3663 Diamond Head Rd

About This Home

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. Privately tucked off Diamond Head Road, Seaside Hideaway is an intimate three-bedroom retreat perched above Diamond Head’s legendary surf breaks. Discreet, design-forward, and thoughtfully refreshed, this stylish home blends classic island character with modern European finishes, offering a rare sense of privacy and calm in one of Honolulu’s most iconic neighborhoods. What You’ll Love About Seaside Hideaway • Elevated Diamond Head setting overlooking famed surf breaks • Private, discreet location set back from the road • Recently refreshed interiors with high-end European finishes • Three-bedroom main house ideal for couples or small families • Easy access to beaches, coastal walks, and Diamond Head landmarks Living & Dining The living spaces strike a balance between relaxed island elegance and contemporary comfort. Clean lines, curated furnishings, and natural light create an inviting atmosphere that feels both polished and livable. Whether gathering after a beach day or enjoying a quiet evening in, the home’s layout encourages easy connection and unhurried living. Chef-Ready Kitchen The kitchen has been newly updated with sleek SieMatic cabinetry from Germany and modern appliances designed for both function and style. Thoughtful details and refined finishes make it equally suited for casual breakfasts or relaxed dinners at home. Sleeping Quarters The three bedrooms are designed as restful retreats, each complemented by split A/C and refined finishes. Newly renovated bathrooms by Agape Italy bring a spa-like sensibility, blending clean design with everyday comfort. • Primary Bedroom: King-size bed, split A/C, refined finishes designed for rest and privacy • Second Bedroom: King-size bed, split A/C, calm and comfortable layout • Third Bedroom: King-size bed, split A/C, thoughtfully appointed for restful nights Outdoor Setting Set above the coastline, the home enjoys a peaceful perch with glimpses toward Diamond Head’s surf breaks. Its discreet positioning offers a sense of seclusion while remaining closely connected to the rhythm of the surrounding neighborhood. Extras Split A/C units are located in the living room and each bedroom. Guests are kindly asked to keep doors and windows closed while A/C is in use. The home is offered as a private, exclusive residence for the duration of each stay. Nearby Located in the Diamond Head area, Seaside Hideaway is close to coastal walking paths, beaches, and some of Oahu’s most recognized natural landmarks. Waikiki dining, shopping, and cultural attractions are a short drive away, offering easy access to the best of Honolulu. Good to Know: • TA--01 • TMK: 31 Quietly stylish and thoughtfully designed, Seaside Hideaway offers an intimate Diamond Head escape defined by privacy, comfort, and elevated island living. If interested, please call 1. or email and we'll be happy to assist you!