Kailua Vacations from ₩1,300,674

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Kailua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Equus

The Equus

3.5 out of 5
Waikiki
Price was ₩1,701,402, price is now ₩1,300,674 per person
₩1,300,674
per person
Dec 21 - Dec 25
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Honolulu (HNL)
8.6/10 Excellent! (1,002 reviews)
Older building but had everything we needed. Staff was responsive and friendly.

Reviewed on Nov 1, 2026

OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Beachcomber Hotel

4 out of 5
Waikiki
Price was ₩2,328,035, price is now ₩1,592,856 per person
₩1,592,856
per person
Dec 21 - Dec 25
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Honolulu (HNL)
9/10 Wonderful! (2,828 reviews)

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
Waikiki
Price was ₩2,699,734, price is now ₩1,883,724 per person
₩1,883,724
per person
Dec 21 - Dec 25
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Honolulu (HNL)
9.2/10 Wonderful! (3,758 reviews)
Great location, great staff. Nice and clean. Loved the bathroom

Reviewed on Nov 4, 2026

Queen Kapiolani Hotel

Queen Kapiolani Hotel

4 out of 5
Waikiki
Price was ₩1,786,860, price is now ₩1,385,366 per person
₩1,385,366
per person
Dec 21 - Dec 25
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Honolulu (HNL)
8.8/10 Excellent! (1,220 reviews)
Like the location. Did not like that there was no microwave or coffee pot.

Reviewed on Nov 4, 2026

OUTRIGGER Waikiki Paradise Hotel

OUTRIGGER Waikiki Paradise Hotel

4 out of 5
Waikiki
Price was ₩1,964,962, price is now ₩1,532,876 per person
₩1,532,876
per person
Dec 21 - Dec 25
found 20 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Honolulu (HNL)
9/10 Wonderful! (1,896 reviews)
Only plus is the location. Everything else is below average

Reviewed on Nov 3, 2026

Where to stay in Kailua

Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua
A tropical beach with clear turquoise waters, two small islands, and a dense palm tree line.

Lanikai

1 out of top 10 points of interest in this area

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

Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave Honolulu HI
The price is ₩307,235 per night from Nov 7 to Nov 8
₩307,235
₩452,455 total
Nov 7 - Nov 8
includes taxes & fees
Hyatt Regency Waikiki Beach Resort & Spa
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 ₩478,757 per night from Dec 4 to Dec 5
₩478,757
₩650,765 total
Dec 4 - Dec 5
includes taxes & fees
9.2/10 Wonderful! (3,817 reviews)
"Great location, great staff. Nice and clean. Loved the bathroom"

Reviewed on Nov 4, 2026

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 ₩227,285 per night from Dec 1 to Dec 2
₩227,285
₩356,993 total
Dec 1 - Dec 2
includes taxes & fees
Hilton Hawaiian Village Waikiki Beach Resort
See all 5,695 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.

Stay near popular Kailua attractions

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

Lanikai Beach

9.2/10 (3,293 reviews)
Lanikai Beach captivates with powdery white sand and crystal-clear turquoise waters framing the iconic Mokulua Islands. Arrive early for the breathtaking sunrise on this serene stretch of paradise.
See properties

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from ₩1,300,674 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.