Kailua Vacation Rentals from $156: Search Short-Term Rentals

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Our top choices for Kailua vacation rentals

Luxury Beachfront Condo with View

Hauula

Cassandra C.

$785 nightly

Jun 16 - Jun 17

Total with taxes and fees

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Hauula

Ray K.

$619 nightly

Jun 5 - Jun 6

Total with taxes and fees

Beachfront Condo with Lanai and View

Hauula

Jessica

$595 nightly

Jun 21 - Jun 22

Total with taxes and fees

Luxury Beachfront Condo with Ocean View

Hauula

Heather K.

$698 nightly

Jun 16 - Jun 17

Total with taxes and fees

Beachfront Penthouse w/ 3 Lanais on O’ahu!

Hauula

Julie D.

$1,249 nightly

Jun 19 - Jun 20

Total with taxes and fees

Beachfront Condo with Beach Access & Pool

Hauula

Julie C.

$698 nightly

Jun 20 - Jun 21

Total with taxes and fees

Apartment (1 Bedroom) | Beach | Private beach, sun loungers, beach umbrellas, beach towels

@ Marbella Lane -coastal Retreat Near Diamond Head

Diamond Head - Kapahulu - St. Louis

$378 nightly

Jun 7 - Jun 8

Total with taxes and fees

Comfy and Modern Condo By Waikiki

Waikiki

$491 nightly

Jun 8 - Jun 9

Total with taxes and fees

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Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent

"Great hotel with super friendly staff and every amenity known to man. We stayed in newest part, Rainbow Tower. Balcony and ocean view were great. Some other towers are older and show more wear. Gym needed more weights, not so many treadmills."

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

6/10 Okay

"Older hotel, musty smell in the room. We had a room in the 2nd floor section with no elevator. Door opened/faced the highway. There was a 1/2inch gap at the bottom of the door…needs weatherstripping . VERY NOISY! Not a great night’s rest. Workout room lacking equipment that works…no resistance on the recumbent bike. No towels or water available. Breakfast was okay, no bread available when we arrived at 7:15! Finally bread available when we were exiting at 7:50. Eggs were tasty, waffles were available to be made. Would rate as “okay”. We will not stay at the Plaza Best Western again and would caution others."

Prince Waikiki

10/10 Excellent

"All rooms had an ocean view. Very spacious and comfortable. The staff went above and beyond to make sure we were close to the rest of our party who had booked separately. Even though it was busy the design of the towers made it not feel crowded at all. The pools were perfect with amazing sunsets! We were within a very short walk you our outstanding back to back Pink Sails turtle snorkeling and then coming off one of their boats to hop on another one to go on a whale watching tour. The hotel amenities were perfect with a cafe on site as well as a highly recommended restaurant. The bar staff at the pool had the best costumer service. We will be coming back for sure!"

Hyatt Place Waikiki Beach

8/10 Good

"The hotel is a 5 minute walk to Waikiki beach and to the strip of restaurants and shops. It’s very convenient. There aren’t hotel provided activities like surrounding hotels. Hotel staff is nice, the room is clean and the breakfast is decent with many options. There was a lot of city noise throughout the day and more noticeable in the early mornings- police sirens, work vehicles, machinery, beeping, horns, etc. We upgraded to the Mountain View room that was primarily overlooking a residential and commercial buildings and only about 20% of a Mountain View. That was a disappointment. Overall it was a good choice."

OUTRIGGER Reef Waikiki Beach Resort

8/10 Good

"The long windy sandy beaches that were so fun and attractive in previous years are no longer there. If you want to walk out the door to relax on the beach you have to go a long way away and fight for space with the general public. The staff was very helpful and courteous. Good location to access the numerous shopping opportunities, and good food."

Find out more about Kailua

Everything you need to know about Kailua vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kailua in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Kaneohe

Frequently asked questions

Are there vacation rentals in Kailua?

Yes, we offer vacation rentals near the most popular sights in Kailua, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

What are some of the best vacation home rentals in Kailua?

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!: This Kailua vacation home rental is located in the mountains and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books. Other favorite homes for rent in Kailua are Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 142 Expedia vacation rentals, you're sure to find just the right place for your Kailua stay.

What’s there to see and do in Kailua?

Kalama Beach Park and Kailua Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Ala Moana Center and Waikiki Beach in the larger area.

What’s a vacation rental in Kailua like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.

Kailua Vacation Rentals

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Check prices for these dates

Our top choices for Kailua vacation rentals

Luxury Beachfront Condo with View

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Beachfront Condo with Lanai and View

Luxury Beachfront Condo with Ocean View

Beachfront Penthouse w/ 3 Lanais on O’ahu!

Beachfront Condo with Beach Access & Pool

@ Marbella Lane -coastal Retreat Near Diamond Head

Comfy and Modern Condo By Waikiki

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Bishop Suites At The Executive Centre

High Floor Ocean View Condo (King Bed and Parking)

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

Skyline Island Stay-2 Adjoining Studios

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center

Waikiki renovated modern studio

Corner Unit Studio@Waikiki Hotel Building 1 day min

Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Find vacation rentals that suit your style

Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

Find out more about Kailua

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