Four bedroom Vacation Rental With Ocean Front | VaycayHero #29235

4-Bedroom House with Lanai Near the Beach

Kailua, HI (29) VaycayHero Booking Protection VaycayHero Booking Protection
  • House
  • 12 Guests
  • 4 Bedrooms BR
  • 3 Bath
  • Not Ok


About This Listing View Location >>

Bed Configuration: Bedroom 1: King | Bedroom 2: King | Bedroom 3: Queen & Trundle | Bedroom 4: 2 Twins | Living Room: 2 Sleeper Sofas.

Located on a quiet drive just minutes from the center of Kailua Town, this 4 bedroom 3 bath kama'aina beachfront residence is an ideal setting for beach enthusiasts. Spread on nearly an acre of prime, Kailua beachfront, the home sleeps 8-12 guests in a "main" house and detached guest cottage.

Built in 1950, this enchanting Kailua Estate transports you back in time to an era of graceful living, where the worries of the world are left behind in the gentle surf, white sand beach and peaceful surroundings. Following recent renovations, the home contains just the right blend of modern comforts in its updated kitchen and baths, with elements of charm carefully preserved from a richly felt past.

The main home offers 3 bedrooms and 2 baths overlooking an expansive grass lawn with the beach and ocean beyond. The one bedroom one bath guest cottage sits adjacent, with private lanai, outdoor shower and a fully modernized kitchen of its own. Fully air-conditioned, with flat screen televisions and modernized amenities, both homes are comfortable year round and ideal for extended family gatherings.

Stroll down Kailua Beach to the famed Kalapawai Market, or enjoy a local favorite; shaved-ice at popular Island Snow Hawaii. Kayak and paddle board rentals are just a few minutes walk at Kailua Beach Adventures - providing all the water toys needed for your days on the water. The steady off shore trade winds, water temperature and protective reef make this bay a popular area for all sorts of water sports including Kayaking, Stand-Up Paddling, Surfing, Boogie Boarding, Swimming and Kite Surfing. The setting is magnificent and awaits your next Hawaii vacation.

Amenities include Cable TV, Wi-fi, Air Conditioning, Ceiling Fans, Linens, Washer & Dryer, Ironing Board, High Speed Internet, Barbecue, Full Kitchen.

Square Footage: 2338 Square Feet.



Ocean Front


Cable TV

Wireless Internet


Air Conditioning

Ceiling fans






Host Details

Check In: 03:00 PM

Check Out: 10:00 AM

Rating: 29 5.0/5

Listings: 20

Member Since: 2015

Cleanliness Exceptional
Cleanliness Beats Expectation
Emergency Support
Emergency Support 24/7
Easy Key Pick Up
Key Pick Up At Local Office

1. Where will I pick up the keys from?
Detailed pick-up information will be provided to you once you book this rental.

2. I am going to be arriving late. Do I have to arrive during business hours to pick up keys?
You can check in any time you want on or after the check-in time. After-hours key pick up information will be provided to you once you book this rental.

3. Does the total price include everything? Are any of the fees refundable?
Yes, there is nothing more to be paid. All mandatory fees are included in the total price.

4. What is the cancellation policy for this rental?
Cancellation policy is listed on this page under 'Cancellation Policy'.

5. Is there a security deposit for this rental?


Daily housekeeping services are available for an additional fee.

Host Rules: Age Requirement

Only allows family groups & people ages 25 and up. Rule is strictly enforced by the host.

Reviews (29)


Andrew S.

on 01/28/2018

A few issues:

The Wireless Internet was inaccessible for the first few days, which required several visits from the cable provider (Spectrum) as well as visits from the Property Mgmt Firm. Eventually the problem was identified - faulty Netgear routers - and the Spectrum Tech returning on Day 3 instead set up wireless through their native WiFi-capable modems - this solved the issue for good, but not after 3 days of hassle.

Another issue were the dryers in both houses. Neither seemed to dry the towels on our first run of laundry, despite trying all different settings and temps. Technicians came onsite to resolve, and they found that some of the internal equipment was faulty or broken, requiring adjustment and replacement - they got 1 dryer working (but only with one available dryer setting) and the other was scheduled to be fixed the day we left.

Finally, we had an issue with flies in the main house. Despite our best efforts to keep the doors and windows closed, many MANY flies would enter the kitchen. We believe they may have been drawn to a foul smell emanating from one corner of the kitchen (indicating a dead rodent may have been trapped in the walls), but we also noticed that the back door screens did not "seal" the house - rather, they left a 4 inch gap between the outer door and the screen door (plenty of room for flies to enter, which they did in droves).

It's worth noting that at all times the Property Mgmt Firm maintained regular communications and immediate responses when we texted them with concerns. They did the best they could in helping us address concerns as they arose, and they also welcomed us to the beach house with a tasty bread pudding with white chocolate sauce.

Overall very good handling of our concerns, but the house was somewhat less than what we expected.


Doug W.

on 12/23/2017

The house is not in great shape for a luxury rental. No hot tub, DVD didn't work, needs a renovation. We were particularly disappointed in the "concierge" service. We rent a house every Christmas and this was the worse we've ever experienced. They seemed stressed out and over extended and every request was made to feel like an inconvenience.


Adam D.

on 12/13/2017

We absolutely loved Kailuana. The rental company was easy to work with and the house was amazing. The huge yard was great for the kids and well stocked with boogie boards and beach gear. We spent most of our time on the beach just behind the house. The cottage was lovely as well. The location can't be beat - two minutes to the market or shave ice. You should stay here.


Colleen B.

on 11/17/2017

We had a great time in Kailuana. The house was great and the town was fantastic! Walk to the beach and town. Lots to do in this quiet town.


Christine W.

on 07/28/2017

Kailuana is perfect in every way! Location: on Kailua beach, a short distance from Kailua beach park. House is not visible from the road or the beach, so is quiet and private. House and grounds are beautiful and very comfortable for an extended family of 9 people. Managers (Steven and Michelle) are wonderful to work with. Quick to respond when scheduling arrival and responding to other issues (we accidentally "locked ourselves out of" a safe and couldn't reopen it). Steven's excellent white chocolate bread pudding was a wonderful welcome treat. Beds, pillows, sheets all very comfortable. Aveda toiletries. Nice looking tubs in 2 of the bathrooms. We did not use them though--we were mostly in the ocean. Kitchen very well equipped to handle all needs for a large group. Enough dishes, glasses and silverware so you don't have to wash after each meal. Nice quality pots and pans in many sizes, including larger sizes sometimes hard to find in rentals. Many storage containers. Crock pot, rice pot, Vitamix , mini food chopper. Cottage has additional well-equipped kitchen, which we did not need to use. Outside: beach chairs, many beach towels, umbrellas, inflatable rings and boogie boards! All in good condition. Outdoor showers next to entrances near bathrooms. Perfect for rinsing off before entering house. Steven referred us to Hawaii Helping Hands from whom we rented kayaks. Back yard drop-off and pick-up! We are occasional kayakers. From the house it is about a 30 min kayak to Flat Island, 45-60 min to Lanikai. From Lanikai another 30-45 min to Moku Nui (longer times for when the tradewinds were blowing). If you are looking for a house on Kailua beach (or on any beach), it is hard to imagine better.


Amy C.

on 06/16/2017

We come to Kailua many times a year and this house is our favorite! this time we brought friends and grandkids and everybody agreed the house really made the trip. The guest cottage is awesome!!! Steven always takes care of us and all of his properties are great but this home is truly special with the location and awesome huge and private grassy backyard. We can't wait to go back.


Gloria J.

on 06/10/2017

We were a group of 10--ages 10 - 70 and this home accommodated all of us comfortably. Access to the beach, large yard for the kids to play, comfortable rooms for everyone made this home perfect.



on 05/06/2017

The property is located in a beautiful, peaceful beach. The house has everything you need for your stay, and is very well maintained.
Steve was very kind and prepared a brochure with all the neighborhoods highlights, and a welcome treat.
Thanks for everything!


John M.

on 04/28/2017

It was perfect for our needs of together but separate,relaxed,great beaches and access to town.


Jennifer O.

on 04/13/2017

My family and I returned to Kailuana after 22 years! The first time we came when my sons were pre-teens. We returned in April with those grown-up sons and their wives, girlfriend and children. When we arrived we all ran down the gorgeous front lawn and onto the spectacular beach. The thrill was still the same! Of course the house and guess house have been beautifully updated. But the tropical magic remains. We enjoyed every aspect of the stay. Swimming in the surf, barbecuing, lounging around the yard, visiting Kailua and beyond. The kitchen is so well equipped, cooking was a breeze. The management is great, very professional. We can't wait to return again!


Patricia A.

on 03/18/2017

The experience was great and we loved the quiet area, the beach was perfect.


Pascal A.

on 02/17/2017

The house is ideally located. Front beach with beautiful sand beach very safe for the kids and not too many people. All the bedrooms are confortables. The kitchen is well equipped and the yards bigger than what we were expecting on the photos.
Only negative point is the wifi that didn't work very well and had to be rebooted several times.


Terry T.

on 12/26/2016

The home was very clean, the beds comfortable, the customer service excellent, the kitchen wonderful to use, the beachfront unforgettable (1-2 miles from US President's beachfront home). Definite top recommendation to friends and relatives. Local kayak, snorkel rentals suggested were great too. Thanks for a wonderful experience.


Kenneth K.

on 12/04/2016

Wonderful Property, and great back yard which the whole family enjoyed with dinners and play. Steps from the best beach we have encountered on Oahu. Friendly local feel without the chaos of Waikiki but easy drive to Honolulu. House was beautifully furnished. The separate cottage was a great retreat for my wife and I while there was plenty of room for the family in the great house. Only 5 minute walk to rent kayaks and SUPs. Would highly recommend.


Areum K.

on 09/01/2016

We had a wonderful a week in Kailuana! I can't say enough good things about my experience here.
The house was perfectly located, clean and well equipped for any possible need. Especially,we loved private access to the beach.
Many thanks to Kim and Steven for this great stay with my family. We would definitely stay again.


Mark B.

on 08/02/2016

The property and location were awesome. Would definitely stay again. We had up to 10 adults living comfortably during our stay.


Dawn H.

on 07/18/2016

Both houses were well maintained and stocked with everything we needed but food. Beach was beautiful and just steps from the back door. Property manager Steven was great.


Claudia C.

on 06/11/2016

Loved the location. It was so easy to get to downtown and all visitor attractions. Such a beautiful island with georgeous flowers, green everywhere and marvelous scenery. The house was great with lots of room, big dining table seating 12. Plenty of towels and linens. All kinds of beach equipment boggie boards umbrellas, chairs. Only suggestions kitchen needed bigger fan when lots of people in kitchen it is cozy, and bedrooms that share bath could use a mirror in bedrooms. We had a wonderful time and would definitely recommend this property.


Mary W.

on 05/25/2016

Fabulous! The location was spectacular and conveniently located, the property was beautifully maintained and the accommodations were extremely comfortable for my family. Every detail in the home was meticulously presented from the fresh tropical flowers in every room, to the luxurious beds and well stocked beach supplies. The big bonus was Stevens White Chocolate Bread Pudding!!! A totally unbelievable stay in Paradise!


Lauro G.

on 05/11/2016

We loved the property and would rent it again.


Julie W.

on 05/01/2016

The short version ... everything about this property could not have been better! We are a family of five adults and two toddler boys. The house location on Kailua Beach is stunning. The main house and guest cottage were perfect for our group. And the bonus is the expansive lawn area between the main house and the beach. Most properties, you are either at the beach or inside the house. The lawn area allowed everyone, especially the little boys, to play outside. Both the main house and the guest cottage are beautifully appointed and very comfortable. We all agreed that the beds were wonderfully comfortable, too (something that can get overlooked). Kailua Beach is stunning with its white sand and turquoise water, with just enough wave action for the toddlers. The management company was extremely professional, helpful and a delight to work with. We will definitely return.



on 07/23/2017

We have stayed in a lot of beach houses on Oahu on the North Shore and in Waimanalo and Kailua. This one was the best by far. The beach is one of the best we have experienced anywhere in the world with perfect sand, warm waters and clean waves to body surf. The location of the house is also perfect -- five minute drive to downtown Kailua and on a quieter stretch of beach a five minute walk from Kailua Beach Park. What distinguishes this place from other great houses we have stayed at, however, is the sprawling back yard that fronts the beach. It is even bigger and prettier than the pictures show. Our entire family (6 adults and two girls 10 and 7 yrs old) spent many hours playing badminton, croquet, frisbee, eating dinner or just hanging out with a cocktail under the shady trees.

The only tip I would have is to turn on the AC as high as possible when you arrive to cool the house down. The cool air doesn't ever fully reach the kitchen, but after our first day we were fine leaving all the sliding glass doors and windows open in the mornings and evenings and the living room AC on during the day.

We would come back to this property in a second and plan to do so. And Kailua is the perfect place for a relaxing week, still with amenities such as Whole Foods and some good restaurants. Mostly though we just got take out and ate at home because we did not want to miss the beautiful evenings.



on 07/14/2017

The property is well located on the beach which is hidden from view from the property due to trees in back. Kailua beach is one of the best beaches on Oahu with a smooth sandy bottom (i.e. no rocks and shells like Waikiki). The backyard is huge with room for plenty of entertaining. The property comes with a shed full of beach chairs, toys, coolers, and boards. The living room area is nice with a nice sized flat screen TV for relaxing. The kitchen is modern with nice appliances. In summary you got great location, nice place, and a beautiful uncrowded beach.

Unfortunately things weren't all good. I had asked before about construction noise and was told they were unaware of any. Sure enough on most days around 7AM the neighbors next door started a ban saw and talking. The property line is only about 10 feet away from the bedroom I was at. I was on EDT time so I was mostly up by then - but don't think about sleeping past 7AM in that room. The writeup of the property says A/C but I was taken aback when I read in the full document that A/C was bedrooms only. The pictures showed an A/C unit in the living room and was glad to see that yes there was an adequate unit to cool the living room. This left only the kitchen without A/C and that could get hot. The smaller cottage did have an A/C unit for its living room also but it was broken. A smaller A/C unit was supplied but it was not sufficient to cool the room. You will invariably encounter some bugs or gekos in the house due to it being nature outside. The last annoying thing was the entrance to the beach from the property is one of the only shaded areas on the beach. This seems to be known as people flock to this one area to be. I compare it to reserving seats at a movie theater and getting there to find no one in the theater, but then someone comes up and sits right next to you and right behind you. A counter-measure to this is to go out early and place chairs in the shady spots and this seemed to work.




on 05/14/2017

This was a wonderful spot for our 3-generation family vacation.



on 11/05/2016

I stayed at this location with my family of 4 (3 yr and 3 months), my parents, my grandpa and my sister. The home comfortably fit all of us. My family stayed in the back cottage. My grandpa took the master in the main house. Then, my parents took the other room with the queen, which shares a bathroom with the room with the twin bedrooms. We wished there was an extra bathroom in the main house, but we were quite comfortable with the floor plan. With little kids, it was so great being right on the beach. The house came with beach chairs and toys, which we certainly used every day! Kailua is the most beautiful beach on Oahu, and we felt so lucky to be right there. After dinner each night, we went for evening walks on the beach - it truly felt like a vacation. This place is very expensive... if you're able to splurge, it's worth it!



on 07/25/2016

Best Hawaii Trip



on 07/02/2016

We had a large family of 6 kids and 6 adults for one week and were so excited to see that we picked a perfect place that met all our needs and was even better than what the website described. The house was comfortable and spacious, the yard was a great size for the kids to play but also for the adults to relax in a separate area from the crowded holiday beach. We loved the beach area and could walk in both directions. The best surprise were the fireworks display on July 4th from a boat stationed directly out from the house location, it felt like our own private show!



on 06/19/2016

We had the fortune of staying in this lovely home with 12 people, adults and kids. It was very roomy with all the amenities to make you feel right at home. Other than what we came with and the groceries we purchased, we did not find ourselves in need of anything. The kitchen was fully stocked with all appliances and kitchenware, there is a washer and dryer in each dwelling, boogie boards, dvd's, outside furniture, etc. And the yard that leads to the beach was great for playing whiffle ball and football (we did purchase those). What was especially amazing is that the house is right on this beautiful beach but your just a hop, skip and a jump away from grocery stores and some restaurants and a variety of shops. My husband was very impressed and already talking about staying at this house again!



on 04/09/2016

It is a beautiful property, just like the pictures!! The yard is huge and they have tons of beach and yard toys to play with. We had two small kids and felt very safe. I would absolutely book again! The early and late check out is worth the extra money! The only thing that wasn't wonderful...when you book the home you have to pay a $1200 cleaning fee!!! Knowing that I had pretty high expectations! I was inspecting everything so of course I found some things that were not perfect in the cleanliness of the home.


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