Search Holiday Rentals in Kailua

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Top Holiday Rentals in Kailua

Suite, 2 Bedrooms, Ocean View | In-room safe, desk, iron/ironing board, free cots/infant beds
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2710)
"Loves this hotel. Close to the beach and you can cook too with full of cooking equipments. "
The price is ฿5,931
per night
8 May - 9 May
Aston Waikiki Sunset
Lobby sitting area
Kuhio Banyan Club
2.0 star property
6.8 out of 10, (1662)
"This place was amazing "
The price is ฿3,935
per night
7 May - 8 May
Kuhio Banyan Club
Interior entrance
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2362)
"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 ฿7,381
per night
7 May - 8 May
Aston at the Waikiki Banyan
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Condo, 1 Bedroom, City View (Unit 55 ,1Bath) | Terrace/patio
Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
8.0 out of 10, Very good, (331)
"Rooms were nice and roomy for our large group. Sofa bed, is well , a sofa bed, fine for smaller guests. Kitchen didn't have measuring spoons or cups. Knifes were dull. Lobby and hallways are kept clean. Rooms where very clean upon arrival. Close walk to beach, parks, restaurants, shopping. Rooms we booked had 2 bedrooms and 1 bath. We would always check before showering if anyone else needed the bathroom first. "
The price is ฿6,323
per night
25 May - 26 May
Regency on Beachwalk Waikiki by OUTRIGGER
Beach nearby
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (315)
"Stay was good but was expecting a higher floor"
The price is ฿8,507
per night
5 May - 6 May
Royal Kuhio
View from property
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1632)
"Yes, it was expensive, but everywhere in Waikiki is. But everything was in great condition and was very clean. The hotel was in a great location just across the street from the beach, walking distance to everything and awesome views! The staff was also super friendly and accommodating with free valet for one vehicle. A welcome fruit juice, warm towel, refillable water bottles, and even a little sand bucket kit for our toddler were given to us on checkin. No issues with the hotel at all, and...
The price is ฿24,032
per night
19 May - 20 May
Aston Waikiki Beach Tower
Studio, Ocean View (Unit #1305) | In-room safe, individually decorated, individually furnished
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
Deluxe Suite, 2 Bedrooms, Beach View | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher
CASTLE Waikīkī Shores
3.0 star property
8.2 out of 10, Very good, (1099)
"Great place especially the Penthouse. My only complaint was my son slipped on oil fell bruised his arm in our paid parking spot in the basement of the property. They really should clean up oil from the vehicles that park there. "
CASTLE Waikīkī Shores
Front of property – evening/night
Hilton Grand Vacations Club at Hilton Hawaiian Village
4.0 star property
8.6 out of 10, Excellent, (687)
"Great customer service and beautiful view"
The price is ฿12,544
per night
5 May - 6 May
Hilton Grand Vacations Club at Hilton Hawaiian Village
Exterior
Aqua Skyline at Island Colony
3.0 star property
7.2 out of 10, Good, (1908)
"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 ฿5,913
per night
6 May - 7 May
Aqua Skyline at Island Colony
Reception
Ala Moana Condo by Orgoto
3.5 star property
5.6 out of 10, (15)
"The room is right next to the elevator shaft, so if you’re a light sleeper this will keep you up all night. The room has no extra toiletries and because it’s a privately owned condo inside of the main hotel the hotel housekeeping will not service the room in anyway, which also means there is no daily cleaning. The property manager messaged frequently enough but never communicated that there wayany additional resort costs. The booking says that resort costs are not included but at no point were...
The price is ฿3,679
per night
6 May - 7 May
Ala Moana Condo by Orgoto
Beach nearby, white sand, sun-loungers, beach umbrellas
Tropical Studios at Marine Surf Waikiki
3.0 star property
8.2 out of 10, Very good, (288)
"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 ฿4,512
per night
4 May - 5 May
Tropical Studios at Marine Surf Waikiki
Outdoor pool
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 ฿53,838
per night
9 May - 10 May
Espacio The Jewel Of Waikiki
Studio | Pool
Spacious & Sophisticated Palms Studio Condo by RedAwning
3.0 star property
Spacious & Sophisticated Palms Studio Condo by RedAwning
Aerial view
Private Waikiki Condos with Corp Rental Car Discount and free Tour Guide App
3.0 star property
The price is ฿14,061
per night
3 May - 4 May
Private Waikiki Condos with Corp Rental Car Discount and free Tour Guide App
Studio | Pool
Kuhio Village 904a Condo by RedAwning
3.0 star property
9.0 out of 10, Wonderful, (2)
Kuhio Village 904a Condo by RedAwning
Front of property
Luxury Oceanview Punaluu Condo
4.0 star property
5.2 out of 10, (5)
"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
Condo | Pool
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
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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

View from room
Hilton Hawaiian Village Waikiki Beach Resort
4.0 star property
8.2 out of 10, Very good, (6388)
"Amazing Experience friendly staff."
The price is ฿9,713
per night
4 May - 5 May
Hilton Hawaiian Village Waikiki Beach Resort
Beach/ocean view
The Twin Fin Hotel
3.5 star property
8.2 out of 10, Very good, (1431)
"Staff were very helpful and friendly."
The price is ฿6,264
per night
14 May - 15 May
The Twin Fin Hotel
Premium bedding, in-room safe, desk, laptop workspace
Hyatt Regency Waikiki Beach Resort & Spa
4.0 star property
8.6 out of 10, Excellent, (3187)
"Excellent location, facility, and staff. "
The price is ฿9,673
per night
21 May - 22 May
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.

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Frequently asked questions

Are there holiday rentals in Kailua?

Yes, we offer holiday rentals where you'll be just 10.4 mi (16.8 km) from Honolulu Zoo, giving you a secluded option if you want peace and quiet. Nature enthusiasts will enjoy the popular beaches in Kailua.

How many holiday rentals are there in Kailua?

With 184 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.

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