Kailua Holiday Rentals

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Holiday Rentals in Kailua

Espacio The Jewel Of Waikiki
5.0 star property
9.8 out of 10, Exceptional, (14)
"Beautiful property and condo like accommodations with the floor all to ourselves. Highest level concierge services I have experienced with transportation services to and from airport included in stay. Will definitely be back! "
The price is S$2,316
per night
9 May - 10 May
Espacio The Jewel Of Waikiki
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1632)
"The front desk is so great!!!!"
The price is S$1,030
per night
19 May - 20 May
Aston Waikiki Beach Tower
Kuhio Village 904a Condo by RedAwning
3.0 star property
9.0 out of 10, Wonderful, (2)
Kuhio Village 904a Condo by RedAwning
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Luana 118 Condo by Redawning
3.5 star property
8.8 out of 10, Excellent, (3)
"The room and entire facility were pretty great. The only things that were a bit bothersome in the room were the lights, air conditioning, and lack of shower products. The bathroom was only at about 30% so I took a light bulb from a lamp so we could see ourselves in the bathroom. The light above the desk was also minimal so I moved another lamp onto the desk so I could see for work. The air conditioner display was broken but no matter how much we clicked on the up button, the only temp was...
Luana 118 Condo by Redawning
Luxury Oceanview Punaluu Condo
4.0 star property
8.8 out of 10, Excellent, (3)
"detailed instruction on how to check in.. clean property, right on the beach.. a kitchen with everything needed to cook some meals while looking the ocean.. the patio had unobstructed views of the pacific ocean.. close to many of the north shore beaches and not far from honolulu too.. plenty of parking on the property"
Luxury Oceanview Punaluu Condo
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (316)
"Stay was good but was expecting a higher floor"
The price is S$366
per night
14 May - 15 May
Royal Kuhio
Hilton Grand Vacations Club at Hilton Hawaiian Village
4.0 star property
8.6 out of 10, Excellent, (688)
"Waited in the looong check in line only to be told we had to go somewhere else. Text communication was great. Parking prices are outrageous. $70 a night for self parking. "
The price is S$637
per night
2 Jun - 3 Jun
Hilton Grand Vacations Club at Hilton Hawaiian Village
CASTLE Waikīkī Shore
3.0 star property
8.2 out of 10, Very good, (1100)
"Castle Waikiki Shores was absolutely the best!! Our room was Amazing, breathtaking views, right on the beach, walking distance from EVERYTHING. Husband had an amazing 50th birthday! Very clean, great staff and was the hotel very very peaceful!! We enjoyed the Friday night fireworks right from our balcony, with love, laughter and cocktails!! I'm telling everyone I know, this is the best best place to stay!!! Thank you Castle Waikiki Shores!! "
CASTLE Waikīkī Shore
Tropical Studios at Marine Surf Waikiki
3.0 star property
8.2 out of 10, Very good, (289)
"Wonderful Condo to stay in. The perfect amount of space, everything you need for a stay, can food shop and cook your own meals, walking distance to waikiki beach and all the shops. The garage part is very tricky but otherwise absolutely wonderful stay. I will definately try to rent here again in the future."
The price is S$376
per night
6 May - 7 May
Tropical Studios at Marine Surf Waikiki
Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
8.0 out of 10, Very good, (334)
"The staff was extremely friendly and amenable to our request for any help. We got a two bedroom suite, but it only had one bathroom (I didn’t pay close enough attention); but it all worked out for our party."
The price is S$828
per night
24 May - 25 May
Regency on Beachwalk Waikiki by OUTRIGGER
Waikiki Shore by OUTRIGGER
3.0 star property
8.0 out of 10, Very good, (368)
"Waikiki Shore is great, great location, great view from balcony, easy, clean. We will be back. "
Waikiki Shore by OUTRIGGER
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2713)
"This was our second time staying at the Aston Waikiki Sunset. Our first time was great. This time we had my handicapped mother. We called the hotel beforehand to request a toilet seat extender and a shower chair. It took one and a half days for them to bring these items after I called housekeeping and the front desk repeatedly. They seemed not to care. We will not be staying here again."
The price is S$311
per night
8 May - 9 May
Aston Waikiki Sunset
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2372)
"The customer service was very good. The people at front desk are helpful, nice, and really good people. The property needs up dating and so do the rooms, but views so beautiful from our room."
The price is S$369
per night
7 May - 8 May
Aston at the Waikiki Banyan
Aqua Skyline at Island Colony
3.0 star property
7.2 out of 10, Good, (1911)
"very nice and always helpful staff. Very clean and quiet. There is a pool and BBQ area, nice landscaping, fishponds.. Suites are updated, beds comfy. Nice balcony with table and chairs. We also had a small kitchen, which was perfect. Just behind the complex is the Ala Wai Canal and Boulevard- which is very walkable/ perfect for jogging..and within a 2 km walk from Hotel is the Library, a Safeway Store and the famous Leonard's Bakery. "
The price is S$294
per night
6 May - 7 May
Aqua Skyline at Island Colony
Kuhio Banyan Club
2.0 star property
6.8 out of 10, (1664)
"This place was amazing "
The price is S$225
per night
7 May - 8 May
Kuhio Banyan Club
Ala Moana Condo by Orgoto
3.5 star property
5.8 out of 10, (16)
"Had a good stay, but I have to say, needs a little bit of an update. Room felt clean but lamps by the beds were almost falling out of the wall. We love staying here though for a quick staycation! Bonus that Starbucks is literally downstairs in the lobby. "
The price is S$457
per night
5 May - 6 May
Ala Moana Condo by Orgoto
Spacious & Sophisticated Palms Studio Condo by RedAwning
3.0 star property
Spacious & Sophisticated Palms Studio Condo by RedAwning
Private Waikiki Condos with Corp Rental Car Discount and free Tour Guide App
3.0 star property
The price is S$740
per night
5 May - 6 May
Private Waikiki Condos with Corp Rental Car Discount and free Tour Guide App
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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.

Other types of properties in Kailua you may be interested in

Sheraton Waikiki Beach Resort
4.0 star property
9.0 out of 10, Wonderful, (1843)
"Great location and amenities. No need to leave the property. Just avoid spring break due to crowds"
The price is S$700
per night
2 Jun - 3 Jun
Sheraton Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa
4.0 star property
8.6 out of 10, Excellent, (3199)
"I liked the location. The hotel was pretty average, not mind blowing. It was clean although something in the bathroom smelled bad, never figured out what it was. Overall, just an average hotel experience. There’s a lot included for the resort fee that I wish they went over with me at check in. I would have joined a yoga class or borrowed a go pro, which I later found out about on my last day."
The price is S$487
per night
26 May - 27 May
Hyatt Regency Waikiki Beach Resort & Spa
Hilton Hawaiian Village Waikiki Beach Resort
4.0 star property
8.2 out of 10, Very good, (6418)
"Beautiful place overall , "
The price is S$499
per night
9 May - 10 May
Hilton Hawaiian Village Waikiki Beach Resort
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.

How many holiday rentals are there in Kailua?

With 183 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 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.

Recent reviews of Kailua properties
Expedia verified reviews