Treetops Over Diamond Head
10 guests
-
5 bedrooms, 5 beds
4 bathrooms
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A private Diamond Head estate with a pool and jacuzzi framed by tropical gardens, this villa keeps the Pacific in view from the lanais and the main bedroom – combining seclusion and scenic views. The main residence is finished with contemporary European touches, while two detached studio cottages give groups their own breathing room. Waikiki is roughly a five-minute drive, Diamond Head Crater is a thirty-three-minute walk, and the surf breaks and coastal paths of this storied stretch of Oahu's coastline are close enough to fill your days without ever feeling rushed.
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Do you have a question about this home or the local area?
What to expect
Highlights

Swim or surf Waikiki Beach's warm Pacific waters, a seventeen-minute drive

Relax in the pool with the Pacific stretching out beyond

Take breakfast on the terrace with a glimpse of sparkling ocean beyond the trees
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Home truths
While some of the bedrooms and bathrooms aren't photographed, expect the style and quality to be consistent with the rest of the home.
The accommodation here is set across the three-bedroom main house and two detached studio bungalows, each with its own entrance and kitchenette.
From the entry gate at the driveway, you'll reach the main house and cottages via a steep stairway — worth bearing in mind if anyone in your group has mobility concerns or you're travelling with heavy luggage.
Due to this home's location, we recommend hiring a car to get the most out of your stay.
You'll have parking for two vehicles on the driveway in front of the garage. The garage itself is not accessible to guests.
About this stay
Amenities
Outdoor seating
Wi-fi
Air conditioning
Parking available
Washing machine
Dryer
Private outdoor pool
Hot tub
Bedrooms & bathrooms
5 bedrooms, 5 beds
4 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
52 min
Kalaeloa
48 min
Train station
Monsarrat Avenue
6 min
Subway station
Kahauiki Kalihi Transit Center Station
21 min
Bus stop
Diamond Head Rd + Opp 3663
1 min
Local shops & services
Convenience store
6 min
Cafe
6 min
Pharmacy
7 min
Points of interest
Beach
Kuilei Beach
1 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: W20574188-01 TMK: 310380140000.
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.