Kailua Vacations 2026 from CA $2,408

Name: Sheraton Waikiki Beach Resort
Price range: CA $653

Kailua flight + hotel packages

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

Paradise Bay Resort

Kahaluʻu

CA $2,408

per person

Jul 1 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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.

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana

CA $3,963

per person

Aug 7 - Aug 11

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.

@ Marbella Lane - Paradise Point Close to Beaches

CA $6,043

per person

Aug 12 - Aug 19

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

Book a stay at this luxury cottage in Waianae. Enjoy free parking, a garden, and a pool table. Popular attractions Makaha Valley Golf Club and Kaneʻaki Heiau are located nearby.

@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views

Waikiki

CA $5,778

per person

Aug 5 - Aug 12

found 9 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Honolulu (HNL)

Book a stay at this beach apartment in Honolulu. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.

Waikiki Shore by OUTRIGGER

Waikiki

CA $2,771

per person

Aug 5 - Aug 12

found 15 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Honolulu (HNL)

Book a stay at this beach condo in Honolulu. Enjoy free WiFi, a beach locale, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Royal Hawaiian Center and Waikiki Beach Walk are located nearby.

Top Kailua hotels deals

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

CA $290

CA $434 total

Jun 1 - Jun 2

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 $334

CA $487 total

Jun 8 - Jun 9

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 Royal Hawaiian Center are located nearby.

Pool

Hot tub

Prince Waikiki

100 Holomoana St Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $330

CA $467 total

Jun 2 - Jun 3

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

'Alohilani Resort Waikiki Beach

2490 Kalakaua Avenue Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $372

CA $533 total

May 27 - May 28

includes taxes & fees

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 Royal Hawaiian Center are located nearby.

Pool

Hot tub

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI

Free cancellation

Reserve now, pay when you stay

CA $653

CA $860 total

May 27 - May 28

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 $316

CA $465 total

May 30 - May 31

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 Royal Hawaiian Center are located nearby.

Pool

Hot tub

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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(347 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(489 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.

Crowded beach day filled with tourists and locals at Kailua Beach Park on the windward side of Oahu, Hawaii

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 $2,408. 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.