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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Luxury Hawaiian Plantation Estate at Black Point, Diamond Head

Bedrooms 5
Space 4,200 sq ft
Property type estate
Minimum Stay 5 - 7 nights


About the property

Plantation Estate On Lower Slopes Of Diamond Head at Black Point Oahu. Positioned perfectly for the traveler who wants to be close to all the action of Waikiki and Honolulu, yet remain completely outside of its urban sprawl. Diamond Head & Kahala white sand beaches are about 1/4 mile from home. 30 day rental, call for details.


This beautiful property with board and baton plantation wood framing brings you back to the old days of Hawaii, when the gentle trade winds blew through the home and guests sipped Mai Tais by the pool side.

This is a brand-new listing never before rented and has been meticulously remodeled and upgraded to like new condition. The calendar is wide open for now, but will surely fill up, so act now and be one of the first to rate this amazing home.

Expansive luxury 3 story open home with 5 bedrooms, 4 baths with large pool and deck and nice green back yard, sitting on the lower slopes of Diamond Head at Black Point steps from the ocean. Comes complete with 4 onsite parking spaces.

Large kitchen with everything you need for cooking gourmet meals and entertaining guests. Pool side gas fire pit to warm up on winter nights. Two large decks one from the downstairs pool room and bar and one from the down stairs guest suite looking over the pool area. The pool is large and fun for all. The back yard is big enough to run around in and play on the swing.

Conveniently located 2 miles from Waikiki and 2 miles from the Kahala Mandarin Hotel and Kahala Shopping center. You won’t find a nicer home or better location for the price. The home will sleep 10 comfortably in their own rooms. There are TV's in the upstairs family room, the theater, master guest room and master bedroom. 1 Cal King bed in master, 1 King bed in master guest room, 2 queens in 2 guest rooms, 1 full and 1 single in extra 5th room.

For beach and fun, the home comes with 2 boogie boards, 2 soft top surfboards and some beach chairs.

This home will warm your heart the moment you walk in and will sooth your soul the moment you dive into the wonderful crystal clear pool. It is like your own private resort. 

This small neighborhood is one of the most sought after residential communities on the entire island, and for good reason. Residents and visitors alike fall in love with this neighborhood for its safe and quiet streets, its pristine white sand beaches nearby like Kahala, Cromwell's, and Diamond Head, and its close proximity to Oahu's urban core.

The rippled slopes of iconic Diamond Head just to the west act as a perfect shield between the concrete jungle of nearby Waikiki, Honolulu and this quiet residential oasis.

A quick 4 block stroll down quiet neighborhood streets brings you to the shores of Cromwell's Beach, a favorite among locals who live in the area for its pristine white sands, protected nearshore swimming areas, and lack of crowds. Especially popular is the open salt water pool at the base of the Shangri La estate, former home of Doris Duke. This stunning estate is now owned by the Honolulu Museum of Art, which offers private tours of the estate grounds and its outstanding art collection.

When you head out on an adventure by car, you will be thrilled by this home's central location. Less than 30 minutes on the road in normal traffic will get you to most parts of the island. Take the scenic drive over the Ko'olau Mountain Range to the north and you'll find the sprawling white sand beaches of Kailua and Lanikai, including the Mokulua Islands just a short kayak paddle off shore with plenty of nearby kayak rentals to choose from so you can explore this iconic island treasure.

Be sure to stop at the Pali Lookout at the top of the Ko'olau Mountains on the way there for breathtaking panoramic views of the windward side. Head 15 minutes east to Hawai'i Kai to stock up at Costco or enjoy water sports adventures galore at Maunalua Bay, including jet skiing, parasailing, surfing, snorkeling, scuba diving, and the exhilarating "Jetpack" thrill ride! Or, take a dip in the crystal clear waters of the world famous Hanauma Bay Nature Preserve for some of the best snorkeling on the planet. Drive east for another 10 minutes to soak in the picturesque coastline views of Koko Head, Sandy Beach, and Makapu'u.

And just 5-10 minutes away to the immediate west is world famous Waikiki, with its myriad of shopping, restaurant, food, bar, and night club options, as well as ocean sports activities galore like surfing lessons, canoe surfing rides, and catamaran cruises. Keep heading west and you'll soon find yourself at Ala Moana Shopping Center, downtown Honolulu, Honolulu harbor and Pearl Harbor.


There will be NO PARTIES, RECEPTIONS, FUNCTIONS, GATHERINGS OR OTHER EVENTS without the written consent of the Owner.

BEACH ACCESS: Ocean access is at black point and is and just on the other side of the gate up the street from our house. You pass through the pedestrian gate and walk left down the first driveway to get to the access. You have to go down 139 steps; ocean is very beautiful at low tide.

Hawaii, Honolulu, Waikiki, Diamond Head, Kahala, East Oahu, luxury, luxurious, beach, ocean, ocean view, pool, sandy beach, sunsets, scuba diving, snorkeling, surf, surfing, stand up paddle, kite surfing, wind surfing, boogie boarding, hiking, vacation rental, vacation home, family getaway, vacation, getaway, travel, adventure, leisure, Doris Duke Estate

More Details

Property Manager
Member since: 2003
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
August 14, 2018

About Lise

Owners are both California born and raised but have lived in Hawaii their entire adult life raising 2 Kama’aina kids, who are now in college. The husband is a builder. The wife is a flight attendant. While the husband is a tow-in surfer, surfing up to 30 foot waves on the North Shore, the wife likes the small wave days on her long board at neighboring Diamondhead surf break. They have individually and collectively traveled the world but have found that there is no better paradise than Hawaii. They will be renting their home for next few years while they take on new adventures across the globe.

The owners bought this 1924 original hawaiian cottage 5 years ago so that their two kids would be closer to the private school that they both attended. Although it was a wreck and should have been torn; down they labored to restore it back to its original beauty and charm and added the updates for all the conveniences of a modern home.

Lise purchased this estate in 2013

Why Lise chose Kahala

This place is truly a rare gem.... The home is immaculate, the gardens and grounds perfectly planned and the relaxing ambience: priceless. We welcome you to share our Hawaiian home!

What makes this estate unique

NEW LISTING! Book soon before the calendar fills up!

This beautiful expansive 3 story plantation wood framed home brings you back to the old days of Hawaii, when the gentle trade winds blew through your home & guests sipped Mai Tais by the pool!


Kahala Estate Accommodation and Amenities

Property Type:
  • estate
  • Catering available
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 4200 sq ft
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 10
  • Max. adults: 10
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Near The Ocean
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • Dining Room
  • 4 Bathrooms
  • 5 Bedrooms, Sleeps 10
  • 1 Full, 1 King, 1 Single, 3 Queen
  • Books
  • Game Room
  • Games
  • Pool Table
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • Deck / Patio
  • Lanai / Gazebo
  • Lawn / Garden
  • Outdoor Grill
Pool / Spa:
  • Private Pool
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • playground
  • restaurants
  • zoo
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • groceries
  • hospital
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • mountain biking
  • mountain climbing
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • surf fishing
  • surfing
  • swimming
  • wind-surfing


5/5 -
(4 traveler reviews)

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Luxury Hawaiian Plantation Estate at Black Point, Diamond Head
average rating of 5.0 based on 4 reviews

Beyond my expectations!

  • 5 of 5

This property exceeded all my expectations. I have visited Hawaii four times, and this by far was my favorite play to stay. Simply fantastic! The location, the salt water pool, lovely environment for the family, I can not say enough how I enjoyed my stay here.

  • Submitted: May 1, 2018
  • Stayed: April 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for staying with us and for the review. We want all our visitors to enjoy the property and Hawaii. We hope you will come back soon.
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Perfect for the Family

  • 5 of 5

Beautiful home in quiet neighborhood. Close to many O'ahu treasures.

Well managed and very accommodating.Lots of room for a family of 11.

Front and back yards had lush landscaping, was the background for many photos.

Would recommend and enjoy going back again.

  • Submitted: Jul 31, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
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Absolute paradise, making the vacation even better!

  • 5 of 5

The host was very quick to respond to questions, provided detailed instructions, and overall make sure that our vacation was incredible.

The house was stunning, with lots of room for a number of guests, the grounds of the property make it feel like you are in your own paradise. The salt-water pool was perfect for cooling off, after a long day of sun and fun.

I recommend this property to anyone, and looking forward to booking my next stay there.

  • Submitted: May 22, 2018
  • Stayed: May 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for the great review, we really appreciate it. We are very happy you enjoyed the Hale Leahi home at Diamond Head. We hope you will return sooner then later to one of our great properties. We have homes on the beach, in east Oahu, North Shore, Kailua/Lanikai and Mokuleia. This allows us to deliver the whole island experience to our guest. We look forward to seeing you soon.
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Our favorite place to stay on Oahu

  • 5 of 5

We travel annually to Oahu, and this is our favorite place to stay on the island! The house is beautifully laid out and tastefully decorated, with all the amenities that will make your stay a pleasure. The lanais on all levels overlook the lovely backyard, and the salt-water pool is spacious and refreshing. The home is located in a quiet neighborhood within 15 minutes of Waikiki (check out our favorite restaurant, House Without a Key at the Halekulani Hotel), and is only five minutes from Interstate 1, making it very easy to get to all of the attractions on Oahu. The hosts are thoughtful and responsive, and it is always a joy to deal with them. We highly recommend this property for an amazing Hawaiian vacation!

  • Submitted: Apr 7, 2018
  • Stayed: March 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for your wonderful review. We strive to make this home a wonderful place for visitors to stay. We hope you'll return soon and have a safe trip home. Mahalo and aloha
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Nearest Airport
25 Miles
Honolulu International Airport
Nearest Barpub
1 Miles
Kaimana Hotel
Nearest Golf
2 Miles
Waialae Golf Course
Nearest Motorway
2 Miles
Kalanianaole Highway
Nearest Restaurant
1 Miles
The Hau Tree
Nearest Beach
1 Miles
Diamond Head Beach
Car: recommended


Rates & Availability

Taxes and fees are additional

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