Diamond Head Grandeur
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Your own modern, luxurious oasis on Oahu, complete with a private pool and hot tub, perfect for unwinding under the Hawaiian sun.
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From the Primary Bedroom, step outside on your own private balcony to take in the gorgeous views
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The kitchen overlooks the living area, allowing for easy conversation while preparing meals in your Hawaii vacation retreat.
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The open-concept common spaces are perfectly designed for entertaining, making gatherings seamless and relaxing.
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Welcome home to a stunning Hawaii vacation rental, where luxury meets paradise in every detail.
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The spacious living area with a flat-screen TV, ideal for keeping everyone entertained during your stay.
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Sit at the breakfast bar and enjoy a conversation with the chef while taking in the bright, tropical ambiance.
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Pool and ocean views await from the comfort of your private lanai, the perfect spot to relax with a Hawaiian sunset.
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Just up the stairs, you’ll find the guest bedrooms, each offering a serene retreat in this luxury Hawaii vacation home.
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This sitting area has been converted into a guest bedroom with a king bed, ensuring comfort and versatility for your stay.
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The primary bedroom features a king bed and breathtaking ocean views, making it a tranquil escape on your Hawaiian getaway.
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The primary bedroom ensuite boasts a large vanity and a soaking tub with panoramic ocean views, creating a spa-like retreat.
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The second guest bedroom is furnished with a king bed and private bathroom, ensuring a comfortable and relaxing stay.
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The bedroom ensuite features a walk-in glass shower, providing a modern and refreshing space after a day at the beach.
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The third guest room includes a cozy queen bed, perfect for unwinding after a day of exploring Oahu’s tropical beauty.
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The guest bathroom features a modern contrast design and a walk-in shower, creating a luxurious spa-like retreat after a day exploring Hawaii’s beaches.
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The fourth guest room offers a king bed and a peaceful ambiance, perfect for unwinding after a day in the tropical paradise of Oahu.
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The fifth guest room includes a king bed and stylish decor, providing a serene and comfortable stay in your Hawaii vacation home.
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The bedroom three ensuite features a walk-in glass shower, offering a refreshing start to your island adventures.
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This guest bathroom boasts a walk-in shower and sleek vanity, ensuring a relaxing space to refresh after a day of surfing or sightseeing.
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Diamond Head Grandeur at dusk is a breathtaking sight, with the luxurious pool and modern architecture setting the perfect scene for your Hawaiian getaway.
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The entryway and two-car garage at Diamond Head Grandeur provide a grand welcome, ensuring both convenience and security for your luxury vacation in Honolulu.
Welcome to Diamond Head Grandeur, a breathtaking 5 bedroom, 5.5 bathroom luxury villa located in the prestigious Kahala neighborhood on Oahu’s south shore. Just minutes from the iconic Diamond Head State Monument, Kaalawai Beach, and the vibrant energy of Waikiki and Honolulu, this 5,727 square foot estate blends contemporary design, indoor outdoor elegance, and lush tropical surroundings. With panoramic ocean views, a cascading infinity pool, jacuzzi spa, and refined interiors across three levels, this exceptional home offers an unforgettable retreat for up to 10 guests.
What You’ll Love About Diamond Head Grandeur
• Unparalleled location near Kaalawai Beach, Diamond Head, Waikiki, and Kahala
• Stunning outdoor living with cascading infinity pool, jacuzzi spa, lounge seating, and ocean views
• Three floors of luxurious living with an elevator for easy access
• Five spacious ensuite bedrooms with central AC
• Sleek, modern interiors with high ceilings and natural light
• Lower level media room with lounge seating, large TV, and ping pong table
Living and Dining
The main level offers an expansive open concept living area featuring a large sectional sofa, armchairs, and a 55 inch flat screen TV. Floor to ceiling sliding glass doors open onto the covered lanai, creating a seamless indoor outdoor living experience. The dining area seats eight comfortably, making it ideal for gatherings or casual meals after a day exploring Oahu.
Chef Ready Kitchen
The gourmet kitchen is equipped with modern stainless steel appliances, a large island with bar seating, sleek cabinetry, and everything needed for cooking or entertaining. Whether preparing an elaborate meal or enjoying morning coffee, this kitchen makes hosting effortless.
Outdoor Oasis
The villa’s outdoor retreat is designed for total relaxation. Enjoy the cascading infinity pool, jacuzzi spa, lounge seating, BBQ grill, and covered outdoor dining area. Tropical landscaping and ocean views create the perfect backdrop for sunbathing, swimming, or sunset dinners.
Sleeping Quarters
• Primary Suite – King bed, upper level, private lanai with panoramic ocean views, ensuite bath with walk in shower, dual vanities, and soaking tub
• Guest Suite 2 – King bed, lower level, ensuite bath, central AC
• Guest Suite 3 – King bed, main level, ensuite bath, central AC
• Guest Suite 4 – King bed, upper level, ensuite bath, central AC
• Guest Suite 5 – Queen bed, upper level, ensuite bath, central AC
• Half Bath – Located on main level
Lower Level Media Room
The lower floor features a comfortable entertainment room with lounge seating, a large flatscreen TV, and a ping pong table, offering a perfect setting for movie nights or friendly competitions.
Extras
• Elevator to all three floors
• Sonos audio system
• Beach chairs, towels, boogie boards, and cooler
• Outdoor shower
• Private two car garage
• Full laundry room
• Additional bedding and essentials
Nearby
• Walk: Kaalawai Beach, Scenic shoreline paths, Diamond Head foothill area
• Short Drive: Waikiki Beach, dining, shopping, and nightlife, Kahala Mall and Whole Foods, Honolulu Zoo and Kapiolani Park, Waialae Country Club, Hanauma Bay Nature Preserve, Kahala Hilton Hotel for dining and dolphin shows, Hawaii Kai dining, marina activities, and Costco
Good to Know
• Minimum 30 night rental required per Honolulu zoning laws
• Full 30 day rate applies regardless of number of nights occupied
• Property is exclusively available to renter for the entire rental period
• No smoking permitted anywhere on property
• Pets not allowed
• Elevator available
• Tax ID: TA-076-121-8560-01
• TMK: 310400040001
Reserve this extraordinary Kahala home and experience refined island living at Diamond Head Grandeur.
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| Room | Beds | Amenities |
| Primary Bedroom |
King (1)
|
Upper Level, Ensuite Bathroom, Ocean View, Central AC |
| Guest Bedroom 2 |
King (1)
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Lower Level, Ensuite Bathroom, Central AC |
| Guest Bedroom 3 |
King (1)
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Main / Center Level, Ensuite Bathroom, Central AC |
| Guest Bedroom 4 |
King (1)
|
Upper Level, Ensuite Bathroom, Central AC |
| Guest Bedroom 5 |
Queen (1)
|
Upper Level, Ensuite Bathroom, Central AC |
| Primary Bedroom Ensuite | ||
| Guest Bedroom 2 Ensuite | ||
| Guest Bedroom 3 Ensuite | ||
| Guest Bedroom 4 Ensuite | ||
| Guest Bedroom 5 Ensuite | ||
| Half Bath |
