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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

Home in Waianae
4.75 out of 5 average rating, 16 reviews

Family Vacation Home w/Ocean View at Makaha Valley

KateRating, 5 stars1 week ago
We absolutely loved the unit. Beautiful home with everything we needed for a perfect stay.
Superhost
Home in Kailua
4.77 out of 5 average rating, 75 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

KelseyRating, 5 stars5 days ago
We loved this place! It was definitely one of the more reasonable cost rentals in the Lanikai neighborhood but it didn’t disappoint. A few things of note: - the appliances are high end KitchenAide and Bosch. The cooktop is a two burner induction that you can put away when not in use. Toaster oven as well. Compact dishwasher and fridge is a one drawer fridge/ one drawer freezer that fits under counter - ample beach towels. Also beach chairs and umbrellas. - the pool was wonderful - less than 10 min walk to Lanikai Beach - do the pillbox hike up the ridge behind you if you want a good workout! We loved our week here. Always planned to cook out on the Weber grill but didn’t end up doing so. The patio was awesome at the end of each day and for morning coffee. Neighborhood was safe. Met the pest control guy and the pool guy while we were here- both really friendly. Would definitely choose this place again.
Superhost
Home in Waikiki
5 out of 5 average rating, 4 reviews

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

EricaRating, 5 stars9 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
4.92 out of 5 average rating, 13 reviews

Peek-a-Boo Ocean View

JannekeRating, 5 stars2 days ago
Alex’s place is great! He has thought of everything, and all you can think you’ll need is available at his place. We had a wonderful time and definitely recommend this!
Guest favorite
Home in Kahuku
4.93 out of 5 average rating, 29 reviews

Aloha Sunny Turtle Bay - Updated 2 BD + Loft

HeatherRating, 5 stars1 month ago
A great condo in Turtle Bay Resort on the golf course! Peaceful & excellent location near golf, pickleball, beaches, the Ritz Carleton and walking/running paths. Highly recommend!
Home in Ewa
5 out of 5 average rating, 5 reviews

Modern Family Beach Villa near shops and dining

JulianaRating, 5 stars2 weeks ago
This is a fantastic townhouse for a family to stay! It is extremely close to the lagoons which we drove daily 2 mins away. We found it a little far to walk. We forgot our stroller at home and were so grateful when we arrived they had one! They have tons of beach items for the kids to use and chairs. The beds were super comfortable! The pool was fantastic to use when making dinner on the bbq. It was a great stay and would love to stay again!
Guest favorite
Home in Waikiki
4.85 out of 5 average rating, 40 reviews

24 fl Studio- Oahu Oasis; 1 King Bed

CamilaRating, 5 stars1 week ago
The place was really beautiful!!! I have no words for the amazing view and the condo has so many utilities!!! My experience there was so comfy and the location it’s the key if u only wanna walk to the beach and find si many restaurants and stores. The host was really kind and friendly!! Def the best Airbnb in Waikiki!!

Weekly house rentals

Home in Waikiki
4.65 out of 5 average rating, 140 reviews

SS75 Waikiki 2450 Koa Ave Honolulu

ClareRating, 5 stars1 month 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.
Home in Ewa
4.8 out of 5 average rating, 5 reviews

Ko Olina: Book Now! Car Available!

BrianRating, 5 stars4 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.
Guest favorite
Home in Waianae
4.95 out of 5 average rating, 20 reviews

4 Bedroom Luxury Home in Makaha Valley

AgataRating, 5 stars1 week ago
Jennifer is perfect host. Very quick response, lots of recommendations about area. House is beautiful, very clean, more then enough for our party of 10 with lots of equipment for beach gear and snorkelling, but most important in a stunning location. I will never forget first morning after late check in with breathtaking view and welcoming nature voices. House is located on the other part off the island so you need to take extra time for travel but for us wasn’t a problem as we met some locals and saw real life on Oahu not just a perfect Waikiki style life. The house is equipped with everything what we need to feel like home. Thank you Jennifer for renting you perfect house. I highly recommend for a small or big family and hope you will have as perfect stay as we had.
Home in Hauula
4.73 out of 5 average rating, 48 reviews

Pomaika'i

AliciaRating, 5 stars2 weeks ago
This was a beautiful home in a quiet, beautiful neighborhood. It was the perfect size for our family of 4, including 2 children. We enjoyed being able to watch the sunrise from the backyard, and driving only 3 minutes to a large, gorgeous beach. The host was very responsive, friendly and kind. We highly recommend this place for any group!
Home in Laie
4.77 out of 5 average rating, 31 reviews

Hale Mahina Beach House

ScottRating, 5 stars1 month 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.
Home in Kahuku
5 out of 5 average rating, 8 reviews

"Pineapple Perch" | Fully Renovated | A/C in Every

DanielleRating, 5 stars42 months ago
Marie’s place is amazing. Short walk from the beach and she has everything you need. It’s a spacious house with plenty of room to spread out. Marie does a great job being there for any questions you have as well as just checking in with you. I would definitely recommend.
Home in Kaneohe
4.61 out of 5 average rating, 163 reviews

Beautiful Ocean view 2 bedroom rental (30 + days)

EmeraldRating, 5 stars1 week ago
Had a lovely stay when family were in town. There was a minor hiccup with check in times but the issues was quickly rectified and we very much enjoyed our stay. Grateful for all the beach equipment we could use too!
Home in North Shore
5 out of 5 average rating, 5 reviews

Spacious North Shore Home 3-min. Walk to Beach

DianaRating, 5 stars1 month 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!

Private house rentals

Superhost
Home in Kailua
4.86 out of 5 average rating, 418 reviews

Kailua Beach Park - 1 BR Cottage

PerriRating, 5 stars2 weeks ago
Had an amazing stay here, the only thing we wanted to change was to extend our stay but it booked up fast! Great place, close to everything and Brooke was very friendly and so responsive and helpful!
Guest favorite
Home in Waianae
4.98 out of 5 average rating, 108 reviews

Kalo Homes ~ Makaha Valley Oasis!

AmberRating, 5 stars1 week ago
An absolutely gorgeous place to stay, all within a gated community! You have privacy and a great back yard to oversee the spectacular surrounding mountains and ocean views! There is nothing better than great comfort within a nice household with peace and quiet. It was very relaxing, and the accommodations of the house were awesome! Great to have a bbq and a shaded area to enjoy the views and take in the fresh Hawaiian air. Beach-going essentials were a huge hit for our family! We will definitely be staying here again!
Home in Kahuku
4.65 out of 5 average rating, 20 reviews

Turtle Bay Hawaiian Paradise Free parking WiFi A/C

RompleRating, 5 stars1 month ago
The host was very nice, friendly, respectful, and responsive. The place is wonderful peaceful. I’d be happy to recommend that to anyone who wants to visit Oahu especially on the North Shore. Thank you very much!
Home in Waikiki
New place to stay

Spacious Quiet Corner Studio - Minutes to Beach

AlanRating, 5 stars1 week ago
We loved Albert's place! It is right on Waikiki. Within a few minutes of easy walk, we are right on the pristine Waikiki beaches. The views from the studio is amazing: we can see 2 parks down (one of them being Fort DeRussy Beach Park), we can see the beautiful mountains from the room, we can even see the ocean from the balcony and from one of the windows, which is a sweet surprise to us as the description didn't mention ocean views. The studio is a corner unit, so it is more spacious than the normal studio, especially the additional room at the entrance that conveniently provides space for our beach gears. We mostly took the buses, as the place is so conveniently located to one of the main bus stops on Waikiki. It is also close to ABC stores and popular breakfast place "Egg'n Things". We didn't do much cooking, as there are so many choices nearby, so we can not say much about the kitchen and utensils. Other than that, this place greatly exceeded our expectations!
Home in Hauula
4.67 out of 5 average rating, 3 reviews

Nalu's Island Home

MadelineRating, 5 stars6 days ago
The whole family loved our time at Nalus place! From the start he was super responsive with any questions I sent over chat about the location and surrounding areas. The home itself was clean, Cozy and stocked with the basics which was great for arrival. One thing to note, the home doesn’t have central air BUT that was not a problem for our group because the home does have a window unit and plenty of fans to keep things cool. We really enjoyed the neighborhood and the home, would totally stay here again and recommend it to anyone looking for a place to stay in the area.
Home in Kailua
4.56 out of 5 average rating, 9 reviews

Tranquil Kailua Home w/ 2 Bedrooms / 1 Bath

JenniferRating, 5 stars3 weeks ago
This was a great home base for our family while visiting friends in Kailua. The house was cozy and the neighborhood was quiet.
Home in Waianae
4.34 out of 5 average rating, 29 reviews

Modern Waianae Home w/ Mountain & Valley View

AaronRating, 5 stars10 months ago
Home is in a gated community and very quiet. Had some trouble being allowed in because our rental car did not have registration and the guard had to call the owner to give us permission to enter, but once that was complete no concerns. Close to the beach, would recommend Makaha. Home accommodated eight of us easily. Did not have enough towels, but called host and she was able to get us more. Could use a few more cookware items and almost all of the curtains are broken. Tamura is a close grocery store, and only a few restaurants. Pretty far from tourist items but way less busy than Waikiki.
Superhost
Home in Waianae
4.83 out of 5 average rating, 42 reviews

@Marbella Lane- Idyllic Getaway in Makaha Paradise

DesiraeRating, 5 stars3 weeks ago
The place was beautiful and nothing beat the view when walking outside. Everything was a bit of a drive but what a way to see this beautiful island. The beach was super close and the waves were great. Thank you for hosting our family we will definitely be back.

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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