Tradewind Bungalow, in Kailua on Oahu | House in Kailua

9.8 (146 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  6 Guests
Kailua House | Tradewind Bungalow, in Kailua on Oahu

Experience Comfort at Tradewind Bungalow in Kailua on Oahu

Welcome to the inviting Tradewind Bungalow, your perfect home away from home during your stay in beautiful Kailua, Hawaii. This attractive ground floor unit features 2 bedrooms and 1 bathroom, offering a cozy living room and a private entry for your leisure.

Your vacation oasis is just a 6-8 minute stroll from the world-renowned Kailua Beach, while the lively nightlife of Waikiki is a convenient 20-minute drive away. At Tradewind Bungalow, you'll find an ideal retreat for relaxation and comfort.

Inside, all rooms have been freshly repainted and boast newer wood laminate flooring throughout. The first bedroom, measuring 11 by 12 sq. ft., is furnished with a queen-size bed, dresser, and window air conditioning, providing access to the outside lanai and ensuring privacy. The second bedroom is larger at 12 by 15 sq. ft., equipped with another queen-size bed and a spacious dresser.

The front room offers ample space at 13 by 15 sq. ft., featuring a three-person leather couch, a 55-inch OLED SMART TV with Spectrum cable, and a dining table that expands to seat six. You can step out through the sliding door to enjoy a private patio complete with a table, chairs, and barbecue.

Stay connected with high-speed Internet access and take advantage of amenities for your little guests, including boogie boards, four beach chairs, and a cooler for a day of sun and fun. The fully equipped kitchenette includes a granite countertop with a drop-in sink, under-counter refrigerator, wall-mounted microwave, toaster oven, coffee maker, two-burner hot plate, assorted cooking utensils, and a large breakfast griddle.

The washroom features a shower combination, and you’ll enjoy the convenience of an in-unit washer and dryer. Air conditioning is available in one of the bedrooms, and street parking is provided. Should you have four or more adults in your party, a second full bathroom will be made available at no extra cost. Additionally, a quality twin mattress can be added next to the queen bed for your fifth guest or for those who prefer separate sleeping arrangements.

If you have any special requests, please don’t hesitate to email me; I strive to accommodate your needs. A baby playpen is also readily available for families traveling with infants.

Located in the vibrant Kailua beach town, you’ll discover an array of delightful restaurants and shops nearby. Guests also have complimentary access to a quality LG washer and dryer conveniently located outside the front door.

Please note, as per local regulations set by the City & County of Honolulu, stays must be a minimum of 30 days. For pet lovers, we welcome small to medium-sized dogs, allowing you to bring up to two furry friends along for your Hawaiian adventure!

Where to Stay in Kailua: Discover the Charm of Kailua, Hawaii

When considering where to stay in Kailua, you'll discover a picturesque beach town known for its stunning natural beauty and laid-back atmosphere. Nestled on the windward coast of Oahu, Kailua is defined by its pristine beaches, including the world-famous Kailua Beach, and lush landscapes that create the perfect backdrop for relaxation and adventure alike. The vibrant local community offers an eclectic mix of shops, cafes, and restaurants, ensuring that visitors enjoy a taste of authentic Hawaiian culture. The Tradewind Bungalow serves as an ideal launchpad for your tropical getaway, featuring comfortable accommodations with modern amenities and inviting outdoor spaces. This charming two-bedroom unit provides a unique blend of privacy and convenience, making it perfect for families or groups seeking a serene escape.

Once you've settled into the comfort of the Tradewind Bungalow, a wealth of activities awaits just moments away. Enjoy a leisurely 6-8 minute stroll to Kailua Beach, where you can soak up the sun, try your hand at paddleboarding, or take advantage of provided boogie boards and beach chairs for a fun day by the shore. For those seeking a taste of the bustling city life, the lively nightlife of Waikiki is only a short 20-minute drive away. Explore nearby attractions such as Lanikai Beach and the impressive Marilyn Monroe Beach for breathtaking scenery. After a day of adventure, return to your cozy bungalow to unwind on the private patio while enjoying the fresh ocean breeze. With its prime location, the Tradewind Bungalow is perfectly situated to make the most of your Hawaiian vacation.

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Kailua, 96734, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
Pet FriendlyPet Friendly
TVTV
ViewView
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
OceanfrontOceanfront
AccessibilityAccessibility
Security/SafetySecurity/Safety
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
Barbecue/Outdoor CookingBarbecue/Outdoor Cooking
Child FriendlyChild Friendly
InternetInternet
KitchenKitchen
LaundryLaundry

Facility Overview

Air ConditionerAir Conditioner
  • Air conditioningAir conditioning
BathroomsBathrooms
  • Toilet paperToilet paper
  • Hair dryerHair dryer
  • ShowerShower
  • 1 bathroom1 bathroom
  • SoapSoap
  • Towels providedTowels provided
BedroomBedroom
  • Bed sheets providedBed sheets provided
  • 2 bedrooms2 bedrooms
  • Dining tableDining table
  • Living roomLiving room
KitchenKitchen
  • BlenderBlender
  • MicrowaveMicrowave
  • Coffee/tea makerCoffee/tea maker
  • Paper towelsPaper towels
  • Cookware/dishes/utensilsCookware/dishes/utensils
  • SpicesSpices
  • ToasterToaster
  • RefrigeratorRefrigerator
LaundryLaundry
  • Laundry facilitiesLaundry facilities
  • Washing machine and dryerWashing machine and dryer
  • Near laundromatNear laundromat
Ocean ViewOcean View
  • Beach sun loungersBeach sun loungers
  • Beach towelsBeach towels
  • Near the beachNear the beach
ParkingParking
  • Wheelchair-accessible parking availableWheelchair-accessible parking available
  • Onsite parkingOnsite parking
  • Car recommendedCar recommended
Pet FriendlyPet Friendly
  • Pet friendlyPet friendly
  • Welcoming dogs onlyWelcoming dogs only
  • 2 total (up to 50 lbs per pet)2 total (up to 50 lbs per pet)
AccessibilityAccessibility
  • Wheelchair accessibleWheelchair accessible
  • Area rugs in public areasArea rugs in public areas
  • 1 on-site accessible parking spaces1 on-site accessible parking spaces
  • Note from host: Smoking is allowed on the outside patio off of theNote from host: Smoking is allowed on the outside patio off of the
  • Stair-free path to entranceStair-free path to entrance
  • Wheelchair-accessible parkingWheelchair-accessible parking
  • Smoke-free propertySmoke-free property
  • Smooth flooring in public areasSmooth flooring in public areas
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator (single level property)No elevator (single level property)
ActivitiesActivities
  • Fishing nearbyFishing nearby
  • Swimming nearbySwimming nearby
  • Snorkeling nearbySnorkeling nearby
  • Bodyboard on siteBodyboard on site
  • Golf nearbyGolf nearby
  • Theme parks nearbyTheme parks nearby
  • Kayaking nearbyKayaking nearby
  • Windsurfing nearbyWindsurfing nearby
  • Sailing nearbySailing nearby
  • Basketball nearbyBasketball nearby
  • Fitness facilities nearbyFitness facilities nearby
EntertainmentEntertainment
  • Smart TV with cable/satellite serviceSmart TV with cable/satellite service
GeneralGeneral
  • RecyclingRecycling
  • Unit size: 600 sq ft (56 sq m)Unit size: 600 sq ft (56 sq m)
  • Water-efficient toilets onlyWater-efficient toilets only
  • Local culture & ecosystem educationLocal culture & ecosystem education
  • EnglishEnglish
  • DutchDutch
  • Near a hospitalNear a hospital
  • Near a zooNear a zoo
  • Near a health or beauty spaNear a health or beauty spa
Guest ServicesGuest Services
  • Travel cribTravel crib
  • PlaygroundPlayground
  • HighchairHighchair
  • Iron/ironing boardIron/ironing board
InternetInternet
  • Free WiFiFree WiFi
OutdoorsOutdoors
  • Outdoor furnitureOutdoor furniture
  • GardenGarden
  • Barbecue grillBarbecue grill
  • PatioPatio
  • Fenced yardFenced yard
Security/SafetySecurity/Safety
  • Deadbolt lockDeadbolt lock
  • Smoke detector installed (host has indicated there is a smoke detector on the property)Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Fire extinguisherFire extinguisher

Policies

Check-in
Check-in
Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 21
Check-out
Check-out
Check-out before 10:00 am contactless check-out available
Child Policy
Child Policy
Children are welcome.
Event Policy
Event Policy
No events allowed
Pet Policy
Pet Policy
2 total (up to 50 lbs per pet) note from host: please call me regarding pets. pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking Policy
Smoking is not permitted;smoking is allowed on the outside patio off of the
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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited property registration number ta-086-379-5200-01, ge-086-379-5200-01 safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
License number: TA-086-379-5200-01, GE-086-379-5200-01

Reviews

Rebecca D.
Dec 21, 2025 11:01:15 PM
Review Score:   10
Summary: 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!
See All Reviews

FAQ's

Is this Kailua house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Kailua house have a swimming pool?

No, this Kailua house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Kailua house?

Best-rates for the Kailua house starts from $186 per night with includes Ocean View, Security/Safety, Wellness Facilities, Kitchen, TV, View, Balcony/Terrace, Oceanfront, Child Friendly, Barbecue/Outdoor Cooking, Internet, Laundry, Air Conditioner, Pet Friendly, Accessibility, Bedding/Linens, Parking with all amenities included. HawaiiVillas pairs each traveler with their ideal accommodation, whether traveling with a group, family, friends, or pets.

Is Kailua house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Kailua house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Kailua house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Kailua house?

Based on the information reported by the owner or manager, the Kailua house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Kailua house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Kailua house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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