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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, (101 reviews)
"Very nice accommodations "
United States
Cassandra C.
The price is CA $399
CA $1,068 total
includes taxes & fees
Aug 9 - Aug 10
Luxury Beachfront Condo with 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.
The price is CA $357
CA $1,027 total
includes taxes & fees
Aug 3 - Aug 4
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.
The price is CA $542
CA $2,086 total
includes taxes & fees
Jul 15 - Jul 16
Beachfront Penthouse w/ 3 Lanais on O’ahu!

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

Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (37 reviews)
"Location was ideal as it was close to many things and across the street from great food trucks. The parking was a bit of a hike but nice that it was included in the price of the room. Condo was small but kept up well."
United States
Kim S.
The price is CA $71
CA $395 total
includes taxes & fees
Aug 8 - Aug 9
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is CA $178
CA $565 total
includes taxes & fees
Jul 20 - Jul 21
Comfy and Modern Condo By Waikiki

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (132 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
The price is CA $230
CA $315 total
includes taxes & fees
Aug 12 - Aug 13
Bishop Suites At The Executive Centre

**Diamond Head, Ocean, and Park Views**

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (30 reviews)
"The accommodation has an excellent location, truly close to everything -restaurants, shops, beaches, food trucks, Ala Moana and waikiki- which makes getting around very easy and convenient. It is also very well equipped, with everything needed for a comfortable stay -beach gear, a coffee maker with coffee pods, shampoo, conditioner, soap, detergents and cleaning supplies- and the building itself offers great amenities, including a pool and a laundry room.The only downside is the air...
United States
Carolina Y.
The price is CA $125
CA $556 total
includes taxes & fees
Jul 14 - Jul 15
**Diamond Head, Ocean, and Park Views**

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Premium Remodeled Condo in Waikiki with 2 Beds and Parking
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (20 reviews)
"The check-in process was smooth, clean and nice view."
United States
Marzena
The price is CA $362
CA $815 total
includes taxes & fees
Jul 17 - Jul 18
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Stylish, Newly Renovated Condo Near Waikiki Beach

Stylish, Newly Renovated Condo Near Waikiki Beach
Waikiki
9.8 out of 10, Exceptional, (21 reviews)
"Great location and good value for a budget friendly stay. "
United States
Adam C.
The price is CA $145
CA $430 total
includes taxes & fees
Jul 14 - Jul 15
Stylish, Newly Renovated Condo Near Waikiki Beach

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

Aloha Suite Near the Sea II, 3 Block Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (159 reviews)
"Great location and host was very helpful"
United States
kwinam
The price is CA $101
CA $408 total
includes taxes & fees
Jul 17 - Jul 18
Aloha Suite Near the Sea II, 3 Block Walk to Beach

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
5.0 out of 10, (2 reviews)
The price is CA $144
CA $524 total
includes taxes & fees
Jul 14 - Jul 15
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
The price is CA $142
CA $375 total
includes taxes & fees
Jul 14 - Jul 15
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

Awesome view. Walking distance to beach, restaurants, shopping

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (26 reviews)
"Great stay! Place was clean and we were able to walk to many landmarks in the city!"
Canada
Melanie S.
The price is CA $139
CA $403 total
includes taxes & fees
Jul 15 - Jul 16
Awesome view. Walking distance to beach, restaurants, shopping

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, (13 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.
The price is CA $101
CA $408 total
includes taxes & fees
Jul 25 - Jul 26
Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (113 reviews)
"The room was clean and exactly what we needed. Check-in was smooth and a good location to catch the bus, walk to the beach, or walk to Honolulu itself."
United States
Hanne N.
The price is CA $116
CA $293 total
includes taxes & fees
Jul 16 - Jul 17
Waikiki renovated modern studio

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, (19 reviews)
"Great location and availability "
United States
K N.
The price is CA $190
CA $619 total
includes taxes & fees
Aug 2 - Aug 3
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

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.
The price is CA $197
CA $712 total
includes taxes & fees
Jul 15 - Jul 16
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC

Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (12 reviews)
"Clean room and great location!"
United States
Deavyn
The price is CA $326
CA $771 total
includes taxes & fees
Jul 15 - Jul 16
Partial Ocean View Condo with 2 Beds and Parking

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (44 reviews)
"Had a great stay, the room had everything we needed and more, great location close to everything, for sure coming back again with my whole family:)"
United States
Laura
The price is CA $183
CA $512 total
includes taxes & fees
Jul 14 - Jul 15
Ilikai Marina Vacations
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kailua. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This Kailua vacation home rental is located on the beach and has a balcony, a private yard, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Kailua are Luxurious five-bedroom modern retreat and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 141 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?

Lanikai Beach and Kalama Beach Park 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 Walk 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.