocktails, and mingle with friendly locals. Stroll along the shore or join a beach bonfire for a laid-back evening under the stars.

*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 is perfect for outdoor family vacations, offering stunning beaches and scenic views. Explore popular attractions like Kailua Beach, Kailua Bay, and Kailua Town for a memorable experience. Whether you're relaxing on the sandy shores or enjoying the vibrant local scene, there's plenty to do for beach and nature lovers alike.

  • Lanikai Beach: Known for its stunning turquoise waters and powdery white sand, Lanikai Beach is a tropical paradise perfect for sunbathing, swimming, and kayaking. The beach vibes here are serene, making it an ideal spot for relaxation and picturesque sunsets.
  • University of Hawaii at Manoa: Located 9 miles away, this modern college campus offers a vibrant atmosphere with lush landscapes and impressive architecture. Experience the city vibes while exploring its art galleries, botanical gardens, and cultural events.
  • Kaneohe Bay: Just 3 miles from Kailua, Kaneohe Bay boasts breathtaking scenery and outdoor adventures. Enjoy kayaking, snorkeling, and stunning views of the surrounding mountains, making it a perfect spot for nature lovers.

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

  • 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

Is Kailua better suited for a beach vacation or a cultural trip?
Kailua is primarily a beach and outdoor destination, making it an excellent choice for a Kailua vacation focused on sun, sand, and water activities. You'll find iconic spots like Lanikai Beach, about 3 miles from central Kailua, and Kailua Beach, just about 1 mile away, offering opportunities for swimming, kayaking, and windsurfing.

Kailua also has historical significance. The area was once a residential seat for Oʻahu Rulers, and ancient temple ruins, such as those at Ulupo Heiau State Historic Site, can be explored for a touch of local history.
How can I save money on a Kailua vacation package?
When you bundle, you can save up to 30%*. To save money on a Kailua package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Kailua?
A Kailua vacation offers a mix of stunning beaches, scenic hikes, and unique attractions:

Browse and book things to do in Kailua on Expedia.
Do you need to rent a car in Kailua, or is public transport enough?
For a Kailua vacation package, public transport is available, but a rental car offers more flexibility for exploring. TheBus operates four routes throughout the Kailua District, connecting areas like Kailua Town, Kailua Beach Park, and Lanikai. These local buses can be a convenient way to get around for some travelers.

However, for those planning to explore further afield, visit attractions with less frequent bus service, or simply prefer the convenience of traveling on their own schedule, a rental car is recommended. This is especially true for Kailua beach vacation packages, as a car allows easy access to various beaches and outdoor activities across the island. Travelers comparing Kailua vacation packages with flights can often add a car rental to their bundle for a seamless experience.
Can I change or cancel my Kailua vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Kailua vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Kailua vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Kailua vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Kailua?
To find last-minute vacation packages to Kailua, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Kailua vacation packages?
Free cancellation on a Kailua vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Kailua vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Kailua getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Kailua vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.