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

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$606/night
9.8/10 139 reviews
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Vacation Rental Details

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: TA-150-075-1872-01 · GE-150-075-1872-01

ℹ️ Frequently Asked Questions

Where is this vacation rental located?
  • City: Waikiki (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, 2 bathrooms

How many guests can it sleep?

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/tea maker
  • Cookware/dishes/utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Laundry facilities
  • Washing machine and dryer
  • Hot tub
  • Lanai / balcony
  • Barbecue grill
  • Car recommended
  • Onsite parking
  • A/C
  • BBQ grill
  • Dryer
  • Free Parking
  • Internet
  • Kitchen
  • Laundry
  • Living Area
  • No Smoking
  • Tv
  • Washer
What should I know about check-in?
  • Check-in starts at 3:00 PM
  • Check-out before 10:00 am
  • Minimum check-in age: 25
  • Onsite parties or group events are strictly prohibited
  • Property Registration Number GE-150-075-1872-01

House rules

  • 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
  • Fishing
  • Fitness facilities
  • Horse riding
  • Parasailing
  • Power boating
  • Sailing
  • Snorkeling
  • Theme parks
  • Water skiing

Popular Oahu Activities include luaus, snorkeling, Pearl Harbor tours, and catamaran cruises.

Do I need a rental car on Oahu, and what about parking?
  • Onsite parking

Car is optional in Waikiki/Honolulu – consider a rental car only for day trips (North Shore, East Oahu, etc.).

What kind of rental is this?

This listing is a Hawaii vacation rental. The exact unit type is shown on the booking page.

Today's Weather

Weather in Waikiki
Sunny · last updated 8:00 pm
Now
74°
Feels
77°
Wind
12 mph
Rain?
33%
Clear night skies – the sun clocked out, but your lanai chair is still on duty.

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