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

Kailua Holidays from £403

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Top Kailua flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 30 Sept - 4 Oct

    Stay Hotel Waikiki + Flight

    Waikiki
    4 nights
    3.0 star property
    8.0/10 - Very good (1,918 reviews)
    Return Los Angeles (LAX) - Oahu (HNL)
    LAX - HNLDirect HNL - LAXDirect
    £638
    £403
    per traveller
    found 1 day ago
    Stay Hotel Waikiki
  • 13 Sept - 19 Sept

    Paradise Bay Resort + Flight

    Kahaluʻu
    6 nights
    3.5 star property
    8.8/10 - Excellent (1,000 reviews)
    "Very relaxing. Great location with wonderful views."
    Reviewed July 25, 2026
    Return Birmingham (BHX) - Oahu (HNL)
    BHX - HNL2 stops HNL - BHX2 stops
    £2,468
    £1,695
    per traveller
    found 1 day ago
    Paradise Bay Resort
  • 30 Sept - 4 Oct

    Sweetwater at Waikiki + Flight

    Waikiki
    4 nights
    3.0 star property
    8.6/10 - Excellent (166 reviews)
    Return Los Angeles (LAX) - Oahu (HNL)
    LAX - HNLDirect HNL - LAXDirect
    £724
    £502
    per traveller
    found 1 day ago
    Sweetwater at Waikiki
  • 30 Sept - 4 Oct

    Waikiki Circle Hotel By Castle + Flight

    Waikiki
    4 nights
    3.0 star property
    8.4/10 - Very good (1,452 reviews)
    Return Los Angeles (LAX) - Oahu (HNL)
    LAX - HNLDirect HNL - LAXDirect
    £714
    £518
    per traveller
    found 1 day ago
    Waikiki Circle Hotel By Castle
  • 30 Sept - 4 Oct

    Sheraton Waikiki Beach Resort + Flight

    Waikiki
    4 nights
    4.5 star property
    9.2/10 - Wonderful (3,308 reviews)
    "Recomendado"
    Reviewed July 30, 2026
    Return Los Angeles (LAX) - Oahu (HNL)
    LAX - HNLDirect HNL - LAXDirect
    Save 100% on your flight
    £984
    £715
    per traveller
    found 23 hours ago
    Sheraton Waikiki Beach Resort

Where to stay in Kailua

Find the best Kailua areas 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 accommodation 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 holiday 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 holiday 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

While there might not be top attractions in Beachside, you can explore the larger area and discover places 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

Why should I book my Kailua holiday with Expedia?

Choose Expedia to arrange your next big escape with ease, all in the same place. Our top tip for scoring the best deal on a Kailua retreat? Bundle your accommodation, airfares and/or hire car into a package holiday. Then throw in some fun tours and activities. Most bookings also include flexible cancellation policies, so there's no need to panic if you have to switch up your itinerary. Round-the-clock help with changing and cancelling your trip is available via our Customer Service Portal link.

When is the best time of year to holiday in Kailua?

Kailua is very popular in February, March and May, so if you want to steer clear of the crowds, travel in August, October and December. To get an idea of what type of weather you can experience, the daytime average temperature in February, the coolest month in Kailua, is 22ºC. The warmest month here is September, when temperatures are around 26ºC.

What are the top hotels for my holiday in Kailua?

Many visitors to Kailua often stay in Lanikai. Lani Retreat - Charming Lanikai Beachfront Home and Upscale Kailua Getaway: Steps to Swim Beach! are popular options in this neighbourhood. But it's not the only vibrant place around town! Kalama Tract is another terrific area and where you'll find Private Beachlane House * 2 bedrooms & 1 1/2 bath * AC and Hawaiian Dream - Beachfront /Oceanfront paradise. By RedAwning.

How do I get a cheap holiday to Kailua?

Bundle your hotels and flights with Expedia to save on your next adventure. With more than 400 airlines and 321,000 properties throughout the world, your Kailua holiday can be tailored exactly to suit your travel style. With all that extra cash, why not add one or two fun experiences and tours? It's an easy way to unlock even more bargains. That dream holiday to Kailua is closer than you thought! Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.

What should I do on my Kailua holiday?

There are lots of places to visit while having a holiday in Kailua. Kailua Beach, Lanikai Beach, Sea Life Park and Kaneohe Bay are just some of this city's best attractions.

Do I need a visa for my Kailua holiday?

Official government websites are the best source of information on visa requirements, application procedures and necessary documentation. Your nationality and reason for visiting, whether it be for work or pleasure, will determine if you need a visa for Kailua. Also double-check that your passport is up to date and has at least six months validity remaining beyond your planned date of return. Finalise all your travel planning well ahead of time to avoid any nasty last-minute surprises.

What should I wear on my Kailua holiday?

Though everyone's style differs, it can be helpful to have some guidelines for what to wear during your holiday in Kailua. Consider looking up social media before you go so you can blend in like a local.

What does an Expedia Kailua holiday include?

That mostly depends on you. Simply select from a range of Kailua packages, such as a flight, hotel and hire car. You can also book a flight and a hotel, or a car hire with a flight. Once you've made your booking, add on the fun stuff like activities and tours. Whatever your perfect Kailua trip looks like, you're sure to save! Expedia features all sorts of properties, with the most sought after in Kailua including private holiday homes and apartments. With Expedia, you can expect the flexibility and freedom to personalise your holiday however you like.

Does Expedia offer Book Now, Pay Later Kailua holidays?

Expedia has teamed up with online lender Klarna to make your next break easier on your hip pocket. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
  • No-deposit holidays: Clicking on the "book now" button is easier with this payment plan. With no deposit required for your escape, you can Book Now, Pay Later and start working on your travel itinerary.

Can I choose my airline with a Kailua Expedia holiday?

The choice is all yours! Expedia has access to more than 400 airlines across the globe, so you can tailor your Kailua getaway according to your travel preferences.

Book with confidence

Things to do in and around Kailua

Kailua offers a delightful blend of outdoor and family-friendly activities, perfect for a beach holiday. Visitors can explore the area, kayak on its stunning waters, and enjoy kite surfing. For those seeking adventure, a zipline ropes course is a must-try. Additionally, Kailua boasts shopping centres for a leisurely day of retail therapy and various sports activities to keep everyone entertained while soaking in the beauty of Hawaii.

Shopping

Kailua offers a delightful shopping experience with Windward Mall, just 6.4km away, featuring family-friendly vibes and a variety of stores. If you're up for a drive, Kahala Mall is 14.5km away and boasts a vibrant atmosphere, while the Kapi'olani Community College Farmers' Market, located 16.1km away, showcases local produce and crafts.

Recreation

The Royal Hawaiian Golf Club offers a picturesque golfing experience amidst lush landscapes, perfect for sports enthusiasts. For relaxation, Kaiona Beach Park is ideal, providing a tranquil atmosphere by the shore. Meanwhile, the Clarence T.C. Ching Athletics Complex caters to sports lovers with its excellent facilities.

Adventure

The Lanikai Pillboxes Trailhead offers a thrilling hike with stunning panoramic views of the ocean and lush landscapes. For a more challenging adventure, tackle the Olomana Three Peaks Trail, which rewards hikers with breathtaking vistas. If you're up for a refreshing experience, explore the Lulumahu Waterfall Trailhead, renowned for its enchanting waterfall.

Nightlife

Kailua's nightlife is relaxed yet vibrant, featuring beachside bars and live music venues. Enjoy craft cocktails at the popular Buzz's Lanikai or unwind at the laid-back Kailua Beach Adventures. For a lively atmosphere, try out the local food trucks offering delicious bites under the stars.

Find the best attractions in and around Kailua

Kailua is perfect for outdoor and family beach vacations, featuring attractions such as Kailua Beach, Kailua Bay, and Kailua Beach Park. Visitors can enjoy surfing in Oahu and take in the stunning views of the bay. With its blend of scenic beauty and recreational activities, Kailua offers a delightful experience for those seeking relaxation and adventure in a picturesque setting.

  • Lanikai Beach: Renowned for its soft, powdery sands and stunning turquoise waters, Lanikai Beach offers a serene escape perfect for sunbathing or swimming. The picturesque backdrop of the Mokulua Islands adds to its charm, making it an ideal spot for relaxation.
  • Hoomaluhia Botanical Gardens: Located 6.4km from Kailua, this expansive botanical garden is a haven for nature lovers. With lush landscapes, tranquil walking paths, and a serene atmosphere, it’s perfect for a romantic stroll or a family day out amidst stunning flora.
  • Kailua Beach: Just like Lanikai, Kailua Beach boasts beautiful sands and clear waters. It’s a popular spot for water sports such as kayaking and paddleboarding, ensuring a fun-filled day for visitors.

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.

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