Trade Winds Over Kailua
4 guests
-
2 bedrooms, 2 beds
2 bathrooms
1,600 sq/ft
Ask the host anything
Do you have a question about this home or the local area?
A wraparound deck catching the ocean between the palms, floor-to-ceiling windows drawing in trade winds, and a sun-filled living space that makes staying in feel like a treat – this Kailua house is built for slow, easy island days. The main suite steps directly onto the deck, with a spa-inspired en-suite bathroom that opens to lush garden greenery. When you're ready to venture out, Kailua Beach – all turquoise water and white sand – is a nine-minute walk away. Beach essentials and an outdoor shower are waiting when you return.
The Plum Promise
- No time for average – We reject thousands of homes worldwide, so you don't have to.
- Hosts we know – With track records of high-quality hosting.
- Rated ‘Excellent’ on Trustpilot – Exceptional service before, during and after your stay.
Ask the host anything
Do you have a question about this home or the local area?
What to expect
Highlights

Swim or paddleboard along Kailua Beach's turquoise waters, a nine-minute walk

Catch ocean views between the palms as you relax on the deck

Find a comfy spot to enjoy the warm island sunshine
Like what you see? Explore more of this home
Home truths
Due to this home's location, we recommend hiring a car to get the most out of your stay.
About this stay
Amenities
Outdoor seating
Laptop friendly workspace
Wi-fi
Air conditioning
Parking available
Washing machine
Dryer
Garden
Bedrooms & bathrooms
2 bedrooms, 2 beds
2 bathrooms
Extras
Arranged by your host • Subject to availability
VIP services
Arrange a chef
Additional fees
- Your host can help arrange tailored services upon request, including pre-arrival fridge fills, private chefs, in-house massages, and more.Cost on request
Local guide
About Hawaii
A state like no other, which may be quite obvious given its tropical locale, Hawaii is no doubt a beautiful destination. This is one of the most sought after and idealized vacation spots in the country, and we probably don’t even need to explain why, but heck, let’s gush over it! This island chain boasts otherworldly tropical vantage points, palm tree lined beaches, volcanoes in action, and those sweet, sweet...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Lunch at Scratch Kitchen
Relaxed spot serving creative takes on global comfort foods with cocktails in funky digs. Amazing southern food, great service, easy to find location with parking.
Get around
Airport
Daniel K. Inouye International
55 min
Kalaeloa
51 min
Subway station
Kahauiki Kalihi Transit Center Station
31 min
Train station
Monsarrat Avenue
35 min
Bus stop
Kalaheo Ave + Kaapuni Dr
1 min
Local shops & services
Convenience store
9 min
Cafe
11 min
Pharmacy
16 min
Points of interest
Beach
Kailua Beach
3 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
No pets
No parties or events
No smoking
Good to know
Arrival time flexible
Arrange with the host
Departure time flexible
Arrange with the host
Air con
Wifi
Cancellation policy
Up until
60
days
Cancel at least 60 days before your check-in date for a 50% refund.
Not eligible for a refund once your check-in date is under 60 days away.
Host
This home is managed by Natasha
This home is managed by a business on behalf of its owner. A member of their staff will be your point of contact before and during your stay. Natasha and her team are on hand to help you throughout your stay. She's happy to provide advice, tips, and recommendations so that you can get the very best out of your time in the USA.
Registration or licence number: TA-129-806-1824-01 TMK: 430130190000.
This home is nominated for the Plum Guide Award.
- Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.
The Plum Promise
- Every home scrutinised by experts, they have to meet our standards.
- Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
- Impeccably clean, well maintained homes.
- Peace of mind in the rare event your host cancels.
- Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.