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, (100 reviews)
"Very nice accommodations "
United States
Cassandra C.
$792 nightly
The price is $920
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.
$608 nightly
The price is $712
Jun 3 - Jun 4
Total with taxes and fees
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Beachfront Condo with Lanai and View

Beachfront Condo with Lanai and View
Hauula
10.0 out of 10, Exceptional, (3 reviews)
"Amazing location, had every amenity imaginable and so clean! "
United States
Jessica
$597 nightly
The price is $693
Jun 21 - Jun 22
Total with taxes and fees
Beachfront Condo with Lanai and View

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.
$701 nightly
The price is $814
Jun 16 - Jun 17
Total with taxes and fees
Luxury Beachfront Condo with Ocean View

Beachfront Penthouse w/ 3 Lanais on O’ahu!

Beachfront Penthouse w/ 3 Lanais on O’ahu!
Hauula
9.4 out of 10, Exceptional, (108 reviews)
"The condo was just as described! Fantastic views"
United States
Julie D.
$1,253 nightly
The price is $1,461
Jun 19 - Jun 20
Total with taxes and fees
Beachfront Penthouse w/ 3 Lanais on O’ahu!

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.
$903 nightly
The price is $1,049
Jun 20 - Jun 21
Total with taxes and fees
Beachfront Condo with Beach Access & Pool

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
$388 nightly
The price is $452
Jun 7 - Jun 8
Total with taxes and fees
@ Marbella Lane -coastal Retreat Near Diamond Head

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
$490 nightly
The price is $581
Jun 8 - Jun 9
Total with taxes and fees
Comfy and Modern Condo By Waikiki

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

Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Waikiki
10.0 out of 10, Exceptional, (11 reviews)
"Great location and had everything we needed from beach towels, chairs, umbrella, toys, cooler and great food options right outside. Would definitely do another stay"
United States
Gretchen H.
$237 nightly
The price is $278
Jun 3 - Jun 4
Total with taxes and fees
Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (127 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
$189 nightly
The price is $224
Jun 3 - Jun 4
Total with taxes and fees
Bishop Suites At The Executive Centre

High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (55 reviews)
"Great place "
United States
kaden
$514 nightly
The price is $610
Jun 10 - Jun 11
Total with taxes and fees
High Floor Ocean View Condo (King Bed and Parking)

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

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach
Waikiki
9.4 out of 10, Exceptional, (27 reviews)
"Great stay, great location and good communication. "
Australia
Kelly
$248 nightly
The price is $290
Jun 14 - Jun 15
Total with taxes and fees
Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
2.0 out of 10, (1 review)
$512 nightly
The price is $608
Jun 8 - Jun 9
Total with taxes and fees
Skyline Island Stay-2 Adjoining Studios

❤️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)
"Most of the stuffs were old. Tv was very old and absolute pain to operate, AC was not able to change the temperature, microwave oven was very dirty and small, carpet was wet at some places, there was no blanket for the other two guests. It was delivered after 2 days of request"
United States
Manu
$225 nightly
The price is $262
Jun 3 - Jun 4
Total with taxes and fees
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

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

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Waikiki
9.8 out of 10, Exceptional, (17 reviews)
"Great location 4 min away from the beach. Grocery, drinks and restaurants very close by. We had a great time!"
Canada
Christian
$376 nightly
The price is $440
Jun 7 - Jun 8
Total with taxes and fees
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 2 Bedrooms with free parking near beaches, and Ala Moana shopping center
Waikiki
9.6 out of 10, Exceptional, (65 reviews)
"Great host communication, well appointeded unit, ideal location and amenities."
United States
Brian S.
$417 nightly
The price is $489
Jun 6 - Jun 7
Total with taxes and fees
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (109 reviews)
"Everything was great, location, clean and professional! Would definitely book again and recommend for any visitors!"
Canada
Kellen M.
$180 nightly
The price is $211
Jun 17 - Jun 18
Total with taxes and fees
Waikiki renovated modern studio

Corner Unit Studio@Waikiki Hotel Building 1 day min

Corner Unit Studio@Waikiki Hotel Building 1 day min
Waikiki
8.2 out of 10, Very Good, (107 reviews)
"Good location, easy check in and out"
United States
Manuel
$218 nightly
The price is $256
Jun 3 - Jun 4
Total with taxes and fees
Corner Unit Studio@Waikiki Hotel Building 1 day min

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, (113 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.
$237 nightly
The price is $278
Jun 6 - Jun 7
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to 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 $206 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.