Diamond Head Grand Escape

Honolulu 5 Bedrooms 10 Sleeps 5.5 Bathrooms
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Unwind in the beachfront infinity pool as evening lights and ocean breezes set a magical island mood.
    Unwind in the beachfront infinity pool as evening lights and ocean breezes set a magical island mood.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Step onto your lanai to take in uninterrupted ocean vistas, the perfect spot for coffee or cocktails.
    Step onto your lanai to take in uninterrupted ocean vistas, the perfect spot for coffee or cocktails.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Enjoy seamless indoor-outdoor living with the infinity pool just steps from the great room.
    Enjoy seamless indoor-outdoor living with the infinity pool just steps from the great room.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - From the shoreline, admire the modern design of the residence framed by lush landscaping and ocean views.
    From the shoreline, admire the modern design of the residence framed by lush landscaping and ocean views.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Gather with family in the light-filled living space, where glass walls frame sweeping Pacific views.
    Gather with family in the light-filled living space, where glass walls frame sweeping Pacific views.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Prepare meals together in the gourmet kitchen, featuring marble counters, high-end appliances, and a spacious island with bar seating.
    Prepare meals together in the gourmet kitchen, featuring marble counters, high-end appliances, and a spacious island with bar seating.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Admire the home’s dramatic design, where walls of glass highlight the pool and beachfront setting.
    Admire the home’s dramatic design, where walls of glass highlight the pool and beachfront setting.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Cool off with drinks under the shaded bar while staying just steps from the pool and ocean.
    Cool off with drinks under the shaded bar while staying just steps from the pool and ocean.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Settle into plush seating and watch the waves roll in as the sky shifts from blue to gold.
    Settle into plush seating and watch the waves roll in as the sky shifts from blue to gold.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Host unforgettable evenings with outdoor dining, lounge seating, and a full bar setup overlooking the water.
    Host unforgettable evenings with outdoor dining, lounge seating, and a full bar setup overlooking the water.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Melt into the spa or take a refreshing dip in the pool, both with panoramic ocean views.
    Melt into the spa or take a refreshing dip in the pool, both with panoramic ocean views.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Stretch out on plush loungers beside the pool, designed for sunbathing and poolside relaxation.
    Stretch out on plush loungers beside the pool, designed for sunbathing and poolside relaxation.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Enjoy shaded comfort in the poolside cabana, complete with sofa seating and the sound of waves nearby.
    Enjoy shaded comfort in the poolside cabana, complete with sofa seating and the sound of waves nearby.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Unwind on the shaded lanai while the Pacific stretches endlessly before you.
    Unwind on the shaded lanai while the Pacific stretches endlessly before you.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Gather for afternoon cocktails or evening stargazing in this open-air sitting area with ocean views.
    Gather for afternoon cocktails or evening stargazing in this open-air sitting area with ocean views.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Walls of glass invite light and views, creating a perfect space for relaxing or entertaining.
    Walls of glass invite light and views, creating a perfect space for relaxing or entertaining.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Share conversations in the elegant lounge, where seating is oriented to capture both comfort and coastal beauty.
    Share conversations in the elegant lounge, where seating is oriented to capture both comfort and coastal beauty.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - A flowing floor plan connects living, dining, and kitchen areas, designed for seamless indoor-outdoor living.
    A flowing floor plan connects living, dining, and kitchen areas, designed for seamless indoor-outdoor living.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Cozy up for a movie night in the media lounge, featuring a sleek TV wall and modern design.
    Cozy up for a movie night in the media lounge, featuring a sleek TV wall and modern design.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Host memorable dinners at the grand dining table while the ocean horizon enhances every meal.
    Host memorable dinners at the grand dining table while the ocean horizon enhances every meal.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Slide open the glass doors and enjoy meals that flow seamlessly from the dining table to the terrace.
    Slide open the glass doors and enjoy meals that flow seamlessly from the dining table to the terrace.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Cook, chat, and entertain with ease in this open kitchen, designed for both chefs and gatherings.
    Cook, chat, and entertain with ease in this open kitchen, designed for both chefs and gatherings.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Relax in the secondary lounge where glass doors frame lush mountain views for a tranquil retreat.
    Relax in the secondary lounge where glass doors frame lush mountain views for a tranquil retreat.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Gather for games, casual evenings, or movie nights in this cozy entertainment space with sectional seating.
    Gather for games, casual evenings, or movie nights in this cozy entertainment space with sectional seating.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Spend quality time in the entertainment room, complete with billiards and a sleek bar for evening fun.
    Spend quality time in the entertainment room, complete with billiards and a sleek bar for evening fun.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Make a striking entrance with the dramatic floating staircase, accented by sculptural lighting.
    Make a striking entrance with the dramatic floating staircase, accented by sculptural lighting.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Glass railings and artistic details highlight the open design of the upstairs hallway.
    Glass railings and artistic details highlight the open design of the upstairs hallway.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Wake up to breathtaking Pacific views from the primary bedroom, complete with a private lanai and seating.
    Wake up to breathtaking Pacific views from the primary bedroom, complete with a private lanai and seating.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Wake each morning to sweeping Pacific views and step directly onto your private lanai from this serene retreat.
    Wake each morning to sweeping Pacific views and step directly onto your private lanai from this serene retreat.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Enjoy a king bed, elegant lighting, and modern design elements that make this suite both stylish and restful.
    Enjoy a king bed, elegant lighting, and modern design elements that make this suite both stylish and restful.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Lounge in comfort just outside the bedroom, perfect for starlit evenings or a quiet sunrise.
    Lounge in comfort just outside the bedroom, perfect for starlit evenings or a quiet sunrise.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Indulge in a freestanding soaking tub with ocean views, double vanities, and spa-inspired finishes.
    Indulge in a freestanding soaking tub with ocean views, double vanities, and spa-inspired finishes.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Refresh in the glass-enclosed shower while gazing out at the water — a truly luxurious start to your day.
    Refresh in the glass-enclosed shower while gazing out at the water — a truly luxurious start to your day.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Relax in comfort with a spacious layout, plush bedding, and central AC for a restful night’s sleep.
    Relax in comfort with a spacious layout, plush bedding, and central AC for a restful night’s sleep.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - A double vanity, contemporary design, and walk-in shower provide comfort and convenience.
    A double vanity, contemporary design, and walk-in shower provide comfort and convenience.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - A warm, inviting bedroom with natural light and elegant touches designed for comfort and privacy.
    A warm, inviting bedroom with natural light and elegant touches designed for comfort and privacy.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Perfect for families, this bathroom offers a full tub and shower combination with modern fixtures.
    Perfect for families, this bathroom offers a full tub and shower combination with modern fixtures.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - A cozy guest room with soft bedding and natural light, ideal for restful nights after days by the ocean.
    A cozy guest room with soft bedding and natural light, ideal for restful nights after days by the ocean.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Modern and sleek, this ensuite bathroom offers convenience with a glass-enclosed shower.
    Modern and sleek, this ensuite bathroom offers convenience with a glass-enclosed shower.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - A sophisticated guest suite featuring a four-poster bed and rich finishes for a touch of luxury.
    A sophisticated guest suite featuring a four-poster bed and rich finishes for a touch of luxury.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - A marble vanity and chic details make even quick refreshes feel indulgent.
    A marble vanity and chic details make even quick refreshes feel indulgent.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Perfect for reading or conversation, this quiet lounge offers plush seating and soft lighting.
    Perfect for reading or conversation, this quiet lounge offers plush seating and soft lighting.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Stay productive or enjoy a good book in this spacious office with custom shelving and refined design.
    Stay productive or enjoy a good book in this spacious office with custom shelving and refined design.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Arrive in style through a private, gated entry with clean lines and contemporary landscaping.
    Arrive in style through a private, gated entry with clean lines and contemporary landscaping.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - As evening falls, the infinity pool and illuminated exterior create an enchanting ambiance.
    As evening falls, the infinity pool and illuminated exterior create an enchanting ambiance.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Stay refreshed during extended stays with a full laundry room featuring sleek cabinetry and modern appliances.
    Stay refreshed during extended stays with a full laundry room featuring sleek cabinetry and modern appliances.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape -
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Relax on the manicured lawn overlooking the turquoise waters of Diamond Head Cove.
    Relax on the manicured lawn overlooking the turquoise waters of Diamond Head Cove.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Step directly onto soft sands just outside your door — perfect for morning strolls or a day in the sun.
    Step directly onto soft sands just outside your door — perfect for morning strolls or a day in the sun.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Swim, paddle, or surf in the clear waters right in front of the property.
    Swim, paddle, or surf in the clear waters right in front of the property.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - Take in the beauty of Diamond Head’s iconic silhouette along the vibrant south shore.
    Take in the beauty of Diamond Head’s iconic silhouette along the vibrant south shore.
  • Honolulu Vacation Rentals, Diamond Head Grand Escape - End each day with a breathtaking sunset over Diamond Head, painting the coastline in golden light.
    End each day with a breathtaking sunset over Diamond Head, painting the coastline in golden light.

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
TAT:

Reserve your dates now at Diamond Head Grand Escape and experience an oceanfront lifestyle defined by elegance, comfort, and design.

Entertainment
Game room
Laptop Friendly
Pool Table
Satellite or Cable TV
Smart TV
Sonos Audio System
Speaker System
Television
Amenities
Dryer
Essentials
Ethernet Connection
Extra Pillows And Blankets
Garage
Hair Dryer
Iron
Keypad
Linens
Parking space
Private Entrance
Shampoo
Washer
Wifi/Internet
Car
Car Recommended
Cleanliness
24Hr Check-In
Emergency
Emergency Fire Contact
Emergency Police Contact
Internal Amenities
Additional Bedding
Beach Chairs
Beach Towels
Boogie Boards
Stair Gates
Kitchen and Dining
BBQ
Blender
Coffee Grinder
Coffee Maker
Dining Area
Dishes Utensils
Dishwasher
Disposal
Espresso Machine
Food Processor
Freezer
Ice Machine
Kettle
Kitchen
Kitchen Basics
Microwave
Mixer
Oven
Refrigerator
Rice Cooker
Stove
Toaster
Toaster Oven
Wine Fridge
Location/Property Types
Beach Front
Garden View
Ocean Front
Popular Town
Private / Secluded
Walk to Shops / Restaurants
Waterfront
Nearby Activities
Cycling
Fishing
Golfing
Hiking
Horseback riding
Museums
Scuba diving or Snorkeling
Shopping
Spa and wellness
Tennis
Watersports
Zoo
Outdoor Amenities
Beach Umbrella
Cooler - Ice Chest
Garden
Insulated Cooler Bag
Lanai/Balcony
Outdoor Kitchen
Outdoor Shower
Outdoor seating
Private yard
Pool/Spa
Heated Pool
Hot Tub
Private Pool
Promos
Holidays
Property Manager
Claudia Evenschor
Safety Features
Deadbolt Lock
Fire Extinguisher
Outdoor Lighting
Security Cameras
Smoke Detector
Suitability
Air Conditioning
Bath Tub
Ceiling fans
Children Welcome
Free Parking
Hot Water
Pets Not Allowed
Smoking Not Allowed
Suitable for Elderly
Themes
Family
Luxury
Romantic
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Room Beds Amenities
Primary Bedroom
King (1)
Ensuite Bathroom, Ocean View, Garden View, Central AC, Ceiling Fan
Guest Bedroom 2
King (1)
Ensuite Bathroom, Central AC
Guest Bedroom 3
King (1)
Ensuite Bathroom, Central AC
Guest Bedroom 4
King (1)
Ensuite Bathroom, Central AC
Guest Bedroom 5
King (1)
Ensuite Bathroom, Central AC
Primary Bedroom Ensuite
Guest Full Bathroom 2
Guest Full Bathroom 3
Guest Full Bathroom 4
Guest Full Bathroom 5
Powder Room 1
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