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

Kailua Vacations from $607

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The Latest Kailua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 15 - Sep 20

    Kuhio Banyan Club + Flight

    Waikiki
    5 nights
    2.0 star property
    7.4/10 - Good (999 reviews)
    "Great location. Staff were awesome. You will need to bring your own shampoo and conditioner."
    Reviewed July 29, 2026
    Roundtrip Burbank (BUR) - Oahu (HNL)
    BUR - HNL1 stop HNL - BUR1 stop
    $932
    $607
    per traveler
    found 1 day ago
    Kuhio Banyan Club
  • Oct 19 - Oct 23

    Ilikai by Luana Hawaii Vacation Rentals + Flight

    Waikiki
    4 nights
    3.0 star property
    8.8/10 - Excellent (59 reviews)
    Roundtrip Burbank (BUR) - Oahu (HNL)
    BUR - HNL1 stop HNL - BUR2 stops
    $1,983
    $888
    per traveler
    found 1 day ago
    Ilikai by Luana Hawaii Vacation Rentals
  • Oct 1 - Oct 7

    Ala Moana Hotelcondo by Luana Vacation Rental + Flight

    Ala Moana
    6 nights
    3.5 star property
    7.6/10 - Good (258 reviews)
    Roundtrip Burbank (BUR) - Oahu (HNL)
    BUR - HNL2 stops HNL - BUR1 stop
    $2,197
    $1,060
    per traveler
    found 2 hours ago
    Ala Moana Hotelcondo by Luana Vacation Rental
  • Sep 8 - Sep 14

    Luana Waikiki Hotel & Suites + Flight

    Waikiki
    6 nights
    3.5 star property
    8.8/10 - Excellent (1,627 reviews)
    "We stayed there 7 night everything was great but next time the has construction 🚧 going in so not happy with that."
    Reviewed July 29, 2026
    Roundtrip Burbank (BUR) - Oahu (HNL)
    BUR - HNL1 stop HNL - BUR1 stop
    Save 100% on your flight
    $1,442
    $821
    per traveler
    found 1 day ago
    Luana Waikiki Hotel & Suites
  • Sep 8 - Sep 14

    Stay Hotel Waikiki + Flight

    Waikiki
    6 nights
    3.0 star property
    8.0/10 - Very Good (1,926 reviews)
    "We traveled with two under 10. We also traveled with my parents who had their own room near us. ABC store was next door, beach was a block away. Staff were tremendous! Used the free laundry facilities so we didn't have to pack as much and also to make returning home easier. Beach equipment and towels readily available. Close to so much: Zoo, Aquarium, International Marketplace, pick ups for tours, etc. We had a great stay and would stay here again!"
    Reviewed July 29, 2026
    Roundtrip Burbank (BUR) - Oahu (HNL)
    BUR - HNL1 stop HNL - BUR1 stop
    Save 100% on your flight
    $1,095
    $679
    per traveler
    found 1 day ago
    Stay Hotel Waikiki

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 neighborhood 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 neighborhood 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 travelers 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 snorkeling 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 Lanikai Beach and Kailua 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.

Frequently Asked Questions

How much does a Kailua vacation package cost?

You'll find cheap prices from $607 on Expedia for your Kailua break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Kailua costs.

What are the cheapest months to go to Kailua?

You can usually find reduced prices and better availability in August, October and December. Check out our cheap Kailua vacation packages and you could land some great off-season deals.

How many days is enough for Kailua?

Kailua vacations come in various shapes and sizes, but to really get a feel for this destination, we reckon 6 days is a good ballpark. In this timeframe, you can visit top attractions like Kailua Bay Beach and Kalama Beach Park along with underrated gems. Don't forget to visit cool neighborhoods such as Lanikai and Kalama Tract either. If you're clever with your time, you can even take a day trip from Kailua too.

Is it worth booking a vacation package to Kailua?

Whether you'd like to visit top attractions such as Lanikai Beach and Kailua Beach on your Kailua vacation, or coming for its great distilleries and craft breweries, golfing and hiking, there's something for everyone here. With so much to experience, you'll quickly learn why so many travelers think Kailua is a good vacation destination.

How to find the best Kailua package deals?

Begin your search for a Kailua package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Kailua package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kailua getaway off to a flying start.

Is it cheaper to book a Kailua vacation as a package?

You can enjoy significant savings on your Kailua escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Kailua?

If you're considering a spur-of-the-moment Kailua trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.

How to plan a trip to Kailua?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Kailua.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Kailua. Then, select a hotel that suits your budget, whether that's an affordable option or a deluxe retreat.
  3. Use our trip planning tool to explore Kailua: Research every aspect of your trip to Kailua with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Kailua, you can figure out the ideal length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Kailua vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Kailua. Find all the exciting things to do in Kailua with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Kailua vacation packages?

If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Kailua break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

Book with confidence

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.

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.

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.