Hale Le'ahi

Honolulu, Hawaii 5 Bedrooms Vacation Rental

5 Beds 4 Baths Sleeps 10
Poolside fire pit where to gather with friends at night Enjoy outdoor dining for 8 on the deck with pool views
Enjoy outdoor dining for 8 on the deck with pool views

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Rooms

  • bed icon

    Bedroom # 1

    Primary Bedroom

    1 Cal King

  • bed icon

    Bedroom # 2

    Guest Bedroom 2

    1 King

  • bed icon

    Bedroom # 3

    Guest Bedroom 3

    1 Queen

  • bed icon

    Bedroom # 4

    Guest Bedroom 4

    1 Queen

  • bed icon

    Bedroom # 5

    Guest Bedroom 5

    1 Double, 1 Twin,

5 Beds 4 Baths Sleeps 10

Amenities

Private pool
Air conditioning
Mountain View
Family

Reviews

  • Mar 10, 2023 This was the best Vrbo experience we have ever had. The communication was top notch and the property is clearly well cared for and well presented. We thoroughly enjoyed our stay and would definitely stay there again. Shannon Jimenez
  • Apr 07, 2018 Our favorite place to stay on Oahu We travel annually to Oahu, and this is our favorite place to stay on the island! The house is beautifully laid out and tastefully decorated, with all the amenities that will make your stay a pleasure. The lanais on all levels overlook the lovely backyard, and the salt-water pool is spacious and refreshing. The home is located in a quiet neighborhood within 15 minutes of Waikiki (check out our favorite restaurant, House Without a Key at the Halekulani Hotel), and is only five minutes from Interstate 1, making it very easy to get to all of the attractions on Oahu. The hosts are thoughtful and responsive, and it is always a joy to deal with them. We highly recommend this property for an amazing Hawaiian vacation! Nan

Description

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.

Let your dream tropical vacation begin when you step into the olden days of Hawai’i here at Hale Le’ahi, an illustrious and expansive 3 story plantation board and baton wood-framed estate located on the lower slopes of the world famous Diamond Head Crater on the southern tip of the island of Oahu, minutes to Kahala. This immaculately designed 5 bedroom, 4 bathroom home sleeps up to 10 people, and includes a large outdoor pool, 2 outdoor lanais (porches), and a finely manicured tropical backyard.

The primary bedroom is outfitted with a California king bed, television set, and the private balcony lanai with seating, lighting and views of the private garden, as well as the ocean and mountains in the distance. The primary ensuite includes detailed tile work and marble countertops, as well as dual vanities and a soaking tub with views out to the garden. The primary guest bedroom includes a King bed as well as a large day bed, fit for either lounging or sleeping 1 person, and a kitchenette area with a sink, microwave, mini fridge and breakfast table with stools. There is a sliding glass door with access to the poolside lanai and views of the pool and garden, and access to the guest bathroom which includes a walk-in shower and single vanity. Two more guest rooms both include a queen bed, work area with a chair and desk, closet space, and access to the raised deck on the second floor with views overlooking the garden, as well as to the 3rd guest bathroom with a walk-in shower and single vanity. The last bedroom includes one full bed and one twin bed, sleeping up to 3 people, and access to the 4th bathroom with a walk-in shower and single vanity. Each bedroom is equipped with air conditioning as well as a ceiling fan for optimal temperature control and air flow.

The interior common spaces of the estate on the first floor include the game room, bar and lounge area. The game room includes an interchangeable billiards table and ping-pong table, darts board, and small fridge for drinks. There are a number of stools to relax between games, as well as a large chalkboard for score keeping. The downstairs lounge area includes a television set and couch seating. The open air common spaces of the main central floor allow the tropical trade winds to breeze through the large outfitted kitchen which is adorned with an array of high end cooking appliances, a central island countertop with 4 seats, wine cooler, and an extra large fridge and oven, as well as through the large living room equipped with a television and couch setup, and the indoor dining area with a table that seats 8.

The raised outdoor deck, located on the second floor of the estate, includes a variety of seating arrangements, lighting fixtures and covered spaces for outdoor relaxation rain or shine. There is also a large outdoor dining table that seats up to 8 people so you and your party can enjoy a nice meal throughout the day while overlooking the lush landscape of the poolside, garden and surrounding tropical vegetation. Soak up the sun on the luxurious deck from the bright light of early morning, until the evening sky is lit up with the fiery hues of the Hawaiian sunset. Dive into the crystal clear waters of the large outdoor pool, or wade in slowly via the pool steps, which is surrounded by plenty of beach lounge chairs and a covered table, as well as a variety of tropical flora for uninterrupted privacy while relaxing. After a dip in the pool you can warm up by the poolside gas fire pit equipped with several Adirondack chairs for a cozy gathering.

Outside of the estate, guests can stroll the calm and quiet streets of the neighborhood, which is within walking distance to Cromwell's Beach, and a short drive to other pristine white sand beaches nearby like Kahala Beach and Diamond Head Beach. The home is located just off of Diamond Head Road, giving guests easy access to exploring the urban sprawl of Waikiki and Honolulu, as well as the rest of the beauties that comprise Oahu. Hale Le’ahi is located 5 minutes to Diamond Head Crater as well as the Kahala Shopping Center, 8 minutes to Waikiki, 15 minutes to downtown Honolulu, and 20 minutes to the Honolulu International Airport.

Let the warm tropical atmosphere envelope you when you stay at Hale Le’ahi, a sanctuary to rest, relax and rejuvenate with friends and family to truly experience the best of what the Aloha State has to offer.

Please note, Utility Fee of $1,500 per month will be charged for all stays of 21 days or more.

The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire.

Please note that all stays are subject to a refundable security deposit of $1500.

TA: TA- 021-803-2128-01
TMK 1350020240000000

Room

Beds

Primary Bedroom

Cal King (1)

Garden View, Ensuite bathroom, Lanai / Balcony, Split A/C, Ceiling Fan

Guest Bedroom 2

King (1)

Split A/C, Ceiling Fan

Guest Bedroom 3

Queen (1)

Garden view, Lanai / Balcony, Split A/C, Ceiling Fan

Guest Bedroom 4

Queen (1)

Split A/C

Guest Bedroom 5

Double (1) Twin (1)

Split A/C

Primary Bedroom Ensuite

full bathroom

Guest Bathroom 2

full bathroom

Guest Bathroom 3

full bathroom

Guest Bathroom 4

full bathroom

Nearby Activities

  • Cycling
  • Fishing
  • Golfing
  • Hiking
  • Horseback riding
  • Museums
  • Scuba diving or Snorkeling
  • Shopping
  • Spa and wellness
  • Tennis
  • Watersports
  • Zoo

Kitchen and Dining

  • BBQ
  • Blender
  • Coffee Maker
  • Dining Area
  • Dishes Utensils
  • Dishwasher
  • Ice Machine
  • Kettle
  • Kitchen
  • Kitchen Basics
  • Microwave
  • Mixer
  • Oven
  • Refrigerator
  • Stove
  • Toaster

Amenities

  • Dryer
  • Essentials
  • Hair Dryer
  • Iron
  • Linens
  • Parking space
  • Shampoo
  • Washer
  • Wifi/Internet

Safety Features

  • Fire Extinguisher
  • First Aid Kit
  • Outdoor Lighting
  • Security Cameras
  • Smoke Detector

Suitability

  • Air Conditioning
  • Bath Tub
  • Free Parking
  • Hot Water
  • Pets Not Allowed
  • Smoking Not Allowed

Entertainment

  • Game room
  • Ping Pong Table
  • Pool Table
  • Television

Pool/Spa

  • Private Pool

Internal Amenities

  • Beach Chairs
  • Beach Towels

Outdoor Amenities

  • Lanai/Balcony
  • Private yard

Themes

  • Family
  • Luxury

Location/Property Types

  • Mountain View
  • Near Ocean

Property Manager

  • Hawaii Luxury Homes
  • Mark LeRoy Hualalai
  • Megan Arita

Promos

  • MAY2025

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Comments

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Mar 10, 2023 This was the best Vrbo experience we have ever had. The communication was top notch and the property is clearly well cared for and well presented. We thoroughly enjoyed our stay and would definitely stay there again. Shannon Jimenez
Apr 07, 2018 Our favorite place to stay on Oahu We travel annually to Oahu, and this is our favorite place to stay on the island! The house is beautifully laid out and tastefully decorated, with all the amenities that will make your stay a pleasure. The lanais on all levels overlook the lovely backyard, and the salt-water pool is spacious and refreshing. The home is located in a quiet neighborhood within 15 minutes of Waikiki (check out our favorite restaurant, House Without a Key at the Halekulani Hotel), and is only five minutes from Interstate 1, making it very easy to get to all of the attractions on Oahu. The hosts are thoughtful and responsive, and it is always a joy to deal with them. We highly recommend this property for an amazing Hawaiian vacation! Nan

June 2025

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September 2025

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November 2025

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December 2025

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January 2026

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February 2026

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March 2026

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April 2026

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May 2026

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    Available     Unavailable  Check-In Only  Check-Out Only

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

Request Submitted!

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