Kailua Vacations from ￥179,359

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The Latest Kailua Vacation Packages

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

Waikiki Resort Hotel

3.5 out of 5
Waikiki
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Honolulu (HNL)
8.6/10 Excellent! (2,135 reviews)
The hotel is old and outdated. I knew this but booked there anyways because of the location. The people checking us in were not inviting. The hotel staff otherwise were very pleasant. The water pressure in the shower was amazing. The bed was average and the pillows were tiny. I don’t regret booking there. But I won’t be back.

Reviewed on Aug 13, 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 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Honolulu (HNL)
7.4/10 Good! (255 reviews)
The Waikīkī tower at the Ala Moana Hotel is undergoing renovation. This Luana Vacation rental has recently been refreshed. Bright colors and updated furniture really have improved this property. Good value for the money

Reviewed on Jul 31, 2025

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
Save 100% on your flight
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Honolulu (HNL)
8.8/10 Excellent! (47 reviews)
I had the best 40th birthday a girl could ask for!!

Reviewed on May 24, 2025

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Waikiki
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Honolulu (HNL)
9.2/10 Wonderful! (2,326 reviews)
Lovely updated property. Clean pool areas. Great drinks and yummy food. The elevators were a little bit crazy. Took forever for it to arrive sometimes, and there where 10.

Reviewed on Aug 13, 2025

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

4 out of 5
Waikiki
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Honolulu (HNL)
9/10 Wonderful! (3,056 reviews)
beds were very comfortable, and the dining was great in the restaurant! very happy vibes all the time

Reviewed on Aug 13, 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

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 ￥30,878 per night from Sep 9 to Sep 10
￥30,878
￥44,522 total
Sep 9 - Sep 10
includes taxes & fees
8.2/10 Very Good! (8,343 reviews)
"Tapa bar was great , some good singers were playing their every night."

Reviewed on Aug 13, 2025

Hilton Hawaiian Village Waikiki Beach Resort
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 ￥67,588 per night from Aug 17 to Aug 18
￥67,588
￥88,761 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (2,336 reviews)
"Lovely updated property. Clean pool areas. Great drinks and yummy food. The elevators were a little bit crazy. Took forever for it to arrive sometimes, and there where 10."

Reviewed on Aug 13, 2025

Sheraton 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 ￥34,015 per night from Sep 6 to Sep 7
￥34,015
￥49,156 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (4,379 reviews)
"Loved staying here for a week!"

Reviewed on Aug 13, 2025

Hyatt Regency Waikiki Beach Resort & Spa
See all 5,609 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

Kaneohe Klipper Golf Course

Enjoy a round of golf in Marine Corps Base Hawaii at Kaneohe Klipper Golf Course. Visit the area's temples or amble around its beautiful beaches.

Kaneohe Klipper Golf Course

What to do in Kailua

Oahu: Kahana Rainforest River 4-Hour Kayak Rental

Oahu: Kahana Rainforest River 4-Hour Kayak Rental

￥12,111
per adult
Oahu: Kahana Rainforest River 4-Hour Kayak Rental
Learn to Surf, Kayak OR Stand-up Paddle board in a group

Surf or Kayak or Standup Paddle board in Lanikai, Kailua, Oahu

￥13,883
per adult
Surf or Kayak or Standup Paddle board in Lanikai, Kailua, Oahu
Hawaiian Honey Tasting with Food

Honey Flight & Bites: The Best Honey Tasting in Hawaii

￥5,021
per adult
Honey Flight & Bites: The Best Honey Tasting in Hawaii
See all activities in Kailua

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from ￥179,359 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.