Experience island life in the heart of Oahu at Tradewind Bungalow. This 2-bedroom retreat offers a private patio, full kitchenette with granite countertops, and high-speed internet access. Enjoy world-famous Kailua Beach just a short walk away or explore Waikiki's nightlife with a quick drive.
Reviews
9.89.8 out of 10
Exceptional
Entire home
2 bedrooms1 bathroomSleeps 556 sq m
Popular amenities
Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Tradewind Bungalow, in Kailua on Oahu
Attractive, ground floor, 2 bedroom 1 bathroom unit with a separate living room and private entry. Located on the island of O’ahu, you'll find comfort and relaxation here while on vacation. A 6-8 minute walk to the world famous Kailua Beach. The exciting night life of Waikiki is a short 25 minute drive away. The Tradewind Bungalow is the ideal location while vacationing in Hawaii. All the rooms have been repainted and feature newer wood laminate flooring throughout. The large kitchenette is brand new as of August 2024.
The first bedroom is 11 by 12 sq. ft. and has a queen size bed, a dresser, a window AC and a large closet This bedroom also accesses the outside lanai. This bedroom is also the most private and quiet of the two bedrooms. A sliding glass door allows access to a private patio with a umbrella table, chairs and a gas barbecue.
The second front bedroom is 12 by 15 sq. ft. and has a queen size bed, two side by side closets and a large dresser.
The front room is 13 by 15 sq. ft. This room is furnished with a three person queen size Italian leather sofa bed couch, a 55 inch OLED SMART TV complete with a Spectrum cable box., a four person dining table expandable to six persons and a built in kitchen.
High speed Internet access available. Boogie boards, 4 beach chairs, beach towels and a cooler are available for a fun day on the beach. There is a full kitchenette with a quartz countertop with a drop in sink, a full size wall mounted microwave unit, a toaster oven, a toaster, a coffee maker, a two burner hot plate, and assorted cooking utensils plus a large breakfast griddle. There is also a full size refrigerator.
Washroom/bathroom/shower combination. The split bathroom has a privacy door separating the shower and toilet from the double sink cabinet. There are also two hallway privacy doors separating the bathroom from each bedroom. Washer and dryer available. Air conditioning in only the back bedroom.
Convenient street parking. Whenever I have four or more adult guests booked, I make a second full private bathroom available at no additional charge.
The queen size Italian leather sofa bed is of top quality and is very comfortable. It pulls out easily and can be retracted with minimal effort.
The unit is best suited for no more than 5 adults or 4 adults and 2 children. How ever the three queen size beds can sleep 6 adults.
Please e-mail me for any special requests as I try to be as accommodating as possible. Baby playpen available.
Located in the beach town of Kailua which has a great assortment of restaurants and shops. The vacation unit is on Kakahiaka Street which, in my opinion, is one of the nicest residential streets in all of Kailua. Close to both the beach and Kailua Town with minimal traffic.
Guests have free use of a large quality LG washer and dryer located conveniently outside the front door.
The City & County of Honolulu now requires stays of 29 days or longer as per local laws and regulations. The C&C also imposes an 17.96% tax on all vacation rentals and hotel rooms on the island. No exceptions.
DOGS ARE WELCOME!! Small to medium size. 1-2 dogs
Keywords: Single family home. One level, no stairs or steps inside or outside. Minimum 29 Day Stay Due to City & Counter Regulations.
Property amenities
Beach
Beach nearby
Beach loungers
Beach towels
Internet
Available in the house: Free WiFi
Parking and transportation
Car recommended
Wheelchair-accessible parking available
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Kitchenette
Microwave
Paper towels
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Hair dryer
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV with cable/satellite channels
Outdoor areas
Barbecue grill
Fenced yard
Garden
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Pets
Pet friendly
Welcoming dogs only
2 pets total (up to 50 lbs per pet)
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
1 accessible parking space
Area rugs in public areas
No elevator (single-level property)
Single level property
Smooth flooring in public areas
Stair-free path to entrance
Wheelchair accessibility
Wheelchair-accessible parking
Wheelchair-accessible path of travel
Smoking not allowed
Note from host: Smoking is allowed on the outside patio off of the
Services and conveniences
Iron/ironing board
Location highlights
Near a health/beauty spa
Near a hospital
Near a zoo
Things to do
Bodyboard
Basketball nearby
Cycling nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Surfing/bodyboarding nearby
Swimming nearby
Theme park nearby
Windsurfing nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Garden
Local culture and ecosystem education
Recycling
Unit size: 600 square feet
Water-efficient toilets
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You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Please no loud talking on the outside lanai after 8:00 PM before school days, Sunday through Thursday and 9:00 PM on Friday and Saturday evenings.
Please do not move any furniture without consulting me first.
Turn the bedroom window air-conditioner off, whenever leaving the unit. The unit is not designed to cool the entire apartment. Just the bedroom.
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: Please call me regarding pets.
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is allowed on the outside patio off of the
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number TA-086-379-5200-01, GE-086-379-5200-01
We should mention
A car is recommended for transportation to and from this property
About the neighborhood
Located in Enchanted Lake, a neighborhood in Kailua, this vacation home is near theme parks and near the beach. Waikiki Beach Walk and Ala Moana Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Kailua Beach and Lanikai Beach. Traveling with kids? Consider Honolulu Zoo, or check out an event or a game at Neal S. Blaisdell Center. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and horse riding nearby. Visit our Kailua travel guide
Is Tradewind Bungalow, in Kailua on Oahu pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Tradewind Bungalow, in Kailua on Oahu?
Check-in begins at 3:00 PM.
What time is check-out at Tradewind Bungalow, in Kailua on Oahu?
Check-out is at 10:00 AM.
Where is Tradewind Bungalow, in Kailua on Oahu located?
This family-friendly Kailua vacation home is located near the beach, within 2 mi (3 km) of Kailua Beach and Lanikai Beach. Kailua Bay Beach and Kalama Beach Park are also within 2 mi (3 km).
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Tradewind Bungalow, in Kailua on Oahu Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
This was our second month-long stay at Tradewind Bungalow. We return for the 10-min walk to the beach or to town, the easy parking and a nice layout for a work-vacation with two bedrooms and a back patio. Would stay again!
This location was ideal! A quick walk to the public beach access, coffee shop and restaurants. Leonard was a gracious host--there for anything we needed and even appreciated our daughter's early morning violin practice. We had a great stay here!
we had a wonderful time. Stay at this property; it had everything we needed. It was so close to the beach and nearby restaurants, it was truly a relaxing, peaceful place to be. Our host Leonard was courteous and knowledgeable and really fun to talk with. I would 100% recommend this property if you’re looking for a great place to stay!
Our stay in Kailua was awesome! The location is perfect - close to the downtown area and walkable to Kailua beach park. Leonard is a fantastic host! We will definitely be back to stay here again.
Nice location, easy access to shops and restaurants, convenient access to transportation and road systems.
Close to beaches. Host and all persons on site were helpful and
We were two adults plus a 20-lb dog, stayed for a month and combined vacationing with a bit of remote work. The place is located on a wonderfully quiet neighborhood street a 10-15 min walk to the beach, also a small store and couple of restaurants. Owner is nearly always onsite if you have any issues (we did not). Enjoyed our stay!
Wonderful we will be back! Host Leonard is thoughtful and kind. He can give you tips on things to see or tell some of the history on Hawaii. He likes to see that his guests are happy! So close to the beach. Walked every day to the beach. Walked to lovely town each evening. Super places to eat just within walking distance. Their is a new grill at the house you can BarBQ . And eat outside after. Their is a large refrigerator so you load up on drinks and food. Many places to get fresh Hawaiian fruit. Everything you you need to make a meal at home, Loved the blender for smoothies Every Thursday in town is a lovey outside market. Live music, food booths and produce for sale. We felt very at home here. Wish we could have stayed longer than a month. Aloha till next time Tammy and Doug
This is a lovely little two bedroom apartment with one bathroom. The first thing I have to say is it the host is an incredibly wonderful man, and very helpful with everything concerning the apartment and even my flat tires! The air conditioning unit is only in the small bedroom, but most of the time you don’t need an air conditioner the overhead fans usually suffice. The owner has two wonderful dogs and it is pet friendly. His border collie got used to coming to me for treats as I would come home from my families visit and my little teacup poodle of 5 pounds Would try to avoid her! The border collie, and his Rottweiler are very gentle, lovely dogs and they don’t bother you they don’t bother anybody. It’s a short distance from everything including the beach and I can’t say enough wonderful things about the owner.
We had a fantastic stay! The location was perfect—close to everything we needed and easy to get around. We especially enjoyed the 10-15 min walk to the local, charming Kailua beach. The neighbourhood was quiet, safe, and full of charm with great local spots nearby. Our host was incredibly responsive and helpful throughout the entire stay, making everything smooth and stress-free. Highly recommend this place for anyone looking for a comfortable and well-located stay!
Great location!! There was plenty of room and had the amenities necessary for my long term stay. It was walking distance from the beach and many shops and restaurants. I look forward to staying here again.
Nicholas T.
Stayed 68 nights in Apr 2023
Verified
10/10 Excellent
Theresa C.
Mar 7, 2018
Great location and roomy.
Great location and amenities. Obliging host. Thanks!
Easy walk to the beach and a few restaurants, rental and marketplace. Everyone enjoyed being able to do what they wanted without being tied to a car for rides.
Our host is incredibly kind and warming with an abundance of local knowledge.
The property is extremely well appointed with grill, stove burners, small oven, full fridge, great quality plates and flatware.
The beds are very comfortable
The beach is very close
So many wonderful restaurants to enjoy your favorite “worldly” meals
I am thoroughly impressed with how the owner is constantly grooming the beautiful yard and landscaping and maintaining clean and safe walkways
A+ rating!
Greg B.
Stayed 31 nights in Feb 2023
Archival
10/10 Excellent
Mike & Donna S.
Dec 21, 2014
Great Place at a great price!
This place is only 1 mile from Kailua Beach - I rented a bike and went to the beach,the park, shopping and dining - all within 2 miles. Clean, quiet. and roomy. Owner has dogs that are friendly and well-trained & I didn't even see them untilI was leaving. This is my second stay here and I will definitely be back!
Mike & Donna S.
Verified
10/10 Excellent
Julie R.
May 9, 2018
Great place close to the beach!
We stayed at this unit for 5 nights. It is exactly as described.
We arrived late at night but Leonard had provided us with specific directions and instructions for the unit so we walked right in. The 2 beds are nice and comfortable. There are lots of windows to open to get a cross breeze through the unit so there was no need for the AC unit at all.
Plenty of beach accessories were available for our use. It would be nice if the beach towels were in the unit. We had to ask for them.
Washer and dryer were a greatly appreciated and nice machines. Detergent was even provided.
We only heard the dogs bark a few times in the morning but it was never an issue. The yard is beautifully manicured with lots of trees and plants.
Easy access to Kailua beach for your morning walk in the sand or your day at the beach. A vehicle is recommended as it is a few blocks to the stores and shops. It is very quiet and peaceful in Kailua. Away from the busy streets of Waikiki! Easy to get around in and lots to see and do within a short drive.
We had to make some changes to our dates and Leonard was more than helpful and happy to do it.
We would definitely stay at Leonard's place again!
Julie R.
Stayed 5 nights in Apr 2018
Archival
2/10 Terrible
Jack T.
Mar 4, 2014
Worst VRBO Experience
I find Tradewind bungalow is not being kept safe, clean and updated to provide positive experience for its guests.
- The floor mat at the extrance is so old and dingy that I avoid touching my feet on it when I enter the front door.
- The big screen tv are simply left standing on tall shelving which could be tipped over by any capable toddler.
- glass sliding door is cracked and broken and masking tape and paint was used to "repair" it. It is a hazard to my toddler.
- the owner has 5 Rottweilers kept in two seperate cages. they growl and bark viciously at each other and at us when we return from the beach. I can't believe previous reviewer said the dogs are cuddly, that was back in 2012, with 4 dogs.
- finally my biggest complaints is that the property owner uses the same washer and dryer to washes guest sheet, bedding and towels as the dog's bedding. It's only after did my load of laundry and I saw bunches and bunches of black dog hair stuck to the washer door that made me realize we have been using sheets and towels that's been washed with dog beddings. It is simply unacceptable and unhigenic and disgusting to anyone.
We felt we were at home! Spacious bungalow. Nice shower(no bath tub). Was cool indoors with just the fans running even with 30C temps outside. Owner very accommodating. Willing to replace any item in disrepair. Was able to create great meals with the bar fridge, two burner elements, and griddle. Beds were very comfy. 1km walk to beach. Lots of beach chairs, etc. 250m walk to bus stop; #67 takes you to Mall in Waikiki which is a short walk from the Hawaiian Hilton Village.
The property and homeowner (Leonard) were absolutely wonderful. Everything was clean, cozy, and comfortable. Leonard was a delight to talk to. We were a 7 minute walk to the beautiful Kailua beach and 5 minutes from shopping, grocery stores, and tasty treats. About 30 minutes from all the "big to-do's" on the island. Would definitely recommend.
Perfect for our family ! Had everything we needed. Boogie boards , sand pails , mats! The rooms were comfortable. We will stay again sometime!!! Host very nice. Thank You
This place couldn’t have been more prefect! It’s located on a small cul-te-sac, with no traffic, 1/4 mile south of town, and the beaches are less than 3 minutes away. The rental has everything you need for the beach. I was initially worried about the little kitchen, especially the size of the refrigerator, as I love to cook, even on vacation. But it worked out perfectly. I had plenty of room for my culinary supplies. And Leonard was a gracious host. Accommodating in every way!
Had a great stay in Kailua - much more relaxed than Honolulu. Apartment has kitchen as well as beach chairs, cooler and bodyboards to borrow which is super helpful. Parking easy out front. Leonard was great to meet and is very helpful. Great location - short drive to beautiful beaches and hikes, and a nice variety of restaurants in town. Hit Foodland for over a dozen Poke flavors! 30min drive to Waikiki, a bit over an hour to North Shore. Check out the Poi Factory and Nico's restaurants, plus the Toa Luau and Matsumoto's Shaved Ice in Haleiwa. For hikes: Makapu'u Lighthouse, Lanikai Pillbox and Diamond Head Crater all are a good workout with awesome trails and views.
Leonard’s place was great! We had an awesome time staying there and Leonard was super friendly and personable. We had everything we needed for a family with two young children and the location was perfect. Highly recommend!
Outstanding stay with proximity to best beaches in Oahu
Great and comfortable stay. The unit is very functional and comfortable, and you cannot beat the walking distance to Kailua beach. Our host, Leonard, was super welcoming and always available.