How much does a Kailua vacation package cost?

You can pick up a vacation package to this popular destination from CA $1,002 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?

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. 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. 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. 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.

Kailua Vacation Packages: Browse Vacation Packages

Name: Sheraton Waikiki Beach Resort
Price range: CA $777
Rating: 9.2

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

Waikiki

CA $1,002

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Honolulu (HNL)

8/10 Very good! (1,859 reviews)

Everything about the stay was great.

Reviewed on Jul 13, 2026

Ilikai by Luana Hawaii Vacation Rentals

Waikiki

CA $1,700

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Honolulu (HNL)

8.8/10 Excellent! (58 reviews)

A bit dated room but good location. Amenities are great and beach access was very close.

Reviewed on Feb 23, 2026

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana

CA $1,736

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Honolulu (HNL)

7.6/10 Good! (258 reviews)

Luana Waikiki Hotel & Suites

Waikiki

CA $1,231

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Honolulu (HNL)

8.8/10 Excellent! (1,580 reviews)

The hotel was great staff very helpful

Reviewed on Jul 13, 2026

Paradise Bay Resort

Kahaluʻu

CA $1,340

per person

Sep 14 - Sep 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Honolulu (HNL)

8.8/10 Excellent! (1,001 reviews)

This place is a hidden gem!! Tucked away in a beautiful town on a peaceful, serene bay with amazing staff!! Marissa was most helpful with recommendations that did not disappoint. I will definitely be returning.

Reviewed on Jul 13, 2026

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	73.4°F (23.0°C)	No Rain	Mostly Sunny	Average	Average
February	72.7°F (22.6°C)	No Rain	Mostly Sunny	Average	Average
March	72.9°F (22.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
April	74.1°F (23.4°C)	No Rain	Mostly Sunny	Slightly High	Average
May	75.6°F (24.2°C)	No Rain	Mostly Sunny	Average	Slightly Low
June	77.0°F (25.0°C)	No Rain	Mostly Sunny	Average	Average
July	77.9°F (25.5°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
August	78.4°F (25.8°C)	No Rain	Mostly Sunny	Average	Slightly High
September	78.8°F (26.0°C)	No Rain	Mostly Sunny	Average	Average
October	78.3°F (25.7°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
November	76.5°F (24.7°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	74.5°F (23.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly 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.

Ready to book your vacation to Kailua?

Choose your dates

Kailua Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

CA $406

CA $574 total

Jul 27 - Jul 28

includes taxes & fees

8.4/10 Very good! (9,487 reviews)

"great location and plenty of food option near property"

Reviewed on Jul 13, 2026

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI

Fully refundableReserve now, pay when you stay

CA $777

CA $1,009 total

Aug 7 - Aug 8

includes taxes & fees

9.2/10 Wonderful! (3,249 reviews)

"Good Overall"

Reviewed on Jul 12, 2026

'Alohilani Resort Waikiki Beach

2490 Kalakaua Avenue Honolulu HI

CA $487

CA $672 total

Aug 3 - Aug 4

includes taxes & fees

8.6/10 Excellent! (4,115 reviews)

"Not 5 star by any means. Rooms were nice (basic). Shower drips 24x7, toilet flush is so dramatic it can wake everyone on the floor, doors are so heavy that you cant sneak out of a room without a huge 'clunk'. If its windy, there is no Breakfast restaurant, as the Swell Bar becomes uncomfortable to ..."

Reviewed on Jul 13, 2026

See all 5,727 properties in Kailua

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.