Kailua Vacation Packages

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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.

Top Kailua Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aqua Skyline at Island Colony

Aqua Skyline at Island Colony

3 out of 5
Waikiki
Save 100% on your flight
per person
Feb. 3 - Feb. 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
7.2/10 Good! (1,939 reviews)
It was budget friendly, the room look like it could use alittle vacuuming but good enough for a 1 night sleep

Reviewed on Oct. 5, 2024

Ilikai by Luana Hawaii Vacation Rentals

Ilikai by Luana Hawaii Vacation Rentals

3 out of 5
Waikiki
per person
Jan. 27 - Feb. 2
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Honolulu (HNL)
8.6/10 Excellent! (36 reviews)
Excellent Hotel & Suites and checking in & out is so convenient when you’re an AB&B guest. The entire experience is worth it!

Reviewed on Jun. 18, 2024

Ala Moana Hotelcondo by Luana Vacation Rental

Ala Moana Hotelcondo by Luana Vacation Rental

3.5 out of 5
Ala Moana
per person
Jan. 3 - Jan. 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
7.4/10 Good! (249 reviews)
Thank You Very Very Very nice Place

Reviewed on Dec. 13, 2023

Ilikai Hotel & Luxury Suites

Ilikai Hotel & Luxury Suites

3.5 out of 5
Waikiki
Save 100% on your flight
per person
Feb. 3 - Feb. 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.4/10 Very Good! (1,001 reviews)
Security guards were assuming so was house keeping and staff

Reviewed on Nov. 19, 2024

Aston Waikiki Circle Hotel

Aston Waikiki Circle Hotel

3 out of 5
Waikiki
Save 100% on your flight
per person
Feb. 3 - Feb. 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.4/10 Very Good! (1,004 reviews)
The walls outside my room were dirty. The room was clean and my room had a balcony with a view of the ocean so that was nice. The bathroom light was out but they fixed it. The hotel is right across the street from the beach with shopping all around. The international market is not too far away either. I would stay there again

Reviewed on Nov. 19, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 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

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

Find hotel + flight trips in Lanikai

Kailua Beach Vacation

It's time to pack your suitcase and unwind by the ocean on a Kailua vacation. Stunning coastal vistas are plentiful on a trip to Kailua — Kailua Beach (2 kilometres away) is the perfect example. We recommend basing yourself close by. If you're looking for more options, many visitors to the area also book Kailua vacation deals close to Kalama Beach Park and Kailua Bay Beach.

Things You Should Know About Kailua

  • If you want to stay just moments away from the shoreline, see what's available at these Kailua beach hotels. You're sure to find a place to suit your style.
  • Private vacation homes are also popular with many visitors to these parts. Lanikai La'i Hale 4 Bedrooms 3 Bathrooms Home and Hale Bali are great examples of what to expect from this accommodation style.
  • Alternatively, go for our All-Inclusive hotels in Kailua. They make budgeting a piece of cake. Leave your cash in your room and enjoy the freedom that comes with going all-inclusive.
  • Our Kailua things to do page is the perfect place to start planning your getaway to Kailua. Once you arrive, strike up a conversation with one of the 38,600 locals to find out more.
  • Kailua Beach is one major sight you need to see here. For plenty of other great ideas to add to your itinerary, check out our Kailua vacation deals.

Ready to book your vacation to Kailua?

 

Choose your dates

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 CA $322 per night from Dec. 19 to Dec. 20
CA $322
CA $463 total
includes taxes & fees
Dec 19 - Dec 20
8/10 Very Good! (7,718 reviews)
"Great hotel, amenities were lacking."

Reviewed on Nov. 19, 2024

Hilton Hawaiian Village Waikiki Beach Resort
'Alohilani Resort Waikiki Beach
'Alohilani Resort Waikiki Beach
5 out of 5
2490 Kalakaua Avenue, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is CA $391 per night from Nov. 27 to Nov. 28
CA $391
CA $546 total
includes taxes & fees
Nov 27 - Nov 28
8.2/10 Very Good! (2,373 reviews)
"I loved nice hotel Nice location! I recommend!"

Reviewed on Nov. 18, 2024

'Alohilani Resort Waikiki Beach
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 CA $326 per night from Nov. 25 to Nov. 26
CA $326
CA $465 total
includes taxes & fees
Nov 25 - Nov 26
8.6/10 Excellent! (3,752 reviews)
"staff was great and the security was great also."

Reviewed on Nov. 18, 2024

Hyatt Regency Waikiki Beach Resort & Spa
See all 5,343 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Kailua vacation package cost?
From just CA $1,180. Yes, you read that correctly. Our Kailua vacation packages are a great way to make your budget stretch further. Bundle your favorite hotels, flights and car rentals and explore this lively destination.
How do I get a cheap travel package to Kailua?
You’ll save big if you combine your hotels, car rentals and flights into a Kailua vacation package. Sometimes cheap means fewer choices. But that’s not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 properties across the globe, so you’ll always have plenty of options to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
What are the top hotels in Kailua?
Less Than A One Minute Walk To Kailua Beach and Private Beachfront Rental are among the best options in the Lanikai neighborhood. If you want to stay in the Kalama Tract area, consider booking a room at Cute 2 Bedrooms Plantation Home With Ac or Hawaii’s Hidden Hideaway Bed And Breakfast.
How far in advance should I book my Kailua vacation?
It’s difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available up to a year in advance. If you can’t book ahead, don’t despair. Discounted prices appear from time to time just weeks before departure dates.
What does an Expedia Kailua travel package include?
It all comes down to what kind of escape you’re contemplating. Kailua travel deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits your style and budget. You can also add on experiences and activities after you’ve booked to land even bigger discounts.
What should I know before booking a Kailua travel package?
A travel package can be easier on the wallet than individually booking everything you need for your escape. For example, combine your flights, hotels and rental cars and save a packet. Whatever kind of vacation you’re planning, there’s bound to be a package that suits your budget.
Can I choose my airline with a Kailua Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Simply pick the carrier you want and craft the perfect Kailua trip.
If I'm not able to travel, can I cancel my Kailua vacation package?
Because we understand life can be unpredictable, the answer is yes. For further details, visit our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or change it for free. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Kailua

Lanikai Beach

Lanikai Beach

4.5/5(339 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 kayaking or canoeing, island images and landscape views

Kailua Beach

4.5/5(482 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
Kalama Beach Park

Kalama Beach Park

Explore the great outdoors at Kalama Beach Park, a lovely green space in Kailua. While you're in the area, stroll along the beaches.

Kalama Beach Park

What to do in Kailua

Self-Guided Kayak Tour

Self-Guided Kayak Tour

CA $149
Per adult
100% of travellers recommend
Self-Guided Kayak Tour
Aerial view of beach in Kauai

Kailua Beach Experience

CA $130
Per adult
Kailua Beach Experience
Learn to Surf, Kayak OR Stand-up Paddle board in a group

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

CA $118
Per adult
Surf, Kayak or Standup Paddle board in Lanikai, Kailua, Oahu
See all activities in Kailua
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.