Kailua Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Kailua vacation rentals

On the beach

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.
The price is ￥54,513
￥133,377 total
includes taxes & fees
Jun 16 - Jun 17
Luxury Beachfront Condo with View
Beach nearby

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.
The price is ￥38,620
￥105,719 total
includes taxes & fees
May 28 - May 29
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
On the beach

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 ￥50,540
￥128,198 total
includes taxes & fees
Jun 16 - Jun 17
Luxury Beachfront Condo with Ocean View
On the beach

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.
The price is ￥78,834
￥166,495 total
includes taxes & fees
Jun 20 - Jun 21
Beachfront Condo with Beach Access & Pool
Beach nearby, white sand, sun loungers, beach umbrellas

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
The price is ￥23,363
￥67,867 total
includes taxes & fees
May 31 - Jun 1
Partial Ocean View Condo with King or Queen Bed and Parking
Apartment, Balcony, Canal View | Pool

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is ￥17,448
￥93,860 total
includes taxes & fees
Jun 8 - Jun 9
Comfy and Modern Condo By Waikiki
Exterior detail

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.
The price is ￥9,683
￥42,299 total
includes taxes & fees
May 28 - May 29
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
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
The price is ￥9,218
￥45,789 total
includes taxes & fees
Jun 14 - Jun 15
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Interior

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.
The price is ￥22,790
￥56,523 total
includes taxes & fees
Jun 1 - Jun 2
Stylish, Newly Renovated Condo Near Waikiki Beach
Suite, Mountain View | Mountain view

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
The price is ￥26,151
￥35,772 total
includes taxes & fees
Jun 2 - Jun 3
Bishop Suites At The Executive Centre
Beach nearby, sun loungers, beach towels

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)
"Great location; very nice studio!"
United States
Shannon N.
The price is ￥13,465
￥47,290 total
includes taxes & fees
Jun 8 - Jun 9
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Lobby

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.
The price is ￥23,383
￥64,435 total
includes taxes & fees
Jun 10 - Jun 11
Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
On the beach

❤️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.
The price is ￥15,926
￥41,909 total
includes taxes & fees
Jun 1 - Jun 2
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Apartment (1 Bedroom) | Beach | Private beach, sun loungers, beach umbrellas, beach towels

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
The price is ￥45,379
￥81,835 total
includes taxes & fees
Jun 7 - Jun 8
@ Marbella Lane -coastal Retreat Near Diamond Head
Beach nearby, white sand, sun loungers, beach umbrellas

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
The price is ￥25,163
￥70,369 total
includes taxes & fees
May 30 - May 31
Diamond Head and Partial Ocean views with 2 Beds and Parking
Exterior

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.
The price is ￥13,350
￥33,326 total
includes taxes & fees
Jun 17 - Jun 18
Waikiki renovated modern studio
Dining

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 ￥18,913
￥74,813 total
includes taxes & fees
May 29 - May 30
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Beach nearby

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.
The price is ￥15,297
￥79,498 total
includes taxes & fees
Jun 5 - Jun 6
Ocean View Studio, Steps to Waikiki Beach!
Beach nearby

Lovely apartment with ocean views - near beach

Lovely apartment with ocean views - near beach
Waikiki
8.6 out of 10, Excellent, (68 reviews)
"Host was accommodating and responsive. Loved the space and would gladly stay again! "
Canada
Erik H.
The price is ￥20,025
￥70,701 total
includes taxes & fees
Jun 17 - Jun 18
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

Waikiki Resort Hotel

Waikiki Resort Hotel

8/10 Good
"Overall was a good experience, my bathroom was a little grungy and sadly had some roach issues but other than that I have no complaints about the room. Breakfast was delicious and the staff was pretty friendly to assist me with any concerns. Overall I’m satisfied with the stay."
Braden 3-night trip
Posted less than an hour ago
Waikiki Resort Hotel

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
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  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

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.