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Diamond Head

9-bedroom oceanfront estate with two heated pools and direct beach access

Property ledger · Live facts

9 Bedrooms

18 Guests

10 Bathrooms

Ocean View View

Beach Access Beach access from the property

Ideal For Families, Large Groups, Multi Generational

Rates on request

Min Stay Confirmed for your dates

Request availability WhatsApp

Direct booking · Concierge-led planning

Position Honolulu

Beach Access Beach access from the property

— The Gold Coast keeps the estate at the water's edge while Waikiki stays about five minutes away by car. Safeway and Whole Foods are minutes from the driveway. The Honolulu Zoo, the Waikiki Aquarium and the Diamond Head Crater hike are all close by, and Honolulu International Airport is roughly a twenty-minute drive. The property sits behind a gated entry with a garage and private driveway parking, so it reads as secluded despite being inside the city. A car is recommended.

About this Property

Diamond Head in Honolulu

Diamond Head — interior and outdoor living spaces

00 — Overview

Diamond Head Beachfront Estate 9BR occupies a rare stretch of Honolulu's Gold Coast, where Diamond Head slopes down to the water. The property is two homes on one lawn: a six-bedroom oceanfront main house built around a vaulted great room, and a three-bedroom guest house with its own kitchen and pool. Sliding walls of glass join the interior to covered oceanfront lanais, and a gate at the back of the garden opens straight onto the sand. Two private heated pools, an outdoor bar and a Jacuzzi lounge divide the afternoons. Nine ensuite bedrooms sleep eighteen. The estate suits large groups, families and multi-generational gatherings that want the water's edge without leaving the city.

01 — Indoor Living

Open, layered interiors

Sculptural glass doors open into a great room where vaulted wood ceilings rise above travertine floors and a spiral staircase turns upward. Slide the glass walls back and the room joins the covered lanai, with a media lounge and a formal dining table set apart for quieter hours. The main kitchen looks past the living area to open ocean, so whoever is cooking keeps the view; a long island seats a crowd, and the appliances handle beach-day lunches and private chef dinners alike. The guest house has its own full kitchen, which earns its keep when eighteen people are on different schedules. Central air conditioning runs throughout and both homes have their own laundry.

02 — Outdoor & Pool

Designed for the day outside

Afternoons divide between two pools. The heated pool on the main lawn runs beneath coconut palms, with an outdoor bar and shaded pavilion daybeds close enough to hear the surf. At the guest house, a second heated pool and Jacuzzi lounge sit under custom wood pergolas, quieter and suited to a late swim. Between the two are the barbecue, the lawn, and the gate that opens straight onto the sand. There is an outdoor shower, a private yard, and lanais off the main rooms.

03 — Bedrooms

Sleeping for 18

Nine ensuite bedrooms across two homes. The main house holds six: a primary with an Asian king and corner walls of glass framing palms and ocean, four further Asian king rooms, and a sixth with a king. The guest house adds two California king bedrooms and a den above the garage fitted with two sets of twin-XL-over-queen bunks. Bathrooms run to lighted vanities and walk-in showers, with a freestanding soaking tub in the primary.

04 — Setting & Positioning

Where the house sits

The Gold Coast keeps the estate at the water's edge while Waikiki stays about five minutes away by car. Safeway and Whole Foods are minutes from the driveway. The Honolulu Zoo, the Waikiki Aquarium and the Diamond Head Crater hike are all close by, and Honolulu International Airport is roughly a twenty-minute drive. The property sits behind a gated entry with a garage and private driveway parking, so it reads as secluded despite being inside the city. A car is recommended.

Main House

Primary Bedroom 1 Asian King En-suite

Guest Bedroom 2 1 Asian King En-suite

Guest Bedroom 3 1 Asian King En-suite

Guest Bedroom 4 1 Asian King En-suite

Guest Bedroom 5 1 Asian King En-suite

Guest Bedroom 6 1 King En-suite

Guest House

Primary Bedroom 1 California King En-suite

Guest Bedroom 2 1 California King En-suite

Guest Bedroom 3 · Den above garage 2 sets Twin XL over Queen bunks En-suite

Included With Direct Booking

With your booking

Direct coordination with the owner or local manager
Dedicated property specialist
Arrival and check-in coordination
Daily housekeeping where listed
Concierge coordination from inquiry to check-out
24/7 in-destination support where available

Available on Request

Tailored to your stay

Airport transfers
Private chef
In-villa spa & wellness
Provisioning & grocery service
Private boat or yacht charter
Guided tours & excursions

Location & Access

Honolulu, Oahu

Diamond Head is located in Honolulu, Oahu.

The setting gives guests a quiet residential base with access to Oahu’s dining and resort amenities within the wider development.

Set within Hawaii.

Explore Oahu

The Beach & Access

View Ocean View

Getting to the water Terrace/pool deck at beach level — level access, no stairs.

Destination Profile

Oahu

Oahu is the most vibrant of the Hawaiian islands — the one where world-famous surf, a real city, and postcard beaches share a single island. Our villas concentrate in the upscale residential coast between Honolulu and the windward side: Kāhala and Diamond Head near the city, and Kailua, Lanikai, and Portlock further along the coast — calmer, more residential settings than the resort strip at Ko Olina or the surf towns of the North Shore. Most are indoor-outdoor homes with pools, close to the sand, blending Hawaiian ease with the convenience of a genuine city nearby. Oahu offers range that the quieter islands cannot, even from this base. Honolulu and Waikiki bring dining, shopping, and nightlife just a short drive from Kāhala and Diamond Head; the North Shore delivers the winter’s biggest waves and a laid-back surf-town culture as a day trip; and the interior holds rainforest hikes, waterfalls, and the historic weight of Pearl Harbor. The windward coast around Kailua and Lanikai is calm and family-friendly, ideal for kayaking to the offshore Mokulua islands or paddling the flat morning water. The villas suit families and groups who want variety — beach days, a city on hand, and easy access to the island’s surf and hiking — with the privacy of a home; three- to seven-bedroom houses with concierge planning. Oahu’s Honolulu International is Hawaii’s main hub, with the widest connections of any island and easy onward links to the neighbor islands. Cultural landmarks like Iolani Palace, the only royal palace on US soil, and a food scene running from Honolulu’s markets to acclaimed restaurants add depth, while a day trip around the windward coast or up to the North Shore’s shrimp trucks makes for a classic island outing. Share your dates, group size, and whether you want a Kāhala or Diamond Head base near the city, or the calmer Kailua–Lanikai coast, and we’ll send a curated shortlist of Oahu villas, booked direct with no platform fees.

Country United States

Area Honolulu

Airport 20 to 45 minutes depending on villa location

Beach Beach access from the property

Climate Tropical

Languages English, Hawaiian

How many guests does Diamond Head sleep?

Diamond Head sleeps up to 18 guests across 9 bedrooms, with 10 bathrooms. What a group can comfortably use depends on the room-by-room configuration rather than the bedroom count alone, so we confirm the layout against your party before you book.

Where is Diamond Head located?

Diamond Head is in Honolulu, Oahu. We can confirm drive times from the airport and what is within reach on foot before you commit to the location.

How is Diamond Head Beachfront Estate 9BR laid out?

Two homes on one property: a six-bedroom oceanfront main house and a three-bedroom guest house, sharing a lawn, two heated pools and direct beach access. Every bedroom has its own ensuite bathroom.

Who is Diamond Head best suited to?

Diamond Head works particularly well for families with children, multi-generational trips, and large groups travelling together. Tell us how your group is made up and we will say plainly whether this estate fits, or point you to one that does.

How much does Diamond Head cost, and how do we book?

Rates are quoted per stay rather than published as a single number, because they move with the season, the length of stay and the size of the group, and taxes and fees vary by destination. Send your dates and we confirm availability and the rate with the owner before anything is charged.

How close is the beach?

A gate at the back of the garden opens directly onto the sand of Honolulu's Gold Coast.

How far are Waikiki and the airport?

Waikiki is about a five-minute drive west. Honolulu International Airport is roughly twenty minutes by car. A car is recommended.

Are both pools heated?

Yes. One heated pool sits on the oceanfront lawn; the second is at the guest house beside the Jacuzzi lounge, under custom wood pergolas.

Concierge Inquiry

Plan your stay at Diamond Head

Send your details and our concierge will confirm availability, share options, and tailor the stay around your group and dates.

Owner-direct coordination

Direct contact with a property specialist

Concierge planning from first inquiry

Discreet handling of every request

Your inquiry goes directly to our concierge team. We match you with the right villas for your stay goals, not just what is available.

Explore Further

→ Concierge Services → More villas in Oahu → Similar 9-bedroom villas → Beach & Oceanfront Villas villas in Oahu → villas for Families in Oahu

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Owner-direct coordination · Concierge-led planning · Discreet, personal service

Every stay is concierge-handled. Chef, transfers, wellness, excursions, provisioning — all coordinated through a single specialist.

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Owner-direct coordination · Concierge from inquiry to check-out · Discreet, personal service