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.
Registration Number: TA-076-121-8560-01 · GE-076-121-8560-01
ℹ️ Frequently Asked Questions
Where is this vacation rental located?
- City: Waikiki (postal 96816) Hawaii
Nearby highlights:
- Location: Honolulu, HI, United States
- Near a health or beauty spa
- Near a zoo
How many bedrooms and bathrooms does it have?
How many guests can it sleep?
What amenities are available?
- Villa
- Unit size: 5727 sq ft (532 sq m)
- 5 bedrooms
- Bed sheets provided
- 5.5 bathrooms
- Hair dryer
- Air conditioning
- Internet access
- Coffee/tea maker
- Cookware/dishes/utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
- Laundry facilities
- Washing machine and dryer
- Hot tub
- Private pool
- Lanai / balcony
- Barbecue grill
- Fenced yard
- Garden
- Car recommended
- Onsite parking
- Onsite parking options include a garage
- Popular: A/C
- BBQ grill
- Dryer
- Free Parking
- Kitchen
- Laundry
- No Smoking
- Outdoor Space
- Pool
- Tennis Court
- Tv
- Washer
What should I know about check-in?
- Check-in starts at 4:00 PM
- Check-out before before 10:00 am
- Minimum check-in age: 21
- Onsite parties or group events are strictly prohibited
- Property Registration Number 310400040001
House rules:
- Pets not allowed, Children are welcome., Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
- Cycling
- Fishing
- Golfing on site
- Hiking
- Hiking/biking trails
- Horse riding
- Scuba diving
- Tennis on site
Popular Oahu Activities include luaus, snorkeling, Pearl Harbor tours, and catamaran cruises.
Do I need a rental car on Oahu, and what about parking?
- Onsite parking
- Onsite parking options include a garage
Car is optional in Waikiki/Honolulu – consider a rental car only for day trips (North Shore, East Oahu, etc.).
What kind of rental is this?
