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

Honolulu, Hawaii
$527 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1500 Sq Ft (139 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • THINGS TO DO

    Birdwatching Nearby Cave Exploring Nearby Cycling Nearby Fitness Facilities Nearby Hiking Nearby Parasailing Nearby Scuba Diving Nearby Snorkeling Nearby Surfing/body Boarding Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The Mountains Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Anthony C.

    Submitted Nov 29, 2024

    Stayed Nov 19, 2024

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

  • Cédric P.

    Submitted Oct 10, 2024

    Stayed Sep 22, 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.

    Submitted Jul 15, 2024

    Stayed Jul 5, 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.

    Submitted Jun 30, 2024

    Stayed Jun 17, 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.

    Submitted Jun 17, 2024

    Stayed Jun 3, 2024

    You wont find a more beautiful place

  • Nicholas G.

    Submitted Jun 17, 2024

    Stayed Jun 11, 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.

    Submitted May 27, 2024

    Stayed May 19, 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.

    Submitted Apr 16, 2024

    Stayed Apr 3, 2024

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

  • Shannon R.

    Submitted Apr 4, 2024

    Stayed Mar 28, 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.

    Submitted Feb 17, 2024

    Stayed Feb 12, 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.

Your dates are Available!

Total

Includes taxes and fees
$527+
View details