Five-Bedroom Estate Near Diamond Head | House in Honolulu

Privately set in one of Oahu’s most prominent residential neighborhoods, Seaside Hideaway 5BR Estate is a discreet Diamond Head retreat offering layered privacy, elevated design, and a rare sense of seclusion just minutes from Waikiki. Comprised of a three-bedroom main house and two separate studio cottage bungalows, this intimate estate blends classic island elegance with modern European finishes and resort-style outdoor living.
What You’ll Love About Seaside Hideaway 5BR Estate
• Private Diamond Head estate with main house and two detached studio cottages
• Elevated setting with ocean views from the primary suite and select lanais
• Secluded pool, Jacuzzi, and outdoor shower tucked below the main lanai
• High-end interiors featuring Agape Italy bathrooms and SieMatic Germany kitchen
• Prime location near Waikiki, Kahala, beaches, and Diamond Head landmarks
Living & Dining
The main house offers relaxed island elegance with a modern sensibility. Light-filled interiors, refined furnishings, and thoughtful flow create a welcoming environment for gathering and unwinding. A covered lanai extends the living space outdoors, providing a comfortable perch for lounging while gazing toward Diamond Head’s dramatic coastline.
Chef-Ready Kitchen
The kitchen is outfitted with sleek SieMatic cabinetry from Germany and modern appliances, combining function with clean-lined design. Whether preparing casual breakfasts or relaxed dinners at home, the space supports effortless everyday living.
Sleeping Quarters
The estate’s layout offers flexibility and privacy across the main house and detached cottages.
• Primary Suite: Located in the main house, featuring ocean views and a private outdoor lanai
• Additional Bedrooms: Two bedrooms in the main house, styled with comfort and simplicity
• Studio Cottage Bungalows: Two separate studio suites perched above the main house, each with a private entrance, ensuite bathroom, kitchenette, and sweeping views
Together, the five-bedroom configuration makes the estate well suited for families, extended stays, or groups seeking both togetherness and personal space.
Outdoor Oasis
Below the main lanai, a secluded outdoor area reveals a private pool, Jacuzzi, and outdoor shower, creating a quiet retreat shielded from view. The layered layout of the property enhances privacy throughout, allowing guests to move easily between shared and personal spaces.
Extras
Parking is available for two vehicles on the driveway in front of the garage. The garage itself is not accessible to guests. Please note that from the entry gate at the driveway, the main house and guest cottages are accessed via a steep stairway. Mandatory weekly cleanings are required by the owner at an additional cost.
Nearby
The Diamond Head neighborhood is known for its quiet, upscale residential feel and strong beach community lifestyle. Local beaches, Diamond Head surf breaks, scenic lookouts, and coastal walking routes are within walking distance. Waikiki is approximately a five-minute drive, while Kahala Mall and the Kahala Hotel & Resort are just three minutes away, offering a wide array of dining, shopping, and leisure options.
Good to Know
• Rates and fees are subject to change. Minimum stay requirements may apply. Inquire for possible discounts.
• Online bookings are subject to manager or owner approval.
• Mandatory weekly cleanings are required at an additional cost.
• For stays of 21–30 days or longer, a utility fee or utility deposit will be charged.
• For 30-day rentals, the property is made exclusively available to the renter for the full rental period. Rates are based on a 30-day term. Please inquire for details.
This vacation home is registered as a Transient Accommodation with the State of Hawaii.
• Hawaii Tax ID: W20574188-01
• TMK: 310380140000
Designed for privacy, comfort, and flexibility, Seaside Hideaway 5BR Estate offers a refined Diamond Head escape with space to gather and room to retreat. Reserve your stay and experience elevated island living just moments from the energy of Waikiki.

Five-Bedroom Estate Near Diamond Head is located in Kahala. Five-Bedroom Estate Near Diamond Head provides accommodation, featuring Air Conditioner, Parking, TV, among other amenities. This House features Air Conditioner, Parking, TV, to make your stay a comfortable one.

Five-Bedroom Estate Near Diamond Head has 5 Bedrooms , 4 Bathrooms, and max occupancy of 10 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Kahala has interesting places to visit. If you want to learn more about the House in Kahala, such as places to visit and things to do nearby, you can check below to learn more.