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-213-293-6704-01 * TMK: 310380140000 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 1.800.882.9828 or email bookings@elitepacific.com and we'll be happy to assist you!
Contact 3663 Diamond Head Rd
Policies
PetsNo pets allowed
No pets allowed
Amenities
In-unitWasher & Dryer In Unit, Air Conditioning, View
Washer & Dryer In Unit
Air Conditioning
View
CommunityFurnished Available
Furnished Available
Unique featuresPool, Ceiling Fans, Hot Tub
Pool
Ceiling Fans
Hot Tub
Non-Smoking
Wireless Internet Access
Around 3663 Diamond Head Rd
Schools
Places
Transit
4/10
Kahala Elementary School
Public, PreK-5 • Assigned • 1.6mi
10/10
Kaimuki Middle School
Public, 6-8 • Assigned • 1.0mi
10/10
Kalani High School
Public, 9-12 • Assigned • 2.4mi
Provided by GreatSchools
About
Waialae-Kahala
Waialae-Kahala, located between Diamond Head and Hawaiʻi Kai, is a coastal and residential East Honolulu neighborhood with oceanfront parks and a polished retail corridor. The neighborhood’s character concentrates around the Kahala Mall and Waialae Avenue, where boutiques, local cafés, and everyday services keep sidewalks active. Kahala Theatre, Arancino at The Kahala, and Waiola Shave Ice act as familiar community pillars. Streets shift from mid-century ranch homes to gated estates, with palms and low lava-rock walls setting a calm streetscape. Kapiʻolani Community College’s Saturday Farmers’ Market adds a weekly ritual near the Diamond Head edge. Beach access points and pocket parks frame a lifestyle tied to trade winds and shoreline views.
Provided by Walk Score and Local Logic
Historical weather
Honolulu, HI • 96816
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Climate risks
8/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
Fire Factor
We're working on getting current and accurate fire risk information for this home.
Heat Factor
We're working on getting current and accurate heat risk information for this home.
Wind Factor
We're working on getting current and accurate wind risk information for this home.
1/10 Air Factor
Minimal risk of unhealthy air over next 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 9.3 hours in
June and 6.3 hours in December, placing it above the
U.S. average for solar exposure.
All information is deemed reliable but not guaranteed. Redfin and its affiliates may receive compensation if you contact a rental property or sign a lease.
We estimate that 3663 Diamond Head Rd would rent between $7,747 / mo.3663 Diamond Head Rd is located in Honolulu, the 96816 zipcode, and the Hawaii Department Of Education.