Kailua Vacation Package Deals & Trips

Choose one or more items to build your trip:

Top Kailua Flight + Hotel Vacation Package Deals

Pagoda Waikiki
The Equus
Outrigger Waikiki Beach Resort
Real Select at The Ritz-Carlton Residences, Waikiki Beach
The Kahala Hotel & Resort

Where to stay in Kailua

Find the best Kailua areas and neighborhoods for the activities you enjoy most. Learn more about Kailua

Top Hotels in Kailua

Beachfront Hawaiian private villa premium location on USNo1 Beach
Beachfront Hawaiian private villa premium location on USNo1 Beach
Kailua, HI
The price is $1,698 per night from Dec 9 to Dec 9
5/5 Exceptional! (1 review)
Greatest Beach House ever.
"Trust me!!! This is where you want to be. Words can’t describe how perfect it was for me and my family and team. Do yourself & your family a favor and book this place."

Reviewed on Jul 4, 2021

Beachfront Hawaiian private villa premium location on USNo1 Beach
Cute Ohana unit with AC in Kailua near the beach!!
Cute Ohana unit with AC in Kailua near the beach!!
Kailua, HI
4.5/5 Wonderful! (2 reviews)
Hidden gem!
"My spouse and I absolutely loved this property! Chris was very helpful throughout the process. It is very clean, with a very comfortable bed, a kitchen, and nice bathroom. It is within walking distance to the town of Kailua and not far from the beach. We loved it!"

Reviewed on Nov 15, 2021

Cute Ohana unit with AC in Kailua near the beach!!
Hawaii's Hidden Hideaway Bed & Breakfast
Hawaii's Hidden Hideaway Bed & Breakfast
3 out of 5
1369 Mokolea Drive, Kailua, HI
3.9/5 Very Good! (19 reviews)
Unbeatable location
"Came to Oahu for a 2 week honeymoon and did a stay at the Hawaii hidden hideaway for a few nights. The location is unbeatable as the beach is 5 minutes away and you don't have to find parking. There's an amazing hike with incredible views a mile away for those that like hikes. The drive in to town ..."

Reviewed on May 20, 2021

Hawaii's Hidden Hideaway Bed & Breakfast
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.

Top things to do in Kailua

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 (1 mile (2 km) 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.

Frequently asked questions