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9.8/10 · 139 reviews

Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki

Honolulu, OahuView location
Bedrooms
3
Bathrooms
2
Guests
6

A place to make Hawaii yours.

Overview

A closer look

About this property

Flexible 1-12 Month Lease Term

For 1-3 months at $12,000/month + taxes all utilities are included

For 4 months or more at $11,000/month + taxes utilities are charged by usage

Call/ sms direct 4152519696 for 30-days minimum stay per the Ordinance

Welcome to your private Diamond Head hideaway — a tranquil, tropical retreat tucked into one of Honolulu’s most iconic neighborhoods.

The home sits on terraced grounds with a private entrance and steps walkway descending through lush landscaping, flowering plants, and mature trees. This rare estate‑style setting offers complete privacy while still being walkable to Waikiki’s beaches, dining, and attractions.

Inside, the home features a well‑equipped gourmet kitchen with slate countertops, a gas stove, and full appliances. Outdoor living is a highlight here: shaded lanais, stone patios, hideaway terrace, teak furniture, and soft evening lighting create the perfect atmosphere for morning coffee, relaxed BBQs, or romantic outdoor dining.

You’ll be surrounded by tropical greenery and the sounds of island birds throughout the day — a peaceful, inspiring environment that past guests have loved for writing, creative work, and quiet relaxation.

Main Level

  • Two air‑conditioned bedrooms with king and queen beds
  • Balcony with outdoor seating
  • Large open stone patio, deck and hideaway terrace
  • Full kitchen, living area, and outdoor dining spaces

Lower Level - Accessed via exterior stairs

  • One air‑conditioned bedroom with queen bed
  • Samsung Bespoke AI laundry combo with sitting area
  • Full screen-in bathroom with rain shower

A caretaker lives on‑site in a separate dwelling for added convenience and property care.

Setting & Views

The property backs directly onto Diamond Head’s conservation land, offering panoramic views of the crater, tropical foliage, and gentle ocean breezes. The environment is quiet, shaded, and filled with birds — a true island sanctuary.

Registration Number: GE-150-075-1872-01, TA-150-075-1872-01

Availability

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Availability calendar

Choose an available check-in date, then your check-out. Your selected dates and booking link will appear in a popout.

12-month availability

AvailableUnavailableNot providedYour dates

Availability can change. Final availability, rates and booking details are confirmed by our partner.

Guest reviews

Guest experiences

Guest reviews

Anthony C.10.0/10
Nov 29, 2024

Great property. Owner was easy to work with and always available and very friendly and responsive.

Cédric P.10.0/10
Oct 10, 2024

We adored the peaceful, secluded terrace of this lovely property nestled at the base of Diamond Head, surrounded by lush tropical greenery. The tranquility and soothing bird sounds were a perfect contrast to the vibrant Waikiki, just a short distance away. The property was well-equipped, leaving us wanting for nothing. While we did notice a slightly musty smell from the washing machine and dishwasher, we would still highly recommend this property to family and friends. The overall experience was fantastic, and we can't wait to return.

Mark C.10.0/10
Jul 15, 2024

We loved staying in this quiet, beautiful and peaceful place close to the ocean. We walked right down to the beach and were also able to walk right into Waikiki. We would definitely stay here again!

Steve K.10.0/10
Jun 30, 2024

The house was awesome, location seemed like a tropical paradise. The various seating areas are very quiet and relaxing. The house is relatively close to several popular tourist locations and easy to get around.

Jena C.10.0/10
Jun 17, 2024

You wont find a more beautiful place

Nicholas G.10.0/10
Jun 17, 2024

At the foot of Diamond Head within the nature preserve, this is truly a slice of paradise. At the beach all day we came back to a variety of plants, trees, birds, the occasional Bufo Toad and more. Very relaxing.

Johnson F.10.0/10
May 27, 2024

We enjoyed our stay. Excellent location - we were able to walk to Waikiki and there are a couple of smaller beaches within walking distance. We also enjoyed the gated parking as we had a car. Would recommend this wonderful cottage.

Jessica L.10.0/10
Apr 16, 2024

Great house with amenities to feel like home away from home. Jo was very responsive!

Jessica L.10.0/10
Apr 16, 2024

Great house with amenities to feel like home away from home. Jo was very responsive!

Shannon R.10.0/10
Apr 4, 2024

We had a great time and loved listening to the birds each morning. It's close enough to walk a few places and we felt safe and comfortable. The gardens around the house are incredible!

Brian G.10.0/10
Feb 17, 2024

This is an incredible property right in the middle of everything but feels millions of miles away. Well stocked with beach towels, linens, beach toys, and everything a family could need for an escape to Hawaii. The downstairs "outdoor" shower was particularly enjoyable. I hope we can book again for our next Hawaii excursion.

Marcial G.10.0/10
Jan 5, 2024

My family and I stayed at this beautiful VRBO for 9 nights over the Christmas holidays. It did not disappoint! It felt like we were living in a tree house in the middle of a jungle. The birds sung to us in the morning and the trade winds kept us cool in the evening. The beaches were close by and within walking distance. Overall, I would highly recommend this VRBO to anyone with families numbering 3 to 6.

Location

Your island setting

Property location

Honolulu, Oahu

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FAQ

Helpful details

Frequently asked questions

Quick answers about this property and the reservation process.

Where is this vacation rental located?
  • City: Honolulu (postal 96815) Hawaii

Nearby highlights

  • Location: Honolulu, HI (Leahi Park – South O'ahu – 7.05 km to center), United States
  • In the mountains
  • Near a health or beauty spa
  • Near a zoo
How many bedrooms and bathrooms does it have?

3 bedrooms and 2 bathrooms.

How many guests can it sleep?

This rental sleeps up to 6 guests.

What amenities are available?
  • Private vacation home
  • Unit size: 1500 sq ft (139 sq m)
  • 3 bedrooms
  • Bed sheets provided
  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided
  • Air conditioning
  • Free WiFi
  • Blender
  • Coffee grinder
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster
  • Laundry facilities
  • Washing machine and dryer
  • Hot tub
  • Lanai / balcony
  • BBQ grill grill
  • Car recommended
  • Onsite parking
  • A/C
  • BBQ grill
  • Dryer
  • Free Parking
  • Internet
  • Kitchen
  • Laundry
  • No Smoking
  • TV
  • Washer
What should I know about check-in?
  • Check in starts at 3:00 PM
  • Check out before 10:00 AM
  • Check in time starts at 3:00 PM
  • You will receive an email from the host with check in and check out instructions
  • Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
  • Onsite parties or group events are strictly prohibited
  • Property Registration Number GE 150 075 1872 01, TA 150 075 1872 01
What are the house rules and policies?
  • Pets not allowed
  • Children are welcome.
  • Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
  • Birdwatching nearby
  • Fishing nearby
  • Fitness facilities nearby
  • Hiking nearby
  • Horse riding nearby
  • Parasailing nearby
  • Sailing nearby
  • Surfing/body boarding nearby
  • Whale watching nearby
  • Wildlife and game walks nearby
  • Location: Honolulu, HI (Leahi Park – South O'ahu – 7.05 km to center), United States
  • In the mountains
  • Near a health or beauty spa
  • Near a zoo
Do I need a rental car on Oahu, and what about parking?

A rental car is recommended for this area, especially if you plan to visit beaches, restaurants, activities and nearby towns. Parking notes: Car recommended, Onsite parking.

What kind of rental is this?

This is a private vacation home rental.

Does the Check Availability button open the booking page?

The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details before booking.

Local Weather

Today's Weather in Honolulu

Weather in Honolulu
Breezy · Updated 9:15 pm HST · Sunset 6:24 pm HST
Temperature
79°F
Feels like
79°F
Wind
24mph
Rain chance
45%
A fresh, breezy night – cool air doing most of the work.

From our home in Hawaii

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