Skip to content
Hawaii-based. Sharing the islands since 2006. Plan · Explore · Experience · Hawaii

Beautiful places.Your own island stay.

Hawaii vacation rentals

Aloha. Where to?

Find somewhere you will love coming home to.

Explore all vacation rentalsVillas, homes & oceanview condos

Your Oahu stay

Diamond Head Luxe Private Estate with Pool | Sleeps 11

Honolulu, OahuView location
Bedrooms
5
Bathrooms
5
Guests
11

A place to make Hawaii yours.

Overview

A closer look

About this property

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. 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 all bedrooms and the media room for added 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.

Natural trade winds and refreshing island breezes flow through the living room, dining area, and kitchen, creating a comfortable indoor-outdoor atmosphere. 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 is available in all bedrooms and the media room. The kitchen, dining area, and main living spaces are not air conditioned and rely on natural trade winds and island breezes.
  • 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.

Registration Number: TA-022-034-8416-01, GE-022-034-8416-01, 1310400150000

Availability

Make time for Hawaii

Availability calendar

Choose an available check-in date, then your check-out. Your selected dates and booking link will appear in a popout.

12-month availability

AvailableUnavailableNot providedYour dates

Availability can change. Final availability, rates and booking details are confirmed by our partner.

Guest reviews

Guest experiences

Guest reviews

Guest review details appear on the partner listing page when available.

Location

Your island setting

Property location

Honolulu, Oahu

Loading rental map…
Photos

Take a look around

Property photos

FAQ

Helpful details

Frequently asked questions

Quick answers about this property and the reservation process.

Where is this vacation rental located?
  • City: Honolulu (postal 96816) Hawaii

Nearby highlights

  • Location: Honolulu, HI (Kahala – South O'ahu – 8.38 km to center), US
  • Near a health or beauty spa
  • Near a zoo
How many bedrooms and bathrooms does it have?

5 bedrooms and 5 bathrooms.

How many guests can it sleep?

This rental sleeps up to 11 guests.

What amenities are available?
  • Private vacation home
  • Unit size: 4614 sq ft (429 sq m)
  • 5 bedrooms
  • Bed sheets provided
  • 5.5 bathrooms
  • Hair dryer
  • Air conditioning
  • Internet access
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster
  • Washing machine and dryer
  • Private pool
  • Lanai / balcony
  • BBQ grill grill
  • Fenced yard
  • Garden
  • Car recommended
  • Onsite parking
  • A/C
  • BBQ grill
  • Dryer
  • Free Parking
  • Kitchen
  • No Smoking
  • Outdoor Hot tub / space
  • Pool
  • Tennis Court
  • TV
  • Washer
What should I know about check-in?
  • Check in starts at 4:00 PM
  • Check out before 10:00 AM
  • Minimum check in age: 21
  • Check in time starts at 4:00 PM
  • You will receive an email from the host with check in and check out instructions
  • Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
  • Onsite parties or group events are strictly prohibited
  • Property Registration Number TA 022 034 8416 01, GE 022 034 8416 01, 1310400150000
What are the house rules and policies?
  • Pets not allowed
  • Children are welcome.
  • Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
  • Cycling nearby
  • Fishing nearby
  • Golfing on site
  • Hiking nearby
  • Hiking/biking trails nearby
  • Horse riding nearby
  • Scuba diving nearby
  • Tennis on site
  • Location: Honolulu, HI (Kahala – South O'ahu – 8.38 km to center), US
  • Near a health or beauty spa
  • Near a zoo
Do I need a rental car on Oahu, and what about parking?

A rental car is recommended for this area, especially if you plan to visit beaches, restaurants, activities and nearby towns. Parking notes: Car recommended, Onsite parking.

What kind of rental is this?

This is a private vacation home rental.

Does the Check Availability button open the booking page?

The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details before booking.

Local Weather

Today's Weather in Honolulu

Weather in Honolulu
Breezy · Updated 11:15 pm HST · Sunset 6:24 pm HST
Temperature
79°F
Feels like
78°F
Wind
24mph
Rain chance
45%
Windy night air – nature’s AC, no remote required.

From our home in Hawaii

A beautiful stay.A little aloha shared.

We hope you find a place that feels like your own little corner of Hawaii. When you book your stay through our links, you support the Hawaii-based team behind To-Hawaii.com and the guide we love creating. Your booking helps us keep sharing first-hand photos, favorite places and thoughtful island tips with you and the visitors who follow.

Mahalo for making us part of your Hawaii story.

Hawaii vacation rentals

Find your stay