Hale Le'ahi

Honolulu 5 Bedrooms 10 Sleeps 4 Bathrooms
  • Honolulu Vacation Rentals, Hale Le'ahi - Welcome to Hale Le'ahi
    Welcome to Hale Le'ahi
  • Honolulu Vacation Rentals, Hale Le'ahi - Poolside fire pit
    Poolside fire pit
  • Honolulu Vacation Rentals, Hale Le'ahi - Downstairs pool room and bar
    Downstairs pool room and bar
  • Honolulu Vacation Rentals, Hale Le'ahi - Large kitchen perfect for cooking gourmet meals and entertaining guests
    Large kitchen perfect for cooking gourmet meals and entertaining guests
  • Honolulu Vacation Rentals, Hale Le'ahi - Formal dining with seating for 8
    Formal dining with seating for 8
  • Honolulu Vacation Rentals, Hale Le'ahi - Entrance to Hale Le'ahi
    Entrance to Hale Le'ahi
  • Honolulu Vacation Rentals, Hale Le'ahi - Step inside this beautiful, expansive plantation home
    Step inside this beautiful, expansive plantation home
  • Honolulu Vacation Rentals, Hale Le'ahi - Spacious living area with a lanai overlooking the pool
    Spacious living area with a lanai overlooking the pool
  • Honolulu Vacation Rentals, Hale Le'ahi - Get comfortable, relax, and enjoy the gentle trade winds
    Get comfortable, relax, and enjoy the gentle trade winds
  • Honolulu Vacation Rentals, Hale Le'ahi - Fans and tropical trade winds cool down living spaces nicely
    Fans and tropical trade winds cool down living spaces nicely
  • Honolulu Vacation Rentals, Hale Le'ahi - Beautiful kitchen overlooks the living and dining areas
    Beautiful kitchen overlooks the living and dining areas
  • Honolulu Vacation Rentals, Hale Le'ahi - Keep the chef company at the breakfast bar
    Keep the chef company at the breakfast bar
  • Honolulu Vacation Rentals, Hale Le'ahi - Open-concept living and dining with a view
    Open-concept living and dining with a view
  • Honolulu Vacation Rentals, Hale Le'ahi - Step into paradise at the pool area
    Step into paradise at the pool area
  • Honolulu Vacation Rentals, Hale Le'ahi - Expansive deck overlooks the private pool, fire pit, and yard
    Expansive deck overlooks the private pool, fire pit, and yard
  • Honolulu Vacation Rentals, Hale Le'ahi - Relax and enjoy the shade with a view
    Relax and enjoy the shade with a view
  • Honolulu Vacation Rentals, Hale Le'ahi - Primary bedroom with California king bed
    Primary bedroom with California king bed
  • Honolulu Vacation Rentals, Hale Le'ahi - Primary has a private lanai, gorgeous views, and AC
    Primary has a private lanai, gorgeous views, and AC
  • Honolulu Vacation Rentals, Hale Le'ahi - Primary ensuite with dual vanity and soaking tub
    Primary ensuite with dual vanity and soaking tub
  • Honolulu Vacation Rentals, Hale Le'ahi - Private lanai off primary bedroom
    Private lanai off primary bedroom
  • Honolulu Vacation Rentals, Hale Le'ahi - Views from the private lanai
    Views from the private lanai
  • Honolulu Vacation Rentals, Hale Le'ahi - Guest bedroom 2 with pool views
    Guest bedroom 2 with pool views
  • Honolulu Vacation Rentals, Hale Le'ahi - King-sized bed, AC, and ceiling fan
    King-sized bed, AC, and ceiling fan
  • Honolulu Vacation Rentals, Hale Le'ahi - Guest bathroom 2
    Guest bathroom 2
  • Honolulu Vacation Rentals, Hale Le'ahi - Guest bedroom 3 with queen bed
    Guest bedroom 3 with queen bed
  • Honolulu Vacation Rentals, Hale Le'ahi - Guest bathroom 3
    Guest bathroom 3
  • Honolulu Vacation Rentals, Hale Le'ahi - Guest bedroom 4 with queen bed
    Guest bedroom 4 with queen bed
  • Honolulu Vacation Rentals, Hale Le'ahi - Enjoy outdoor dining for 8 on the deck with pool views
    Enjoy outdoor dining for 8 on the deck with pool views
  • Honolulu Vacation Rentals, Hale Le'ahi - Lounge on the large deck and enjoy the tropical atmosphere
    Lounge on the large deck and enjoy the tropical atmosphere
  • Honolulu Vacation Rentals, Hale Le'ahi - Guest bedroom 5 with full and twin beds
    Guest bedroom 5 with full and twin beds
  • Honolulu Vacation Rentals, Hale Le'ahi - Guest bathroom 4
    Guest bathroom 4
  • Honolulu Vacation Rentals, Hale Le'ahi - Relax and unwind in the downstairs lounge area
    Relax and unwind in the downstairs lounge area
  • Honolulu Vacation Rentals, Hale Le'ahi - Challenge guests to a game of pool or ping pong
    Challenge guests to a game of pool or ping pong
  • Honolulu Vacation Rentals, Hale Le'ahi - Downstairs pool room and bar have direct access to the deck and pool area
    Downstairs pool room and bar have direct access to the deck and pool area
  • Honolulu Vacation Rentals, Hale Le'ahi - Pool views from the second level deck
    Pool views from the second level deck
  • Honolulu Vacation Rentals, Hale Le'ahi - Soak in the Hawaiian sun at Hale Le'ahi
    Soak in the Hawaiian sun at Hale Le'ahi
  • Honolulu Vacation Rentals, Hale Le'ahi - This large private pool is fun for all
    This large private pool is fun for all
  • Honolulu Vacation Rentals, Hale Le'ahi - Let the crystal clear pool sooth your soul
    Let the crystal clear pool sooth your soul
  • Honolulu Vacation Rentals, Hale Le'ahi - The pool are is the perfect space for entertaining guests outdoors
    The pool are is the perfect space for entertaining guests outdoors
  • Honolulu Vacation Rentals, Hale Le'ahi - Take a dip or lounge poolside
    Take a dip or lounge poolside
  • Honolulu Vacation Rentals, Hale Le'ahi - Lush, green backyard
    Lush, green backyard
  • Honolulu Vacation Rentals, Hale Le'ahi - Gardens give you privacy
    Gardens give you privacy
  • Honolulu Vacation Rentals, Hale Le'ahi - Overview of Hale Le'ahi
    Overview of Hale Le'ahi
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September Fall Special - Discounted Rates; Book NOW!

Let your dream tropical vacation begin when you step into the olden days of Hawai’i here at Hale Le’ahi, an illustrious and expansive 3 story plantation board and baton wood-framed estate located on the lower slopes of the world famous Diamond Head Crater on the southern tip of the island of Oahu. This immaculately designed 5 bedroom, 4 bathroom home sleeps up to 10 people, and includes a large outdoor pool, 2 outdoor lanais (porches), and a finely manicured tropical backyard.

The primary bedroom is outfitted with a California king bed, television set, and the private balcony lanai with seating, lighting and views of the private garden, as well as the ocean and mountains in the distance. The primary ensuite includes detailed tile work and marble countertops, as well as dual vanities and a soaking tub with views out to the garden. The primary guest bedroom includes a King bed as well as a large day bed, fit for either lounging or sleeping 1 person, and a kitchenette area with a sink, microwave, mini fridge and breakfast table with stools. There is a sliding glass door with access to the poolside lanai and views of the pool and garden, and access to the guest bathroom which includes a walk-in shower and single vanity. Two more guest rooms both include a queen bed, work area with a chair and desk, closet space, and access to the raised deck on the second floor with views overlooking the garden, as well as to the 3rd guest bathroom with a walk-in shower and single vanity. The last bedroom includes one full bed and one twin bed, sleeping up to 3 people, and access to the 4th bathroom with a walk-in shower and single vanity. Each bedroom is equipped with air conditioning as well as a ceiling fan for optimal temperature control and air flow.

The interior common spaces of the estate on the first floor include the game room, bar and lounge area. The game room includes an interchangeable billiards table and ping-pong table, darts board, and small fridge for drinks. There are a number of stools to relax between games, as well as a large chalkboard for score keeping. The downstairs lounge area includes a television set and couch seating. The open air common spaces of the main central floor allow the tropical trade winds to breeze through the large outfitted kitchen which is adorned with an array of high end cooking appliances, a central island countertop with 4 seats, wine cooler, and an extra large fridge and oven, as well as through the large living room equipped with a television and couch setup, and the indoor dining area with a table that seats 8.

The raised outdoor deck, located on the second floor of the estate, includes a variety of seating arrangements, lighting fixtures and covered spaces for outdoor relaxation rain or shine. There is also a large outdoor dining table that seats up to 8 people so you and your party can enjoy a nice meal throughout the day while overlooking the lush landscape of the poolside, garden and surrounding tropical vegetation. Soak up the sun on the luxurious deck from the bright light of early morning, until the evening sky is lit up with the fiery hues of the Hawaiian sunset. Dive into the crystal clear waters of the large outdoor pool, or wade in slowly via the pool steps, which is surrounded by plenty of beach lounge chairs and a covered table, as well as a variety of tropical flora for uninterrupted privacy while relaxing. After a dip in the pool you can warm up by the poolside gas fire pit equipped with several Adirondack chairs for a cozy gathering.

Outside of the estate, guests can stroll the calm and quiet streets of the neighborhood, which is within walking distance to Cromwell's Beach, and a short drive to other pristine white sand beaches nearby like Kahala Beach and Diamond Head Beach. The home is located just off of Diamond Head Road, giving guests easy access to exploring the urban sprawl of Waikiki and Honolulu, as well as the rest of the beauties that comprise Oahu. Hale Le’ahi is located 5 minutes to Diamond Head Crater as well as the Kahala Shopping Center, 8 minutes to Waikiki, 15 minutes to downtown Honolulu, and 20 minutes to the Honolulu International Airport.

Let the warm tropical atmosphere envelope you when you stay at Hale Le’ahi, a sanctuary to rest, relax and rejuvenate with friends and family to truly experience the best of what the Aloha State has to offer.

Please note, Utility Fee of $1,500 per month will be charged for all stays of 21 days or more.

TA: TA- 021-803-2128-01

The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire.

Entertainment
Game room
Television
Amenities
Dryer
Essentials
Hair Dryer
Iron
Linens
Parking space
Shampoo
Washer
Wifi/Internet
Kitchen and Dining
BBQ
Coffee Maker
Dining Area
Dishes Utensils
Dishwasher
Kitchen
Kitchen Basics
Microwave
Mixer
Oven
Refrigerator
Stove
Location/Property Types
Mountain View
Near Ocean
Nearby Activities
Cycling
Fishing
Hiking
Museums
Scuba diving or Snorkeling
Spa and wellness
Tennis
Watersports
Zoo
Outdoor Amenities
Lanai/Balcony
Private yard
Pool/Spa
Private Pool
Property Manager
Hawaii Luxury Homes
Safety Features
Fire Extinguisher
Smoke Detector
Suitability
Air Conditioning
Free Parking
Pets Not Allowed
Smoking Not Allowed
Themes
Family
Luxury
LEAVE A REVIEW
March 20, 2022 - Manual Entry

Wonderful house in great neighborhood

We had a truly wonderful time with two families at this house. Fantastic location close to everything yet hard to leave because staying home is so fun! Note there’s only really one in driveway parking space. The other spaces come from blocking the other cars in. Street parking is easy. Communication with property manager is easy and she is exceptionally kind and accommodating. Would rent again!

January 6, 2022 - Manual Entry

What an amazing house!

I almost hesitate to give it such a great review…because I want it to be available again. (Smile). Absolutely perfect. Best house I’ve ever rented. Worth every penny.

September 5, 2021 - Manual Entry

Best Oahu stay!

Property is amazing, photos don’t do it justice. Large house, clean, plenty of space, pool/ping pong table, large pool, backyard with rope swing. Definitely worth it.

July 13, 2021 - Manual Entry

Fabulous house and great property management

House was amazing! Lise the property manager checked in with me upon arrival and departure to make sure everything was going smoothly or if I had any questions.... thanks Lise! I would recommend this house to anyone with or without a family to spend your vacation there. Thank you!

February 29, 2020 - Manual Entry

a Week in Paradise

I can’t say enough about the beauty of the house decor, the landscaping, and the view. We thoroughly enjoyed the pool, multiple lanais, swing, and outdoor grill. Many thanks to the owners and property managers for this experience! 

February 27, 2020 - Manual Entry

So helpful from the moment we connected. We thoroughly enjoyed our stay!

The home is excellent, roomie and felt like “home” in every way The location is so convenient to fun activities as well as getting to any necessities. Mahalo for a great vacation! 

January 10, 2020 - Manual Entry

What an exceptional place

This is an outstanding and exceptional property that is great for large groups. We had a family of 11 staying and the services and amenities are well above standard. Great beds, great linen, master chef kitchen and appliances. everything you think of is at hand and supplied. Lise the property manager was at hand when needed and met us when we arrived. There was no hassle or worry at all and she ensure we had all information we needed. If you have a large group and don't consider this property you will be selling yourself short.

December 10, 2019 - Manual Entry

Wonderful week with family

This is the perfect location for a relaxing week with our family. Tons of room for everyone, great kitchen and eating spaces. Pool was a great addition and the kids loved the pool table! Would highly recommend this space for anyone looking for a homebase on a hawaii vacation! 

November 26, 2019 - Manual Entry

Best ever!!!

What a delightful property!! House is beautifully appointed and fully met the needs of our multigenerational family - ages 2 to 66. Three stories allows private time for everyone, pool is easy to safeguard from little children as long as adults are vigilant. Great proximity to beaches, groceries and all sorts of fun activities

September 26, 2019 - Manual Entry

Enjoyed My Visit...Mostly

Lise was very kind and accommodating as well as responded quickly to any questions we had. She’s awesome!! MOSTLY everyone was happy about the space in this well-equipped home. It was very comfortable but the LACK of any type of air conditioning in the main living area/kitchen and one of the bedrooms would not have been our preference. Four of the bedrooms had split systems but one couple’s downstairs bedroom only had a portable fan. The majority of our time was spent together in the main areas so we could hardly wait for the evenings so the trade winds would begin to blow to cool off the space. Enjoyed overall but will ensure there is AC throughout on our next couple’s trip. Thanks for a lovely visit.

September 7, 2019 - Manual Entry

Perfect family getaway

The pictures and descriptions of the property online were great but the real life version exceeded our expectations. Three generations of our family enjoyed the house and the amenities for a week. Lots of room for all 9 of us but also spaces to slip away and read a book. Nice quiet residential area but not far from Honolulu and access to the rest of the island. Highly recommended

July 3, 2019 - Manual Entry

We absolutely loved this property. The pictures in the listing were exactly what the home was!

We had our family of 9 stay here. The home was perfect. We loved the kitchen for stay in meals. The backyard and pool were fabulous. We will definitely be coming back! Lise, the property manager was wonderful! She gave us excellent recommendations for activities, dining and adventures. We give this home 5 stars! You won’t be disappointed if you book this home! 

July 3, 2019 - Manual Entry

We absolutely loved this property. The pictures in the listing were exactly what the home was!

We had our family of 9 stay here. The home was perfect. We loved the kitchen for stay in meals. The backyard and pool were fabulous. We will definitely be coming back! Lise, the property manager was wonderful! She gave us excellent recommendations for activities, dining and adventures. We give this home 5 stars! You won’t be disappointed if you book this home!

June 30, 2019 - Manual Entry

First Class

Absolutely first class house. Perfect location to escape the sometimes chaotic downtown. Provided a home base for daily excursions and resort like accommodations upon returning. Unwinding with some pool time and drinks on the patio after dinner was the perfect way to end the day. Would highly recommend it to all!

June 18, 2019 - Manual Entry

If you are even thinking about staying here you have to!

We had such a wonderful time on our vacation! The house is PERFECT and the pool is amazing! We had multiple generations - 12 years to 74 years and everyone loved using the pool. The island has so much to offer and the property manager is so sweet and helpful - great restaurant and other recommendations and so easy to get a hold of. Great location and very spacious for 10 of us to not feel on top of each other. Definitely recommend and would love to come back!! 

May 10, 2019 - Manual Entry

Amazing house in a great location

We truly enjoyed our stay at this beautiful home. Very spacious and clean. The kitchen is large and has everything you would need during your stay. The home has an amazing pool that was enjoyed by everyone. The backyard is also an extra bonus. The house is located in a great location. Close to Waikiki, diamond head, shops and restaurants. We drove to other parts of the island and the drives were not too far. Our host was very attentive and if anything came up, they were quick to respond. She also provided great recommendations on activities to do while we were there. I would definitely recommend this home if you’re looking for something special while you’re in Oahu. 

April 27, 2019 - Manual Entry

Wonderful

This was our first experience renting a house instead of staying at hotels as we have done in the past. The experience was wonderful, we have no complaints, right from booking to checking out, it was a seamless and trouble free. The house is gorgeous, breathtaking backyard with a fantastic pool and fire pit. We loved our time there and were sad to when we had to leave.

January 31, 2019 - Manual Entry

Beautiful, spacious and comfy!

Our whole family relaxed and enjoyed our week together. The home is conveniently located to the beach, shopping, restaurants, and in a gorgeous neighborhood - great for taking scenic walks / runs to Diamond Head. Our son and daughter-in-law stayed upstairs in the beautiful master with a balcony and had their son stay across the hall in the Pack and Play provided by the house. Our daughter and her fiancé had bedrooms, one overlooking the pool, on the main floor and shared a bathroom. We stayed in the basement master which was set up like an ohana, complete with sink, refrigerator and coffee maker. Our balcony opened up to the pool. The basement had a second full bath. We loved playing with our grandson downstairs with the pool table, huge blackboard and kids-safe darts. There was a separate tv room in the basement as well. The first floor kitchen had a huge butcher block counter where we enjoyed eating breakfast together. The refrigerator and freezer are huge! We enjoyed lounging on the two couches playing games at night in the first floor family room. The dining room off the kitchen was beautiful as well. There was even a baby gate available, which was quite useful to keep our grandson from wanting to go downstairs all the time - he loved the basement! We enjoyed many afternoons lounging by the pool and swimming laps. There were many pool toys and beach towels. We loved having a full-size washer and dryer, drying rack and ironing board. Lise was a wonderful host. She was available by email to answer questions before we arrived and texted us when we arrived and offered great local tips for sites and fun things to do. We would love to live in this house forever, and would definitely stay here again.

January 20, 2019 - Manual Entry

Beautiful, luxurious vacation home! Wonderful experience!

Everything about this rental vacation home was perfect for our party of 10! Ages ranged from 16 months to 84 years old and this house made for a great experience for everyone. We were in Honolulu for a family wedding and the Ohana was perfect for the Bride and Groom to have their own private space or gather with the group in the main living area. The house was super clean and very well cared for. Lise was fantastic and really helpful prior to our arrival as well as while we were there. The layout of the house is such that we never felt crowded and the kitchen/dining area easily accommodated all of us. The pool was great as well. The yard is just beautiful and well maintained! Honolulu traffic can feel a bit like L.A. and this house felt like a sanctuary from the busy city surrounding it!! The Bride and Groom’s wedding went without a hitch and this home played a huge role in a perfect experience for all of our group. Very memorable occasion! The swing in the yard made for an impromptu opportunity for a treasured photograph of the Bride and Groom having a bit of silly fun in between the ceremony and reception. Again, everything about this home was wonderful!! The photographs do not do it justice!! Best vacation rental experience ever! Mahalo!!!

January 11, 2019 - Manual Entry

Great family holiday!

Lovely home in great Kahala location. Special features include; great swimming pool, efficient and open living spaces and kitchen area, convenient 10 mins walk to local beach, and quick access to Whole Foods, shopping and Waikiki. We would highly recommend this house and we look forward to the next opportunity to come back.

November 9, 2018 - Manual Entry

Impeccable oasis

Absolutely fantastic. Clean, lots of room, truly a paradise. We have been vacationing many years over in Hawaii and this is by far the best accommodations we have ever stayed. We highly recommend, you won’t be disappointed.

July 31, 2018 - Manual Entry

Perfect for the Family

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. 

May 22, 2018 - Manual Entry

Absolute paradise, making the vacation even better!

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.

May 1, 2018 - Manual Entry

Beyond my expectations!

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. 

April 7, 2018 - Manual Entry

Our favorite place to stay on Oahu

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!

    Available     Unavailable  Check-In Only  Check-Out Only

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$1950
10
$1950
11
$1950
12
$1950
13
$1950
14
$1950
15
$1950
16
$2750
17
$2750
18
$2750
19
$2750
20
$2750
21
$2750
22
$2750
23
$2750
24
$2750
25
$2750
26
$2750
27
$2750
28
$2750
29
$2750
30
$2750
 
July 2023
S M T W T F S
            01
$2750
02
$2750
03
$2750
04
$2750
05
$2750
06
$2750
07
$2750
08
$2750
09
$2750
10
$2750
11
$2750
12
$2750
13
$2750
14
$2750
15
$2750
16
$2750
17
$2750
18
$2750
19
$2750
20
$2750
21
$2750
22
$2750
23
$2750
24
$2750
25
$2750
26
$2750
27
$2750
28
$2750
29
$2750
30
$2750
31
$2750
         
August 2023
S M T W T F S
    01
$2750
02
$2750
03
$2750
04
$2750
05
$2750
06
$2750
07
$2750
08
$2750
09
$2750
10
$2750
11
$2750
12
$2750
13
$2750
14
$2750
15
$2750
16
$2750
17
$2750
18
$2750
19
$2750
20
$2750
21
$2750
22
$2750
23
$2750
24
$2750
25
$2750
26
$2750
27
$2750
28
$2750
29
$2750
30
$2750
31
$2750
   
Room Beds Amenities
Guest Bedroom 2
King (1)
Split A/C, Ceiling Fan
Guest Bedroom 3
Queen (1)
Garden view, Lanai / Balcony, Split A/C, Ceiling Fan
Guest Bedroom 4
Queen (1)
Split A/C
Guest Bedroom 5
Double (1)
Twin (1)
Split A/C
Guest Bathroom 2
Guest Bathroom 3
Guest Bathroom 4
Primary Bedroom
Cal King (1)
Garden View, Ensuite bathroom, Lanai / Balcony, Split A/C, Ceiling Fan
Primary Bedroom Ensuite
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