Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!

Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!
Hauula
8.6 out of 10, Excellent, (108 reviews)
"Great location "
United States
Dirk W.
The price is CA $248
CA $793 total
includes taxes & fees
Apr 10 - Apr 11
Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!

Luxury Oceanview Punaluu Condo

Luxury Oceanview Punaluu Condo
4.0 star property
Hau`ula
8.0 out of 10, Very good, (28 reviews)
"Nice and cozy place to stay. Smooth communication and easy check-in. Direct access to the beach is also nice. Recommend for people who like relaxing and enjoy local Hawaiian vibes rather than going to town to do some shopping and touristy activities."
United States
Yoshihiro
The price is CA $509
CA $976 total
includes taxes & fees
Apr 24 - Apr 25
Luxury Oceanview Punaluu Condo

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is CA $113
CA $773 total
includes taxes & fees
Apr 8 - Apr 9
Comfy and Modern Condo By Waikiki

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
The price is CA $150
CA $817 total
includes taxes & fees
Apr 8 - Apr 9
Skyline Island Stay-2 Adjoining Studios

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, (31 reviews)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is CA $234
CA $635 total
includes taxes & fees
May 3 - May 4
Partial Ocean View Condo with King or Queen Bed and Parking

@ 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 CA $388
CA $705 total
includes taxes & fees
Apr 10 - Apr 11
@ Marbella Lane -coastal Retreat Near Diamond Head

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.4 out of 10, Good, (98 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
The price is CA $231
CA $316 total
includes taxes & fees
Apr 19 - Apr 20
Bishop Suites At The Executive Centre

Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!
Waikiki
9.8 out of 10, Exceptional, (19 reviews)
"Great place, location was great and nice and clean room. The chairs were perfect to bring to the beach as well and the hosts were easy to contact as well"
Canada
Anonymous traveller
The price is CA $126
CA $603 total
includes taxes & fees
Apr 20 - Apr 21
Beautiful Studio in the Heart of Vibrant Waikiki!

Remodeled Studio Hotel Walk to Ala Moana Beach

Remodeled Studio Hotel Walk to Ala Moana Beach
Ala Moana
9.2 out of 10, Wonderful, (12 reviews)
"Host was in regular contact and a very open communication line daily by text. Excellent, knowing some is there 24/7. Great view, clean updated interior, which was much needed from the aqua hues of prior. Great amenities and so convenient to excess world shopping and beaches. Will definitely book again. Mahalo"
United States
Lusalle A.
The price is CA $203
CA $558 total
includes taxes & fees
Apr 15 - Apr 16
Remodeled Studio Hotel Walk to Ala Moana Beach

Top Floor Studio with Balcony & Views 3528

Top Floor Studio with Balcony & Views 3528
Ala Moana
10.0 out of 10, Exceptional, (4 reviews)
"Clean room friendly staff nice location "
United States
Alyssa
The price is CA $211
CA $619 total
includes taxes & fees
Apr 20 - Apr 21
Top Floor Studio with Balcony & Views 3528

Waikiki Banyan 1BR

Waikiki Banyan 1BR
3.0 star property
Waikiki
8.8 out of 10, Excellent, (3 reviews)
"Clean and ocean view"
United States
Chak f
The price is CA $335
CA $752 total
includes taxes & fees
Apr 14 - Apr 15
Waikiki Banyan 1BR

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
10.0 out of 10, Exceptional, (31 reviews)
"Close to amenities, clean room. "
Canada
Michael
The price is CA $92
CA $418 total
includes taxes & fees
Apr 16 - Apr 17
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

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, (111 reviews)
"Clean room and plenty of towels and shops nearby"
United States
Flavio
The price is CA $106
CA $400 total
includes taxes & fees
Apr 18 - Apr 19
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (39 reviews)
"Clean rooms and spacious, small bathroom but amazing view "
United Kingdom
Neide Katila
The price is CA $129
CA $442 total
includes taxes & fees
Apr 9 - Apr 10
Ilikai Marina Vacations

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 CA $252
CA $658 total
includes taxes & fees
May 6 - May 7
Diamond Head and Partial Ocean views with 2 Beds and Parking

Stylish, Newly Renovated Condo Near Waikiki Beach

Stylish, Newly Renovated Condo Near Waikiki Beach
Waikiki
9.6 out of 10, Exceptional, (17 reviews)
"Great location and good value for a budget friendly stay. "
United States
Adam C.
The price is CA $243
CA $555 total
includes taxes & fees
Apr 18 - Apr 19
Stylish, Newly Renovated Condo Near Waikiki Beach

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach
Waikiki
9.4 out of 10, Exceptional, (44 reviews)
"Great place to stay for the price in Honolulu. Room was clean and the views were great, would recommend to anybody traveling to Honolulu!"
United States
Michael T.
The price is CA $192
CA $735 total
includes taxes & fees
Apr 15 - Apr 16
18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

Waikiki Sunset Mountain View Near Beach + Parking

Waikiki Sunset Mountain View Near Beach + Parking
Waikiki
9.4 out of 10, Exceptional, (46 reviews)
"It was great. Close to the beach shopping and restaurants. "
United States
carlos Q.
The price is CA $170
CA $699 total
includes taxes & fees
May 3 - May 4
Waikiki Sunset Mountain View Near Beach + Parking

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,179 reviews)
"Great and convenient location but the hotel is old and outdated."
United States
Faye
The price is CA $223
CA $323 total
includes taxes & fees
Apr 15 - Apr 16
Aston Waikiki Sunset
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.

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 BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed! and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 150 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?

Kailua Bay Beach and Kailua 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.