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Seaside Hideaway

5 bedrooms·4 bathrooms·10 guests
Beach access
Views of the water
Pool
Hot tub/Jacuzzi

Set in the prestigious Diamond Head neighborhood, this private estate offers a rare combination of seclusion, sophistication, and convenience just minutes from Waikiki and Kahala. Thoughtfully designed with a three-bedroom main residence and two detached studio cottages, the property provides both spacious gathering areas and private retreats for larger groups. Bright interiors, refined furnishings, and contemporary European finishes create an atmosphere of understated luxury, while select lanais and the primary suite capture beautiful ocean views. A sleek designer kitchen and inviting living spaces make it easy to relax, reconnect, and enjoy the best of island living. Surrounded by lush landscaping, the outdoor spaces are designed for comfort and tranquility. A private pool, jacuzzi, and outdoor shower create a peaceful oasis, offering a secluded setting to unwind after a day of exploring Oahu’s coastline. The detached studio cottages provide additional flexibility and privacy, each featuring its own entrance and welcoming accommodations. Located near local beaches, scenic coastal paths, Diamond Head landmarks, dining, shopping, and entertainment, this exceptional retreat combines the serenity of an exclusive residential setting with easy access to some of Honolulu’s most celebrated destinations.

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KEY Curation Notes

Diamond Head Beach Park is a one-minute walk. The estate sits at the base of Diamond Head, steps from one of Honolulu's most scenic coastal stretches and two minutes from the Diamond Head State Monument trailhead. Waikiki is a five-minute drive; Kahala Mall and the Kahala Hotel are three minutes in the other direction.
The layout is three separate structures, which gives the property unusual flexibility. A three-bedroom main house sits at the base, with two detached studio bungalows perched above — each with its own entrance, kitchenette, and ensuite. Groups that want togetherness and privacy in equal measure will find this works well. Note that the property is accessed via a steep stairway from the entry gate down to the main house.
Only the primary suite and the two bungalows have private bathrooms. The two additional bedrooms in the main house share a single guest bathroom — worth knowing for groups expecting fully private en-suites throughout.
The kitchen and bathrooms are specification-level. SieMatic cabinetry from Germany and Agape Italy bathroom fixtures are details that set this apart from comparably priced properties in the neighborhood. The primary ensuite has a freestanding soaking tub.
Mandatory weekly cleaning is required at an additional cost. This is an owner requirement, not optional — factor it into the budget for any stay of seven days or more. KEY.co grocery delivery is a practical addition; Diamond Head Market & Grill is a short drive, and Kahala's Whole Foods is three minutes away.

Amenities

Indoor
TV
Microwave
Internet
Dryer
Washer
Outdoor
Pool
Hot tub/Jacuzzi
Lanai/Balcony
Outdoor dining area
Outdoor seating
Misc
Beach towels
Essentials
Hair dryer
Iron
Linens

Bedroom details

Bedroom 1: King
Bedroom 2: King
Bedroom 3: King
Bedroom 4 - Plumeria Bungalow: King
Bedroom 5 - Ilima Bungalow: King

Location

Inside the destination

Neighborhood: Diamond Head - Privately set in one of Oahu’s most prominent residential neighborhoods, offering a rare sense of seclusion just minutes from Waikiki. - Near Waikiki, Kahala, beaches, and Diamond Head landmarks. - 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.

Parking information

- 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. - Please park in your designated parking areas. Please be respectful of the neighbors and do not block driveways, sidewalks, or mailboxes.

Getting to the property

Car is necessary and recommended.

We're here to help

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Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
Renter's age: 21+ years old
Quiet Hours: 8:00 PM - 8:00 AM
No smoking allowed
No events allowed
No pets

Cancellation policy

Plans change, we get it.

Enjoy peace of mind when booking with KEY.co.

90% Refund: Receive a 90% refund when you cancel your reservation at least 45 days before check-in.

50% Refund: Receive a 50% refund when you cancel your reservation at least 30 days before check-in.

No Refund: Reservations canceled 44 days or less before check-in are not eligible for a refund.

Refunds subject to a 5% processing fee of the total.

Things you need to know

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.

Hotel-like amenities such as daily cleaning and bell service are not provided. Additional services can be requested with advanced notice at an additional cost.

Guests who are staying for an extended period of time may require one or more mid-stay cleaning services. The frequency of mid-stay cleanings will vary by property and guest preference. If you prefer to have additional cleanings scheduled during your stay, then it should be discussed in advance with your Reservations Manager so that all of the details can be arranged and the cleanings properly scheduled.

Mandatory weekly cleanings are required by the owner at an additional cost.

Restrictions

Guests & Occupancy

  • Primary renter must be 21+ and must be the same person as the credit/debit cardholder.
  • Limited to two guests per bedroom unless otherwise specified. For tiered-rate properties, occupancy is restricted to the number of guests booked. Full legal names of all occupants are required prior to check-in.
  • Additional guests require prior written approval and are subject to extra nightly fees.
  • For personal vacation use only. No commercial, business, or event use unless pre-approved in writing (additional charges may apply). No subletting.
  • Guest is responsible for all invitees and for any damages, fines, service calls, excessive cleaning, repairs, or assessments caused during occupancy (charged to card on file).
  • Special Resort Terms_ (if applicable – Hualalai)_: Daily resort fees and charges paid directly to resort. Amenities and access subject to change without notice; no refunds for limitations.
  • Resort Amenity Limitations _(if applicable – Hualalai)_: Amenities and access controlled by resort; no guarantees or refunds for restrictions.
  • Optional management coordination services billed at $75/hour with prior agreement.

Events & Noise

  • Parties, weddings, or gatherings exceeding maximum occupancy are prohibited. Violations may result in immediate termination of rental agreement.
  • Any event or non-standard use requires prior written approval and may incur additional fees.
  • Strict Good Neighbor Policy. Excessive noise (indoors or outdoors, including pool/spa, patios, lanais) is prohibited.
  • Guests must comply with posted community quiet hours. Violations may result in eviction without refund.

Prohibited Activities

  • Smoking/Vaping: Strictly prohibited anywhere on property (including lanais and balconies). Guest responsible for all remediation, deodorizing, damage repairs, and potential lost rental income.
  • Illegal Activity: Use of property for illegal or unlawful purposes is prohibited.

Equipment & Amenities

  • Pool & Spa _(if equipped)_: Use at own risk. No unsupervised children. Follow all posted safety rules. No diving in shallow areas. No glass near pool/spa. Comply with posted occupancy and hour restrictions. Pool fences available upon request for an additional fee (must be scheduled in advance). Turn off hot tub heat when not in use.
  • Recreational Equipment _(if equipped)_: Inspect before use; report issues immediately. Use according to laws and safety guidelines. Guest assumes all risk of injury or damage.
  • Utility Usage: Rental includes normal utility usage. Excessive usage will be charged to guest + 4.5% processing fee. Stays over 30 days may have utility caps.
  • Mechanical/Electrical Systems: No guarantees on AC, appliances, internet, TV, water, power, etc. Guests must report issues promptly. Service calls caused by guest misuse will be billed. No rent deductions for failures.
  • Extended outages may occur due to wildfire safety programs or extreme weather.

Checkout & Care

  • Early arrival requires prior approval.
  • Property must be left tidy and in similar condition to arrival.
  • Late departures without approval incur hourly charges (minimum one hour). After 4 pm, fee may equal the full daily rental rate.
  • Excessive cleaning billed at a minimum of $45/hour per cleaner.
  • Guests must report pre-existing damage upon arrival. Failure to report issues during stay may void refund consideration.
  • Guests must immediately report access issues or equipment malfunctions.

Liability & Disclaimers

  • Not liable for injuries or accidents.
  • Not liable for injury or loss. Guest assumes full responsibility.
  • No refunds for weather, hurricanes, road conditions, tsunamis, volcanic activity, pests, beach/ocean conditions, or similar acts of nature. Travel insurance is recommended. If the property becomes uninhabitable and insurance not purchased, rescheduling within one year may be offered.
  • All Hawaii beaches are public and not controlled by management. Lifeguards are not present on many beaches. Ocean conditions (tides, currents, rip tides, sea life, storms) are unpredictable and vary by location and season. Guests use the beaches and ocean at their own risk. No refunds for beach or ocean conditions.
  • No refunds for nearby construction noise.
  • No refunds for failure of utilities, appliances, internet, AC, or similar systems.
  • If property becomes unavailable (sale, law change, safety issue, loss of management), refund limited to payments made.
  • Not responsible for lost, delayed, or undeliverable mail/packages.
  • Hawaii is subject to environmental hazards. Guest responsible for evacuation awareness.