Kailua Holiday Rentals from €148: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Kailua has to offer?

Nani Iki - Close to beach! : This holiday home rental outside of Kailua is located in the mountains, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable 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.

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Holiday Rentals in Kailua

"Everything you need. "

includes taxes & fees

6 Apr - 7 Apr

"Bathroom was nice , spacious "

includes taxes & fees

13 Mar - 14 Mar

"Simple but good accommodations. Not fancy but the location is excellent. I booked last minute because I missed a connecting flight and the front desk staff were very friendly and helpful in light of my next stay. Guests can borrow beach chairs and towels at no charge. If you don’t have a hair dryer in the room, ask for one and they’ll have an extra at the desk. There is no real shampoo in the bathroom, however. You will need to buy or bring your own. "

includes taxes & fees

13 Mar - 14 Mar

"Very clean nice place, great location. Cumbersome locking and unlocking door, always had to have phone, would prefer a code or fob. Laundry card only had enout for wash, had to wait for assistant to add $."

includes taxes & fees

23 Mar - 24 Mar

"The location is perfect, everything is within walking distance. And less than 20 mins drive from the airport. Property is safe. Free parking. No resort fees. I liked our apartment. Plenty of room. A king sized bed would fit, but the queen was comfortable. Fitted sheet had large bloodstaines on it, not just one. No housekeeping during our stay, which I'm fine with. Place was clean, plenty of towels for our 4 nights stay. We didn't cook but the kitchen had all that one would need. A/C units...

includes taxes & fees

17 Mar - 18 Mar

"BEST ON STRIP!"

includes taxes & fees

7 Apr - 8 Apr

Standard Studio, 2 Queen Beds, Ocean View | Terrace/patio

"Didn’t like that there was no dining option in hotel. You would walk to nearby businesses for food. "

includes taxes & fees

17 Mar - 18 Mar

"If you follow the instructions in their email and make sure to note the limited check in/front desk availability, it is a great option - especially if you have stuff you want to do in downtown Honolulu, but even if you are vacationing to other parts of the island! No, there are no cleaning services but that's because you are basically renting an apartment. Ours had all the amenities we needed. No W/D in our studio so we used the communal laundry room. I always find myself ubering from waikiki to...

Studio (Panoramic Ocean) | View from room

"Property was in close proximity of shopping, dining and beach. The option of pool and jacuzzi, mini market, laundry and fitness center on the 6th floor was a nice extra for the days we didn't want to go out. Staff was nice. Property offered 24 hour security with cameras in the common areas. Room we had was a bit outdated but served it's purpose."

includes taxes & fees

30 Mar - 31 Mar

On the beach, sun-loungers, beach umbrellas

"Had a 2 bed 2 bath ocean front condo. These are individually owned and all furnished differently. Cannot beat the on the beach location. The outside ocean front deck was amazing! We sat out and watched the sunrise and sunset daily. The layout of the unit was great for our 5 adult size people. 4 full beds and a sofa bed. The condo has been updated. Nice to have a kitchen, with the view we cooked and ate at the condo 5 of our 7 nights. It could be a little cleaner, no housekeeping service. ...

"The area is amazing! Close to the beach and options for groceries and food. Check in and check out was seamless. Use of a door code saved us from having to carry a key everywhere. The building itself is a little run down but overall was still very comfortable. Our contact was amazing! Danielle was quick to reply to questions and arrange for extra supplies to be dropped off when needed."

includes taxes & fees

28 Mar - 29 Mar

4 outdoor pools, open 8:00 AM to 7:00 PM, pool umbrellas, pool loungers

"We really enjoyed our stay at the Hilton Hawaiian Village. We stayed in a two bedroom ocean view room in the Lagoon tower. Our room was absolutely huge and the staff did an incredible job cleaning every day. It was well appointed with all of the amenities you would need for a nice, long stay. We did find it very quiet during the day but at night there was a really loud band playing every night until around 10 0mm. We checked it out (they were located in the tapa bar area) and every single night...

includes taxes & fees

18 Mar - 19 Mar

"Beautiful view !"

"Exceptional Stay – Best Hotel Experience in My Life😍 We stayed for 7 nights, and everything about this hotel exceeded our expectations. The room was perfect—luxuriously appointed with every amenity you could possibly need for a dream trip. The view was breathtaking, overlooking Waikiki and the iconic big banyan tree. A special treat was being able to watch the hula show from our balcony, as the hotel is right across from the Hula Mound stage. A huge thank you to Anna! My parents, who are in...

includes taxes & fees

13 Mar - 14 Mar

"Loved that it was right on the beach and so close to shops and restaurants. The room was recently updated and having a wash/dryer was such a great perk!"

"Overall experience good. No communication regarding house keeping or clean towels without extra costs. "

includes taxes & fees

24 Mar - 25 Mar

Beach nearby, white sand, sun-loungers, beach umbrellas

"Awesome location and amenities."

includes taxes & fees

28 Mar - 29 Mar

Beach nearby, white sand, beach towels, snorkelling

"We had a great time for our family of 4. Accommodations were sufficient although travelling with 3 woman and only having 1 bathroom can be an issue sometimes but we made do. The condo we had was 2303 and the King bed was comfy and the children slept on the hideaway bed. Kitchen had the basics and we were never searching for anything. Location was in perfect distance to Waikiki beach, shops and food. Mahalo for a great stay Expedia and Oahu. We will be back!"

"Great location "

includes taxes & fees

13 Mar - 14 Mar

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"It was nice hotel. Beach very close. Nice staff. I would stay there again."

includes taxes & fees

13 Mar - 14 Mar

"Our second stay at Hilton Hawaiian Village and it is still as awesome as before. We stayed at Tapa Tower this time and loved the vibe at Tapa Bar. We do wish that the two slides at the pool were open all day as the timing was rather limited. We have a blast at the lagoon and tried paddle board and kayak. The water was warm and calm, perfect for our kids. The Friday fireworks was just awesome! Thank you for the warm hospitality. We look forward to come back again hopefully in near future."

includes taxes & fees

9 Apr - 10 Apr

"Very quiet clean great walking distance from everything staff was very helpful and nice."

includes taxes & fees

16 Mar - 17 Mar

Find out more about Kailua

Everything you need to know about Kailua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua holiday rentals we have selected for you start as low as €148 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Kailua properties

5/5 Excellent

"Hotel was just as expected. Went out to Celebrate my mom’s 80th birthday. Clean, beds were comfortable, ocean view was great, the accessibility to walk to places was awesome, the adult only infinity pool and being able To walk to the beach excellent. Definitely would stay again. "

A verified traveller stayed at Sheraton Waikiki Beach Resort

Posted 14 hours ago

5/5 Excellent

"Besides being in a great location, i found the elevators very convenient and efficient. We visited other hotels at the same time that had long waits but i never waited more then a minute for an elevator to my floor. It just made it such a nice experience to be able to get to my room so easy. The shops downstairs also made it feel like i didnt need to go far to get anything i needed."

A verified traveller stayed at OUTRIGGER Reef Waikiki Beach Resort

Posted 16 hours ago

5/5 Excellent

We love Wayfinder Waikīkī!

"Our stay at Wayfinder Waikīkī was nothing short of magical! From the moment we arrived, Virgee made our check-in extra special by surprising my children with local snacks and decorating the beds with beautiful purple orchids—they were absolutely thrilled. Every morning, we woke up to the most breathtaking view, making our trip even more unforgettable. The thoughtful touches and warm hospitality made our experience truly special. We can’t wait to come back! Thank you Wayfinder staff for being so kind and welcoming. "

A verified traveller stayed at Wayfinder Waikiki

Posted 1 day ago

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All accommodation types in Kailua

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.

What are some of the best holiday rentals that Kailua has to offer?

Nani Iki - Close to beach!: This holiday home rental outside of Kailua is located in the mountains, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable 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.

How many holiday rentals are there in Kailua?

With 162 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?

Lanikai Beach and Kalama Beach Park 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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Holiday Rentals in Kailua

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Check prices for these dates

Holiday Rentals in Kailua

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan

Aston Waikiki Sunset

Aston Waikiki Sunset

Kuhio Banyan Club

Kuhio Banyan Club

Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty

Royal Kuhio

Royal Kuhio

Aston Waikiki Beach Tower

Aston Waikiki Beach Tower

Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre

Aqua Skyline at Island Colony

Aqua Skyline at Island Colony

Castle Waikīkī Shore

Castle Waikīkī Shore

Ilikai Marina Vacations

Ilikai Marina Vacations

Hilton Grand Vacations Club at Hilton Hawaiian Village

Hilton Grand Vacations Club at Hilton Hawaiian Village

High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)

Espacio The Jewel Of Waikiki

Espacio The Jewel Of Waikiki

Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER

Ala Moana Condo by Zelloo

Ala Moana Condo by Zelloo

Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki

Pacific Monarch Condos Near Waikiki Beach w/ City & Ocean Views

Pacific Monarch Condos Near Waikiki Beach w/ City & Ocean Views

Palms at Waikiki by Tropical Escapes

Palms at Waikiki by Tropical Escapes

Ocean View Island Haven Condo

Ocean View Island Haven Condo

Other types of properties in Kailua you may be interested in

The Twin Fin Hotel

The Twin Fin Hotel

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

Find out more about Kailua

Find out more about Kailua

Recent reviews of Kailua properties

Recent reviews of Kailua properties

Sheraton Waikiki Beach Resort

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions