Book Exclusive Kailua Vacation Packages

Choose one or more items to build your trip:

Kailua flight + hotel packages

Prices and availability subject to change. Additional terms may apply.
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
Jun. 5 - Jun. 12
Roundtrip flight included
Winnipeg (YWG) to Honolulu (HNL)
Stay at this 3-star hotel in Honolulu. Enjoy free WiFi, valet parking, and a terrace. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby. Discover genuine guest reviews for Ilikai by Luana Hawaii Vacation Rentals, in Waikiki neighborhood, along with the latest prices and availability – book now.
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Waikiki
Save 100% on your flight
per person
Jun. 5 - Jun. 12
Roundtrip flight included
Winnipeg (YWG) to Honolulu (HNL)
Stay at this beach resort in Honolulu. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions International Market Place and Royal Hawaiian Center are located nearby. Discover genuine guest reviews for OUTRIGGER Waikiki Beach Resort, in Waikiki neighborhood, along with the latest prices and availability – book now.
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Waikiki
Save 100% on your flight
per person
Jun. 5 - Jun. 12
Roundtrip flight included
Winnipeg (YWG) to Honolulu (HNL)
Stay at this 3-star business-friendly hotel in Honolulu. Enjoy onsite parking, a 24-hour front desk, and a 24-hour business center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby. Discover genuine guest reviews for Stay Hotel Waikiki, in Waikiki neighborhood, along with the latest prices and availability – book now.
Prince Waikiki

Prince Waikiki

4.5 out of 5
Waikiki
Save 100% on your flight
per person
Jun. 5 - Jun. 12
Roundtrip flight included
Winnipeg (YWG) to Honolulu (HNL)
Stay at this luxury resort in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby. Discover genuine guest reviews for Prince Waikiki, in Waikiki neighborhood, along with the latest prices and availability – book now.
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

4 out of 5
Waikiki
Save 100% on your flight
per person
Jun. 12 - Jun. 19
Roundtrip non-stop flight included
Winnipeg (YWG) to Honolulu (HNL)
Stay at this beach hotel in Honolulu. Enjoy free WiFi, a beach locale, and 3 spa tubs. Our guests praise the breakfast and the pool in our reviews. Popular attractions Royal Hawaiian Center and Waikiki Beach Walk are located nearby. Discover genuine guest reviews for OUTRIGGER Reef Waikiki Beach Resort, in Waikiki neighborhood, along with the latest prices and availability – book now.

Top Kailua hotels deals

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!

Get rates
Stay at this vacation home in Kailua. Enjoy free WiFi, private pools, and a water park. Popular attractions Kailua Beach and Lanikai Beach are located nearby. Discover genuine guest reviews for Updated and Contemporary. Close to Kailua Beach w/heated pool and spa! along with the latest prices and availability – book now.
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4 out of 5
2005 Kalia Rd, Honolulu, HI
Free cancellation
Reserve now, pay when you stay
The price is CA $288 per night
CA $288
per night
Apr. 27 - Apr. 28
Stay at this 4-star beach resort in Honolulu. Enjoy 5 outdoor pools, 9 restaurants, and a beach locale. Popular attractions Waikiki Beach Walk and Royal Hawaiian Center are located nearby. Discover genuine guest reviews for Hilton Hawaiian Village Waikiki Beach Resort, in Waikiki neighborhood, along with the latest prices and availability – book now.
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue, Honolulu, HI
Free cancellation
Reserve now, pay when you stay
The price is CA $404 per night
CA $404
per night
May 8 - May 9
Stay at this beach resort in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby. Discover genuine guest reviews for 'Alohilani Resort Waikiki Beach, in Waikiki neighborhood, along with the latest prices and availability – book now.
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
2552 Kalakaua Ave, Honolulu, HI
Free cancellation
Reserve now, pay when you stay
The price is CA $382 per night
CA $382
per night
Apr. 26 - Apr. 27
Stay at this beach resort in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Waikiki Beach and Honolulu Zoo are located nearby. Discover genuine guest reviews for Waikiki Beach Marriott Resort & Spa, in Waikiki neighborhood, along with the latest prices and availability – book now.
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave, Honolulu, HI
Free cancellation
Reserve now, pay when you stay
The price is CA $368 per night
CA $368
per night
May 18 - May 19
Stay at this beach resort in Honolulu. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby. Discover genuine guest reviews for Hyatt Regency Waikiki Beach Resort & Spa, in Waikiki neighborhood, along with the latest prices and availability – book now.
Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra

3.5 out of 5
410 Atkinson Drive, Honolulu, HI
Free cancellation
Reserve now, pay when you stay
The price is CA $280 per night
CA $280
per night
May 19 - May 20
Stay at this spa hotel in Honolulu. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby. Discover genuine guest reviews for Ala Moana Hotel by Mantra, in Ala Moana neighborhood, along with the latest prices and availability – book now.
Don't see what you're looking for?
See all available properties in Kailua
View all properties
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

Image for Lanikai Beach

Lanikai Beach

4.5/5(339 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.

Lanikai Beach
Image for Kailua Beach

Kailua Beach

4.5/5(482 reviews)

Explore the great outdoors at Kailua Beach, a lovely green space in Kailua. While you're in the area, stroll along the beautiful beaches.

Kailua Beach
Image for Kailua Bay Beach

Kailua Bay Beach

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.

Kailua Bay Beach

Frequently asked questions

How much are vacation packages to Kailua?
With Travelocity vacation packages, you can be living it up in Kailua for as low as CA $1,397. Activities, hotels and flights — we’ve got you covered. You’re bound to save loads just for bundling your bookings. With everything taken care of before leaving, you won’t have a care in the world.
Where can I get the best vacation package deals for Kailua?
You’ll discover a fantastic range of Kailua package deals on Travelocity. With 400 air carriers and 665,000 properties around the globe, putting together your dream getaway will be easy.
Why should I purchase my Kailua vacation bundle via Travelocity?
Whether you’re in search of the ultimate unplugged vacation or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to comb through hundreds of different websites looking for the best deal — our Price Match Guarantee ensures you’ll always score the lowest possible price, and our team of customer service experts are available round-the-clock.
Can I save on my Kailua car rental if I book it with hotels and flights?
You can with our Kailua vacation packages. With one of these, there are tons of ways to stretch your vacation budget further. Combine any two or more car, hotel, flight and tour bookings and watch the savings add up. With your own set of wheels, all the key sights around Kailua are within reach.
What is the best time of year to go to Kailua?
If you need to watch your pennies, is a terrific month to visit Kailua, while is the dearest time of the year. is regarded as the peak season. If you’re hoping to avoid the crowds, are usually quieter.
Can I go on vacation to Kailua at this time?
We have the local knowledge to help make your travel dreams a reality, so before arranging your trip to Kailua, take peek at our Covid-19 Travel Advisor. Here you’ll find up-to-date info on quarantine policies, travel restrictions and other important advice.