Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.8 out of 10, Exceptional, (99 reviews)
"This place was absolutely perfect. It was so calm and peaceful very clean. Had all the amenities that I needed. The view and the location was awesome. Thank you for a wonderful stay. I will definitely be booking again."
United States
Zsalei A.
$722 nightly
The price is $839
Jun 16 - Jun 17
Total with taxes and fees
Luxury Beachfront Condo with View

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

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Hauula
9.8 out of 10, Exceptional, (48 reviews)
"Nice accommodation for a family. Nice size closets 1.5 bath, washers and dryer, and close to shopping. Beach access within walking distance is not appropriate for young children. We would stay here again. Polynesian Cultural Center is only 5-8 minutes away by car. Host was easy to work with."
United States
Ray K.
$584 nightly
The price is $684
May 28 - May 29
Total with taxes and fees
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Luxury Beachfront Condo with Ocean View

Luxury Beachfront Condo with Ocean View
Hauula
9.4 out of 10, Exceptional, (47 reviews)
"Great location and beautiful scenery "
United States
Heather K.
$694 nightly
The price is $807
Jun 16 - Jun 17
Total with taxes and fees
Luxury Beachfront Condo with Ocean View

Beachfront Condo with Beach Access & Pool

Beachfront Condo with Beach Access & Pool
Hauula
9.6 out of 10, Exceptional, (42 reviews)
"Great communication. Super clean! Construction didn’t impact us at all. The view is absolutely beautiful! We would not hesitate to book this unit again! "
United States
Julie C.
$900 nightly
The price is $1,045
Jun 20 - Jun 21
Total with taxes and fees
Beachfront Condo with Beach Access & Pool

Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (35 reviews)
"The property is so beautiful. I loved our stay. We stayed with 2 kids and it felt like home for us. Loved how accessible it is to beach. Not just beach but also to ala wai walking trail. With free parking this is a jackpot. So wonderful. I would definitely recommend this place to anyone."
United States
Amruthaa
$396 nightly
The price is $423
Jun 1 - Jun 2
Total with taxes and fees
Partial Ocean View Condo with King or Queen Bed and Parking

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
$496 nightly
The price is $589
Jun 8 - Jun 9
Total with taxes and fees
Comfy and Modern Condo By Waikiki

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

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
10.0 out of 10, Exceptional, (112 reviews)
"Host was very responsive and accommodating, the unit was clean and comfortable, and best of all the location has great access to the beach, restaurants, bus, and so forth. Would stay again!"
United States
Roy K.
$227 nightly
The price is $266
May 27 - May 28
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (34 reviews)
"Close to amenities, clean room. "
Canada
Michael
$244 nightly
The price is $286
Jun 14 - Jun 15
Total with taxes and fees
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Stylish, Newly Renovated Condo Near Waikiki Beach

Stylish, Newly Renovated Condo Near Waikiki Beach
Waikiki
9.6 out of 10, Exceptional, (20 reviews)
"Great location and good value for a budget friendly stay. "
United States
Adam C.
$303 nightly
The price is $355
May 31 - Jun 1
Total with taxes and fees
Stylish, Newly Renovated Condo Near Waikiki Beach

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (124 reviews)
"Everything was nice"
United States
Marielena
$195 nightly
The price is $232
Jun 7 - Jun 8
Total with taxes and fees
Bishop Suites At The Executive Centre

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Waikiki
9.8 out of 10, Exceptional, (200 reviews)
"Clean room, nice kitchen, and complete supplies. Big bathroom."
United States
Peevee
$227 nightly
The price is $266
May 27 - May 28
Total with taxes and fees
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!

Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
Waikiki
9.6 out of 10, Exceptional, (35 reviews)
"Great place. Enjoyed it and it was fun to go back to the place we spent our honeymoon 42 years ago. "
United States
Gaylene Y.
$346 nightly
The price is $405
Jun 9 - Jun 10
Total with taxes and fees
Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!

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

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.2 out of 10, Wonderful, (133 reviews)
"Great location "
Canada
Terri Lynn C.
$226 nightly
The price is $263
May 27 - May 28
Total with taxes and fees
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
$462 nightly
The price is $540
Jun 7 - Jun 8
Total with taxes and fees
@ Marbella Lane -coastal Retreat Near Diamond Head

Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (37 reviews)
"An amazing place to stay. Location parking and communication was beyond our expectations Loved it so much!!! We will definitely be back "
United States
Rodolfo
$412 nightly
The price is $442
May 30 - May 31
Total with taxes and fees
Diamond Head and Partial Ocean views with 2 Beds and Parking

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (109 reviews)
"Host did a good job welcoming us. Room was nice, bed was comfortable. Meet our need."
United States
Jeremy H.
$179 nightly
The price is $210
Jun 17 - Jun 18
Total with taxes and fees
Waikiki renovated modern studio

Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC

Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Waikiki
8.6 out of 10, Excellent, (95 reviews)
"Welcoming room with perfect amenities. Would stay again! "
United States
Michael B.
$405 nightly
The price is $471
May 27 - May 28
Total with taxes and fees
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC

Ocean View Studio, Steps to Waikiki Beach!

Ocean View Studio, Steps to Waikiki Beach!
Waikiki
9.0 out of 10, Wonderful, (75 reviews)
"Great location to Waikīkī beach. "
United States
Erin S.
$478 nightly
The price is $560
Jun 5 - Jun 6
Total with taxes and fees
Ocean View Studio, Steps to Waikiki Beach!

Lovely apartment with ocean views - near beach

Lovely apartment with ocean views - near beach
Waikiki
8.6 out of 10, Excellent, (68 reviews)
"Great location with an amazing view! The service was excellent, and having free parking made the stay even more convenient. Overall, a very comfortable and enjoyable experience. Would definitely stay again."
United States
sukanksha t.
$376 nightly
The price is $441
Jun 17 - Jun 18
Total with taxes and fees
Lovely apartment with ocean views - near beach
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.
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Top Kailua Hotel Reviews

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 $201 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.

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.