Kailua Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Kailua holiday rentals

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, (33 reviews)
"So so perfect, super clean room & spacious "
United States
Sheryl
The price is S$530
includes taxes & fees
12 May - 13 May
Partial Ocean View Condo with King or Queen Bed and Parking
Pool

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is S$765
includes taxes & fees
11 May - 12 May
Comfy and Modern Condo By Waikiki
Beach

@ 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 S$595
includes taxes & fees
20 May - 21 May
@ Marbella Lane -coastal Retreat Near Diamond Head
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, (114 reviews)
"It was a great room. Nice location to things to do in the city. Would recommend."
United States
Thomas Knox
The price is S$266
includes taxes & fees
31 May - 1 Jun
Bishop Suites At The Executive Centre
Living area

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (41 reviews)
"This place is right at the beginning of the beach and easy access to get to it. The place was clean and well kept. The property smelled clean and no critters were seen"
United States
Matthew
The price is S$462
includes taxes & fees
6 May - 7 May
Ilikai Marina Vacations
Beach nearby, white sand, sun-loungers, beach umbrellas

Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
8.8 out of 10, Excellent, (9 reviews)
"Overall a very nice place to stay in. "
United States
HASSEN
The price is S$501
includes taxes & fees
10 May - 11 May
Partial Ocean View Condo with 2 Beds and Parking
Terrace/patio

Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (61 reviews)
"Everything was great! Would definitely recommend. The location was excellent also "
United States
Dawn Marie Cowie
The price is S$589
includes taxes & fees
23 May - 24 May
Luana Waikiki by Tropical Escapes Realty
Living area

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 S$576
includes taxes & fees
6 May - 7 May
Waikiki Banyan 1BR
Spa

Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wifi

Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wifi
3.5 star property
Waikiki
9.2 out of 10, Wonderful, (5 reviews)
"Awesome : Parking garage included , balcony view of the mountains , everything is within walkable dist. Great : Kitchen and utensils , Towels for indoors and outdoors, Wifi Not so great : Wall unit A/C Noise , A/C water condensation wetting balcony floor , Long wait for elevators , No TV channels , Bathroom Shower should be replaced , Tight Closet spot already full with supplies and no usable closet space for guests"
United States
Sitar
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wifi
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

10/10 Excellent
"We had an amazing stay in the beach view room at the Waikiki resort. Waking up to the ocean right outside our window was unforgettable—the views were absolutely stunning, especially at sunrise and sunset. The room was clean, comfortable, and well-maintained, with a relaxing atmosphere that made it easy to unwind after a day exploring. The sound of the waves added the perfect touch. Highly recommend booking a beach view room if you’re staying here—it truly elevates the whole experience."
Sheridan 6-night trip
Posted 3 hours ago
Waikiki Resort Hotel

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Frequently asked questions

Are there holiday rentals in Kailua?

Yes, there are holiday rentals close to the most popular sights in Kailua, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

How many holiday rentals are there in Kailua?

With 137 Expedia holiday rentals, you're guaranteed 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 favourite places to visit such as Ala Moana Center and Waikiki Beach in the wider area.

What’s a holiday rental in Kailua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kailua. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.