Kailua Vacations 2026 from CA $1,158

Name: Sheraton Waikiki Beach Resort
Price range: CA $348

Kailua flight + hotel packages

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

Stay Hotel Waikiki

Waikiki

Save 100% on your flight

CA $1,158

per person

Nov 14 - Nov 21

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

Stay at this hotel in Honolulu. Enjoy parking (surcharge), a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.

Ilikai by Luana Hawaii Vacation Rentals

Waikiki

CA $2,908

per person

Dec 19 - Dec 26

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

Save 100% on your flight

CA $3,244

per person

Dec 27 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) 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.

Paradise Bay Resort

Kahaluʻu

Save 100% on your flight

CA $1,537

per person

Nov 10 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Honolulu (HNL)

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

Romer House Waikiki

Waikiki

Save 100% on your flight

CA $1,269

per person

Nov 14 - Nov 21

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

Stay at this hotel in Honolulu. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). 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.

Top Kailua hotels deals

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $338

CA $494 total

Oct 29 - Oct 30

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 $384

CA $548 total

Oct 12 - Oct 13

includes taxes & fees

Book a stay at this spa 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

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $348

CA $501 total

Oct 25 - Oct 26

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

'Alohilani Resort Waikiki Beach

2490 Kalakaua Avenue Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $341

CA $496 total

Nov 1 - Nov 2

includes taxes & fees

Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 5 restaurants, and a rooftop terrace. 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

Waikiki Beach Marriott Resort & Spa

2552 Kalakaua Ave Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $326

CA $487 total

Oct 22 - Oct 23

includes taxes & fees

Book a stay at this spa 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

Prince Waikiki

100 Holomoana St Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $366

CA $513 total

Oct 18 - Oct 19

includes taxes & fees

Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.

Pool

Hot tub

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See all available properties in Kailua

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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.

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.

See properties

Frequently asked questions

How much are vacation packages to Kailua?

Epic adventures await in Kailua, with Travelocity vacation packages starting from just CA $1,158. 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.