Kailua Vacations from ₩1,552,392

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The Latest Kailua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
Kahaluʻu
Save 100% on your flight
per person
Oct 22 - Oct 28
found 20 hours ago
Roundtrip flight included
Seoul (ICN) to Honolulu (HNL)
8.8/10 Excellent! (1,002 reviews)
Staff was great , beautiful property, to be honest didn’t get a chance to take advantage of there amenities we left early in the morning came back late at night everyday exploring the island. Best part was the quiet and peacefulness of it,I liked that after dealing with craziness elsewhere on the island. I’d go back again thanks to the staff

Reviewed on Aug 1, 2025

Espacio The Jewel Of Waikiki

Espacio The Jewel Of Waikiki

5 out of 5
Waikiki
Save 100% on your flight
per person
Oct 22 - Oct 28
found 20 hours ago
Roundtrip flight included
Seoul (ICN) to Honolulu (HNL)
9.6/10 Exceptional! (19 reviews)
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Waikiki
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Seoul (ICN) to Honolulu (HNL)
9.2/10 Wonderful! (2,323 reviews)
Enjoy the location and amenities.

Reviewed on Aug 4, 2025

Aston Waikiki Beach Tower

Aston Waikiki Beach Tower

4 out of 5
Waikiki
Save 100% on your flight
per person
Oct 22 - Oct 28
found 20 hours ago
Roundtrip flight included
Seoul (ICN) to Honolulu (HNL)
9.2/10 Wonderful! (1,766 reviews)
It was the best stay for our family’s first time in Hawaii!! I can’t recommend this place enough to people. It’s great for families like us with kids. The views are spectacular. The staff even just from the beginning were so welcoming! They gave us free water flasks bottles and beach toys for the kids! The rooms were so clean and the valet people were incredibly nice and always smiling! Would definitely stay here again when we go to Waikiki!

Reviewed on Jul 29, 2025

Waikiki Resort Hotel

Waikiki Resort Hotel

3.5 out of 5
Waikiki
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Seoul (ICN) to Honolulu (HNL)
8.6/10 Excellent! (2,109 reviews)
There is not much different after 7 years come back and stay in the same Waikīkī Resort Hotel. Most of the view, facilities… are the same (old and not upgrading) The car parking charge is too high! Need replace the outlook and make more stylish for the room. But most thing I like is the staff. Very nice people f Ty on the front desk to the room services! Thanks yo All.

Reviewed on Aug 5, 2025

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

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 (3 kilometers 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 Hotel Deals

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is ₩580,302 per night from Sep 1 to Sep 2
₩580,302
₩769,489 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (2,327 reviews)
"Enjoy the location and amenities."

Reviewed on Aug 4, 2025

Sheraton Waikiki Beach Resort
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
The price is ₩287,935 per night from Sep 1 to Sep 2
₩287,935
₩415,826 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (8,347 reviews)
"This our 3rd time stay at this Hotel we"

Reviewed on Aug 5, 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
The price is ₩297,769 per night from Aug 26 to Aug 27
₩297,769
₩436,208 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (4,371 reviews)
"the hotel is convenient to the beach .walking distance to stores"

Reviewed on Aug 4, 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 5,632 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.

Discover the most popular places to visit in Kailua

Lanikai Beach

Lanikai Beach

4.5/5(1,706 reviews)

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

4.5/5(2,306 reviews)

With just-right waves and refreshing breezes, this is one of the best beaches on O’ahu to learn how to windsurf or kitesurf.

Kailua Beach
Sunset

Kalama Beach Park

Kalama Beach Park is just one of the places to see in Kailua, so why not enjoy the other things to explore during your travels? Wander the parks and beaches while you're in the area.

Kalama Beach Park

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from ₩1,552,392 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?
If you'd like to score a cheap Kailua vacation package, consider visiting in April, June and November. You'll usually find lower prices on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Kailua?
We'd recommend booking a Kailua vacation for a minimum of 6 days. This gives you plenty of time to check off popular sights such as Kailua Bay Beach and Kalama Beach Park, as well as explore neighborhoods like Lanikai and Kalama Tract. You could even fit in a day trip (or two) from Kailua.
Is it worth booking a vacation package to Kailua?
Kailua has all the ingredients you need for an awesome trip — distilleries and craft breweries, golfing and hiking are just the start. Whether you'd like to check out attractions like Lanikai Beach and Kailua Beach, or venture off the beaten track, there's plenty to explore on your Kailua vacation.
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 right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Kailua.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Kailua.
  3. Decide how long to go away for: Now that you're more familiar with Kailua, you can work out the perfect length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the ideal Kailua vacation package for you.

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