Diamond Head Grandeur: Kahala Luxury Villa with Ocean View

Honolulu · Oahu · 5 bedrooms · 5 bathrooms · Sleeps 10

Rental Details

Property Overview

Diamond Head Grandeur is a stunning 5-bedroom luxury villa nestled in the prestigious Kahala neighborhood near iconic Diamond Head. This three-level retreat features elegant contemporary design, an elevator, oceanview lanai, and a cascading infinity pool with spa. Indoors, enjoy a spacious open-concept layout, gourmet kitchen, multiple lounge areas, and sleek en-suite bedrooms. Located just minutes from Waikiki and Ka'alawai Beach, Diamond Head Grandeur offers the perfect balance of island serenity and upscale convenience for an unforgettable Oahu escape.

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: 310400040001, TA-076-121-8560-01, GE-076-121-8560-01

Rental FAQ

Frequently Asked Questions

Where is this vacation rental located?
  • City: Honolulu (postal 96816) Hawaii

Nearby highlights

  • Location: Honolulu, HI (Diamond Head Kapahulu St. Louis – South O'ahu – 8.30 km to center), United States
  • Near a health or beauty spa
  • Near a zoo
How many bedrooms and bathrooms does it have?

5 bedrooms and 5 bathrooms.

How many guests can it sleep?

This rental sleeps up to 10 guests.

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
  • BBQ grill grill
  • Fenced yard
  • Garden
  • Car recommended
  • Onsite parking
  • Onsite parking options include a garage
  • A/C
  • BBQ grill
  • Dryer
  • Free Parking
  • Kitchen
  • Laundry
  • No Smoking
  • Outdoor Hot tub / space
  • Pool
  • Tennis Court
  • TV
  • Washer
What should I know about check-in?
  • Check in starts at 4:00 PM
  • Check out before 10:00 AM
  • Minimum check in age: 21
  • Check in time starts at 4:00 PM
  • You will receive an email from the host with check in and check out instructions
  • Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
  • Onsite parties or group events are strictly prohibited
  • Property Registration Number 310400040001, TA 076 121 8560 01, GE 076 121 8560 01
What are the house rules and policies?
  • 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 nearby
  • Fishing nearby
  • Golfing on site
  • Hiking nearby
  • Hiking/biking trails nearby
  • Horse riding nearby
  • Scuba diving nearby
  • Tennis on site
  • Location: Honolulu, HI (Diamond Head Kapahulu St. Louis – South O'ahu – 8.30 km to center), United States
  • Near a health or beauty spa
  • Near a zoo
Do I need a rental car on Oahu, and what about parking?

A rental car is recommended for this area, especially if you plan to explore beaches, restaurants, activities and nearby towns. Parking notes: Car recommended, Onsite parking, Onsite parking options include a garage.

What kind of rental is this?

This is a villa rental.

Is the Check Availability button the official booking link?

The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details.

Guest Reviews

Reviews

Guest review details are available on the partner listing page.

Map

Rental Location

Honolulu, Oahu

Loading rental map…

Photos

Rental Photos

Availability Calendar

Availability Calendar

Open dates are shown in green, booked or unavailable dates are muted, and minimum-stay details are kept available for the dynamic template.

AvailableUnavailableFuture / unknown

Click an available date to start, then choose a check-out date. The Go button appears directly below the calendar months.

Select datesChoose check-in and check-out dates from the calendar above.Begin Booking

Local Weather

Today's Weather in Honolulu

Weather in Honolulu
Weather · last updated 1:17 am
Now
--°
Feels
--°
Wind
-- mph
Rain?
--%
Sunny or breezy, Hawaii weather is basically flirting with your vacation plans.

Why Book with To-Hawaii.com

Trusted Hawaii planning since 2006

To-Hawaii.com brings island guides, vacation rental browsing, activity ideas and travel planning links together in one easy Hawaii guide.

Local Hawaii guideBuilt around island knowledge and practical trip planning
Verified partnersBooking links open trusted partner pages for final rates and policies
Island-by-island browsingFind rentals by Oahu, Maui, Kauai, Big Island, Lanai and Molokai