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House vacation rentals in Kailua

Find and book unique houses on Airbnb

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Popular amenities for Kailua house rentals

House rentals with a pool

Guest favorite
Home in Waianae
5 out of 5 average rating, 25 reviews

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

JayRating, 5 stars6 days ago
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.
Home in Waianae
4.88 out of 5 average rating, 41 reviews

Vacation Home in Secluded Makaha Valley Near Beach

VignanRating, 5 stars2 weeks ago
Beautiful backyard with a private hot tub and views. I highly recommend this home 😍
Superhost
Home in Waikiki
5 out of 5 average rating, 4 reviews

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

EricaRating, 5 stars11 months ago
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!!
Guest favorite
Home in Kahuku
4.94 out of 5 average rating, 16 reviews

Peek-a-Boo Ocean View

JuliusRating, 5 stars1 month ago
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.
Guest favorite
Home in Kahuku
4.94 out of 5 average rating, 35 reviews

Aloha Sunny Turtle Bay - Updated 2 BD + Loft

BarbaraRating, 5 stars5 days ago
We loved the location! It was an easy walk to the stables, beach, and golf course. The condo was comfortable and well equipped.
Top guest favorite
Home in Waianae
5 out of 5 average rating, 23 reviews

Island Retreat: 2 Master Suites|Ocean & Mtn Views

TounetaRating, 5 stars1 month ago
My family and I thoroughly enjoyed our stay. The house is spacious and comfortably fit the 9 of us. The home has all of your basic needs and the garage is equipped with all of your beach essentials. The neighborhood was quiet and the view was immaculate. Being surrounded by serene mountain views and an ocean view from the backyard felt like a fairytale. We flew in to attend a graduation and Justin was gracious enough to allow our extended family to come over for dinner. It was nice to be able enjoy a meal with our entire family in the comfort of what felt like our home away from home. Justin and his team were gracious, responsive, and accommodating. I highly recommend this place if you have a large family and want to be in a comfortable space. However, some downsides include being in a somewhat remote area. You’ll have to drive at least an hour to reach some of the more popular parts of the island, so keep that in mind when it comes to planning.
Guest favorite
Home in Waikiki
4.85 out of 5 average rating, 47 reviews

24 fl Studio- Oahu Oasis; 1 King Bed

KeniaRating, 5 stars2 weeks ago
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 :)
Superhost
Home in Kahuku
4.92 out of 5 average rating, 64 reviews

Spectacular golf course front steps from the beach

HeatherRating, 5 stars1 month ago
This was a beautiful and very clean condo. It’s located in a quiet area close to the beach. It was a great location for all of the areas we planned to visit. We enjoyed our stay and would highly recommend this place to stay.

Weekly house rentals

Home in Waianae
5 out of 5 average rating, 14 reviews

Ocean Views Serene Vacation Escape Home Near Beach

DeriseRating, 5 stars1 month ago
This was a beautiful home with a beautiful view. It was in a gated, newer community that offers a gym and pool. Also a peaceful, quiet neighborhood. The maintenance did come to take the garbage out on our first day there and they forgot to close our door so when we returned home late that day, our door was wide open. The host answered our call and was responsive immediately and changed the code for extra security. There was extra comfort knowing it was in a small gated community and none of our things were misisng but it was definitely a big scare at first. Other than that, which I believe was a rare occurence, we truly enjoyed our stay in this beautiful home.
Guest favorite
Home in Hauula
4.94 out of 5 average rating, 78 reviews

Hauula Ohana House - Paradise on a one acre estate

LaurelRating, 5 stars10 months ago
Our family of seven adults and one toddler had a great vacation here. The house had everything we needed. Having the outdoor space on the porch and in the yard was wonderful. My granddaughter loved throwing leaves into the creek and watching the fish, birds, geckos, etc. We passed by the horses as we walked to the beach. We enjoyed hiking, playing pickle ball, grilling and hanging out in and around the home. The house is well located for trips to the north shore, Polynesian Cultural Center, and windward beaches. I would highly recommend this home to families or large groups looking for a relaxing place to stay.
Guest favorite
Home in Waianae
4.98 out of 5 average rating, 43 reviews

Ocean and Mountain View/ Gardener’s Dream Gateway

CarmenRating, 5 stars2 weeks ago
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.
Home in North Shore
5 out of 5 average rating, 5 reviews

Spacious North Shore Home 3-min. Walk to Beach

DianaRating, 5 stars2 months ago
Chelsea’s home was everything we had hoped, and more. Perfectly home away from home. A short walk from a very swimmable beach, and a short drive from all the beaches on the north shore. We had an absolute blast! Chelsea was very attentive and responded promptly to our questions. Thanks Chelsea, we will be back!
Top guest favorite
Home in Hauula
5 out of 5 average rating, 18 reviews

Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C

EvetteRating, 5 stars4 weeks ago
Wonderful, relaxed, peaceful place. Home thoughtfully supplied with tons of beach towels, beach chairs, snorkel masks, guidebooks, etc, everything you need for a fun getaway. If you like hiking, do not miss the Hau’ula Loop trail two blocks up the road— fantastic well-maintained trail with varied terrain and stunning mountain views. Our favorite beach in the area was at Mālaekahana State Recreation Area (near Goat Island), 4 miles up the highway. We went there 3 times and saw many sea turtles every time!
Home in Kaneohe
4.89 out of 5 average rating, 37 reviews

Relax Hawaiian Style

MaximilianRating, 5 stars1 month ago
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!
Guest favorite
Home in Ewa
5 out of 5 average rating, 7 reviews

Modern Family Beach Villa near shops and dining

TahliaRating, 5 stars1 month ago
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!
Home in North Shore
4.81 out of 5 average rating, 281 reviews

Haleiwa Dream Location

TaraRating, 5 stars2 weeks ago
This property is beautiful, close to the beach, and close to the amazing town of Hale’iwa! Our stay contributed to an amazing vacation in a beautiful destination. Amenities were incredible, communication from host was clear and consistent, and we had a very comfortable stay while exploring O’ahu. Overall, an awesome experience and will for sure be visiting the island again.

Private house rentals

Superhost
Home in Kailua
4.86 out of 5 average rating, 426 reviews

Kailua Beach Park - 1 BR Cottage

JodiRating, 5 stars1 week ago
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
Home in Ewa
4.8 out of 5 average rating, 5 reviews

Ko Olina: Book Now! Car Available!

BrianRating, 5 stars5 months ago
Our family of 8 absolutely loved Courtney's rental. I don't think it could have been in a better location. It is with in walking distance of all the lagoons, local shops, golfing and it's a quick drive to grocery stores. The house was very clean, beds were comfortable, instructions were clear and the check in/out process was a breeze. Our only cons were there were only 2 beach towels, no spices and the trash under the sink was way too small for the 8 of us. We are seasoned Air bnbers so we did pack a few of things we knew we would need like laundry pods, paper towels and a few smaller items but coming from the East Coast we were only checking 1 bag and didn't bring any spices, beach towels or dish & dishwasher soap. Island Country Market (SAVE YOUR RECEIPTS and get those free items!), Safeway, Target and Walmart are really just a short drive to grab what was needed so it wasn't a big deal but just be prepared to need these items. We absolutely can not wait to go back. Aloha.
Home in Waikiki
4.64 out of 5 average rating, 143 reviews

SS75 Waikiki 2450 Koa Ave Honolulu

ClareRating, 5 stars3 months ago
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.
Guest favorite
Home in Waianae
4.98 out of 5 average rating, 113 reviews

Kalo Homes ~ Makaha Valley Oasis!

KarissaRating, 5 stars3 weeks ago
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!
Home in Waianae
4.56 out of 5 average rating, 16 reviews

5b2ba historical place w/no st.lights&no neighbors

VicenteRating, 5 stars2 months ago
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!
Home in Kahuku
4.68 out of 5 average rating, 22 reviews

Turtle Bay Hawaiian Paradise Free parking WiFi A/C

NicoleRating, 5 stars1 month ago
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!
Home in Laie
4.78 out of 5 average rating, 32 reviews

Hale Mahina Beach House

ScottRating, 5 stars3 months ago
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.
Guest favorite
Home in Ewa
5 out of 5 average rating, 7 reviews

Golf Course View - 2 Bed and 2.5 Bathrooms

TinaRating, 5 stars1 month ago
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.

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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  4. Honolulu County
  5. Kailua
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