Kailua Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 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
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.
Waikiki Resort Hotel
Waikiki
Save 100% on your flight
per person
Mar. 13 - Mar. 18
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (1,607 reviews)
It was located very close to the beach and the main strip which was great for shopping or finding somewhere to eat! Only downfall is that it could use some upgrades in the hotel, there wasn't many parking spots, breakfast was very very basic but it got the job done!
Reviewed on Jan. 21, 2025
Ilikai by Luana Hawaii Vacation Rentals
Waikiki
per person
Apr. 2 - Apr. 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.6/10 Excellent! (40 reviews)
Everything about this property was perfect for the two of us. Location was great, bus stop right out front to get around the city and easy to walk to a variety of different shops and restaurants. Pots, pans, and dishes were sufficient for us to make breakfasts and quick lunches most mornings, no dishwasher but they did have a drying rack to hand wash dishes. TV could probably do with an upgrade, it worked fine but it’s not a smart tv, on the other hand we weren’t spending a whole lot of time sitting around in the condo so it didn’t matter much to us. I think it’d be cramped for more than 2 people but for a couple of vacation it was perfect, would definitely book this spot again!
Reviewed on Jan. 21, 2025
Paradise Bay Resort
Kahaluʻu
Save 100% on your flight
per person
Mar. 27 - Mar. 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Honolulu (HNL)
8.8/10 Excellent! (1,004 reviews)
I actually loved this resort even though it was kind of a pain to wait until 3pm to
Check into our room… it would be nice if there was some flexibility since we travel
From far away places and need a place to come into and shower, clean up and relax.
Reviewed on Jan. 20, 2025
Where to stay in Kailua
Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua
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.
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.
Kailua Hotel Deals
'Alohilani Resort Waikiki Beach
2490 Kalakaua Avenue, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is CA $412 per night from Feb. 3 to Feb. 4
CA $412
CA $580 total
includes taxes & fees
Feb 3 - Feb 4
8.2/10 Very Good! (2,537 reviews)
"Great pool and jacuzzi vibes, very walkable to the beach and central Waikiki, friendly staff"
Reviewed on Jan. 21, 2025
Hilton Hawaiian Village Waikiki Beach Resort
2005 Kalia Rd, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is CA $370 per night from Feb. 2 to Feb. 3
CA $370
CA $521 total
includes taxes & fees
Feb 2 - Feb 3
8/10 Very Good! (7,879 reviews)
"Valet, check-in were very professional and friendly. All staff were polite and welcoming. Rooms in the rainbow tower were clean, hallways and common areas all tidy. Grounds were gorgeous and well kept. Plenty of dining and shopping options. Friday fireworks were amazing along with the luau on the ..."
Reviewed on Jan. 20, 2025
Hyatt Regency Waikiki Beach Resort & Spa
2424 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
The price is CA $344 per night from Feb. 22 to Feb. 23
CA $344
CA $489 total
includes taxes & fees
Feb 22 - Feb 23
8.6/10 Excellent! (3,829 reviews)
"The service was amazing, we were upgraded to a better room for free and the staff cleaned our room well everyday. We were also right across the beach at walkable distance from everything in Waikīkī. There were many hidden fees though (60$ for parking, and 49$ resort fee) so be aware before you book. ..."
Reviewed on Jan. 19, 2025
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.
Frequently asked questions
Discover the most popular places to visit in Kailua
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.
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.
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.
What to do in Kailua
Twin Islands Guided Kayak Tour
CA $384
per traveller
94% of travellers recommend
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
Honolulu Cheap HotelsHotels in HonoluluHotels in KiheiHonolulu Hotels with Free Airport ShuttleHotels in HiloHotels in LihueHotels in PrincevilleHonolulu Beach HotelHotels in Kailua-KonaHonolulu Hotels with KitchenettesHonolulu All Inclusive Resorts and HotelsHotels in HanaHotels in LahainaHotels in Kahului
Cars
Cruises
Vacation Rentals
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.