A couple sitting on a beach with clear blue water and small islands in the distance.

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.
  • Dec 5 - Dec 11

    Kuhio Banyan Club + Flight

    Waikiki
    6 nights
    2.0 star property
    7.4/10 - Good (1,002 reviews)
    "I think it's very important to know that the hotel is attached to a very popular bar , which stays open until four a m and is very loud. Use of the beach items was very wonderful. Great location."
    Reviewed November 4, 2026
    Roundtrip • Edmonton (YEG) - Oahu (HNL)
    YEG - HNL • 1 stop HNL - YEG • 1 stop
    CA $1,812
    CA $976
    per traveller
    found 1 day ago
    Kuhio Banyan Club
  • Dec 27 - Jan 2

    Ilikai by Luana Hawaii Vacation Rentals + Flight

    Waikiki
    5 nights
    3.0 star property
    8.8/10 - Excellent (62 reviews)
    "Good location. Clean roon"
    Reviewed November 4, 2026
    Roundtrip • Montreal (YUL) - Oahu (HNL)
    YUL - HNL • 2 stops HNL - YUL • 2 stops
    CA $7,538
    CA $3,260
    per traveller
    found 1 day ago
    Ilikai by Luana Hawaii Vacation Rentals
  • Dec 6 - Dec 12

    Paradise Bay Resort + Flight

    Kahaluʻu
    6 nights
    3.5 star property
    8.8/10 - Excellent (1,006 reviews)
    "It rained the whole time we was there, other than that it was amazing stay!"
    Reviewed November 4, 2026
    Roundtrip • Montreal (YUL) - Oahu (HNL)
    YUL - HNL • 1 stop HNL - YUL • 1 stop
    Save 100% on your flight
    CA $3,937
    CA $1,947
    per traveller
    found 1 day ago
    Paradise Bay Resort
  • Dec 27 - Dec 31

    Ala Moana Hotelcondo by Luana Vacation Rental + Flight

    Ala Moana
    4 nights
    3.5 star property
    7.4/10 - Good (259 reviews)
    Roundtrip • Edmonton (YEG) - Oahu (HNL)
    YEG - HNL • 1 stop HNL - YEG • 1 stop
    CA $4,905
    CA $2,741
    per traveller
    found 1 day ago
    Ala Moana Hotelcondo by Luana Vacation Rental
  • Dec 21 - Dec 25

    @ Marbella Lane - Pōmaika'i Ocean Love Paradise + Flight

    Waianae
    4 nights
    3.5 star property
    8.0/10 - Very good (2 reviews)
    "It's a good place to stay for vacation nice and clean 👌..."
    Reviewed August 25, 2026
    Roundtrip • Vancouver (YVR) - Oahu (HNL)
    YVR - HNL • 1 stop HNL - YVR • 1 stop
    CA $13,248
    CA $7,736
    per traveller
    found 1 day ago
    @ Marbella Lane - Pōmaika'i Ocean Love Paradise

Where to stay in Kailua

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

Kalama Tract

Kalama Tract offers a peaceful slice of Hawaiian residential life just steps from Kailua's famous white-sand beaches. Tropical gardens and swaying palms line the quiet streets where local families stroll. This authentic area provides a perfect home base for beach adventures without the tourist crowds. Visitors can walk to world-class Kailua Beach in just ten minutes. The nearby Kawainui Marsh attracts birdwatchers and nature lovers. Most accommodations feature private gardens and island-style charm. Morning trade winds carry the sweet scent of plumeria through this serene community.

Coconut Grove

Coconut Grove in Kailua offers a heavenly escape where pristine white-sand beaches meet swaying palm trees. The area blends vacation rentals with quiet residential streets, creating an authentic Hawaiian experience away from crowds. Tropical gardens and beach access paths wind through this serene coastal community. This paradise is perfect for water enthusiasts looking to kayak, paddleboard, or simply relax on Kailua Beach. Local fruit stands and casual eateries serve fresh poke and shave ice. With limited nightlife, the area embraces natural evening activities like stargazing and peaceful beach walks.

Maunawili

Maunawili delivers a true Hawaiian escape in the lush Koolau Mountains. Hikers trek through bamboo forests to reach the stunning 20-foot waterfall with its inviting swimming hole. Golf enthusiasts appreciate the nearby courses while history buffs explore Ulu Pō Heiau State Monument. This residential haven offers vacation rentals with mountain views and tropical landscaping. The neighborhood's quiet streets wind through dense vegetation with minimal tourist crowds. Kailua's beaches and dining options are just a 15-minute drive away, combining natural seclusion with convenient access to amenities.

Lanikai

Lanikai is a secluded paradise on Oahu's windward side with powdery white sand beaches and crystal-clear turquoise waters. The twin Mokulua Islands float offshore like emerald jewels against the horizon. This upscale residential area offers a peaceful retreat away from Hawaii's more commercial tourist spots. Adventurous travellers can hike the Lanikai Pillbox Trail for breathtaking panoramic views of the coastline. The calm waters provide perfect conditions for kayaking to the offshore islands or snorkelling among tropical fish. With limited commercial development, Lanikai maintains its authentic Hawaiian residential charm and natural beauty.

Beachside

Though Beachside might not have many top sights, you can venture to the surrounding area to see attractions like Kailua Beach and Lanikai Beach.

Discover the most popular places to visit in Kailua

What to do in Kailua

Kailua Hotel Deals

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 out 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.

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.

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.

Frequently Asked Questions

How much does a Kailua vacation package cost?

You can pick up a vacation package to this popular destination from CA $976 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.