Diamond Head Luxe Five-Bedroom Estate with Private Pool

This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual length of stay and time of year. Please inquire for details. Diamond Head Luxe is a refined private estate in Honolulu’s coveted Diamond Head neighborhood, nestled at the end of a private road, and designed for effortless island living at scale. With generous interiors, seamless indoor-outdoor flow, and a resort-style pool setting, this multi-level home offers space to gather, retreat, and recharge, all moments from O'ahu’s most iconic coastline. Natural breezes move easily through the home thanks to expansive accordion doors, while split A/C in the bedrooms and media room ensures comfort when you want it. Whether you’re traveling with family, friends, or multiple generations, this residence balances privacy with togetherness and delivers a true sense of island life. What You’ll Love About Diamond Head Luxe • Five ensuite bedrooms, four in the main house and a separate pool house, plus a media room with a sofa bed. Making this home ideal for families and group travel • All bedrooms and the media room have flatscreen Samsung TV's • Private swimming pool with covered lanai for shaded lounging • Accordion doors creating seamless indoor-outdoor living • Second-story balcony with tranquil ocean outlooks • Split A/C in bedrooms and media room for flexible comfort Living & Dining The main living areas are open, light-filled, and designed for connection. Large-format doors open fully to the lanai, allowing indoor and outdoor spaces to merge into one. Comfortable seating invites conversation after long beach days, while the adjacent dining area is well suited for shared meals, celebrations, or relaxed evenings at home. Chef-Ready Kitchen The kitchen is spacious and practical, equipped with modern appliances, ample prep space, and everything needed for extended stays. Whether you’re preparing breakfast before a beach walk or hosting a full family dinner, it supports both ease and efficiency. Outdoor Oasis The private pool anchors the outdoor living experience. Surrounded by tropical greenery, the covered lanai offers space to relax out of the sun, dine al fresco, or unwind after a swim. Upstairs, the balcony provides a peaceful perch with ocean views, perfect for morning coffee or evening breezes. Sleeping Quarters • Primary Suite – King bed, garden view, balcony access, split A/C, blackout drapes, ensuite bath, space for crib or Pack and Play • Guest Suite 2 – King bed, garden view, split A/C, blackout drapes, ensuite bath • Guest Suite 3 – Located in the separate Pool House with its own entrance. King bed, Kitchenette, garden view, split A/C, blackout drapes, ensuite bath • Guest Suite 4 – Queen bed, garden view, split A/C, blackout drapes, ensuite bath, space for crib or Pack and Play, Jack and Jill Ensuite • Guest Suite 5 – Two queen beds, garden view, split A/C, blackout drapes, shared ensuite with Suite 4, space for crib or Pack and Play, Jack and Jill Ensuite • Additional Sleeping Accommodations – Media room with a kitchenette and sofa bed, and a half bathroom right outside the room, in the hall. Extras • Beach access is a quick one minute walk away • Media room with air conditioning and sofa bed • Multiple powder rooms for added convenience • Washer and dryer • High-speed internet • Private driveway parking Nearby Located near Diamond Head, guests are a short drive from Waikiki, Kahala, and some of O'ahu’s most loved beaches. Enjoy easy access to coastal walking paths, local cafés, dining, and world-class snorkeling. Daniel K. Inouye International Airport (HNL) is within convenient reach. Good to Know • This property is offered as a monthly rental only • Monthly rate applies in full regardless of number of nights stayed • Split A/C in bedrooms and media room; living areas rely on natural trade winds • Sleeps up to 11 guests • TAT ID: TA-022-034-8416-01 • TMK: 1310400150000 If interested, please call 1.800.882.9828 or email bookings@elitepacific.com and we'll be happy to assist you!