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.
Stay Hotel Waikiki

Stay Hotel Waikiki

Waikiki
CA $980
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.2/10 Very good! (1,994 reviews)
Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana
CA $4,749
per person
Nov 13 - Nov 20
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Honolulu (HNL)
7.6/10 Good! (258 reviews)
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

Waikiki
CA $1,543
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (61 reviews)
We had 3 adults staying there. It was advertised for 3 adults, however, the futon foldout was only big enough for a kid. We took pictures of our adult kids and their heads went over the futon. However. After complaining, the owners dropped off a double/queen blow up mattress, about the 3 day into the stay, meanwhile one of the kids had to move into our room. So, bad news, the room was not set up for 3 adults, but good news after days of complaining, the bed was corrected.

Reviewed on Aug 27, 2026

Paradise Bay Resort

Paradise Bay Resort

Kahaluʻu
CA $1,310
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
Peaceful We checked in to a room, extended to another night since it was raining, instead of trying to accommodate in staying into that room until the next room was ready. I had to check out wait while it was pouring rain. The assistant was Vanessa, did not tell me there was a refrigerator where I could store the food we had already purchased, which I did inform her we had food. All she said that she could put that request in and that the room should be ready by 4p,. Check out from the other room was 11am. Room was ready by 2pm . So for 3 hours it was pouring and everything packed. The next day electricity goes out for one hour, while making breakfast, no back up generator. Again, check out 11am. NO SERVICE RECOVERY FOR THE DAY BEFORE AND DAY OF CHECK OUT FOR PIWER OUTAGE!. Same person, Vanessa, requested to at least check out by 12p. Which i thought was reasonable, being i did not say how I was Accommodated for the previous day. She says that the room has someone that needs to be checked in , so if I could be checked out ASAP. I was out by 1130p. As much as this area on the island can be so beautiful, and they have renovated from 10 years ago. Service has diminished for the amount you pay. The last time we had breakfast, and a upgraded room, since they did not have the room available at that time. What happened to Kama'aina and Aloha! It's too bad for such a beautiful place

Reviewed on Sep 9, 2026

Romer House Waikiki

Romer House Waikiki

Waikiki
CA $1,052
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (951 reviews)

Where to stay in Kailua

Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua
A tropical beach with clear turquoise waters, two small islands, and a dense palm tree line.

Lanikai

1 out of top 10 points of interest in this area

While Lanikai isn't home to many top sights, Lanikai Beach and Kailua Beach are some notable places to visit nearby.

Find hotels in Lanikai
A beach at night with a cloudy sky, palm trees, and distant mountains.

Kalama Tract

2 out of top 10 points of interest in this area

While Kalama Tract might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Kailua Bay Beach and Kailua Beach.

Find hotels in Kalama Tract
A coastal town with a clear view of the ocean, a hilly landscape, and a distant mountain range.

Beachside

1 out of top 10 points of interest in this area

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

Find hotels in Beachside
A beach at sunset with two prominent rock formations in the distance and a vibrant sky.

Enchanted Lake

When in Enchanted Lake, you can plan a visit to Kailua Beach and Lanikai Beach, some noteworthy sights in the nearby area.

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A couple walking on a beach with two prominent mountains in the background.

Coconut Grove

1 out of top 10 points of interest in this area

While Coconut Grove isn't home to many top sights, Kailua Bay Beach and Kailua Beach are some notable places to visit nearby.

Find hotels in Coconut Grove

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.

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

  • 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

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
CA $329
CA $481 total
Sep 19 - Sep 20
includes taxes & fees
8.4/10 Very good! (9,809 reviews)
"The room was"

Reviewed on Sep 13, 2026

Hilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
CA $359
CA $517 total
Sep 14 - Sep 15
includes taxes & fees
Hyatt Regency Waikiki Beach Resort & Spa
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
CA $378
CA $533 total
Sep 27 - Sep 28
includes taxes & fees
Sheraton Waikiki Beach Resort
See all 5,978 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.
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Stay near popular Kailua attractions

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

Lanikai Beach

9.2/10 (3,293 reviews)
Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.
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Two people kayaking on turquoise waters with clear skies and two small islands in the background.
Photo by Hawaii Visitors and Convention Bureau

Kailua Beach

9.2/10 (4,483 reviews)
With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.
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A beach with clear turquoise water, people swimming and sunbathing, and lush green hills in the background.

Kailua Bay Beach

9.8/10 (9 reviews)
Why not spend a lazy afternoon at Kailua Bay Beach during your trip to Kailua? While you're in the area, stroll along the beautiful beaches.
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A coastal walkway lined with palm trees, a rocky shoreline, and a clear view of the ocean.

Kalama Beach Park

9.2/10 (5 reviews)
Kalama Beach Park is just one of the places to see in Kailua, so why not enjoy the other things to explore during your travels? Wander the parks and beaches while you're in the area.
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A coastal town with clear blue waters, two small islands, and a dense cluster of houses and palm trees.

Lanikai Pillboxes Trailhead

9.4/10 (6 reviews)
You can take time to visit Lanikai Pillboxes Trailhead during your travels to Kailua. Stroll along the area's seaside, or simply savor its top-notch restaurants.
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A golf course with a view of the ocean and mountains in the background.

Kaneohe Klipper Golf Course

6.0/10 (1 review)
Enjoy a round of golf in Marine Corps Base Hawaii at Kaneohe Klipper Golf Course. Visit the area's shops or amble around its beautiful beaches.
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A beach with clear turquoise water, a sandy shore, and two small islands in the distance during sunset.

Kalama Beach

Why not spend a lazy afternoon at Kalama Beach during your trip to Kailua?
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Mokapu Point

10.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Mokapu Point during your travels in Marine Corps Base Hawaii. Wander the beautiful beaches in this relaxing area.
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What to do in Kailua

Waikiki Trolley Pass All Line Hop-On Hop-Off

Waikiki Trolley Pass All Line Hop-On Hop-Off

CA $25
per adult
94% of travellers recommend
Waikiki Trolley Pass All Line Hop-On Hop-Off
Cruise Ship at sea in Oahu

Sunset Dinner Cruise with Polynesian Show

CA $144
per adult
86% of travellers recommend
Sunset Dinner Cruise with Polynesian Show
NEW: Kaula Luau at Ko Olina Ocean's Edge

NEW: Kaula Luau at Ko Olina Ocean's Edge

CA $138
per adult
74% of travellers recommend
NEW: Kaula Luau at Ko Olina Ocean's Edge
See all activities in Kailua

Frequently asked questions

How much does a Kailua vacation package cost?
You can pick up a vacation package to this popular destination from CA $980 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.

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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.