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Diamond Head Luxe Private Estate with Pool | Sleeps 11

Holiday home with private pool, near Diamond Head

Photo gallery for Diamond Head Luxe Private Estate with Pool | Sleeps 11

Unwind on your private poolside lanai with luxury loungers and towels, surrounded by tropical palms and elegant architecture.
Tropical paradise awaits with your private pool surrounded by lush palms and elegant architecture.
Your private tropical oasis awaits with a sparkling pool surrounded by lush palms and comfortable loungers for perfect relaxation.
Sip your morning coffee on this stunning deck surrounded by swaying palms and tropical views.
Relax in your spacious living room featuring soaring ceilings, floor-to-ceiling windows, and lush garden views that flood the space with natural light.
5 bedrooms4+ bathroomsSleeps 114614 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Rooms & beds

5 bedrooms (sleeps 11)

Additional Sleeping Accommodations

1 Double Sofa Bed

Guest Bedroom 2

1 King Bed

Guest Bedroom 3

1 King Bed

Guest Bedroom 4

1 Queen Bed

Guest Bedroom 5

2 Queen Beds

Primary Bedroom

1 King Bed

4 bathrooms, 3 half bathrooms

Guest Bedroom 2 Ensuite

Guest Bedroom 3 Ensuite

Guest Bedroom 4 & 5 Ensuite

Powder Room 1

Powder Room 2

Powder Room 3

Primary Bedroom Ensuite

Spaces

Kitchen
Balcony
Garden
Dining area

About this property

Diamond Head Luxe Private Estate with Pool | Sleeps 11

Diamond Head Luxe is a refined private estate in Honolulu’s coveted Diamond Head neighborhood, nestled at the end of a private road, and designed for effortless island living at scale. With generous interiors, seamless indoor-outdoor flow, and a resort-style pool setting, this multi-level home offers space to gather, retreat, and recharge, all moments from O'ahu’s most iconic coastline.

Natural breezes move easily through the home thanks to expansive accordion doors, while split A/C in the bedrooms and media room ensures comfort when you want it. Whether you’re traveling with family, friends, or multiple generations, this residence balances privacy with togetherness and delivers a true sense of island life.

What You’ll Love About Diamond Head Luxe
• Five ensuite bedrooms, four in the main house and a separate pool house, plus a media room with a sofa bed. Making this home ideal for families and group travel
• All bedrooms and the media room have flatscreen Samsung TV's
• Private swimming pool with covered lanai for shaded lounging
• Accordion doors creating seamless indoor-outdoor living
• Second-story balcony with tranquil ocean outlooks
• Split A/C in bedrooms and media room for flexible comfort

Living & Dining
The main living areas are open, light-filled, and designed for connection. Large-format doors open fully to the lanai, allowing indoor and outdoor spaces to merge into one.

Comfortable seating invites conversation after long beach days, while the adjacent dining area is well suited for shared meals, celebrations, or relaxed evenings at home.

Chef-Ready Kitchen
The kitchen is spacious and practical, equipped with modern appliances, ample prep space, and everything needed for extended stays. Whether you’re preparing breakfast before a beach walk or hosting a full family dinner, it supports both ease and efficiency.

Outdoor Oasis
The private pool anchors the outdoor living experience. Surrounded by tropical greenery, the covered lanai offers space to relax out of the sun, dine al fresco, or unwind after a swim. Upstairs, the balcony provides a peaceful perch with ocean views, perfect for morning coffee or evening breezes.

Sleeping Quarters
• Primary Suite – King bed, garden view, balcony access, split A/C, blackout drapes, ensuite bath, space for crib or Pack and Play
• Guest Suite 2 – King bed, garden view, split A/C, blackout drapes, ensuite bath
• Guest Suite 3 – Located in the separate Pool House with its own entrance. King bed, Kitchenette, garden view, split A/C, blackout drapes, ensuite bath
• Guest Suite 4 – Queen bed, garden view, split A/C, blackout drapes, ensuite bath, space for crib or Pack and Play, Jack and Jill Ensuite
• Guest Suite 5 – Two queen beds, garden view, split A/C, blackout drapes, shared ensuite with Suite 4, space for crib or Pack and Play, Jack and Jill Ensuite
• Additional Sleeping Accommodations – Media room with a kitchenette and sofa bed, and a half bathroom right outside the room, in the hall.

Extras
• Beach access is a quick one minute walk away
• Media room with air conditioning and sofa bed
• Multiple powder rooms for added convenience
• Washer and dryer
• High-speed internet
• Private driveway parking

Nearby
Located near Diamond Head, guests are a short drive from Waikiki, Kahala, and some of O'ahu’s most loved beaches. Enjoy easy access to coastal walking paths, local cafés, dining, and world-class snorkeling. Daniel K. Inouye International Airport (HNL) is within convenient reach.

Good to Know
• This property is offered as a monthly rental only
• Monthly rate applies in full regardless of number of nights stayed
• Split A/C in bedrooms and media room; living areas rely on natural trade winds
• Sleeps up to 11 guests
• TAT ID: TA-022-034-8416-01
• TMK: 1310400150000

Reserve your dates now and experience the comfort, space, and understated luxury of Diamond Head Luxe, a private Honolulu retreat designed for meaningful time together.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number TA-022-034-8416-01, GE-022-034-8416-01, 1310400150000
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

A car is recommended for transport to and from this property

About the area

Honolulu

Located by the ocean, this holiday home is in Kahala, a neighbourhood in Honolulu. Royal Hawaiian Center and International Market Place are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Waikiki Beach and Diamond Head. Honolulu Zoo and Lyon Arboretum are also worth visiting. Scuba diving and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and hiking nearby.
Map
Honolulu, HI

What's nearby

  • Diamond Head Beach Park - 1 min walk - 0.0 km
  • Diamond Head State Monument - 5 min walk - 0.5 km
  • Kahala Beach - 2 min drive - 1.9 km
  • Kahala Mall - 3 min drive - 2.3 km
  • Diamond Head - 7 min drive - 1.5 km

Getting around

  • Hālaulani / Leeward Community College Station - 28 min drive
  • Honolulu, HI (HNL-Daniel K. Inouye Intl.) - 30 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Pizza Hut - ‬4 min drive
  • ‪Diamond Head Market & Grill - ‬4 min drive
  • ‪Fort Ruger Market - ‬3 min drive
  • ‪Brug Bakery - Kahala - ‬4 min drive

Frequently asked questions

Is Diamond Head Luxe Private Estate with Pool | Sleeps 11 pet-friendly?

No, pets are not allowed at this property.

How much is parking at Diamond Head Luxe Private Estate with Pool | Sleeps 11?

On-site parking is available at the property.

What time is check-in at Diamond Head Luxe Private Estate with Pool | Sleeps 11?

Check-in begins at 4:00 PM.

What time is check-out at Diamond Head Luxe Private Estate with Pool | Sleeps 11?

Checkout is at 10:00 AM.

Where is Diamond Head Luxe Private Estate with Pool | Sleeps 11 located?

Located in Kahala, this holiday home is steps from Diamond Head Beach Park and within 3 mi (5 km) of Waikiki Beach and Diamond Head. Honolulu Zoo is 2.7 mi (4.3 km) away.

About the host

Hosted by Gather Vacations

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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