Kailua Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Kailua holiday rentals

5 bedrooms, iron/ironing board, travel cot, WiFi

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.6 out of 10, Excellent, (4 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
The price is HK$7,680
HK$16,921 total
includes taxes & fees
29 Apr - 30 Apr
Luxurious five-bedroom modern retreat
Beach nearby

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Hauula
9.8 out of 10, Exceptional, (47 reviews)
"Nice accommodation for a family. Nice size closets 1.5 bath, washers and dryer, and close to shopping. Beach access within walking distance is not appropriate for young children. We would stay here again. Polynesian Cultural Center is only 5-8 minutes away by car. Host was easy to work with."
United States
Ray K.
The price is HK$1,810
HK$5,241 total
includes taxes & fees
30 Apr - 1 May
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
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 HK$901
HK$3,008 total
includes taxes & fees
5 May - 6 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 HK$952
HK$4,730 total
includes taxes & fees
11 May - 12 May
Comfy and Modern Condo By Waikiki
Exterior detail

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 HK$551
HK$2,178 total
includes taxes & fees
4 May - 5 May
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
1 bedroom, iron/ironing board, WiFi, bed sheets

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Waikiki
10.0 out of 10, Exceptional, (11 reviews)
"Great location and had everything we needed from beach towels, chairs, umbrella, toys, cooler and great food options right outside. Would definitely do another stay"
United States
Gretchen H.
The price is HK$588
HK$2,214 total
includes taxes & fees
5 May - 6 May
Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Sun-loungers, beach towels

Steps to Waikiki Beach! Newly Renovated w/ 75" TV

Steps to Waikiki Beach! Newly Renovated w/ 75" TV
Waikiki
9.4 out of 10, Exceptional, (26 reviews)
"Will definitely stay here again. Friendly front desk staff and security."
United States
sean d.
The price is HK$1,086
HK$4,085 total
includes taxes & fees
4 May - 5 May
Steps to Waikiki Beach! Newly Renovated w/ 75" TV
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 HK$2,345
HK$4,160 total
includes taxes & fees
2 May - 3 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, (111 reviews)
"The place was very nice and clean, and had a great view."
United States
Timothy
The price is HK$1,258
HK$1,726 total
includes taxes & fees
29 Apr - 30 Apr
Bishop Suites At The Executive Centre
Sun-loungers, beach towels

Waikiki Sunset Mountain View Near Beach + Parking

Waikiki Sunset Mountain View Near Beach + Parking
Waikiki
9.4 out of 10, Exceptional, (46 reviews)
"The facility was nice, clean, the staff was friendly. The wait for an elevator was at times long but on the whole an enjoyable time."
United States
Steven O.
The price is HK$1,052
HK$4,062 total
includes taxes & fees
3 May - 4 May
Waikiki Sunset Mountain View Near Beach + Parking
Beach

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
9.8 out of 10, Exceptional, (33 reviews)
"Close to amenities, clean room. "
Canada
Michael
The price is HK$455
HK$2,250 total
includes taxes & fees
26 May - 27 May
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Beach

Island condo w/ balcony & beach access

Island condo w/ balcony & beach access
Waikiki
9.6 out of 10, Exceptional, (43 reviews)
"We loved everything about our stay in this apartment . Great location and great facilities"
New Zealand
malachi b.
The price is HK$1,206
HK$4,284 total
includes taxes & fees
2 May - 3 May
Island condo w/ balcony & beach access
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 HK$948
HK$3,072 total
includes taxes & fees
1 May - 2 May
Partial Ocean View Condo with 2 Beds and Parking
Beach nearby, sun-loungers, beach towels

Tropical condo w/ beach access & lanai

Tropical condo w/ beach access & lanai
Waikiki
10.0 out of 10, Exceptional, (9 reviews)
"Great location, good size living room, bed room, comfortable stay, powerful washing machine and dryer, staff is helpful, thanks. "
United States
Shanlin
The price is HK$872
HK$3,805 total
includes taxes & fees
3 May - 4 May
Tropical condo w/ beach access & lanai
Exterior

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.4 out of 10, Exceptional, (107 reviews)
"Host did a good job welcoming us. Room was nice, bed was comfortable. Meet our need."
United States
Jeremy H.
The price is HK$658
HK$1,660 total
includes taxes & fees
22 May - 23 May
Waikiki renovated modern studio
Pool

💎PERFECT STUDIOS💎 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

💎PERFECT STUDIOS💎 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.2 out of 10, Wonderful, (123 reviews)
"Great location"
United States
Angela C.
The price is HK$823
HK$2,084 total
includes taxes & fees
3 May - 4 May
💎PERFECT STUDIOS💎 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Property grounds

Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (30 reviews)
"Everything was perfect - the host, facilities, amenities, a huge TV set with Amazon subscription, an easy access to the apartment."
Canada
Anatoly S.
The price is HK$698
HK$1,923 total
includes taxes & fees
5 May - 6 May
Charming cozy condo in marvelous Honolulu with WiFi
Iron/ironing board, free WiFi, bed sheets

**Diamond Head, Ocean, and Park Views**

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (29 reviews)
"Great sun rise view from my room. Enjoyed many meals out in the open air setting. Cental location for walkig around and exporloring the local area around. Had a fantastic time for my first trip there. Will defenitly return "
United States
Della
The price is HK$694
HK$3,054 total
includes taxes & fees
29 Apr - 30 Apr
**Diamond Head, Ocean, and Park Views**
Pool

A Cozy and Romantic Studio at Heart of Waikiki

A Cozy and Romantic Studio at Heart of Waikiki
Waikiki
9.6 out of 10, Exceptional, (17 reviews)
"Had an everything we needed, close to everything and great pool and hot tub area.Great three days before our cruise."
United States
Sandra B.
The price is HK$588
HK$1,817 total
includes taxes & fees
4 May - 5 May
A Cozy and Romantic Studio at Heart of Waikiki
Sun-loungers, beach towels

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, (45 reviews)
"clean!!good!!"
Japan
ken-ichiro
The price is HK$1,206
HK$4,284 total
includes taxes & fees
1 May - 2 May
18Fl Ocean Views, A/C, Parking, Near Waikiki Beach
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

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

10/10 Excellent
"I wish someone mentioned the swell deck scenario upon check in, we shouldn’t have had to be surprised a the restaurant that you have to pre register to simply eat breakfast. My other suggestion is to update the bathroom doors to barn sliding doors, the doors completely don’t work with the bathrooms, it’s the tightest bathroom I’ve seen in a while and changing the doors would significantly help, for the bathroom alone I wouldn’t stay again . Stunning property otherwise , view was 10/10, loved the location."
Ryan 6-night trip
Posted 1 hour ago
'Alohilani Resort Waikiki Beach

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
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  • 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?

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

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.