Kailua Holidays from £837

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Your Kailua Holiday

From its highlights to its hidden delights, this city is best experienced with a Kailua holiday 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 programme 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 holiday to Kailua to suit your travel style, whatever that may look like.

Top Kailua Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Royal Kuhio
Panoramic Oceanview Resort
@ Marbella Lane Hale Lai Serene Luxury 3BR Home
Halekulani
Four Seasons Resort Oahu at Ko Olina

Where to stay in Kailua

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

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.

*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 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.

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 Holiday

It's time to pack your suitcase and unwind by the ocean on a Kailua holiday. Stunning coastal vistas are plentiful on a trip to Kailua — Kailua Beach (1 mile away) is the perfect example. We recommend basing yourself close by. If you're looking for more options, many visitors to the area also book Kailua holiday deals close to Kalama Beach Park and Kailua Bay Beach.

Things You Should Know About Kailua

  • If you want to stay just moments away from the shoreline, see what's available at these Kailua beach hotels. You're sure to find a place to suit your style.
  • Private holiday homes are also popular with many visitors to these parts. Lanikai La'i Hale 4 Bedrooms 3 Bathrooms Home and Hale Bali are great examples of what to expect from this accommodation style.
  • Alternatively, go for our All-Inclusive hotels in Kailua. They make budgeting a piece of cake. Leave your cash in your room and enjoy the freedom that comes with going all-inclusive.
  • Our Kailua things to do page is the perfect place to start planning your getaway to Kailua. Once you arrive, strike up a conversation with one of the 38,600 locals to find out more.
  • Kailua Beach is one major sight you need to see here. For plenty of other great ideas to add to your itinerary, check out our Kailua holiday deals.

Kailua Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Daniel K. Inouye Intl. Airport (HNL)
Population
38,600
Max Temp Winter
24ºC
Max Temp Summer
27ºC
Top Sights
Honolulu Zoo, Lanikai Beach and Kailua Beach

Top hotels in Kailua

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
The price is £240 per night from 10 May to 11 May
£240
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (8,975 reviews)
This place truly has everything! It’s perfect for families with kids—friendly staff, excellent facilities, lots of activities, and clean, comfortable rooms. The dining credit per stay is a great bonus, and there are plenty of shops nearby. You don’t even need to leave the property to enjoy the peaceful ...

Reviewed on 1 May 2026

Hilton Hawaiian Village Waikiki Beach Resort
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
The price is £458 per night from 3 May to 4 May
£458
3 May - 4 May
includes taxes & fees
9.2/10 Wonderful! (3,072 reviews)
Centrally located.

Reviewed on 30 Apr 2026

Sheraton Waikiki Beach Resort
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
The price is £259 per night from 4 May to 5 May
£259
4 May - 5 May
includes taxes & fees
8.8/10 Excellent! (4,982 reviews)
A cleaner, well-kept room and hotel would have been nice. I spent the first several hours after we checked-in cleaning and sterilizing the room and it still didn’t feel comfortable. The poor upkeep (peeling, old wallpaper/paint, cracks, water leak stains, furniture, appliances and features not updated, ...

Reviewed on 1 May 2026

Hyatt Regency Waikiki Beach Resort & Spa
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.

Popular places to visit

What to do in Kailua

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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. Flight-inclusive packages are ATOL protected.