Diamond Head Grand Escape

Diamond Head Grand Escape

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

Overview

This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one of only 27 with private beachfront access. With 7,324 square feet of refined interiors, five ensuite bedrooms, and spectacular outdoor spaces, it is perfectly curated for families, friends, and guests seeking a true sense of place.

Property Highlights

  • Direct beachfront location in Diamond Head Cove, steps to Cromwell’s surf break
  • Infinity-edge pool and spa with tiki torch ambiance
  • Dramatic floating glass staircase and modern wine closet
  • State-of-the-art automation, elevator, and whole-home audio
  • Outdoor lounge with full kitchen, professional landscaping, and surfboard storage
  • Primary bedroom features an ensuite with both his and hers bathrooms
This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one of only 27 with private beachfront access. With 7,324 square feet of refined interiors, five ensuite bedrooms, and spectacular outdoor spaces, it is perfectly curated for families, friends, and guests seeking a true sense of place. What You’ll Love About Diamond Head Grand Escape • Direct beachfront location in Diamond Head Cove, steps to Cromwell’s surf break • Infinity-edge pool and spa with tiki torch ambiance • Dramatic floating glass staircase and modern wine closet • State-of-the-art automation, elevator, and whole-home audio • Outdoor lounge with full kitchen, professional landscaping, and surfboard storage • Primary bedroom features an ensuite with both his and hers bathrooms Living & Dining Walls of glass frame sweeping Pacific views, filling the great room with natural light. Elegant design elements include a floating staircase with glass railings, soaring ceilings, and handcrafted finishes. Multiple seating areas invite conversation and relaxation, while the dining space connects seamlessly with both the chef’s kitchen and lanai for effortless indoor-outdoor flow. Chef-Ready Kitchen The gourmet kitchen is outfitted with professional-grade appliances, marble island countertops, and custom cabinetry. A butler’s pantry provides additional storage and prep space, ideal for private chefs or group entertaining. Outdoor Oasis Step outside to an infinity-edge pool and spa framed by tiki torches, swaying palms, and the sound of waves. The outdoor lounge features a full kitchen, dining space, and comfortable seating designed for gatherings. Professional landscaping enhances privacy, while direct access to the sand makes the ocean your backyard. Sleeping Quarters • Primary Suite – King bed, primary ensuite including both his & hers bathrooms, steam shower, ocean & garden views, central AC, ceiling fan • Guest Suite 2 – King bed, ensuite bath, central AC • Guest Suite 3 – King bed, ensuite bath, central AC • Guest Suite 4 – King bed, ensuite bath, central AC • Guest Suite 5 – King bed, ensuite bath, central AC • Powder Room – Half bath Extras A glass-enclosed wine closet, home office, library, and game room provide versatility for work and play. The residence also includes whole-home automation, a security system, elevator, and audio throughout. Surfboard and outrigger storage are conveniently located steps from the sand. Nearby Walk to Waikiki’s vibrant dining and nightlife or hike the iconic Diamond Head crater. The surf break at Cromwell’s is just offshore, while a short drive brings you to Ala Moana shopping, cultural venues, and championship golf. Good to Know * This home is available exclusively for 30-day minimum stays. The property is also currently for sale; a marketing disclaimer will be provided at booking. Occupancy is exclusive for your rental period. TAT and applicable taxes apply. * TMK: 310390060000 * TA-085-937-5616-01 Reserve your dates now at Diamond Head Grand Escape and experience an oceanfront lifestyle defined by elegance, comfort, and design.

RoomsOccupancy

  • Primary Bedroom

    Ensuite Bathroom, Ocean View, Garden View, Central AC, Ceiling Fan

    • King (1)
  • Guest Bedroom 2

    Ensuite Bathroom, Central AC

    • King (1)
  • Guest Bedroom 3

    Ensuite Bathroom, Central AC

    • King (1)
  • Guest Bedroom 4

    Ensuite Bathroom, Central AC

    • King (1)
  • Guest Bedroom 5

    Ensuite Bathroom, Central AC

    • King (1)
  • Primary Bedroom Ensuite

    • Guest Full Bathroom 2

      • Guest Full Bathroom 3

        • Guest Full Bathroom 4

          • Guest Full Bathroom 5

            • Powder Room 1

              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
              • Freezer
              • Kettle
              • Espresso Machine
              • Ice Machine
              • Blender
              • Wine Fridge
              • Toaster Oven
              • Rice Cooker
              • Coffee Grinder
              • Food Processor
              • Mixer
              • Disposal

              Amenities

              • Essentials
              • Shampoo
              • Dryer
              • Washer
              • Garage
              • Hair Dryer
              • Linens
              • Iron
              • Parking space
              • Private Entrance
              • Keypad
              • Extra Pillows And Blankets
              • Ethernet Connection
              • Wifi/Internet

              Suitability

              • Hot Water
              • Children Welcome
              • Smoking Not Allowed
              • Ceiling fans
              • Suitable for Elderly
              • Air Conditioning
              • Bath Tub
              • Free Parking

              Emergency

              • Emergency Police Contact
              • Emergency Fire Contact

              Cleanliness

              • 24Hr Check-In

              Safety Features

              • Fire Extinguisher
              • Smoke Detector
              • Deadbolt Lock
              • Outdoor Lighting
              • Security Cameras

              Entertainment

              • Television
              • Pool Table
              • Satellite or Cable TV
              • Laptop Friendly
              • Game room
              • Smart TV
              • Sonos Audio System
              • Speaker System

              Pool/Spa

              • Hot Tub
              • Private Pool
              • Heated Pool

              Internal Amenities

              • Beach Towels
              • Beach Chairs
              • Stair Gates
              • Boogie Boards
              • Additional Bedding

              Outdoor Amenities

              • Cooler - Ice Chest
              • Insulated Cooler Bag
              • Beach Umbrella
              • Outdoor Shower
              • Garden
              • Private yard
              • Outdoor Kitchen
              • Lanai/Balcony
              • Outdoor seating

              Car

              • Car Recommended

              Property Manager

              • Claudia Evenschor

              Promos

              • Holidays

              September 2026

              SMTWTFS
              04$2,83505$2,835
              06$2,83507$2,83508$2,83509$2,83510$2,83511$2,83512$2,835
              13$2,83514$2,83515$2,83516$2,83517$2,83518$2,83519$2,835
              20$2,83521$2,83522$2,83523$2,83524$2,83525$2,83526$2,835
              27$2,83528$2,83529$2,83530$2,835

              October 2026

              SMTWTFS
              01$2,8350203
              04050607080910
              11121314151617
              18192021222324
              25262728293031

              November 2026

              SMTWTFS
              01020304050607
              08091011121314
              15161718192021
              22232425262728
              2930

              December 2026

              SMTWTFS
              0102030405
              06070809101112
              13141516171819
              20212223242526
              2728293031

              January 2027

              SMTWTFS
              0102
              03$4,50004$8,0000506070809
              10111213141516
              17181920212223
              24252627282930
              31

              February 2027

              SMTWTFS
              010203040506
              07080910111213
              14151617181920
              21222324252627
              28

              March 2027

              SMTWTFS
              0102030405$4,00006$4,000
              07080910111213
              14151617181920
              21222324252627$4,200
              28$4,20029$4,20030$4,20031$4,200

              April 2027

              SMTWTFS
              01$3,50002$3,50003$3,500
              04$3,50005$3,50006$3,50007$3,50008$3,50009$3,50010
              11121314151617
              18$3,50019$3,50020$3,50021$3,50022$3,50023$3,50024$3,500
              25$3,50026$3,50027$3,50028$3,50029$3,50030$3,500

              May 2027

              SMTWTFS
              01$3,500
              02$3,50003$3,50004$3,50005$3,50006$3,50007$3,50008$3,500
              09$3,50010$3,50011$3,50012$3,50013$3,50014$3,50015$3,500
              16$3,50017$3,50018$3,50019$3,50020$3,50021$3,50022$3,500
              23$3,50024$3,50025$3,50026$3,50027$3,50028$3,50029$3,500
              30$3,50031$3,500

              June 2027

              SMTWTFS
              01$4,50002$4,50003$4,50004$4,50005$4,500
              06$4,50007$4,50008$4,50009$4,50010$4,50011$4,50012$4,500
              13$4,50014$4,50015$4,50016$4,50017$4,50018$4,50019$4,500
              20$4,50021$4,50022$4,50023$4,50024$4,50025$4,50026$4,500
              27$4,50028$4,50029$4,50030$4,500

              July 2027

              SMTWTFS
              01$4,50002$4,50003$4,500
              04$4,50005$4,50006$4,50007$4,50008$4,50009$4,50010$4,500
              11$4,50012$4,50013$4,50014$4,50015$4,50016$4,50017$4,500
              18$4,50019$4,50020$4,50021$4,50022$4,50023$4,50024$4,500
              25$4,50026$4,50027$4,50028$4,50029$4,50030$4,50031$4,500

              August 2027

              SMTWTFS
              01$4,50002$4,50003$4,50004$4,50005$4,50006$4,50007$4,500
              08$4,50009$4,50010$4,50011$4,50012$4,50013$4,50014$4,500
              15$4,50016$4,50017$4,50018$4,50019$4,50020$4,50021$4,500
              22$4,50023$4,50024$4,50025$4,50026$4,50027$4,50028$4,500
              29$4,50030$4,50031$4,500

              September 2027

              SMTWTFS
              01$3,00002$3,00003$3,00004$3,000
              05$3,00006$3,00007$3,00008$3,00009$3,00010$3,00011$3,000
              12$3,00013$3,00014$3,00015$3,00016$3,00017$3,00018$3,000
              19$3,00020$3,00021$3,00022$3,00023$3,00024$3,00025$3,000
              26$3,00027$3,00028$3,00029$3,00030$3,000

              October 2027

              SMTWTFS
              01$3,60002$3,600
              03$3,60004$3,60005$3,60006$3,60007$3,60008$3,60009$3,600
              10$3,60011$3,60012$3,60013$3,60014$3,60015$3,60016$3,600
              17$3,60018$3,60019$3,60020$3,60021$3,60022$3,60023$3,600
              24$3,60025$3,60026$3,60027$3,60028$3,60029$3,60030$3,600
              31$3,600

              November 2027

              SMTWTFS
              01$3,60002$3,60003$3,60004$3,60005$3,60006$3,600
              07$3,60008$3,60009$3,60010$3,60011$3,60012$3,60013$3,600
              14$3,60015$3,60016$4,00017$4,00018$4,00019$4,00020$4,000
              21$4,00022$4,00023$4,00024$4,00025$4,00026$4,00027$4,000
              28$4,00029$4,00030$4,000

              December 2027

              SMTWTFS
              01$4,00002$4,00003$4,00004$4,000
              05$4,00006$4,00007$4,00008$4,00009$4,00010$4,00011$4,000
              12$4,00013$4,00014$4,00015$4,00016$4,60017$4,60018$4,600
              19$4,60020$4,60021$4,60022$4,60023$4,60024$4,60025$4,600
              26$4,60027$4,60028$4,60029$4,60030$4,60031$4,600

              January 2028

              SMTWTFS
              01$4,600
              02$4,60003$4,60004$4,60005060708
              09101112131415
              16171819202122
              23242526272829
              3031

              February 2028

              SMTWTFS
              0102030405
              06070809101112
              13141516171819
              202122232425
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