Photo by Lisa A Schmidt

Search Holiday Rentals in Kailua

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Jan - 11 Jan
Tomorrow
11 Jan - 12 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Our top choices for Kailua holiday rentals

Suite, 1 Bedroom, Ocean View | View from room
Aston Waikiki Sunset

Aparthotel in Waikiki

Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3,101 reviews)
"Great location"
Canada
Julianna
The price is ฿5,319
฿7,610 total
includes taxes & fees
23 Jan - 24 Jan
Aston Waikiki Sunset
Studio Kitchenette Panoramic Ocean View | View from room
Skyline Island Colony Hotel

Aparthotel in Waikiki

Skyline Island Colony Hotel
3.0 star property
7.2 out of 10, Good, (2,147 reviews)
"Average hotel, great location. "
United States
Carolina
The price is ฿3,633
฿5,240 total
includes taxes & fees
11 Jan - 12 Jan
Skyline Island Colony Hotel
Beach nearby, white sand, sun-loungers, beach umbrellas
Partial Ocean View Condo with King or Queen Bed and Parking

Apartment in Waikiki

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
9.6 out of 10, Exceptional, (30 reviews)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is ฿4,046
฿12,651 total
includes taxes & fees
11 Jan - 12 Jan
Partial Ocean View Condo with King or Queen Bed and Parking
Iron/ironing board, free WiFi
Island Colony hotel

Aparthotel in Waikiki

Island Colony hotel
2.5 star property
The price is ฿4,894
฿11,396 total
includes taxes & fees
16 Jan - 17 Jan
Island Colony hotel
Beach nearby
Royal Kuhio

Condo in Waikiki

Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (536 reviews)
"I would have given 4, but the sofa bed was not comfortable. Location was great, and rooms were clean. "
United States
Dixit
The price is ฿5,928
฿7,037 total
includes taxes & fees
11 Jan - 12 Jan
Royal Kuhio
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels
Ilikai Marina Vacations

Apartment in Waikiki

Ilikai Marina Vacations
3.0 star property
8.4 out of 10, Very good, (36 reviews)
"Clean rooms and spacious, small bathroom but amazing view "
United Kingdom
Neide Katila
The price is ฿4,015
฿11,298 total
includes taxes & fees
12 Jan - 13 Jan
Ilikai Marina Vacations
Suite, Mountain View | Mountain view
Bishop Suites At The Executive Centre

Aparthotel in Downtown Honolulu

Bishop Suites At The Executive Centre
4.0 star property
7.8 out of 10, Good, (75 reviews)
"I’m glad that 7/11 and shops are just below the hotel"
United States
Marissa San Jose
The price is ฿4,376
฿6,126 total
includes taxes & fees
12 Jan - 13 Jan
Bishop Suites At The Executive Centre
Studio, Ocean View (Unit #1305) | Balcony view
Waikiki Shore by OUTRIGGER

Condo in Waikiki

Waikiki Shore by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, (548 reviews)
"Beach view was as pictured."
United States
Maureen
The price is ฿13,172
฿26,362 total
includes taxes & fees
13 Jan - 14 Jan
Waikiki Shore by OUTRIGGER
Design Studio Suite | Individually decorated, individually furnished, blackout curtains
Marine Surf by Tropical Escapes Realty

Condo in Waikiki

Marine Surf by Tropical Escapes Realty
3.0 star property
8.8 out of 10, Excellent, (61 reviews)
"I loved thr room. Nice, clean and cozy. It has the kitchen that make it complete. Felt homy and cery convenient to stores andthe beach. Staff were accommodating and friendly. Would definitely recommend "
Canada
Cherry Dacayo
The price is ฿5,245
฿14,941 total
includes taxes & fees
23 Jan - 24 Jan
Marine Surf by Tropical Escapes Realty
Condo (0 Bedroom) | Balcony
@ Marbella Lane - Marina Studio Near the Beach

Condo in Waikiki

@ Marbella Lane - Marina Studio Near the Beach
3.0 star property
The price is ฿10,823
฿18,729 total
includes taxes & fees
26 Jan - 27 Jan
@ Marbella Lane - Marina Studio Near the Beach
Room, 1 Bedroom, Partial Ocean View | In-room safe, individually decorated, individually furnished, desk
Aston at the Waikiki Banyan

Aparthotel in Waikiki

Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2,681 reviews)
"Had some hiccups due to lack of pool and hot tub but rest was good. We had diamond head view which made the room extra special "
United States
Dheeraj Reddy
The price is ฿4,907
฿7,009 total
includes taxes & fees
6 Feb - 7 Feb
Aston at the Waikiki Banyan
Property grounds
HAWAII 2 MIN FROM THE BEACH

Apartment in Waikiki

HAWAII 2 MIN FROM THE BEACH
3.0 star property
5.0 out of 10, (4 reviews)
"I had a last minute request for a place to stay and they helped me get one before i loaded the plane. Some what of a family emergecy and they helped me right away! The condo was wonderful. Had everythi g we needed from comfort to cooking! Thank you very much!"
United States
Alfred
HAWAII 2 MIN FROM THE BEACH
On the beach, white sand, sun-loungers, beach umbrellas
Mountain View Near Waikiki Beach w/ 2 Beds and Parking

Apartment in Waikiki

Mountain View Near Waikiki Beach w/ 2 Beds and Parking
4.0 star property
8.0 out of 10, Very good, (5 reviews)
"Good Location "
United States
Dragana
The price is ฿4,046
฿12,651 total
includes taxes & fees
14 Jan - 15 Jan
Mountain View Near Waikiki Beach w/ 2 Beds and Parking
Standard Studio, 1 Queen Bed with Sofa bed, Kitchen (F10A01) | Premium bedding, individually decorated, individually furnished, desk
Tropical Studios at Marine Surf Waikiki

Condo in Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
8.4 out of 10, Very good, (368 reviews)
"The staff was amazing The place was very clean And the location was excellent "
United States
Lawrence Thomas
The price is ฿4,631
฿9,221 total
includes taxes & fees
23 Jan - 24 Jan
Tropical Studios at Marine Surf Waikiki
Outdoor pool, a heated pool
Ala Moana Condo by Zelloo

Apartment in Ala Moana

Ala Moana Condo by Zelloo
3.5 star property
6.8 out of 10, (95 reviews)
"Amazing stay very upscale and clean. Views are amazing near shopping center. Stayed for the half marathon and near the convention center. "
United States
Ryan
The price is ฿2,039
฿9,772 total
includes taxes & fees
14 Jan - 15 Jan
Ala Moana Condo by Zelloo
Interior
Waikiki Banyan 3409

Condo in Waikiki

Waikiki Banyan 3409
2.5 star property
The price is ฿7,923
฿19,758 total
includes taxes & fees
12 Jan - 13 Jan
Waikiki Banyan 3409
Romantic Studio Suite, 1 King Bed with Sofa bed, Balcony, Ocean View | Premium bedding, individually decorated, individually furnished, desk
Panoramic Oceanview Resort

Apartment in Waikiki

Panoramic Oceanview Resort
4.0 star property
The price is ฿16,941
฿27,559 total
includes taxes & fees
24 Jan - 25 Jan
Panoramic Oceanview Resort
Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio
Regency on Beachwalk Waikiki by OUTRIGGER

Aparthotel in Waikiki

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
8.2 out of 10, Very good, (434 reviews)
"The room was very clean and even nicer than I expected. Staff was very friendly and accomodading. Laundry on site was lovely. I loved this place and will be back. Great location. "
United States
Chris Ann
The price is ฿8,508
฿23,061 total
includes taxes & fees
21 Jan - 22 Jan
Regency on Beachwalk Waikiki by OUTRIGGER
Comfort Studio | City view
Palms at Waikiki by Tropical Escapes

Aparthotel in Waikiki

Palms at Waikiki by Tropical Escapes
3.0 star property
8.0 out of 10, Very good, (12 reviews)
"It is located in a great area."
United States
Leonard Frank
The price is ฿4,745
฿15,113 total
includes taxes & fees
14 Jan - 15 Jan
Palms at Waikiki by Tropical Escapes
Beach/ocean view
Marbella Lane Waikiki Grand Hotel Studio

Aparthotel in Waikiki

Marbella Lane Waikiki Grand Hotel Studio
3.5 star property
The price is ฿13,961
฿22,454 total
includes taxes & fees
31 Jan - 1 Feb
Marbella Lane Waikiki Grand Hotel Studio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

10/10 Excellent
"We have stayed here many times. The rooms are a great size. Could do with a little update to match thr other renovated Outiggers un Waikiki and i believe renovations are just underway. The staff are always so friendly and accommodating. All rooms are air-conditioned and all rooms have a view of the ocean. Onsite restaurants are fabulous and offer a great variety. Pool service menu mimics Dukes bar and grill which is a great option if you cant get a table in the restaurant. "
Kristy 3-night trip
Posted 1 day ago
OUTRIGGER 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.

How many holiday rentals are there in Kailua?

With 155 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.