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

CA $1,070

per person

Nov 1 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Honolulu (HNL)

8.8/10 Excellent! (1,006 reviews)

Best location to experience paradise!

Reviewed on Sep 16, 2026

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana

CA $5,220

per person

Dec 4 - Dec 11

found 8 hours ago

Roundtrip flight included

Edmonton (YEG) to Honolulu (HNL)

7.6/10 Good! (258 reviews)

Ilikai by Luana Hawaii Vacation Rentals

Waikiki

CA $1,532

per person

Oct 30 - Nov 6

found 9 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Honolulu (HNL)

8.8/10 Excellent! (61 reviews)

We had 3 adults staying there. It was advertised for 3 adults, however, the futon foldout was only big enough for a kid. We took pictures of our adult kids and their heads went over the futon. However. After complaining, the owners dropped off a double/queen blow up mattress, about the 3 day into the stay, meanwhile one of the kids had to move into our room. So, bad news, the room was not set up for 3 adults, but good news after days of complaining, the bed was corrected.

Reviewed on Aug 27, 2026

Stay Hotel Waikiki

Waikiki

CA $1,135

per person

Oct 18 - Oct 23

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Honolulu (HNL)

8.2/10 Very good! (1,994 reviews)

Room was on the top floor and was super small with the bed taking up almost the whole room. A/C also didn't do much, but I feel that's because one wall was just a window. The view wasn't too bad though and it's just a short walk to the beach. Employees were also very helpful. Would stay again.

Reviewed on Sep 16, 2026

The Beach Villas at Ko Olina by Real Select Vacations

Ko Olina

CA $4,943

per person

Dec 7 - Dec 14

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Honolulu (HNL)

9.6/10 Exceptional! (85 reviews)

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

A tropical beach with clear turquoise waters, two small islands, and a dense palm tree line.

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.

A coastal town with a clear view of the ocean, a hilly landscape, and a distant mountain range.

Beachside

1 out of top 10 points of interest in this area

Though Beachside might not have many top sights, you can venture to the surrounding area to see attractions like Kailua Beach and Lanikai Pillboxes Trailhead.

A beach at sunset with two prominent rock formations in the distance and a vibrant sky.

Enchanted Lake

When in Enchanted Lake, you can plan a visit to Lanikai Pillboxes Trailhead and Kailua Beach, some noteworthy sights in the nearby area.

A beach at night with a cloudy sky, palm trees, and distant mountains.

Kalama Tract

2 out of top 10 points of interest in this area

While Kalama Tract might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Kailua Bay Beach and Kailua Beach.

A couple walking on a beach with two prominent mountains in the background.

Coconut Grove

1 out of top 10 points of interest in this area

While Coconut Grove isn't home to many top sights, Kailua Bay Beach and Kailua Beach 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

CA $330

CA $481 total

Sep 23 - Sep 24

includes taxes & fees

8.4/10 Very good! (9,798 reviews)

"There's a large variety of things to do here, it really is a village. My room had a great view of the ocean and Honolulu."

Reviewed on Sep 16, 2026

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI

Fully refundableReserve now, pay when you stay

CA $360

CA $518 total

Sep 23 - Sep 24

includes taxes & fees

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI

Fully refundableReserve now, pay when you stay

CA $379

CA $535 total

Sep 27 - Sep 28

includes taxes & fees

See all 5,896 properties in Downtown Kailua

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.