View of Diamond Head Grandeur Villa on Oahu with swimming pool, covered lanai, patio chairs, table and lounge chair next to the pool

Diamond Head Grandeur

·
10   5
·
Villa
$1,560 — $4,258 / night
Diamond Head Grandeur
Honolulu, Oahu, Hawaii
·
10   5
$1,560 — $4,258 / night
Check in | Check out
Guest
Enter your Promo Code

This property requires our Villa Specialists to confirm availability for you. Please inquire below.

For assistance call us at 888.628.4896

Rates

*Please note, this property is strictly available for a 30-day minimum rental period due to County regulations. The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire for a detailed quote.
See All Rates
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.

Welcome to Diamond Head Grandeur, a luxurious 5-bedroom, 5.5-bathroom villa nestled in the prestigious Kahala neighborhood on Oahu’s south shore. Just minutes from the iconic Diamond Head State Monument and a short drive from the vibrant city life of Waikiki and Honolulu, this stunning estate offers the perfect blend of island tranquility and easy access to the best of Oahu. With its breathtaking ocean views, clean contemporary design, and lush tropical surroundings, Diamond Head Grandeur is the ultimate Hawaiian getaway for up to 10 guests.

What We Love About Diamond Head Grandeur:
* Unparalleled Location: Situated near the gentle waves of Kaalawai Beach and just minutes from Diamond Head, this villa offers the perfect balance of serenity and proximity to shopping, dining, and outdoor adventures.

* Stunning Outdoor Spaces: Enjoy a cascading infinity pool, jacuzzi spa, and outdoor living area with comfortable seating and dining spaces—ideal for soaking in the Hawaiian sun and taking in the ocean views.

* Elegant Interiors: The villa’s open-concept design features high ceilings, sleek furnishings, and natural light from sliding glass doors that open to the lanai, blending indoor and outdoor living seamlessly.

* Luxurious Accommodations: With five spacious bedrooms, each with its own ensuite bathroom, and thoughtful amenities like an elevator for easy access across three floors, comfort and convenience are guaranteed.

As you step into Diamond Head Grandeur, you’re welcomed by an expansive open-concept living area designed for relaxation and entertainment. The main room features a large sectional sofa and armchairs centered around a 55” flat-screen TV, offering plenty of space for guests to unwind. The grand kitchen is fully equipped with modern stainless steel appliances, an island countertop with bar seating, and a formal dining area with seating for eight. Perfect for hosting family meals or celebrations, this space opens directly to the covered lanai overlooking the pool and ocean.

The villa’s five bedrooms are thoughtfully distributed across three floors, offering privacy and luxury for all guests. The primary suite on the upper floor is a true retreat, featuring a king-sized bed, sitting area, and private lanai with panoramic ocean views. The ensuite bathroom includes dual vanities, a walk-in shower, and a separate soaking tub with serene ocean vistas. Also on the upper level are two guest bedrooms: one with a king bed and ensuite bath, and the other with a queen bed and ensuite bath, each with plush linens and elegant decor.

On the main level, you’ll find the first guest bedroom, offering a king bed and ensuite bath, while the second guest bedroom on the lower floor also includes a king bed and ensuite bath. The lower level features a cozy den with comfortable seating, a large flatscreen TV, and a ping-pong table—perfect for movie nights or friendly competitions.

The villa’s outdoor area is nothing short of spectacular. A large infinity pool and jacuzzi are the centerpieces of this tropical oasis, with a spacious lanai offering outdoor seating, a dining area for eight, and a BBQ grill for al fresco meals. Poolside lounge chairs invite you to relax and enjoy the Hawaiian sun, while the stunning views of the Pacific Ocean create an unforgettable backdrop.

Located less than 10 minutes from the world-famous Waikiki Beach, guests have easy access to fine dining, luxury shopping, and vibrant nightlife. For those looking to explore Oahu’s natural beauty, the villa is close to popular activities like snorkeling, hiking, and golfing, as well as the Kahala Hilton Hotel, where you can enjoy dolphin shows and exquisite dining.

Book your stay at Diamond Head Grandeur and experience the epitome of Hawaiian luxury. This exceptional villa promises a vacation filled with elegance, comfort, and unforgettable island memories.

The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire.

Tax ID: TA-076-121-8560-01

Permit Number:

Honolulu, Oahu, Hawaii
Vacation Rental
Villa
5727 sq ft. on 2 floors
Guests
10
Bedrooms
5
Bathrooms
5
Beds
5
Half Bath
1
Walk to Town
Pool
Hot Tub
Staff Insight
Kahala is a unique neighborhood. It's exclusive and feels apart from Honolulu and Waikiki, yet it is just on the other side of Diamond Head. Kahala has been home to the rich and famous for decades, including the heiress Doris Duke, whose famed home, Shangri La, is located here—a fantastic place to visit during your stay. If you are seeking a quiet neighborhood with convenient access to Waikiki and Honolulu, Kahala is an excellent option.
John Di Rienzo
Exotic Estates Staff
5 Bedrooms
10 guests
Primary Bedroom
Bed: King Bed·
En-Suite Bath with Bathtub·
Central Air Conditioning·
Ceiling Fan·
Flat-Screen TV·
Direct Access to Private Balcony·
Sofa
Guest Bedroom Two
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Central Air Conditioning
Guest Bedroom Three
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Central Air Conditioning
Guest Bedroom Four
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Central Air Conditioning
Guest Bedroom Five
Bed: Queen Bed·
En-Suite Bath with Walk-In Shower·
Central Air Conditioning
Amenities
Living Room
Sofa·
Ceiling Fan·
Flat-Screen TV·
Additional Seating·
Open Concept·
Direct Access to Terrace
Living Room Two
2 Sofas·
Flat-Screen TV·
Ceiling Fan·
Game Table
Kitchen
Fully Equipped Kitchen·
Center Island·
Open Concept
Dining Room
Dining Table - Seats 8·
Additional Bar Seating Nearby·
Open Concept
Outdoor Living
Infinity Pool·
Outdoor Hot Tub·
Outdoor Shower·
Sofa·
Dining Table - Seats 8·
Chaise Lounge w/Cushions
Home Amenities
Wireless/WiFi Internet Access·
Air Conditioning·
Garage·
Washer & Dryer·
Hair Dryer
Beach Gear
Beach Towels·
Beach Umbrella·
Cooler

Map

Attractions

Honolulu International Airport (HNL)
12.1 miles
Nearest Airport
Diamond Head State Monument
0.8 miles
State Park
Waikiki
3.1 miles
Beach, Shopping & Restaurants
Polynesian Cultural Center
3.8 miles
Live Performance / Shows / Theatre
Ala Moana Center
4.3 miles
Shopping Mall
Pearl Harbor
14.1 miles
Historical site
Dole Plantation
29.0 miles
Historical site, Sightseeing, Adventure & Exploring
Home > All Destinations > Hawaii > Oahu > Diamond Head Grandeur