
House holiday rentals in Kailua
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Top-rated house rentals in Kailua
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Popular amenities for house rentals in Kailua
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated
Charles was the most proactive and responsive host I have ever had on this platform. Extremely pleasant and responded immediately to questions. The home is beautiful and is maintained to perfection. The backyard was my favorite place to sit and take in the beautiful mountains. The gated community was beautiful and felt very safe. The only drawback is that the area outside the community is not as nice. There are not a lot of restaurants and stores in the immediate area. We ended purchasing groceries at a store Charles recommended and cooked our dinners and breakfast at home. Saved a lot of money that way. Overall this was great home base for our adventures around the island.

Makaha Hideaway by AvantStay | 10 Minutes to Beach
This place was amazing..We had 5 people in our party and it worked out so well. Everything was as advertised. We were able to save money by cooking in the home at times. But we also had the freedom, of course, to go out and explore. I would highly recommend this place for parties of 6 or less.

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha
Hilton Village is easy. Has everything you could need or want so you don’t spend time driving all over in Honolulu traffic! We wanted to arrive and park it! This place allowed us to do just that!!

Peek-a-Boo Ocean View
Alex was very responsive when I needed help with some things. Taught me a trick with the shower. Reading their rule binder gave me a warm welcome vibe. I recommend if you’re staying around for a quick getaway.

Ocean Pearl
We loved our stay here. The unit was perfect for a group of 5 women celebrating a reunion. Close to sharks cove and cute town of Haleiwa. Walking distance to several beaches. One very beautiful secluded beach that has turtles. The pool near the unit was lovely and the patio space was private and peaceful. The kitchen was perfectly equipped. It was also amazing to have snorkel equipment, beach chairs & boogie boards. Living space with large sectional couch was the best.

Aloha Sunny Turtle Bay - Updated 2 BD + Loft
We loved the location! It was an easy walk to the stables, beach, and golf course. The condo was comfortable and well equipped.

Airbnb's Top 5% Budget Friendly Home Near Beach
Staying at the home in Waianae was a pleasure. The location was perfect, the home is beautiful and clean. Ricardo was always available to answer any questions. I highly recommended ! Home in Waianae was a remarkable and memorable place to stay.

24 fl Studio- Oahu Oasis; 1 King Bed
This location is just perfect. My tip to avoid paying the expensive parking in the building is to drive around the place looking for a street parking. We found street parking almost everyday, walking time around 15min. It is small but it has all you need :)
Weekly house rentals

Vacation Home in Secluded Makaha Valley Near Beach
Beautiful backyard with a private hot tub and views. I highly recommend this home 😍

Ocean View Exquisite Home at Cottages at Mauna Olu
We loved the house. The backyard was stunning with the mountain and ocean views. The yard was beautiful and the house was clean. Appreciated they had beach items. We would want to stay here again!

Golf Course View - 2 Bed and 2.5 Bathrooms
This was a great place to stay. Others had mentioned the airplane noise but we slept perfectly without a bother. The patio was enjoyable to sit and relax. If I could request anything it would be a washer and dryer, but other than that it was good. Very friendly and was helpful.

COZY SUNSET BEACH STUDIO 30 days special
This place was exactly as described. Shower had amazing pressure and place was clean. Bed is very firm if that's what you like? Hot water could be useful in the kitchen but isn't necessary if you plan for that. Has a very local feel with the beach about an 8 min walk through the neighborhood.

Ocean and Mountain View/ Gardener’s Dream Gateway
This home is truly a home away from home for anyone traveling with family/children. It is out of the way but we knew that before booking and were able to get to most places within 30min-1hr with a car rental. There is a local grocery store, pharmacy, and breakfast restaurant within 10 min. The AC was much appreciated in the heat and the massage chair was great! Sofi was very responsive and quick to address and fix any concerns we had. She even had a new baby bath tub delivered next day for us to use. All in all highly recommend this air bnb.

Relax Hawaiian Style
We had small kids and a family group staying. It was a great home base, but you do need to drive to see anything so plan on renting a car. This was always our plan so it worked out great! It is very spacious for the maximum number people allowed. Would definitely stay there again, best cost value for size we could find!

Modern Family Beach Villa near shops and dining
Great spot for a group of five—just the right amount of space and everything we needed. We had a small issue with the Wi-Fi, but the host was super quick to help and got it sorted fast. The area is beautiful, the place was clean, and check-in was super easy. Would definitely recommend!

Haleiwa Dream Location
Carol was awesome- best host ever! Super friendly and quick to respond to inquiries!
Private house rentals

Kailua Beach Park - 1 BR Cottage
Our second time staying here . We love the location. It’s reasonably priced compared to some other air bnbs. Cant go wrong with being across the beach. It’s small and quaint and nothing crazy and perfect for our fam

SS75 Waikiki 2450 Koa Ave Honolulu
I have stayed in this property once before and loved it then too. However this time - I had to make a last minute booking as other air bnb accom fell through on the day and was stuck. The team were incredible, so responsive, had me sorted and in within 2 hours of first reaching out. Do not spend your money staying at old run down hotels on the beach, the view from the balcony alone here is worth it, music playing at the cafe downstairs, palm trees swaying against the beach all visible from the balcony and from the bed. Has everything you need - drip coffee for the morning, can fit ice in the freezer for some lazy sunset balcony drinks, comfortable bed (I always travel with my own pillow so can’t comment on the pillows), air con worked beautifully. Location cannot be beaten one block from pretty much everything. Do yourself a favour, don’t read any more reviews, book this place and happy happy Hawaiian holidays.

Kalo Homes ~ Makaha Valley Oasis!
I cannot recommend this place enough! My friends and I had an amazing time staying at this house! We felt very safe in the quiet neighborhood. They have a lot of things that you need on hand, the outdoor space was incredible, and thank god for the coffee machine and coffee provided, it saved our mornings! We also loved the staff at the entry gate, very very kind! The location is insane!! Amazing beaches near by and walking outside day and night is a dream! My friends and I loved it and are excited to stay again when the opportunity arises!

5b2ba historical place w/no st.lights&no neighbors
Truly a secluded place with little to no neighbors and large enough for my family of Seven. Beautiful lighting especially at night. Hardly no AC needed as quiet as it was, could leave the windows completely open and with a fan. Kitchen needs a little more amenities for a full Airbnb experience, but provided enough to get by. Neighborhood was quiet. I think we made the most ruckus, but truly a nice little home away from home. A little further away than we anticipated from the bigger cities but easily manageable with a rental. Close to Disneys Aulani and 4 seasons!

Turtle Bay Hawaiian Paradise Free parking WiFi A/C
Orly was a great host! Very responsive and easy to communicate with ! Will definitely be back next year ! Thank you so much for having us in your beautiful home!

Hale Mahina Beach House
Nice beach house. Little busier road than expected to get to the beach, but liked the access to the nice beach and easy access to local attractions.

"Pineapple Perch" | Fully Renovated | A/C in Every
The Pineapple Perch was the perfect place for our family of 5. The interior has been completely updated, it was extremely clean and the beds were very comfortable. We really appreciated the extra beach towels, beach toys and the wagon was a real life saver! The AC throughout the house was fantastic and we appreciated the "white noise" sound machines with the neighborhood roosters! It was so nice to have a washer and dryer as well as 2 bathrooms for those sticky sandy days. The house is excellently located for beaches, food, the PCC and everything we wanted to do! We would 100% book here again!

Kalo Homes - Breath of Life
Everything was perfect, the house looked like in the pictures, or even better, beautiful, clean and well-kept house, breathtaking views, 10 minutes from the house is the most beautiful beach on the island of oahu, the hosts were very kind, communicative and helpful, I definitely recommend it!
Quick stats about house rentals in Kailua
Total rentals
190 properties
Total number of reviews
3.4K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Destinations to explore
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- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kepuhi Beach
- Mālaekahana Beach
- Lanikai Beach
- Kualoa Ranch
- Mākoa Beach
- Honolulu Zoo
- Banzai Pipeline
- Hanauma Bay
- Kapalaoa Beach
- Ala Moana Beach Park
- Kaupoa Beach
- White Plains Beach
- Pyramid Rock Beach
- Wet 'n' Wild Hawaii
- Kalama Beach
- Makao Beach
- Diamond Head Beach Park
- Sans Souci Beach
- Bishop Museum
- Mahakea Beach
- Waimea Valley
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