Diamond Head Grand Escape
An exceptional beachfront retreat in Honolulu’s exclusive Diamond Head Cove, this award-winning residence redefines luxury island living. With direct access to the sand and panoramic ocean views, the home spans over 7,300 square feet and features five expansive ensuite bedrooms, a floating glass staircase, and refined finishes throughout. Soaring ceilings, a sleek wine closet, and a chef-grade kitchen seamlessly merge with walls of glass that open to the Pacific, blending indoor elegance with outdoor serenity. A private elevator, smart automation, and a state-of-the-art audio system elevate the experience with effortless comfort. Outdoors, an infinity-edge pool and spa create a resort-caliber escape framed by tiki torches and swaying palms. The covered lanai is fully equipped with a kitchen and lounge area, ideal for sunset dining or post-surf relaxation. Whether gathered around the pool or unwinding in the oceanview primary suite with dual bathrooms and a steam shower, every space is curated for beauty and ease. Just minutes from Waikiki’s vibrant energy yet worlds away in feel, this home offers the rarest of opportunities: a modern sanctuary set directly on one of Oʻahu’s most treasured coastlines.
Our promise
We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.
Amenities
Bedroom details
Location
Inside the destination
Neighborhood: Diamond Head - Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one of only 27 with private beachfront access; steps to Cromwell’s surf break. - Walk to Waikiki’s vibrant dining and nightlife or hike the iconic Diamond Head crater. The surf break at Cromwell’s is just offshore, while a short drive brings you to Ala Moana shopping, cultural venues, and championship golf.
Parking information
- Parking space provided. - Free parking
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Policies
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 46 days before check-in.
50% Refund: Receive a 50% refund when you cancel your reservation at least 31 days before check-in.
No Refund: Reservations canceled 45 days or less before check-in are not eligible for a refund.
Refunds subject to a 10% processing fee of the total.
Things you need to know
Suitable for Elderly
This home is available exclusively for 30-day minimum stays.
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.
Any special services requested by Guest(s) which the Property Management is able to perform may be performed at a rate of $75/hour, for management oversight and coordination, with prior agreement between Guest(s) and the Property Management.
Our vacation villas tend to be fully equipped with everything that you would need if this was your second vacation home. From cooking utensils to hair dryers to electronics and wireless internet.
Restrictions
- Minimum night stay requirements vary by home and time of year.
- Additional Conditional fees may apply and can include, but are not limited to, resort fees, extra guests beyond the standard occupancy, required mid-stay cleanings, excess utility charges, additional cleaning fees, unauthorized pet-related fees or pet damage-related fees, and pool heating costs.
- Pool fences are highly recommended for any Guest traveling with children. Guests are responsible for requesting a pool fence if any member of the party is unable to swim or poses a safety risk while around the pool area. Pool fences are at an additional cost and must be scheduled in advance to arrival. We are not responsible for any damages associated with Guests’ failure to request a pool fence for their stay.
- The Property is for the sole use as a personal vacation residence for families and responsible adults. Commercial, business or event use is strictly prohibited unless previously agreed to in writing, extra charges may apply.
- Occupancy is restricted to a maximum number of Guests per property, which is not to exceed two guests per bedroom unless otherwise specified.
- Smoking of any substances, including but not limited to: cigarettes, marijuana and vape devices, is strictly prohibited within the rental unit, on any adjoining balconies or lanais, as well as anywhere else on the property premises during their stay.
- If a pool or spa is available on the property, all Guests and their invitees acknowledge and accept that use of these facilities is at their own risk.
- Guests shall not permit the use of the pool or spa by unsupervised children or any other unsupervised individuals.
- Guests and their invitees are expected to follow all safety guidelines provided on-site or as recommended by property management. This includes, but is not limited to, prohibiting diving in shallow areas, avoiding glass containers in or near the pool/spa, and following maximum occupancy guidelines.
- Guests agree to respect any community-specific guidelines regarding pool and spa hours, noise levels, and restricted access times. This includes adhering to any posted quiet hours, closing times, or other community pool regulations to ensure a safe and respectful environment for all residents and guests.
- Property Management and its affiliates are not liable for any injuries, accidents, or losses resulting from the use of the pool or spa.
- Property Management and Owner are not responsible for any construction noise beyond the Property. Guest acknowledges Property Management and Owner have no control over the hours of work or noise level of any construction beyond the Property. Audible construction noise shall not void or negate the Agreement, nor shall it serve as a basis for claim for refund, price reduction, or other compensation.
- Guest’s rental charges are based on normal utility usage. We recommend turning off air conditioning when gone, and that all doors and windows are shut if the air conditioning is on. Turn off the hot tub heat when not in use. In the event that Guest’s usage results in unusually high charges, Guest agrees to pay for the additional charges beyond those deemed normal for the Property. A 4.5% Payment Processing Fee will be added to this charge. Stays of greater than 30 days may be subject to a utility cap.
- All beaches in Hawaii are public and Property Management cannot control the public’s use of such areas. As with most natural areas, beaches and shorelines can be unpredictable due to tides, currents, swells and storm events. Proeprty Management cannot guarantee the condition of beaches and ocean accessibility and will not give refunds due to beach and ocean conditions.
- Lifeguards are not present on many beaches and ocean waves, undertow, currents, rip tides, and dangerous sea creatures vary from area to area, minute by minute, and by season. Please use caution, and if in doubt, don’t go out.
- Guests are solely responsible for obtaining and maintaining their own insurance coverage for any injury or damage involving a vehicle or vessel on the property or in connection with the reservation.
- The Guest agrees to thoroughly inspect all recreational equipment before use to ensure it is in proper working condition. If any equipment is found to be damaged or unsafe, the Guest must refrain from using it and promptly notify the company or Property Manager.
- Out of respect for the neighborhood and to comply with Short Term Vacation Rental regulations, we ask that excessive noise be kept to an absolute minimum. Each of our properties adheres to a strict Good Neighbor Policy. Quiet hours pertinent to your specific property can be found on our Guest Portal under “Miscellaneous”. Excessive noise impacting your neighbors will be not be tolerated. This includes both in the home and outdoor areas, including but not limited to, the pool/spa, patios & lanais.
- Parties, special events, or gatherings in excess of the set maximum occupancy are not permitted.
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