Luxury Oahu Beachfront Vacation Rental near Diamond Head Exclusive Monthly Rental

Bedrooms: 8    Bathrooms: 8    Sleeps: 16    Save to Favorites

  • Property 1001086
  • Platinum (5 Star)
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Month
  • Average Rate: $240,855/Month
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 5 Stars
  • Distance to Beach: 5 Stars
  • View: 5 Stars
  • On-Call Management: 5 Stars

Why Book with Emerald Kite?

Your vacation deserves more than a gamble! When renting with private owner listing platforms it's easy to miss critical details about a property. You may end up in a home that doesn't suit your needs.

Emerald Kite provides detailed, one-on-one consultations BEFORE booking to discuss the property, proximity to attractions, and special requirements.

Why settle for less?

Call Our Local Agent

USA: 808.650.3995

Intl: +1 808.650.3995

7 Days a Week 9am - 10pm EST



Oahu beachfront vacation rental and luxury Diamond Head vacation home define this one-of-a-kind tropical estate, a private paradise that redefines Hawaiian luxury. Nestled near the foot of the world-famous Diamond Head crater, this elegant seven-bedroom, eight-and-a-half-bath retreat delivers unparalleled sophistication and comfort. Every space of this expansive home embraces open-air living, with sliding glass walls and lanais that blur the line between indoor elegance and the island’s natural beauty. Surrounded by swaying palms, turquoise waters, and golden sands, this Oahu beachfront vacation rental offers guests the opportunity to immerse themselves in the authentic luxury and serenity of Hawaii’s South Shore. Step inside through the Balinese-inspired entry, where floating steps cross a koi pond and tropical ferns line the walkway, setting the tone for the serene ambiance within. The grand room welcomes guests with open-beam ceilings, polished wood floors, and panoramic ocean views that stretch endlessly toward the horizon. The interiors have been professionally designed to create a seamless balance of modern comfort and traditional island artistry, from the fine furnishings to the curated artwork and natural stone finishes. The gourmet kitchen is a culinary dream, featuring state-of-the-art appliances, custom cabinetry, and a spacious island ideal for preparing family meals or hosting gatherings. Just beyond, a large game room provides hours of entertainment, while multiple indoor and outdoor dining areas invite guests to enjoy fresh island cuisine beneath soft Hawaiian breezes. Whether dining at the elegant indoor table or alfresco under the stars, every meal becomes a celebration of the island lifestyle. The home’s thoughtful layout includes two distinct wings that enhance privacy for larger groups. One wing houses the kitchen, game room, and two guest suites, each with luxurious en suite bathrooms and tranquil garden views. The opposite wing features a family room, fitness center, office, and two additional guest suites, each complete with a wet bar and private bath. Every space has been designed for comfort and ease, offering guests the perfect combination of seclusion and connection. Upstairs, the primary suite is a sanctuary of calm. Sliding walls open to reveal a sweeping view of the Pacific Ocean, allowing guests to fall asleep to the gentle rhythm of the waves. The en suite bathroom features a soaking tub, rain shower, and luxurious finishes inspired by nature. Also on the second level are an ocean-view guest room with its own private lanai and another elegant garden-view suite, both with en suites that maintain the home’s signature sense of tranquility. An eighth bedroom is housed in a private guest cottage, ideal for visitors or staff. This separate retreat features a full kitchen, a spacious bedroom with en suite bath, and a private lanai surrounded by tropical foliage. With its own entrance and resort-style amenities, this space offers both independence and luxury within the same estate grounds. Outside, a shimmering modern-style pool serves as the heart of the estate’s outdoor living. Framed by lush landscaping and native plants, it provides a peaceful retreat for sunbathing or swimming. Just beyond, a manicured beachfront lawn opens directly to the ocean, where gentle waves invite guests to swim, snorkel, or paddleboard in calm, crystal-clear waters. As the sun sets, the property transforms into a glowing haven under the starlit Hawaiian sky. Located in the prestigious Kahala neighborhood, this luxury Oahu vacation rental places guests within minutes of Honolulu’s finest dining, world-class shopping, and cultural attractions. Diamond Head hiking trails, Waikiki’s surf breaks, and Hanauma Bay’s coral reefs are all within easy reach. Yet, despite its central location, the property remains a peaceful sanctuary away from the bustle of the city—an oasis of pure island serenity. This exceptional home is offered as a monthly luxury vacation rental. Guests may stay for any duration within the month, though the monthly rate applies in full. Perfect for extended family getaways, executive retreats, or long-term luxury stays, this home offers privacy, convenience, and the full essence of Hawaiian living at its finest. Emerald Kite has been welcoming guests to Oahu for over 20 years. Our expert team offers one-on-one assistance by phone to discuss this property or alternate luxury vacation rentals available on Oahu for your travel dates. All guests are considered VIPs and receive complimentary concierge services before and during their stay, ensuring a seamless, memorable island experience.

Available! Call Local Agent - 808.650.3995

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Photo Disclaimer: Images represent the overall interior and furnishings of a property at the time photographs are taken. Owners do and will continue to decorate and change furnishings, beds, etc. at their discretion and these updates/changes may not be reflected. Views of the property's closest beach, mountain or ski areas may also be represented, however, these images may not reflect the view from the actual accommodation. Views from the property may be limited by natural tree growth outside of our control.