Holiday Rentals in Kailua

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kailua holiday 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 €606
includes taxes & fees
8 May - 9 May
Luxury Oceanview Punaluu Condo

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is €524
includes taxes & fees
11 May - 12 May
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 €520
includes taxes & fees
14 Apr - 15 Apr
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 €3,038
includes taxes & fees
14 Apr - 15 Apr
Espacio The Jewel Of Waikiki

Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
The price is €292
includes taxes & fees
19 Apr - 20 Apr
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 €688
includes taxes & fees
2 May - 3 May
@ 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 €361
includes taxes & fees
14 Apr - 15 Apr
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, (563 reviews)
"Excellent location and the parking was included which was awesome "
United States
Irene
The price is €232
includes taxes & fees
12 May - 13 May
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 €279
includes taxes & fees
11 May - 12 May
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 €331
includes taxes & fees
16 Apr - 17 Apr
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 €221
includes taxes & fees
20 Apr - 21 Apr
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 €810
includes taxes & fees
15 Apr - 16 Apr
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 €368
includes taxes & fees
20 Apr - 21 Apr
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 €178
includes taxes & fees
3 May - 4 May
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 €393
includes taxes & fees
13 May - 14 May
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 €384
includes taxes & fees
14 Apr - 15 Apr
@ 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 €438
includes taxes & fees
26 Apr - 27 Apr
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 €364
includes taxes & fees
15 Apr - 16 Apr
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
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 €610
includes taxes & fees
14 May - 15 May
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua Hotel Reviews

Find out more about Kailua

Everything you need to know about Kailua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua holiday rentals we have selected for you start as low as €176 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Kailua has to offer?

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!: This highly rated holiday home rental in Kailua is located in the mountains, and has a balcony, a garden and a BBQ 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 holiday with amenities such as a selection of books. Other favourite 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 holiday rentals are there in Kailua?

With 144 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 Waikiki Beach and Ala Moana Center 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.