Entire home
Diamond Head Grandeur by Gather: Luxury Villa w/ Ocean View & Private Pool
Villa with private pool, near Diamond Head
Photo gallery for Diamond Head Grandeur by Gather: Luxury Villa w/ Ocean View & Private Pool





5 bedrooms5+ bathroomsSleeps 105727 sq ft
Popular amenities
Explore the area

Honolulu, HI
- Place, Diamond Head Beach Park1 min walk
- Place, Diamond Head State Monument3 min walk
- Place, Diamond Head7 min drive
- Airport, Honolulu, HI (HNL-Daniel K. Inouye Intl.)21 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Guest Bedroom 2
1 King Bed
Guest Bedroom 3
1 King Bed
Guest Bedroom 4
1 King Bed
Guest Bedroom 5
1 Queen Bed
Primary Bedroom
1 King Bed
5 bathrooms, 1 half bathroom
Guest Bedroom 2 Ensuite
Guest Bedroom 3 Ensuite
Guest Bedroom 4 Ensuite
Guest Bedroom 5 Ensuite
Half Bath
Primary Bedroom Ensuite
Spaces
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Diamond Head Grandeur by Gather: Luxury Villa w/ Ocean View & Private Pool
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.
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number 310400040001, TA-076-121-8560-01, GE-076-121-8560-01
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
We should mention
A car is recommended for transport to and from this property
About the area
Honolulu
Kahala, a neighbourhood in Honolulu, is home to this villa. International Market Place and Royal Hawaiian Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Waikiki Beach and Diamond Head. Honolulu Zoo and Hawaii Children's Discovery Center are also worth visiting. Discover the area's water adventures with scuba diving and fishing nearby, or enjoy the great outdoors with hiking/biking trails and horse riding.

Honolulu, HI
What's nearby
- Diamond Head Beach Park - 1 min walk - 0.0 km
- Diamond Head State Monument - 3 min walk - 0.3 km
- Kahala Beach - 2 min drive - 1.9 km
- Kahala Mall - 3 min drive - 2.3 km
- Diamond Head - 7 min drive - 1.5 km
Getting around
Restaurants
- Diamond Head Market & Grill - 4 min drive
- Fort Ruger Market - 3 min drive
- The Coffee Bean & Tea Leaf - 4 min drive
- da Cove Health Bar and Cafe - 4 min drive
- Pioneer Saloon - 4 min drive
Frequently asked questions
About the host
Hosted by Gather Vacations
Gather with us! Gather Vacation Rentals is the leading luxury property manager in the US. Gather was founded in 2005 and our properties reflect our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals, we are committed to making sure that our vacation clients experience the very best in quality, delivery, and outstanding service
Our Vacation Rental Management Team reflects our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals throughout the US, we are committed to ensuring our vacation clients experience the very best in quality, delivery, and outstanding service.
Active Member of:
- (VRMA) Vacation Rental Managers Association
Our Vacation Rental Management Team reflects our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals throughout the US, we are committed to ensuring our vacation clients experience the very best in quality, delivery, and outstanding service.
Active Member of:
- (VRMA) Vacation Rental Managers Association
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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