Hale Le'ahi

Honolulu, Hawaii 5 Bedrooms Vacation Rental

5 Beds 4 Baths Sleeps 10
Let the crystal clear pool sooth your soul Poolside fire pit where to gather with friends at night
Poolside fire pit where to gather with friends at night

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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 Thoroughly enjoyed our stay! This was the best rental 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 J
  • Oct 07, 2022 Highly recommend! Stayed in this home with my family and it was just so well-appointed and comfortable. The living space and backyard/pool really stood out as tremendous places to spend time. I did not want to leave and hope to rent this home again! Kyle H
  • Mar 20, 2022 Wonderful house in great neighborhood. We had a truly wonderful time with two families at this house. Fantastic location close to everything yet hard to leave because staying home is so fun! Note there’s only really one in the driveway parking space. The other spaces come from blocking the other cars in. Street parking is easy. Communication with the property manager is easy and she is exceptionally kind and accommodating. Would rent again! Anonymous
  • 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

Set beneath the slopes of Diamond Head on Oahu’s iconic Gold Coast, Hale Le‘ahi by Gather is a grand three-story plantation-style estate that captures the timeless beauty of old Hawai‘i with modern luxury. This 5-bedroom, 4-bathroom retreat spans over 4,200 sq. ft. and welcomes up to 10 guests to relax, entertain, and experience the island lifestyle at its finest.

What You’ll Love About Hale Le‘ahi by Gather
• Expansive private pool surrounded by lush tropical landscaping
• Outdoor dining and lounge areas with mountain and garden views
• Elegant plantation architecture with breezy open-air design
• Gourmet kitchen with premium appliances, breakfast bar, and formal dining for 8
• Game room and bar with pool and ping-pong table for evening fun
• Five bedrooms, each with A/C and ceiling fans for year-round comfort
• Peaceful Diamond Head neighborhood minutes from beaches and Waikiki

Living & Dining
Step through the entryway into a bright and spacious home filled with natural light and the island’s cooling trade winds. The open-concept living room is tastefully furnished with comfortable seating, a large TV, and access to the shaded lanai overlooking the pool. The adjoining dining area offers seating for eight and connects seamlessly to the gourmet kitchen, featuring high-end stainless steel appliances, a wine cooler, and a central island with counter seating.

Downstairs, guests can gather in the game room, complete with a pool table that converts to ping-pong, dartboard, bar area, and lounge with TV — perfect for relaxed evenings or friendly competitions.

Outdoor Oasis
Step outside to your private tropical haven. The large pool is surrounded by sun loungers, shaded seating, and vibrant island foliage offering total privacy. Dine al fresco on the raised deck with seating for eight, or enjoy morning coffee on the lanai while the island awakens around you. As evening falls, gather by the fire pit under the stars and take in the peaceful sound of swaying palms.

Sleeping Quarters
• Primary Suite – California King bed, private lanai with garden and ocean views, ensuite bath with soaking tub, dual vanities, and marble accents.
• Guest Suite 2 – King bed, daybed for lounging or additional sleeping, kitchenette, and direct pool access with garden views.
• Guest Suite 3 – Queen bed, desk, deck access, and nearby full bath with walk-in shower.
• Guest Suite 4 – Queen bed, desk, and shared access to deck and full bath.
• Guest Suite 5 – One Full bed and one Twin bed, ideal for children or singles, with access to a nearby full bath.

Each bedroom is designed for comfort and privacy, featuring air conditioning, ceiling fans, and tasteful island décor.

Extras
Amenities include high-speed Wi-Fi, laundry facilities, multiple smart TVs, and driveway parking for two vehicles.

Neighborhood & Location
Located on the lower slopes of Diamond Head, Hale Le‘ahi offers quick access to Oahu’s best beaches and attractions. Stroll to Cromwell’s Beach or drive just minutes to Waikiki, Kahala Beach, and Diamond Head Beach. Nearby, you’ll find scenic hikes, shopping at Kahala Mall, and a wide range of dining options — from local favorites to world-class restaurants.

Good to Know
• Monthly rental only; full-month rate applies regardless of stay length
• Utility fee of $1,500/month applies to all stays of 21 days or more
• Driveway parking for two cars; street parking available
• HI Tax ID: TA-021-803-2128-01
• TMK: 1350020240000000

Your Island Story Awaits
From sunrise swims in your private pool to sunset gatherings under the palms, Hale Le‘ahi by Gather offers a serene escape where the warmth of Aloha meets timeless Hawaiian elegance — perfect for extended stays with family and friends.

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

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Mar 10, 2023 Thoroughly enjoyed our stay! This was the best rental 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 J
Oct 07, 2022 Highly recommend! Stayed in this home with my family and it was just so well-appointed and comfortable. The living space and backyard/pool really stood out as tremendous places to spend time. I did not want to leave and hope to rent this home again! Kyle H
Mar 20, 2022 Wonderful house in great neighborhood. We had a truly wonderful time with two families at this house. Fantastic location close to everything yet hard to leave because staying home is so fun! Note there’s only really one in the driveway parking space. The other spaces come from blocking the other cars in. Street parking is easy. Communication with the property manager is easy and she is exceptionally kind and accommodating. Would rent again! Anonymous
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

November 2025

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December 2025

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January 2026

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February 2026

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$767
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March 2026

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$958
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April 2026

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May 2026

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June 2026

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July 2026

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$1,074
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August 2026

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$1,074
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$1,074
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$1,074
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$1,074
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$1,074
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$1,074
          

September 2026

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$862
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$862
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$862
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$862
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October 2026

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$862
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$862
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$862
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$862
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$862
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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?

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