Kailua Vacations

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Kailua Flight + Hotel packages

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

Kuhio Banyan Club

Waikiki
Save 100% on your flight
$735
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Honolulu (HNL)
Stay at this hotel in Honolulu. Enjoy 5 restaurants, daily housekeeping, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Royal Hawaiian Center and Waikiki Beach Walk are located nearby.
The club was right next to the hotel but overall it was good We liked it because it was close to everything and food and close to the international market.

Reviewed on Aug 8, 2026

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana
$1,216
per person
Sep 19 - Sep 26
found 2 hours ago
Roundtrip flight included
San Francisco (SFO) 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

Paradise Bay Resort

Kahaluʻu
Save 100% on your flight
$1,288
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Kahaluu Beach and Senator Fong's Plantation & Gardens are located nearby.
Very relaxing. Great location with wonderful views.

Reviewed on Jul 25, 2026

Stay Hotel Waikiki

Stay Hotel Waikiki

Waikiki
Save 100% on your flight
$958
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Royal Hawaiian Center are located nearby.
Great hotel

Reviewed on Aug 10, 2026

Royal Kuhio

Royal Kuhio

Waikiki
Save 100% on your flight
$1,033
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Honolulu (HNL)
Book a stay at this family-friendly condo in Honolulu. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Waikiki Beach Walk and Royal Hawaiian Center are located nearby.
Everything is excellent

Reviewed on Aug 7, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
Save 100% on your flight
$1,487
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Honolulu (HNL)
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.
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Kailua Vacation Packages

Looking to save time and money on your upcoming vacation to Kailua? The AARP Travel Center Powered by Expedia® can help you do both. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Kailua incredible. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. We have a huge choice of flights and lodgings, as well as local endeavors to pick from.

Kailua Hotel Deals

Our listings include lodgings that are close to all the Kailua points of interest, and some that are just outside the city center for a more restful retreat.

From Kailua hotels with pools and on-site restaurants, to boutique accommodations that add all the extra touches, you'll get a hotel here that will make your trip astounding. With AARP Travel Center's Kailua hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.

Things to do in Kailua

People from all over make this city their vacation destination, and with good reason. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.

You can also check out our "Things to Do" tab for more inspiration or to book an activity in Kailua.

Save with a Kailua Vacation Package

With so much going on in Kailua, you'll be wanting to plan your itinerary, not spending time to finding the cheapest hotel. AARP Travel Center allows you to quickly get all you wish for, and save a little money while doing it. You can coordinate your whole vacation, including things to do in Kailua from only one place. The hardest packing you'll have to do is for your suitcase. Bundle today and save!

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
HNL
Daniel K. Inouye Intl.
$299
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Sep 1 from Los Angeles Intl. to Daniel K. Inouye Intl., returning Wed, Sep 2, priced at $299 found 5 hours ago
Alaska Airlines
Delta
Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
HNL
Daniel K. Inouye Intl.
$299
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Sep 1 from Los Angeles Intl. to Daniel K. Inouye Intl., returning Wed, Sep 2, priced at $299 found 5 hours ago
American Airlines
Southwest Airlines