Kailua Vacations 2026 from CA $1,207

Kailua flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Waikiki Resort Hotel

Waikiki

CA $1,207

per person

Feb 11 - Feb 15

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Honolulu (HNL)

Book a stay at this family-friendly hotel in Honolulu. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.

Ilikai by Luana Hawaii Vacation Rentals

Waikiki

CA $2,929

per person

Feb 25 - Feb 28

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

Stay at this hotel in Honolulu. Enjoy free WiFi, valet parking (surcharge), and laundry facilities. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana

CA $5,794

per person

Feb 13 - Feb 20

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Honolulu (HNL)

Stay at this hotel in Honolulu. Enjoy 3 restaurants, 2 bars/lounges, and a fitness center. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.

'Alohilani Resort Waikiki Beach

Waikiki

CA $1,603

per person

Feb 11 - Feb 17

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Honolulu (HNL)

Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 5 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.

Paradise Bay Resort

Kahaluʻu

CA $1,501

per person

Mar 14 - Mar 19

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Honolulu (HNL)

Stay at this hotel in Kaneohe. Enjoy a marina, a fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kualoa Beach Park and Aloha Ke Akua Chapel are located nearby.

Top Kailua hotels deals

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $722

CA $943 total

Feb 9 - Feb 10

includes taxes & fees

Book a stay at this luxury hotel in Honolulu. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Royal Hawaiian Center and Waikiki Beach Walk are located nearby.

Pool

Hot tub

Waikiki Beach Marriott Resort & Spa

2552 Kalakaua Ave Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $299

CA $445 total

Jan 19 - Jan 20

includes taxes & fees

Book a stay at this beach resort in Honolulu. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.

Pool

Hot tub

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $389

CA $551 total

Jan 25 - Jan 26

includes taxes & fees

Book a stay at this luxury resort in Honolulu. Enjoy 5 outdoor pools, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Waikiki Beach Walk and Royal Hawaiian Center are located nearby.

Pool

Spa

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $295

CA $436 total

Jan 31 - Feb 1

includes taxes & fees

Book a stay at this beach resort in Honolulu. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.

Pool

Hot tub

Waikiki Resort Hotel

2460 Koa Avenue Honolulu HI

CA $144

CA $245 total

Jan 12 - Jan 13

includes taxes & fees

Book a stay at this family-friendly hotel in Honolulu. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.

Pool

Free WiFi

Hyatt Place Waikiki Beach

175 Paoakalani Ave Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $264

CA $383 total

Jan 12 - Jan 13

includes taxes & fees

Book a stay at this business-friendly hotel in Honolulu. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.

Pool

Breakfast included

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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

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.

Kailua Beach

4.5/5(482 reviews)

If a restful vacation is part of your travel plans, Kailua Beach might be the perfect place to seek out during your trip to Kailua. While you're in the area, wander around the parks.

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.

Frequently asked questions

How much are vacation packages to Kailua?

Epic adventures await in Kailua, with Travelocity vacation packages starting from just CA $1,207. Including flights and hotels, these great deals make it really easy to see more of our beautiful planet.

Where can I get the best vacation package deals for Kailua?

With as many as 400 air carriers and 1,000,000 properties all over the world, it's hard to top Travelocity. Look through our impressive range and create your dream package deal to Kailua. Don't you love it when traveling is that easy?

Why should I purchase my Kailua vacation package with Travelocity?

Nothing beats the peace of mind knowing you've just picked up the best price around — that's our Price Match Guarantee. Add to that our incredibly broad range of destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.

Will I save money on my Kailua car rental if I book it with a hotel or flight?

Sure can. And our Kailua vacation packages are the ideal way to do it. With just a few clicks you can save cash as well as time by booking everything in one place. Pick up the keys to your rental car then set your own course. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.