
Downtown Kailua Vacation Packages
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Top Holiday Package Deals in Downtown Kailua
Price found within the past 48 hours. Click for updated prices.

Paradise Bay Resort
Kahaluʻu
Price was CA $2,042, price is now CA $1,346 per person
CA $1,346
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
Very relaxing. Great location with wonderful views.
Reviewed on Jul 25, 2026



Where to stay in Downtown Kailua
Find the best Downtown Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Kailua

Lanikai
1 out of top 10 points of interest in this area
While Lanikai isn't home to many top sights, Lanikai Beach and Lanikai Pillboxes Trailhead are some notable places to visit nearby.
Downtown Kailua Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort
2005 Kalia Rd Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $359 per night from Aug 29 to Aug 30
CA $359
CA $518 total
Aug 29 - Aug 30
includes taxes & fees
8.4/10 Very good! (9,461 reviews)
"Really no need to leave the "village". Lots of hotel amenities. Get to pool very early if you want to get a place to sit and relax otherwise the beach is steps away and you can rent loungers and umbrella for a small fee. Overall- good stay."
Reviewed on Jul 31, 2026

Sheraton Waikiki Beach Resort
2255 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $682 per night from Aug 30 to Aug 31
CA $682
CA $895 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (3,308 reviews)
"Recomendado"
Reviewed on Jul 30, 2026

The Twin Fin Hotel
2570 Kalakaua Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from Aug 29 to Aug 30
CA $257
CA $398 total
Aug 29 - Aug 30
includes taxes & fees
8.4/10 Very good! (5,523 reviews)
"Good over all of u want a room close to the beach and a good bed to sleep in."
Reviewed on Jul 31, 2026
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.
Things to do

Pearl Harbor, Arizona & City Tour with Optional Battleship Missouri Upgrade
CA $86
per adult
88% of travellers recommend

Amazing Oahu Adventure Bundle: 6 Self-Guided Audio Tours
CA $50
per traveller

Oahu Grand Circle Island Experience from Waikiki
CA $121
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











