Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

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 $507
CA $971 total
includes taxes & fees
May 9 - May 10
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 $167
CA $833 total
includes taxes & fees
May 11 - May 12
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 $167
CA $834 total
includes taxes & fees
Apr 21 - Apr 22
Skyline Island Stay-2 Adjoining Studios

Espacio The Jewel Of Waikiki

Espacio The Jewel Of Waikiki
5.0 star property
Waikiki
9.8 out of 10, Exceptional, (23 reviews)
"Wonderful exceptional all around. Superb service. "
United States
Frances
The price is CA $3,820
CA $4,535 total
includes taxes & fees
Apr 14 - Apr 15
Espacio The Jewel Of Waikiki

Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
The price is CA $184
CA $465 total
includes taxes & fees
Apr 19 - Apr 20
Island Colony hotel

@ 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 $411
CA $730 total
includes taxes & fees
Apr 18 - Apr 19
@ Marbella Lane -coastal Retreat Near Diamond Head

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, (32 reviews)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is CA $185
CA $567 total
includes taxes & fees
Apr 14 - Apr 15
Partial Ocean View Condo with King or Queen Bed and Parking

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (561 reviews)
"Excellent location and the parking was included which was awesome "
United States
Irene
The price is CA $317
CA $377 total
includes taxes & fees
May 12 - May 13
Royal Kuhio

Ilikai Marina 1Bedroom

Ilikai Marina 1Bedroom
3.0 star property
Waikiki
5.0 out of 10, (2 reviews)
"My POC Danielle was excellent for communicating the check in and the few questions that I had."
United States
dan
The price is CA $164
CA $437 total
includes taxes & fees
May 11 - May 12
Ilikai Marina 1Bedroom

Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (155 reviews)
"Room and staff wete incredible - would book again!"
Canada
Michael
The price is CA $453
CA $537 total
includes taxes & fees
Apr 16 - Apr 17
Marriott Vacation Club, Waikiki

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (101 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
The price is CA $246
CA $334 total
includes taxes & fees
May 14 - May 15
Bishop Suites At The Executive Centre

Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful view! It had everything for a comfortable stay and the host was fantastic. "
Canada
Carlos
The price is CA $689
CA $1,147 total
includes taxes & fees
Apr 20 - Apr 21
Panoramic Oceanview Resort

ALA MOANA

ALA MOANA
3.5 star property
Ala Moana
6.0 out of 10, (15 reviews)
"Cute room, nice location. Could use creamers for the coffee ;)"
United States
Anna
The price is CA $133
CA $597 total
includes taxes & fees
Apr 20 - Apr 21
ALA MOANA

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,699 reviews)
"We enjoyed our stay. Nice facilities and close to everything."
United States
Beverly
The price is CA $199
CA $289 total
includes taxes & fees
May 3 - May 4
Aston at the Waikiki Banyan

Ala Moana Condo by Zelloo

Ala Moana Condo by Zelloo
3.5 star property
Ala Moana
6.8 out of 10, (97 reviews)
"Room dirty, broken bathroom fixtures. Will not stay here again. "
United States
Ricky Teruo
The price is CA $173
CA $637 total
includes taxes & fees
May 13 - May 14
Ala Moana Condo by Zelloo

@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel

@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel
3.0 star property
Diamond Head - Kapahulu - St. Louis
The price is CA $320
CA $623 total
includes taxes & fees
Apr 14 - Apr 15
@ Marbella Lane - Breezy Studio@diamond Head Beach Hotel

Pacific Monarch Studio w/ Partial Ocean Views

Pacific Monarch Studio w/ Partial Ocean Views
3.5 star property
Waikiki
The price is CA $255
CA $711 total
includes taxes & fees
Apr 26 - Apr 27
Pacific Monarch Studio w/ Partial Ocean Views

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 $294
CA $702 total
includes taxes & fees
Apr 14 - Apr 15
Waikiki Banyan 1BR

Oahu Royal Garden At Waikiki 2010 Condo

Oahu Royal Garden At Waikiki 2010 Condo
3.0 star property
Waikiki
8.0 out of 10, Very good, (2 reviews)
"Are TV remotes didn't work in condo. Not enough parking and should come free with rental. And there is no closet to put your things in. And could be a little cleaner in condo. Besides all that our trip was great."
United States
Colleen
The price is CA $209
CA $1,112 total
includes taxes & fees
Apr 14 - Apr 15
Oahu Royal Garden At Waikiki 2010 Condo

Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.2 out of 10, Very good, (447 reviews)
"Room was clean, great central location and staff was excellent. "
Canada
kerry
The price is CA $352
CA $990 total
includes taxes & fees
May 14 - May 15
Regency on Beachwalk Waikiki by OUTRIGGER
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?

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 BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 144 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 Waikiki Beach and Ala Moana Center 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.