Hale Le'ahi

Hale Le'ahi

Diamond Head, Oahu, Hawaii
  • 5 beds
  • 4 baths
  • Sleeps 10

Overview

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.

Property Highlights

  • 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
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.

RoomsOccupancy

  • Primary Bedroom

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

    • King (1)
  • Guest Bedroom 2 (Lower pool level)

    Split A/C, Ceiling Fan

    • Cal King (1)
  • Guest Bedroom 3 (main level)

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

    • Queen (1)
  • Guest Bedroom 4 (main level)

    Split A/C

    • Queen (1)
  • Guest Bedroom 5 (Upper Primary level)

    Split A/C, Note: no closet access, dresser only

    • Double (1)
    • Twin (1)
  • Primary Bedroom Ensuite

    • Guest Bathroom 2

      • Guest Bathroom 3

        • Guest Bathroom 4

          Nearby Activities

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

          Kitchen and Dining

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

          Amenities

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

          Safety Features

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

          Suitability

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

          Entertainment

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

          Pool/Spa

          • Private Pool

          Internal Amenities

          • Beach Towels
          • Beach Chairs

          Outdoor Amenities

          • Private yard
          • Lanai/Balcony

          Property Manager

          • VIP Luxury Villas
          • 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
          • 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
          • 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

          October 2026

          SMTWTFS
          16$58317$583
          18$58319$58320$58321$58322$58323$58324$583
          25$58326$58327$58328$58329$58330$58331$583

          November 2026

          SMTWTFS
          01$66702$66703$66704$66705$66706$66707$667
          08$66709$66710$66711$66712$66713$66714$667
          15$66716$66717$66718$66719$66720$66721$667
          22$66723$66724$66725$66726$66727$66728$667
          29$66730$667

          December 2026

          SMTWTFS
          01$66702$66703$66704$66705$667
          06$66707$66708$66709$66710$66711$66712$667
          13$66714$66715$66716$66717$66718$1,06719
          20212223242526
          2728293031

          January 2027

          SMTWTFS
          0102
          03040506070809
          10111213141516
          17$83318$83319$83320$83321$83322$83323$833
          24$83325$83326$83327$83328$83329$83330$833
          31$833

          February 2027

          SMTWTFS
          01$83302$83303$83304$83305$83306$833
          07$83308$83309$83310$83311$83312$83313$833
          14$83315$83316$83317$83318$83319$83320$833
          21$83322$83323$83324$83325$83326$83327$833
          28$833

          March 2027

          SMTWTFS
          01$83302$83303$83304$83305$83306$833
          07$83308$83309$83310$83311$83312$83313$833
          14$83315$83316$83317$83318$83319$83320$833
          21$83322$83323$83324$83325$83326$83327$833
          28$83329$83330$83331$833

          April 2027

          SMTWTFS
          01$75002$75003$750
          04$75005$75006$75007$75008$75009$75010$750
          11$75012$75013$75014$75015$75016$75017$750
          18$75019$75020$75021$75022$75023$75024$750
          25$75026$75027$75028$75029$75030$750

          May 2027

          SMTWTFS
          01$750
          02$75003$75004$75005$75006$75007$75008$750
          09$75010$75011$75012$75013$75014$75015$750
          16$75017$75018$75019$75020$75021$75022$750
          23$75024$75025$75026$75027$75028$75029$750
          30$75031$750

          June 2027

          SMTWTFS
          01$95002$95003$95004$95005$950
          06$95007$95008$95009$95010$95011$95012$950
          13$95014$95015$95016$95017$95018$95019$950
          20$95021$95022$95023$95024$95025$95026$950
          27$95028$95029$95030$950

          July 2027

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          01$95002$95003$950
          04$95005$95006$95007$95008$95009$95010$950
          11$95012$95013$95014$95015$95016$95017$950
          18$95019$95020$95021$95022$95023$95024$950
          25$95026$95027$95028$95029$95030$95031$950

          August 2027

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          01$95002$95003$95004$95005$95006$95007$950
          08$95009$95010$95011$95012$95013$95014$950
          15$95016$95017$95018$95019$95020$95021$950
          22$95023$95024$95025$95026$95027$95028$950
          29$95030$95031$950

          September 2027

          SMTWTFS
          01$75002$75003$75004$750
          05$75006$75007$75008$75009$75010$75011$750
          12$75013$75014$75015$75016$75017$75018$750
          19$75020$75021$75022$75023$75024$75025$750
          26$75027$75028$75029$75030$750

          October 2027

          SMTWTFS
          01$75002$750
          03$75004$75005$75006$75007$75008$75009$750
          10$75011$75012$75013$75014$75015$75016$750
          17$75018$75019$75020$75021$75022$75023$750
          24$75025$75026$75027$75028$75029$75030$750
          31$750

          November 2027

          SMTWTFS
          01$75002$75003$75004$75005$75006$750
          07$75008$75009$75010$75011$75012$75013$750
          14$75015$91616$91617$91618$91619$91620$916
          21$91622$91623$91624$91625$91626$91627$916
          28$91629$91630$916

          December 2027

          SMTWTFS
          01$83302$83303$83304$833
          05$83306$83307$83308$83309$83310$83311$833
          12$83313$83314$83315$1,20016$1,20017$1,20018$1,200
          19$1,20020$1,20021$1,20022$1,20023$1,20024$1,20025$1,200
          26$1,20027$1,20028$1,20029$1,20030$1,20031$1,200

          January 2028

          SMTWTFS
          01$1,200
          02$1,20003$1,20004$1,20005$83306$83307$83308$833
          09$83310$83311$83312$83313$83314$83315$833
          16$83317$83318$83319$83320$83321$83322$833
          23$83324$83325$83326$83327$83328$83329$833
          30$83331$833

          February 2028

          SMTWTFS
          01$83302$83303$83304$83305$833
          06$83307$83308$83309$83310$83311$83312$833
          13$83314$83315$83316$83317$83318$83319$833
          20$83321$83322$83323$83324$83325$83326$833
          27$83328$83329$833

          March 2028

          SMTWTFS
          01$83302$83303$83304$833
          05$83306$83307$83308$83309$83310$83311$833
          12$83313$83314$83315$91616$91617$91618$916
          19$91620$91621$91622$91623$91624$91625$916
          26$91627$91628$91629$91630$91631$916

          April 2028

          SMTWTFS
          01$750
          02$75003$75004$75005$75006$750
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