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Tradewind Bungalow, in Kailua on Oahu
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Reviews
9.8 out of 10, Loved by Guests
Top 10% based on
2 bedrooms1 bathroomSleeps 6600 sq ft
Popular amenities
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Other (See Description)
1 Queen Sofa Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Outdoor play area
Garden
Dining area
About this property
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.
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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- Pool
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9.6 out of 10, Exceptional, (148 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Please call me regarding pets.
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
Property Registration Number TA-086-379-5200-01, GE-086-379-5200-01
We should mention
A car is recommended for transport to and from this property
About the area
Kailua
Located in Enchanted Lake, a neighbourhood in Kailua, this holiday 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. Travelling 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.

Kailua, HI
What's nearby
- Kailua Beach - 9 min walk - 0.8 km
- Kalama Beach - 15 min walk - 1.3 km
- Kalama Beach Park - 2 min drive - 1.5 km
- Lanikai Pillboxes Trailhead - 5 min drive - 2.7 km
- Lanikai Beach - 5 min drive - 2.7 km
Getting around
Restaurants
- Starbucks - 15 min walk
- Teddy's Bigger Burgers - 16 min walk
- Morning Brew - 16 min walk
- Maui Brewing Company Kailua - 17 min walk
- Buzz's Original Steakhouse - 16 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
9.8/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
21 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 30 nights in Nov 2025
10/10 Excellent
Mairis O.
1 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mairis O.
Stayed 32 nights in Jul 2025
10/10 Excellent
Daniel M.
14 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and responsive host!
Daniel M.
Stayed 30 nights in Dec 2024
10/10 Excellent
Lars I.
4 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous!
Lars I.
Stayed 40 nights in Mar 2025
10/10 Excellent
Nicholas T.
24 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great long term stay!!
Nicholas T.
Stayed 68 nights in Apr 2023
10/10 Excellent
AARON B.
5 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Experience!
AARON B.
Stayed 30 nights in Apr 2024
10/10 Excellent
Theresa C., Melbourne, Victoria, Australia
7 Mar, 2018
Great location and roomy.
Theresa C.
Stayed 7 nights in Feb 2018
10/10 Excellent
Rebecca D.
12 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great fit for us!
Rebecca D.
Stayed 32 nights in Nov 2024
10/10 Excellent
Charles C.
3 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable relaxed privacy
Charles C.
Stayed 30 nights in Mar 2024
10/10 Excellent
Monica T.
23 Jun, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacation for the Family
Monica T.
Stayed 6 nights in Jun 2021
10/10 Excellent
Jim B.
27 Mar, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful time
Jim B.
Stayed 7 nights in Mar 2020
10/10 Excellent
Connie D.
19 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great!
Connie D.
Stayed 30 nights in Jun 2023
10/10 Excellent
Greg B.
6 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible Hawaii vacation
Greg B.
Stayed 31 nights in Feb 2023
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Mike & Donna S.
21 Dec, 2014
Great Place at a great price!
Mike & Donna S.
10/10 Excellent
Tammy B.
28 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise in Kailua
Tammy B.
Stayed 29 nights in Jan 2025
10/10 Excellent
Joyce C.
3 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely small 2 bedroom
Joyce C.
Stayed 30 nights in Jan 2024
10/10 Excellent
Julie R.
9 May, 2018
Great place close to the beach!
Julie R.
Stayed 5 nights in Apr 2018
This review was submitted before 2018 and can't be verified.
2/10 Terrible
Jack T.
4 Mar, 2014
Worst VRBO Experience
Jack T.
8/10 Good
David B.
14 Aug, 2022
Liked: Check-in, communication, location, listing accuracy
Relaxing vacation
David B.
Stayed 44 nights in Jun 2022
10/10 Excellent
Danielle R.
24 May, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely wonderful
Danielle R.
Stayed 8 nights in May 2022
10/10 Excellent
Cheryl G.
23 Apr, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Hawaii Vacation
Cheryl G.
Stayed 6 nights in Apr 2022
10/10 Excellent
Brenda T.
11 Apr, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Prefect
Brenda T.
Stayed 11 nights in Mar 2022
10/10 Excellent
Tim G., Portland, OR
27 Mar, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kailua Family Vacation
Tim G.
Stayed 6 nights in Mar 2022
10/10 Excellent
Melissa O., San Francisco
21 Mar, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
SF > HI = Leonard’s
Melissa O.
Stayed 7 nights in Mar 2022
10/10 Excellent
Ana B.
4 Mar, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding stay with proximity to best beaches in Oahu
Ana B.
Stayed 7 nights in Feb 2022
About the host
Hosted by Leonard W. Couzijn
I was born in The Netherlands, spent 10 years in Yokohama, Japan and have been in Hawaii since 1966.
Why they chose this property
My vacation rental is one of the few in this daily price range that offers guests two separate bedrooms, each with a queen size bed, and a full size family room. Three rooms in all not including the bathroom. The bathroom is split with a inner door which separates the shower and toilet from the sink and mirror portion for more privacy. I also am able to offer a second full bathroom when I have four adults guests booked at no extra charge for the bathroom. This has been very popular when two unrelated couples are visiting together. I also have a third bedroom that can be added as well depending on the number of guests. Thank You
What makes this property unique
Languages:
English, Dutch
Premier Host
They consistently provide great experiences for their guests
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