A couple sitting on a beach with clear blue water and small islands in the distance.

Kailua Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Kailua holiday rentals

Mountain view

1. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (151 reviews)
"Loved this stay! So spacious! Great views"
United States
Callie
The price is HK$1,447
HK$1,950 total
includes taxes & fees
28 Sept - 29 Sept
Bishop Suites Downtown Honolulu
View from room

2. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,271 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
The price is HK$1,311
HK$1,882 total
includes taxes & fees
11 Sept - 12 Sept
Aston Waikiki Sunset
Interior

3. Executive Center Hotel Honolulu

Executive Center Hotel Honolulu
3.0 star property
Downtown Honolulu
The price is HK$762
HK$3,991 total
includes taxes & fees
29 Sept - 30 Sept
Executive Center Hotel Honolulu
City view

4. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,293 reviews)
"This place was so good"
United States
Tae
The price is HK$1,027
HK$1,545 total
includes taxes & fees
30 Sept - 1 Oct
Skyline Island Colony Hotel
Beach

5. @ 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 HK$1,659
HK$3,346 total
includes taxes & fees
13 Sept - 14 Sept
@ Marbella Lane -coastal Retreat Near Diamond Head
Beach nearby

6. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (621 reviews)
"Our stay was wonderful! The parking included in the price was a great perk!"
United States
Jonna Niccole
The price is HK$2,108
HK$2,502 total
includes taxes & fees
4 Oct - 5 Oct
Royal Kuhio
Beach nearby, white sand, sun-loungers, beach umbrellas

7. 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
9.2 out of 10, Wonderful, (41 reviews)
"It was a nice stay"
United States
Charles P
The price is HK$1,803
HK$4,273 total
includes taxes & fees
14 Sept - 15 Sept
Diamond Head and Partial Ocean views with 2 Beds and Parking
Bar (on property)

8. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (185 reviews)
"Convenient walk to the beach, respectful guests throughout, clean space and amazing view from the pool!"
United States
Eliza Mikiye Kawazoye
The price is HK$2,564
HK$3,043 total
includes taxes & fees
17 Sept - 18 Sept
Marriott Vacation Club, Waikiki
Terrace/patio

9. Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.4 out of 10, Very good, (482 reviews)
"Great location and convenient to go anywhere"
Canada
Wai Kuan Jody
The price is HK$2,168
HK$5,813 total
includes taxes & fees
12 Sept - 13 Sept
Regency on Beachwalk Waikiki by OUTRIGGER
Premium bedding, desk, laptop workspace, iron/ironing board

10. Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (29 reviews)
"The Panaramic Ocean View Resort was a great choice! Absolutely wonderful place to stay. It's a great location with a great view. Lots to do within walking distance. The room was spacious with all you need. Our nine nights were incredible!"
United States
John
The price is HK$3,529
HK$6,050 total
includes taxes & fees
1 Oct - 2 Oct
Panoramic Oceanview Resort
Living area

11. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (53 reviews)
"Nice place. Maybe a little attention to cleanliness. Other than that everything is perfect and location is really good."
United States
Dorin
The price is HK$855
HK$2,736 total
includes taxes & fees
16 Sept - 17 Sept
Ilikai Marina Vacations
In-room safe, desk, laptop workspace, blackout curtains

12. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,764 reviews)
"The check in was easy and they even let us check in a few hours early when we only meant to drop off luggage. Room was clean and large- a little older style but roomy with great view.parking was plentiful. Great location to everything. The people at desk and parking were so nice. Have stayed there before will return!"
United States
Jocelyn
The price is HK$1,248
HK$1,779 total
includes taxes & fees
17 Sept - 18 Sept
Aston at the Waikiki Banyan
Outdoor pool

13. ALA MOANA

ALA MOANA
3.5 star property
Ala Moana
5.6 out of 10, (18 reviews)
"Sliding door handle broken. Toilet did not flush well. Missing ice bucket. No housekeeping and was not obvious when booking the room. Safe door was missing. No amenities."
United States
Lloyd
The price is HK$759
HK$3,390 total
includes taxes & fees
29 Sept - 30 Sept
ALA MOANA
Terrace/patio

14. Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (64 reviews)
"Room was clean when we checked in. Location was convenient for restaurants and shopping. "
United States
Alfred
The price is HK$961
HK$3,504 total
includes taxes & fees
10 Sept - 11 Sept
Luana Waikiki by Tropical Escapes Realty
In-room dining

15. @ Marbella Lane - King Studio Steps to Beach Oasis

@ Marbella Lane - King Studio Steps to Beach Oasis
3.5 star property
Waikiki
The price is HK$2,744
HK$5,099 total
includes taxes & fees
28 Sept - 29 Sept
@ Marbella Lane - King Studio Steps to Beach Oasis
City view

16. Palms at Waikiki by Tropical Escapes

Palms at Waikiki by Tropical Escapes
3.0 star property
Waikiki
8.0 out of 10, Very good, (14 reviews)
"It is located in a great area."
United States
Leonard Frank
The price is HK$1,183
HK$3,768 total
includes taxes & fees
29 Sept - 30 Sept
Palms at Waikiki by Tropical Escapes
Living area

17. High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)
3.5 star property
Waikiki
9.2 out of 10, Wonderful, (64 reviews)
"Amazing property, incredible views I would book again"
United States
Jose
The price is HK$1,592
HK$4,021 total
includes taxes & fees
13 Sept - 14 Sept
High Floor Ocean View Condo (King Bed and Parking)
Iron/ironing board, free WiFi

18. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
8.0 out of 10, Very good, (5 reviews)
"Great location and stay!! Had everything we needed and more. Was comfortable and easy."
United States
Alex
The price is HK$1,584
HK$3,834 total
includes taxes & fees
16 Sept - 17 Sept
Skyline Island Stay-2 Adjoining Studios
Balcony view

19. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (607 reviews)
"Nice beach view, clean room, great location."
United States
Zhengrong
The price is HK$2,439
HK$5,576 total
includes taxes & fees
12 Sept - 13 Sept
Waikiki Shore by OUTRIGGER
Lobby

20. Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
4.0 out of 10, (1 review)
The price is HK$1,016
HK$3,161 total
includes taxes & fees
20 Sept - 21 Sept
Comfy and Modern Condo By Waikiki
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

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"Everything was great thank you very much"
HOVHANNES 5-night trip
Posted 2 hours ago
Hilton Hawaiian Village Waikiki Beach Resort

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
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • 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 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?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This highly rated holiday home rental in Kailua is located on the beach, and has a balcony, a private garden 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Other favourite homes for rent in Kailua are BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed! and Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa..

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?

Kalama Beach Park and Kailua Bay 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 Walk 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.