Kailua Vacations from $1,635

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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.
Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
Price was $3,888, price is now $1,635 per person
$1,635
per person
Dec 2 - Dec 9
found 4 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Honolulu (HNL)
8.6/10 Excellent! (51 reviews)
Odd request to turn off AC everytime we leave the unit..we like to come back from a beach day to a cold place. Pillows were the worst. Great location and close to many restaurants

Reviewed on Sep 17, 2025

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
Price was $4,636, price is now $1,689 per person
$1,689
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Honolulu (HNL)
7.4/10 Good! (256 reviews)
I had corner unit so I overlooked at Bay great firework show on Friday night from Balcony loud cruisers in evening with blaring music heard all the way up to 16th floor not in properties control, Shopping Ala Moana mall almost attached convenient bridge to walk across with out have to cross streets

Reviewed on Oct 6, 2025

@marbella Lane - Elegant 3BR w/ Marvelous Views

@marbella Lane - Elegant 3BR w/ Marvelous Views

3 out of 5
Price was $10,514, price is now $6,054 per person
$6,054
per person
Dec 30 - Jan 6
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
10/10 Exceptional! (1 review)
@ ML Aloha Hoonani 3BR Home MT & Ocean Views!

@ ML Aloha Hoonani 3BR Home MT & Ocean Views!

3 out of 5
Price was $9,695, price is now $5,611 per person
$5,611
per person
Dec 30 - Jan 6
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
No reviews
@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

@ Marbella Lane - 3BR w/ Amazing MT & Ocean Vistas

3 out of 5
Price was $9,482, price is now $5,494 per person
$5,494
per person
Dec 30 - Jan 6
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
No reviews
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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
Default Image

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

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)

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
Beach

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

Luau performers in grass skirts

Germaine's Hawaiian Luau

$118
per adult
84% of travellers recommend
Germaine's Hawaiian Luau
Honolulu: Glass Bottom Boat Tour along Oahu's South Shore

Honolulu: Glass Bottom Boat Tour along Oahu's South Shore

$40
per adult
92% of travellers recommend
Honolulu: Glass Bottom Boat Tour along Oahu's South Shore
Sailboat at sunset in Oahu

Waikiki Catamaran Cruise (Daytime & Sunset)

$50
per adult
96% of travellers recommend
Waikiki Catamaran Cruise (Daytime & Sunset)
See all activities in Kailua

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 $508 total per night from Oct 28 to Oct 29
$508 total
per night
Oct 28 - Oct 29
9/10 Wonderful! (2,645 reviews)
Great people's

Reviewed on Oct 21, 2025

Sheraton Waikiki Beach Resort
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

4 out of 5
2552 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is $300 total per night from Nov 2 to Nov 3
$300 total
per night
Nov 2 - Nov 3
8.8/10 Excellent! (3,556 reviews)
Everything was great

Reviewed on Oct 22, 2025

Waikiki Beach Marriott Resort & Spa
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 $331 total per night from Nov 13 to Nov 14
$331 total
per night
Nov 13 - Nov 14
8.2/10 Very Good! (8,574 reviews)
Has pretty much everything that you need within walking distance.. To bad the beach chairs don't come with the price of the room.

Reviewed on Oct 26, 2025

Hilton Hawaiian Village Waikiki Beach Resort
See all 5,490 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 $1,635 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.