Kailua Vacations

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Kailua Flight + Hotel packages

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

Hawaiian Sun Holidays

Waikiki
$1,000
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Honolulu (HNL)
Stay at this apartment in Honolulu. Enjoy free WiFi, 2 hot tubs, and a sauna. Popular attractions Waikiki Beach and International Market Place are located nearby.
The apartment is nice, but the balcony doors are broken and won't open; the microwave also needs repair, and the dining table is broken.

Reviewed on Aug 31, 2026

Stay Hotel Waikiki

Stay Hotel Waikiki

Waikiki
$1,201
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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.
Honestly it was an amazing stay! They had incredibly good amenities always welcoming and helpful the rooms are clean and don’t get me started on everything they provide for a beach day! You don’t need to buy or rent anything just go down and ask them and they are more than happy to help you out with what you need!

Reviewed on Sep 1, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
Save 100% on your flight
$1,882
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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.
Kuhio Banyan Club

Kuhio Banyan Club

Waikiki
$1,106
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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 International Market Place and Royal Hawaiian Center are located nearby.
No soap in the shower dispenser. Room was loud at night. Big room. Dated interior and exterior. Staff was great. Location is difficult. There is no designated loading zone.

Reviewed on Aug 30, 2026

Waikiki Circle Hotel By Castle

Waikiki Circle Hotel By Castle

Waikiki
$1,298
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Honolulu (HNL)
Stay at this hotel in Honolulu. Enjoy valet parking (surcharge), a 24-hour front desk, and cable/satellite TV service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.
Well appointed rooms, helpful staff, and an unbeatable location! Totally recommended!

Reviewed on Aug 31, 2026

Ilikai Hotel & Luxury Suites

Ilikai Hotel & Luxury Suites

Waikiki
$1,386
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Honolulu (HNL)
Book a stay at this family-friendly hotel in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ala Moana Center and Waikiki Beach Walk are located nearby.
Such a wonderful place for families! The property, and the staff were amazing! The valet staff were a little slow and the washer/dryer took some time to connect to pay but other than that loved everything about our stay!

Reviewed on Aug 31, 2026

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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 Hotel Deals

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI
16.75 km from city center
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 ...
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI
16.67 km from city center
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 ...
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI
16.61 km from city center
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 ...
Prince Waikiki

Prince Waikiki

100 Holomoana St Honolulu HI
16.59 km from city center
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. ...
The Twin Fin Hotel

The Twin Fin Hotel

2570 Kalakaua Ave Honolulu HI
16.8 km from city center
Book a stay at this beach hotel in Honolulu. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the pool in our ...
Hyatt Place Waikiki Beach

Hyatt Place Waikiki Beach

175 Paoakalani Ave Honolulu HI
16.63 km from city center
Book a stay at this business-friendly hotel in Honolulu. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

2552 Kalakaua Ave Honolulu HI
16.74 km from city center
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 ...
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

2490 Kalakaua Avenue Honolulu HI
16.64 km from city center
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 ...
Waikiki Resort Hotel

Waikiki Resort Hotel

2460 Koa Avenue Honolulu HI
16.58 km from city center
Book a stay at this family-friendly hotel in Honolulu. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra

410 Atkinson Drive Honolulu HI
16.2 km from city center
Book a stay at this spa hotel in Honolulu. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

3253 N Nimitz Hwy Honolulu HI
19.43 km from city center
Book a stay at this business-friendly hotel in Honolulu. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast ...
Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG

2058 Kuhio Avenue Honolulu HI
16.21 km from city center
Book a stay at this family-friendly hotel in Honolulu. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Halepuna Waikiki by Halekulani

Halepuna Waikiki by Halekulani

2233 Helumoa Road Honolulu HI
16.72 km from city center
Book a stay at this luxury hotel in Honolulu. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our ...
Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

2365 Kalakaua Avenue Honolulu HI
16.64 km from city center
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the clean rooms ...
Sheraton Princess Kaiulani Waikiki Beach

Sheraton Princess Kaiulani Waikiki Beach

120 Kaiulani Ave Honolulu HI
16.54 km from city center
Stay at this hotel in Honolulu. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff ...
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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.

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.

Alaska Airlines
Delta
Mon, Oct 5 - Tue, Oct 13
SFO
San Francisco Intl.
HNL
Daniel K. Inouye Intl.
$290
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 5 from San Francisco Intl. to Daniel K. Inouye Intl., returning Tue, Oct 13, priced at $290 found 1 day ago
United
Southwest Airlines
Air Canada