Kailua Vacations from $697

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Your Kailua Vacation

From its highlights to its hidden delights, this city is best experienced with a Kailua vacation package. Find a place to stay in Waikiki, which is great for nightlife, coastal beaches and cafes. If taking in sights is part of the program during your trip to Kailua, check out major attractions like Kailua Beach, Lanikai Beach and Waimanalo Beach. Expedia is here to help you escape your routine. Tailor your vacation to Kailua to suit your travel style, whatever that may look like.

The Latest Kailua vacation packages

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki

Stay Hotel Waikiki

3 out of 5
Waikiki
Save 100% on your flight
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Honolulu (HNL)
7.8/10 Good! (1,181 reviews)
Great staff and clean room. Not bad for the price.

Reviewed on Jul 30, 2025

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Honolulu (HNL)
8.8/10 Excellent! (46 reviews)
I had the best 40th birthday a girl could ask for!!

Reviewed on May 24, 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Honolulu (HNL)
7.4/10 Good! (254 reviews)
The property was beautiful clean and plenty of towels ect. But didnt have toilet brushes. We needed more bin holders we where only given 2 for 10 days with kids. And a broom. Or..dust pan and brush to pick up fine stuff, sand in the toilets or kitchen area. A few more Coffee, Tea, Sugar, Salt and Pepper ingredients wouldnt go astray. Its is a lovely big lounge area to feel homely. Just need a bit more for thought...in the kitchen, save buying it. We ended up buying them.and donated them the young guy on the front desk...family man with 4 kids. And gave him a nice tip, for his help planning our way around the city, ubers calls...ect. Our plane arrived at 11.30 so we got in a 2.30 early...4.00 checks seems the norm...but if the room is ready...it shouldnt be a issue..a quick message and we where in. It made our day run more smoothly...sitting around in foyer waiting to get in...was hard. So the front desk allowed us to go into the pool...which we where eternal grateful for. The convenience of being near a major shopping center was great...quick dinner in food courts, made the family life easier for all. Waikiki was too busy for me...but each to there own. Rooms are spacious and views lovely...no need for Air Conditioning that high up.

Reviewed on Jul 3, 2025

Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Waikiki
Save 100% on your flight
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Honolulu (HNL)
8.6/10 Excellent! (1,990 reviews)
Comfortable. Convenient.

Reviewed on Jul 31, 2025

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Waikiki
Save 100% on your flight
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Honolulu (HNL)
9/10 Wonderful! (3,044 reviews)
What a fabulous stay!

Reviewed on Jul 30, 2025

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Where to stay in Kailua

Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua
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Lanikai

1 out of top 10 points of interest in this area
4/5(3 area reviews)

While Lanikai isn't home to many top sights, Lanikai Beach and Kailua Beach are some notable places to visit nearby.

Find hotels in Lanikai

Discover the most popular places to visit in Kailua

Lanikai Beach

Lanikai Beach

Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.

Lanikai Beach
Kailua Beach featuring island images, landscape views and kayaking or canoeing

Kailua Beach

Paddle a kayak to the nearby islands, relax in the white sands or enjoy a picnic in the shade of the native trees at one of Oahu’s most popular beaches.

Kailua Beach
Relaxing afternoon in Kailua #beach #BeachBound

Beach

Why not spend a lazy afternoon at Beach during your trip to Kailua? While you're in the area, stroll along the beautiful beaches.

Beach

What to do in Kailua

Hawaiian Honey Tasting with Food

Honey Flight & Bites: The Best Honey Tasting in Hawaii

$34
per adult
Honey Flight & Bites: The Best Honey Tasting in Hawaii
Self-Guided Kayak Tour

Self-Guided Kayak Tour

$107
per adult
100% of travellers recommend
Self-Guided Kayak Tour
Twin Islands Guided Kayak Tour

Twin Islands Guided Kayak Tour

$267
per traveler
90% of travellers recommend
Twin Islands Guided Kayak Tour
See all activities in Kailua

Kailua Hotel Deals

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue, Honolulu, HI
Fully refundableReserve now, pay when you stay
$352 nightly
The price is $415 total per night from Aug 25 to Aug 26
$415 total
Aug 25 - Aug 26
Total includes taxes and fees
8.4/10 Very Good! (3,102 reviews)
"To many kids in hot tub but overall perfect place to stay"

Reviewed on Jul 30, 2025

'Alohilani Resort Waikiki Beach
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd, Honolulu, HI
Fully refundableReserve now, pay when you stay
$300 nightly
The price is $353 total per night from Aug 17 to Aug 18
$353 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (8,287 reviews)
"2nd visit there! I’ll be back!!!!"

Reviewed on Jul 30, 2025

Hilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $315 total per night from Aug 24 to Aug 25
$315 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (4,318 reviews)
"Fun."

Reviewed on Jul 29, 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 5,614 properties in 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.

Find the Best Kailua Vacation Packages

Kailua Beach Vacation

Kick back on the shoreline as you admire the sunlight flickering across the water during your Kailua vacation. If you're looking for a full beach experience, a trip to Kailua will deliver. You've probably heard about Lanikai Beach (2 miles away). We suggest organizing your accommodations nearby. However, many sightseers also go for Kailua packages that are closer to Kailua Bay Beach or Kalama Beach Park, two other great nearby options.

Kailua Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Daniel K. Inouye Intl. Airport (HNL)
Population
38,600
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Honolulu Zoo, Lanikai Beach and Kailua Beach

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Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from $697 on Expedia for your Kailua break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Kailua costs.
What are the cheapest months to go to Kailua?
You can usually find reduced prices and better availability in August, October and December. Check out our cheap Kailua vacation packages and you could land some great off-season deals.
How many days is enough for Kailua?
Kailua vacations come in various shapes and sizes, but to really get a feel for this destination, we reckon 6 days is a good ballpark. In this timeframe, you can visit top attractions like Kailua Bay Beach and Kalama Beach Park along with underrated gems. Don't forget to visit cool neighborhoods such as Lanikai and Kalama Tract either. If you're clever with your time, you can even take a day trip from Kailua too.
Is it worth booking a vacation package to Kailua?
Whether you'd like to visit top attractions such as Lanikai Beach and Kailua Beach on your Kailua vacation, or coming for its great distilleries and craft breweries, golfing and hiking, there's something for everyone here. With so much to experience, you'll quickly learn why so many travelers think Kailua is a good vacation destination.
How to find the best Kailua package deals?
Begin your search for a Kailua package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Kailua package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kailua getaway off to a flying start.
Is it cheaper to book a Kailua vacation as a package?
You can enjoy significant savings on your Kailua escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Kailua?
If you're considering a spur-of-the-moment Kailua trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Kailua?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Kailua.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Kailua. Then, select a hotel that suits your budget, whether that's an affordable option or a deluxe retreat.
  3. Use our trip planning tool to explore Kailua: Research every aspect of your trip to Kailua with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Kailua, you can figure out the ideal length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Kailua vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Kailua. Find all the exciting things to do in Kailua with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Kailua vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Kailua break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.