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
$1,024
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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

Stay Hotel Waikiki

Stay Hotel Waikiki

Waikiki
$1,063
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Waikiki Circle Hotel By Castle

Waikiki Circle Hotel By Castle

Waikiki
$1,223
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
The properties right across the street from the beach although the beach is super busy. Staff were always very happy and helpful. It’s a bit of a dated hotel but the price was right. Also there is NO pool on site and if you have a rental car all they offer is valet parking there at $65 per day. It’s very hard to get street parking. All in all it was a good experience

Reviewed on Aug 31, 2026

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

Waikiki
Save 100% on your flight
$1,964
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Honolulu (HNL)
Book a stay at this beach resort in Honolulu. Enjoy 3 restaurants, a beach locale, and 2 beach bars. Our guests praise the breakfast and the pool in our reviews. Popular attractions International Market Place and Royal Hawaiian Center are located nearby.
Place was going under some type of construction which took away from the experience. Also the elevator carpets were filthy. Staff were great, food was good, limited but good. No microwave in rooms which kind of sucked. Rooms were very clean and had a great view of the ocean. Other than that, our experience was nice.

Reviewed on Aug 30, 2026

Waikiki Resort Hotel

Waikiki Resort Hotel

Waikiki
$1,113
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Honolulu (HNL)
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 helpful staff in our reviews. Popular attractions Waikiki Beach and International Market Place are located nearby.
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

Waikiki
$1,773
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Honolulu (HNL)
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 2 restaurants, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular attractions Royal Hawaiian Center and Waikiki Beach Walk are located nearby.
Staff was very friendly and facility was clean

Reviewed on Aug 30, 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 ...
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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
'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 ...
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 ...
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. ...
Ramada Plaza by Wyndham Waikiki

Ramada Plaza by Wyndham Waikiki

1830 Ala Moana Blvd Honolulu HI
16.48 km from city center
Stay at this hotel in Honolulu. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
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 ...
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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
United
Sun, Oct 18 - Wed, Oct 21
SFO
San Francisco Intl.
HNL
Daniel K. Inouye Intl.
$271
Roundtrip
found 1 day ago
Select United flight, departing Sun, Oct 18 from San Francisco Intl. to Daniel K. Inouye Intl., returning Wed, Oct 21, priced at $271 found 1 day ago
Delta
Mon, Oct 5 - Tue, Oct 13
SFO
San Francisco Intl.
HNL
Daniel K. Inouye Intl.
$290
Roundtrip
found 12 hours 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 12 hours ago
Southwest Airlines
Air Canada