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

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

40 steps with 6" raisers down to house hidden in a secluded base of Diamond Head
Pool
View of the house from lower terrace with teak wood benches under the tree
Three outdoor setting areas: dining, tea lounge and bar/grill
One of the bedrooms open to a wood deck and stone patio with old teak furniture

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 61500 sq ft

Popular amenities

  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue

Explore the area

View in a map
Honolulu, HI
  • Place, Queen Kapiʻolani Regional Park
    ‪7 min walk‬
  • Place, Waikiki Beach
    ‪14 min walk‬
  • Place, Kaimana Beach
    ‪14 min walk‬
  • Airport, Honolulu, HI (HNL-Daniel K. Inouye Intl.)
    ‪21 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only

Bathroom 2

Towels provided · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

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

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.

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Overnight guest/s stay are NOT allowed without permission. Additional $95/night/person + taxes is deducted from security deposit.
Any events wedding receptions, family reunions, group gatherings more than the maximum number of occupants specified in lease agreement NOT allowed.
This is a non-refundable reservation no partial refund if early check out before end of the lease.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number GE-150-075-1872-01, TA-150-075-1872-01

About the area

Honolulu

Located in Diamond Head - Kapahulu - St. Louis, a neighbourhood in Honolulu, this holiday home is near theme parks and by the sea. Royal Hawaiian Center and Waikiki Beach Walk are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Waikiki Beach and Diamond Head. Looking to enjoy an event or a game while in town? See what's happening at Neal S. Blaisdell Center or Aloha Stadium. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and hiking/biking trails nearby.
View more Holiday homes in HonoluluOpens in a new window
Map
Honolulu, HI

What's nearby

  • Diamond Head State Monument - 1 min walk - 0.1 km
  • Queen Kapiʻolani Regional Park - 7 min walk - 0.6 km
  • Waikiki Beach - 14 min walk - 1.2 km
  • Kaimana Beach - 14 min walk - 1.2 km
  • Honolulu Zoo - 3 min drive - 2.7 km

Getting around

  • Hālaulani / Leeward Community College Station - 28 min drive
  • Honolulu, HI (HNL-Daniel K. Inouye Intl.) - 32 min drive

Restaurants

  • ‪Lulu's Surf Club - ‬4 min drive
  • ‪Deck. - ‬4 min drive
  • ‪Denny's - ‬4 min drive
  • ‪Hula's Bar & Lei Stand - ‬4 min drive
  • ‪Barefoot Beach Cafe - ‬20 min walk

Frequently asked questions

Is Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki?

As of 19 Apr, 2026, prices found for a 1-night stay for 2 adults at Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki on 7 Aug, 2026 start from S$548, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki?

On-site parking is available at the property.

What time is check-in at Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki?

Check-in begins at 3:00 PM.

What time is check-out at Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki?

Checkout is at 10:00 AM.

Where is Hidden Diamond Head Paradise Retreat • Lush, Secluded, Walk to Beach and Waikiki located?

Located in Diamond Head - Kapahulu - St. Louis, this holiday home is within a 15-minute walk of Diamond Head State Monument, Waikiki Beach and Kaimana Beach. Honolulu Zoo and International Market Place are also within 2 miles (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 128 out of 139 reviews
Rating 8 - Good. 8 out of 139 reviews
Rating 6 - Okay. 2 out of 139 reviews
Rating 4 - Poor. 0 out of 139 reviews
Rating 2 - Terrible. 1 out of 139 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Rand E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great get away

Wonderful stay
Stayed 8 nights in Aug 2021
Verified

10/10 Excellent

Mark C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful and beautiful place to stay in Paradise

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!
Stayed 8 nights in Jul 2024
Verified

10/10 Excellent

John B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property. Very beautiful and relaxing

Great property. Very beautiful and relaxing
Stayed 4 nights in Mar 2022
Verified

10/10 Excellent

Johnson F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location

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.
Stayed 7 nights in May 2024
Verified

8/10 Good

chris t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental

Unique property and was perfect location.
Stayed 4 nights in Jan 2023
Verified

10/10 Excellent

Steve K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great quite location for family

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.
Stayed 8 nights in Jun 2024
Verified

10/10 Excellent

Anthony C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hawaii

Great property. Owner was easy to work with and always available and very friendly and responsive.
Stayed 10 nights in Nov 2024
Verified

10/10 Excellent

Shannon R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful & Beautiful

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!
Stayed 6 nights in Mar 2024
Verified

10/10 Excellent

Jessica L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

1 week stay

Great house with amenities to feel like home away from home. Jo was very responsive!
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Pamela M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Holiday in Diamond Head

Wonderful and relaxing. Our family of 4 including 2 adult sons had a great time. Plenty of room, great location and a wonderful host. Hoping to be back soon. Loved the grey cat too.
Stayed 6 nights in Dec 2023
Verified

10/10 Excellent

Norma A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We thoroughly enjoyed our stay at DiamondHead Hidden paradise

We thoroughly enjoyed our stay at DiamondHead Hidden paradise. The cozy ambiance and thoughtful amenities provided a delightful experience. The location was excellent and was easy to get to our activities. We will definitely come back. Thanks Jlo
Stayed 6 nights in Oct 2023
Verified

10/10 Excellent

Cynthia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

This is the most beautiful property. It was like staying in a nature preserve with the incredible assortment of birds. You are close to Waikiki, but are able to relax in a truly magical setting and feel far away from the crowds. We really enjoyed our time there.
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

Jena C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Uniquely special

You wont find a more beautiful place
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

matt b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet jungle hideaway

This is a great spot if you want a nice quiet retreat. Short walk down a steep hill to the water and also very close to Waikiki. Host is on premises and super nice. If the pool is finished for you it will be even better.
Stayed 8 nights in Aug 2023
Verified

10/10 Excellent

Nicholas G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredibly unique private escape

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.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Troy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

1st trip to Hawaii

What an amazing place!! It is like a tropical jungle paradise. We will be back for sure. Jo was an amazing host.
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

Brian G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Majestic zen oasis

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.
Stayed 5 nights in Feb 2024
Verified

10/10 Excellent

Nick D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

First time in Hawaii, picking this home was a very good decision. View is fantastic, home was fantastic. J was extremely helpful, courteous, and respectful when it came to privacy. I would recommend this home for future visits to the island.
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Jessica M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic stay at THE base of Diamond Head

Very lovely location, gated & private parking and we were closer to the beach then realized! The home has ALL amenities imagined for your stay amd the liason is more than happy to offer insight on places to go to eat, hike, etc. Must stay here! Only challenge is the roly poly guys that visit the lower house and require frequent sweeping but it's worth it. Thanks JLo!
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Barbara C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Such a unique property!

!
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Marcial G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Christmas Getaway

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.
Stayed 9 nights in Dec 2023
Verified

10/10 Excellent

Cédric P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in a beautiful surrounding

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.
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Kristen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Private wilderness in the city

Birds sang for hours every morning, and the beach with a full view the sunset was about a block and a half’s walk from the house. I did homework that’s nice The hosts have exquisite taste, with subtle sculptures scattered across the grounds.
Stayed 5 nights in Feb 2023
Verified

10/10 Excellent

Denise G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas in Paradise

This property is Amazing! Everything it is advertised to be! A private, little piece of paradise. Location is both private and lush and also convenient to Waikiki or a trip towards the North Shore. Mr. Lo was available to us for questions and we saw him once or twice working around the main house. We also made friends with a local cane toad! The house and property are wonderful and would be at the very top of our list for another stay on Oahu! Mahalo!
Stayed 7 nights in Dec 2021
Verified

10/10 Excellent

Melina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unforgettable Family Vacation

Beautiful property located by Diamond Head hiking trail and just minutes walking distance to the beach. The property is well equipped cooking utensils. The host provides beach towels, chairs, and umbrellas. If you’re into fitness and like to workout before starting your day this property has a route for running and walking that is next to the beach. The property is fully gated and secluded surrounded by palm trees just away from all of the busy downtown noise. It was the perfect vacation and highly recommended. The host J LO is amazing and helpful.
Stayed 7 nights in Oct 2023

About the host

Hosted by JLo 808-450-3657

Host profile image
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