Holiday Rentals in Kailua

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Kailua

Private Beachfront Rental
9.8 out of 10, Exceptional, (210)
"Shari was a warm and responsive host and her accommodation was right on the beach!"
Private Beachfront Rental
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
9.0 out of 10, Wonderful, (123)
"Wonderful location. Steps to the beach to watch the morning sunrise. "
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2826)
"Everything from checkin to checkout was amazing 👌"
The price is €239
includes taxes & fees
30 Nov - 1 Dec
Aston Waikiki Sunset
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2484)
"Very comfortable easy living from this place friendly helpful staff and great amenities comfortable king bed Thankyou and lovely views from our upgraded room very much appreciate our lovely stay Thankyou Thankyou we will be back"
The price is €194
includes taxes & fees
24 Nov - 25 Nov
Aston at the Waikiki Banyan
Kuhio Banyan Club
2.0 star property
6.8 out of 10, (1720)
"We know it’s noisy there but it’s just too good to pass up on what you’ll save! Take ear plugs though! It’s not swanky but the location is phenomenal! Staff is excellent!"
The price is €143
includes taxes & fees
29 Nov - 30 Nov
Kuhio Banyan Club
Aqua Skyline at Island Colony
3.0 star property
7.2 out of 10, Good, (1943)
"It was budget friendly, the room look like it could use alittle vacuuming but good enough for a 1 night sleep"
The price is €189
includes taxes & fees
27 Nov - 28 Nov
Aqua Skyline at Island Colony
Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
8.2 out of 10, Very good, (373)
"Great staff"
The price is €635
includes taxes & fees
12 Dec - 13 Dec
Regency on Beachwalk Waikiki by OUTRIGGER
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1700)
"everything great"
The price is €643
includes taxes & fees
22 Nov - 23 Nov
Aston Waikiki Beach Tower
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (412)
"Nice to have secure parking and a full kitchen. The room was clean and met all our needs. Front desk was helpful and they had a stockpile of beach toys and chairs you could use during your stay. "
The price is €268
includes taxes & fees
4 Dec - 5 Dec
Royal Kuhio
Castle Waikīkī Shore
3.0 star property
8.2 out of 10, Very good, (1154)
"This was my first visit to Hawaii and what an amazing experience! Would recommend this spot for the ocean view and clean nice beach."
Castle Waikīkī Shore
Waikiki Shore by OUTRIGGER
3.0 star property
8.2 out of 10, Very good, (441)
"The view of the adjacent park and beach from the lanai continue to make the Waikiki Shore our favorite accommodation among all the hotels directly on Waikiki Beach. A few minor repairs, for example, the very loose kitchen faucet, were needed in our unit, and having to check in at a different hotel located about a quarter of a mile from the Waikiki Shore is somewhat inconvenient, but we would nevertheless return to the Waikiki Shore."
Waikiki Shore by OUTRIGGER
Spacious & Sophisticated Palms Studio Condo by RedAwning
3.0 star property
6.0 out of 10, (1)
Spacious & Sophisticated Palms Studio Condo by RedAwning
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
9.6 out of 10, Exceptional, (125)
"Great location for Waikiki - on the bus route from the airport, a few minutes walk from the nearedt beach, grrat for the shopping streets. Well equipped studio. Clean and tidy. Good yo have a laundry on site too. Beach chairs provided were helpful. Unfortunately the area is very expensive so you don't get a lot of space for ypur money, and buying groceries to cook is very costly. "
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
Clean studio in the heart of Waikiki!!
8.6 out of 10, Excellent, (22)
"Great spot for the price, perfect walking distance to pretty much everything. A ton of food trucks right across the street and just around the corner from some really cheap (for hawaii) bars. Will definitely be staying here again."
Clean studio in the heart of Waikiki!!
Espacio The Jewel Of Waikiki
5.0 star property
9.6 out of 10, Exceptional, (17)
"Super luxurious and amazing staff very clean and Super professional luxury feel"
The price is €4,250
includes taxes & fees
15 Dec - 16 Dec
Espacio The Jewel Of Waikiki
Tropical Studios at Marine Surf Waikiki
3.0 star property
8.2 out of 10, Very good, (316)
"This place was great! Every last detail is effectively communicated! For the value it’s amazing!!! Don’t let the other reviews fool you! You can’t beat the location and free parking!! I will stay there again!!"
The price is €261
includes taxes & fees
4 Dec - 5 Dec
Tropical Studios at Marine Surf Waikiki
Hilton Grand Vacations Club at Hilton Hawaiian Village
4.0 star property
8.4 out of 10, Very good, (745)
"Absolutely fabulous suites with amazing views and so well appointed and equipped could not fault a thing! Hilton Grand Vacations Kalia Tower -Amazing "
The price is €376
includes taxes & fees
5 Dec - 6 Dec
Hilton Grand Vacations Club at Hilton Hawaiian Village
Private Waikiki Condos with Corp Rental Car Discount and free Tour Guide App
3.0 star property
6.0 out of 10, (2)
"Not good with communication. The condo people had issues with reservation."
Private Waikiki Condos with Corp Rental Car Discount and free Tour Guide App
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
9.8 out of 10, Exceptional, (152)
"I stayed for two nights. The apartment was stocked with everything needed and was well maintained. The air conditioner worked well, and check-in was an easy process and went exactly as expected. Parking was tight, but that’s to be expected downtown and many options were given. "
The price is €275
includes taxes & fees
25 Nov - 26 Nov
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Ocean view in Waikiki, Free Parking stall. Hawaiian dream vacation Free Wifi &AC
9.0 out of 10, Wonderful, (31)
"I travel to oahu every year for business and spend 8 to 12 weeks here every year. I have stayed at almost every hotel over the years and this is my new favorite place. Check in is easy, the owner is very accommodating and rrespinds quickly"
The price is €440
includes taxes & fees
12 Dec - 13 Dec
Ocean view in Waikiki, Free Parking stall. Hawaiian dream vacation Free Wifi &AC
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.
Don't see what you're looking for?
See all available properties in Kailua
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Kailua you may be interested in

Hilton Hawaiian Village Waikiki Beach Resort
4.5 star property
8.0 out of 10, Very good, (7742)
"Lots of shops"
The price is €312
includes taxes & fees
24 Nov - 25 Nov
Hilton Hawaiian Village Waikiki Beach Resort
'Alohilani Resort Waikiki Beach
5.0 star property
8.4 out of 10, Very good, (2373)
"Overall the property was good. The in house restaurant for breakfast was terrible $38 USD for a basic bland buffet. Once I saw it I knew I didn’t want to eat there and especially for that price. We stayed here 2 other times and the restaurant was under different management and you could also order À la cart. Our air conditioner was acting up the entire time also but we had 2 rooms and the other one was perfect. Overall we would stay again. "
The price is €369
includes taxes & fees
23 Nov - 24 Nov
'Alohilani Resort Waikiki Beach
Hyatt Regency Waikiki Beach Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (3739)
"staff was great and the security was great also."
The price is €304
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Waikiki Beach Resort & Spa
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.

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 a BBQ 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.

How many holiday rentals are there in Kailua?

With 167 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.