Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi

Photo gallery for Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi

A two-story house with a swimming pool, surrounded by lush greenery and palm trees.
A spacious living room with a white sofa, a coffee table, and a TV on a white cabinet.
A dining area with a wooden table and chairs, large windows with a view of greenery, and a staircase with white railings.
A modern kitchen with white cabinetry, a central island with chairs, pendant lighting, and a large window with a view of greenery.
A covered outdoor patio with a dining table and chairs, a pool in the background, and a view of the surrounding greenery and mountains.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Discover nearby landmarks
    Close to Kahala Beach

Popular amenities

  • Balcony
  • Private pool
  • Arcade/game room
  • Barbecue grill
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Honolulu, HI
  • Place, Diamond Head Beach Park
    ‪10 min walk‬
  • Place, Diamond Head State Monument
    ‪12 min walk‬
  • Place, Kahala Beach
    ‪15 min walk‬
  • Airport, Honolulu, HI (HNL-Daniel K. Inouye Intl.)
    ‪25 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Guest Bedroom 2 (Lower pool level)

1 King Bed

Guest Bedroom 3 (main level)

1 Queen Bed

Guest Bedroom 4 (main level)

1 Queen Bed

Guest Bedroom 5 (Upper Primary level)

1 Single Bed and 1 Double Bed

Primary Bedroom

1 King Bed

4 bathrooms

Guest Bathroom 2

Guest Bathroom 3

Guest Bathroom 4

Primary Bedroom Ensuite

Spaces

Kitchen
Balcony
Dining area

Add dates for prices

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Exterior detail
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  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
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About the area

Honolulu

Located by the sea, this holiday home is in Kahala, a neighbourhood in Honolulu. International Market Place and Royal Hawaiian Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Diamond Head and Waikiki Beach. Honolulu Zoo and Hawaii Theater are also worth visiting. Discover the area's water adventures with scuba diving and fishing nearby, or enjoy the great outdoors with hiking/biking trails and horse riding.
View more Holiday homes in HonoluluOpens in a new window
Map
Honolulu, HI

What's nearby

  • Diamond Head Beach Park - 10 min walk - 0.9 km
  • Diamond Head State Monument - 12 min walk - 1.0 km
  • Kahala Beach - 15 min walk - 1.3 km
  • Waiʻalae Beach Park - 3 min drive - 2.3 km
  • Waialae Country Club - 3 min drive - 2.7 km

Getting around

  • Honolulu, HI (HNL-Daniel K. Inouye Intl.) - 27 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪California Pizza Kitchen - ‬4 min drive
  • ‪Pizza Hut - ‬3 min drive
  • ‪Goma Tei - ‬3 min drive
  • ‪Chili's Grill & Bar - ‬4 min drive

Frequently asked questions

Is Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?

As of 29 Oct, 2026, prices found for a 1-night stay for 2 adults at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi on 31 Oct, 2026 start from S$38,441, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?

On-site parking is available at the property.

What time is check-in at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?

Check-in begins at 4:00 PM.

What time is check-out at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?

Checkout is at 10:00 AM.

Where is Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi located?

Located in Kahala, this holiday home is 0.4 mi (0.6 km) from Diamond Head Beach Park and within 3 miles (5 km) of Diamond Head and Waikiki Beach. Honolulu Zoo is 2.1 mi (3.3 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 25 out of 28 reviews
Rating 8 - Good. 3 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

This was the best Vrbo experience we have ever had. The communication was top notch and the property is clearly well cared for and well presented. We thoroughly enjoyed our stay and would definitely stay there again.
Stayed 10 nights in Mar 2023
Response from VrboOwner on 31 Mar, 2023
We are so delighted to hear that you had an amazing experience with us! We strive to provide the best possible Vrbo experience and it's wonderful to see that we achieved this goal. Our team is dedicated to ensuring our properties are well cared for and we do everything in our power to make sure our guests have a pleasant stay. We appreciate you choosing us, and we hope you'll come back and visit us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home in a Great Neighborhood

Stayed in this home with my family and it was just so well appointed and comfortable. The living space and backyard/pool really stood out as tremendous places to spend time. I did not want to leave and hope to rent this home again!
Stayed 8 nights in Oct 2022
Response from VrboOwner on 7 Nov, 2022
Thank you so much for leaving us a 5 star review! We appreciate the feedback and value your input. We aim to provide a truly unique experience and are thrilled that we exceeded your expectations. We look forward to hosting you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 8 nights in Aug 2021
Response from VrboOwner on 28 Sept, 2021
Mahalo, Jasmine! It was a pleasure hosting you. I am so happy that our special home delivered everything you needed to create a memorable Hawaii vacation. Aloha & A Hui Hou! Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 7 nights in Feb 2020
Response from VrboOwner on 19 Mar, 2020
Mahalo, Nancy! It was truly a pleasure hosting you. We are happy to hear that our special corner of paradise delivered such a great experience for your group. Aloha & A Hui Hou! Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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 to all!
Stayed 7 nights in Jun 2019
Response from VrboOwner on 19 Mar, 2020
Thank you, Todd! This home is definitely a wonderful place to unwind and enjoy Hawaii living at its finest. We appreciate your positive feedback and hope you think of us the next time you plan a trip to the islands. With Much Aloha, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 7 nights in Feb 2022
Response from VrboOwner on 23 May, 2022
Mahalo Sarah! It was such a pleasure hosting you. I am so happy to hear that you all enjoyed your time in Hawaii and at this special property! Do let us know the next time you plan a Hawaii adventure :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

What an amazing house!

I almost hesitaste 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.
Stayed 14 nights in Dec 2021
Response from VrboOwner on 7 Jan, 2022
Mahalo, Cheo! It was such a pleasure hosting your ohana at our Hale Leahi Estate. Please come back and stay with us again soon. Wishing you a happy & healthy 2022! With Warm Aloha, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 8 nights in Jun 2021
Response from VrboOwner on 1 Aug, 2021
Mahalo Nui Loa for taking the time to share this positive feedback! We are happy to hear that our special island home delivered everything you needed to create a special and memorable Hawaii vacation. With Warm Aloha, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lise was 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!
Stayed 7 nights in Feb 2020
Response from VrboOwner on 19 Mar, 2020
Thank you for the kind words and five star review! We truly enjoy hosting wonderful groups like yours. Aloha and A Hui Hou! Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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 arrive. 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.
Stayed 7 nights in Dec 2019
Response from VrboOwner on 19 Mar, 2020
Mahalo for taking the time to write us this wonderful 5 star review. We are so pleased to hear that Hale Leahi delivered everything your family needed for a comfortable, relaxing and memorable stay. Now it is time to start planning your next Hawaii adventure :) With Aloha Always, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 7 nights in Nov 2019
Response from VrboOwner on 19 Mar, 2020
We appreciate your wonderful feedback! We are so happy to hear you enjoyed this very special island home and look forward to your return visit. Mahalo & Aloha, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 6 nights in Nov 2019
Response from VrboOwner on 19 Mar, 2020
Mahalo Denise! It was a pleasure hosting you and being your home away from home during this special trip for you and your family. I hope travels home were smooth and that you will think of us the next time you plan a Hawaii getaway. Aloha and a hui hou! Lise
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful fully equipped large family home with terrific pool.

Great place except too far to walk to swimming beach and shops. Bike provided was broken.
Stayed 7 nights in Sep 2019
Response from VrboOwner on 19 Mar, 2020
Mahalo for your feedback and we are happy to hear that you enjoyed this beautiful home. Yes, the property is located just outside of the hustle and bustle of Waikiki, which many guests prefer. Thank you for letting me know about the bike. It has since been replaced. I hope travels home to Australia were smooth and that we have the opportunity to host you again sooner rather than later! With Aloha Always, Lise
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Sep 2019
Response from VrboOwner on 19 Mar, 2020
Thank you, Latonia for taking the time to write us a review. It was a pleasure meeting you and hearing about all the amazing couple adventures you enjoyed while here on Oahu. We do advertise the exact AC situation in our listing description. We had an unusually hot & humid September this year- and like you, we all looked forward to afternoons when the gentle trade-winds would roll in and work their magic :) On most days, the living areas cool nicely with slider doors open and ceiling fans on- and the one downstairs bedroom without AC has a ceiling fan as well as a portable fan. Mahalo for taking great care of the home and we hope to host you again soon! Me Ke Aloha, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 8 nights in Aug 2019
Response from VrboOwner on 19 Mar, 2020
Mahalo, David for taking the time to write such a thoughtful review! We are so happy to hear that Hale Leahi delivered such a positive experience for your Hawaii vacation! We look forward to the opportunity to host you and your ohana again soon! With Much Aloha, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 7 nights in Jun 2019
Response from VrboOwner on 19 Mar, 2020
Mahalo, Ronna! We love reading reviews like yours and truly appreciate the kind words. I enjoy helping our guests create memorable Hawaii vacations. You were a pleasure to work with from start to finish. Do come visit us again! Me Ke Aloha, Lise
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!!
Stayed 7 nights in Jun 2019
Response from VrboOwner on 19 Mar, 2020
Thank you so very much for this thoughtful review, Stacey! We pride ourselves in helping our guests create wonderful Hawaii vacations and we are so happy that our home was a part of yours! Here's to making this trip an annual tradition- we would love the opportunity to host you again! Mahalo & Aloha, Lise
Verified review

10/10 Excellent

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. They 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.
Stayed 6 nights in Apr 2019
Response from VrboOwner on 19 Mar, 2020
Mahalo nui loa for taking the time to give us such positive and thoughtful feedback. It sounds like you had an amazing trip and we are so happy that this special home could be a part of it! We look forward to the opportunity to host you again. With Much Aloha, Lise
Verified review

10/10 Excellent

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.
Stayed 7 nights in Apr 2019
Response from VrboOwner on 19 Mar, 2020
I am so happy to hear about your positive experience at our home! I know you were here on the island celebrating a very special time for your family and I am thrilled that this beautiful property could be a part of it! Mahalo & Aloha, Lise
Verified review

10/10 Excellent

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.
Stayed 7 nights in Jul 2018
Response from VrboOwner on 19 Mar, 2020
Thank you, Linda for the kind words! We are so happy to hear you enjoyed our home and its fabulous Diamond Head, Oahu location. It sounds like you took home some very special Hawaii memories! Please let us know when you plan your next Oahu adventure, as we would love to host your wonderful group again! Me Ke Aloha, Lise
Verified review

10/10 Excellent

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.
Stayed 7 nights in May 2018
Response from VrboOwner on 19 Mar, 2020
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 guests. We look forward to seeing you soon.
Verified review

10/10 Excellent

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.
Stayed 7 nights in Jan 2019
Response from VrboOwner on 19 Mar, 2020
A big mahalo from our "ohana" to yours for taking the time to write such a thoughtful and thorough review! We are so happy to hear that the home's layout and beautiful pool area were enjoyed by children and adults alike! We do hope you think of us the next time you plan a trip out to the islands. You were wonderful guests and it was a pleasure meeting you :) Warmest Aloha, Lise
Verified review

10/10 Excellent

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.
Stayed 7 nights in Dec 2018
Response from VrboOwner on 19 Mar, 2020
Aloha, Sanford! We truly appreciate this review and are thrilled to hear that you enjoyed this special island home and its wonderful Kahala/Diamond Head location. We hope you created special family memories on Oahu and look forward to the opportunity to host you again. Mahalo and a hui hou! Lise
Verified review

10/10 Excellent

Impeccable oasis

Absolutely fantastic. Clean, lots of room, truely 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.
Stayed 7 nights in Oct 2018
Response from VrboOwner on 19 Mar, 2020
Thanks so much for this five star review! Your group was a pleasure to host! I enjoyed hearing about all of your amazing Oahu adventures. You certainly made the most of your time on the island- now time to start planning your next Hawaii getaway! Aloha & A Hui Hou! Lise
Verified review

10/10 Excellent

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!!!
Stayed 5 nights in Sep 2018
Response from VrboOwner on 19 Mar, 2020
A huge MAHALO for taking the time to write us such a positive and thoughtful review. How wonderful that you were able to celebrate such a special week on Oahu- we are so happy that our home could be a part of it! You were amazing guests and we would truly love the opportunity to host you again! Warmest Aloha, Lise
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