Below are previous most expensive homes for sale in Hawaii. These houses were found on Zillow and have either been sold or the listing was removed. To find the current most expensive house for sale in Hawaii view our most expensive house for sale by state.

Date Found: 12/21/2023

Previous Most Expensive Home For Sale in Hawaii
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$50,000,000

508 N Kalaheo Ave, Kailua, HI 96734
Property Overview

This stunning ocean-view estate was built in Hawaii in 2014. Priced at $50,000,000, it unfolds 12,005 sqft of habitable living space, 12 bedrooms, and 15 bathrooms, including 13 full and 2 partial bathrooms. This property is situated on a 2.2-acre lot and offers spacious interiors and serene natural surroundings. With a walk score of 24 (car dependent), this estate in Hawaii is a testament to luxury living and the allure of the ocean. View full property details.

Property Details
  • Year Built: 2014
  • Square footage: 12005
  • Walk score: 24 ( car dependant)
  • Total Bedrooms: 12
  • Total Bathrooms: 15
  • Full Bathrooms: 13
  • Partial Bathrooms: 2
  • Lot Size: 2.2 acres
  • Parking Spaces: 20
  • 5+ fireplaces
  • Guest hale
  • Oceanview
  • Pool
  • Spa
  • Waterfall
  • Beach access
  • Pool cabana
Source: Zillow
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Find who lives at 508 N Kalaheo Ave, Kailua, HI 96734 as well as mortgage history, sales history, tax history, and much more! Simply click the link below.

Who lives at 508 N Kalaheo Ave, Kailua, HI 96734

Date Found: 11/7/2023

Previous Most Expensive Home For Sale in Hawaii
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$33,900,000

7505 Makena Rd, Kihei, HI 96753
Property Overview

This recently renovated home has been a part of the lush Hawaiian landscape since its construction in 1991. The residence boasts an impressive 10,500 square feet of living space, offering ample room for a luxurious and comfortable stay. Enjoy stunning ocean views from any of the 7 bedrooms or relax in one of the 8 modern and elegant bathrooms. The expansive 1.03-acre lot provides a sense of serenity, ensuring privacy and peacefulness in this tropical oasis. View full property details.

Property Details
  • Year Built: 1991
  • Square footage:10,500 sqft
  • Walk score: 0 (car dependent)
  • Total Bedrooms: 7
  • Total Bathrooms: 8
  • Lot Size: 1.03 acres
  • Parking Spaces: 6
  • Ocean views
  • Vaulted ceilings
  • Pool
  • Apartment
  • Theatre
  • Cabana
  • Newly remodeled
  • Landscaping
Source: Zillow
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Who lives at 7505 Makena Rd, Kihei, HI 96753

Date Found: 5/16/2023

Previous Most Expensive Home For Sale in Hawaii
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$41,900,000

9 Bay Dr, Lahaina, HI 96761
Property Overview

Adjacent to Montage Kapalua, this exquisite property is remarkably serene. Built on almost 10 acres, this property is on the market for $41,900,000 (much more than the average asking price). The beach view home has 7 bedrooms and 10 bathrooms on the property, as well as many other unique features. A truly grand property with phenomenal views. View full property details.

Property Details
  • Year Built: 1996
  • Square footage: 6645 sqft
  • Walk score: 24 ( car dependant)
  • Total Bedrooms: 7
  • Total Bathrooms: 10
  • Lot Size: 9.96 acres
  • Parking spaces: 3 car garage
  • Marble floors
  • Gazebo
  • Gaming area
  • Gym
  • Courtyard
  • Solarium
  • Wine cooler
  • Beach access
  • Pool
  • Cathedral ceilings
Source: Zillow
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Find who lives at 9 Bay Dr, Lahaina, HI 96761 as well as mortgage history, sales history, tax history, and much more! Simply click the link below.

Who lives at 9 Bay Dr, Lahaina, HI 96761

Date Found: 3/1/2023

Previous Most Expensive Home For Sale in Hawaii
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$32,000,000

72-393 Kaupulehu Dr, Kailua Kona, HI 96740
Property Overview

Located at the top of Hualalai Resort in Hawaii, this impressive estate with incredible views is situated in one of the most coveted areas on Hawaii Island. On two acres with amazing views of the resort and the Pacific Ocean, this 2 kitchen, 7 bedroom, 10 bathroom estate is the largest in Hawaii. With over 11,000 sqft of estate, this property is the picture of paradise. The $35,000,000 price tag of this property definitely matches the caliber. View full property details.

Property Details
  • Year Built: 2008
  • Square footage: 11176 sqft
  • Walk score: 0 ( car dependant)
  • Total Bedrooms:7
  • Total Bathrooms: 10
  • Full Bathrooms: 8
  • Partial Bathrooms: 2
  • Lot Size: 2 acres
  • Parking features: Attached garage
  • Fireplaces
  • Locker room
  • Gym
  • Sauna
  • Steam room
  • Massage area
  • Theater
  • Nearby golf course
  • Golf simulator
  • Wine cooler
  • Pool
  • Ocean view
  • Mountain view
Source: Zillow
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Who lives at 72-393 Kaupulehu Dr, Kailua Kona, HI 96740

Date Found: 3/1/2023

Previous Most Expensive Home For Sale in Hawaii
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$32,673,491

4572 Makena Rd, Kihei, HI 96753
Property Overview

Designed by renowned Maui architect, Rick Ryniak, this stunning coastal property is located in one of the most coveted areas in Hawaii. Over 7,000 sqft, this mega-mansion sits on almost an acre of lush property and comes with 158 linear feet of the Pacific ocean coastline. Beautiful amenities, including ocean frontage, 5 bedrooms, and 7 bathrooms make this estate beautiful and accommodable. Priced at $32,673,491, this property is the picture of aquatic perfection. View full property details.

Property Details
  • Year Built: 2010
  • Square footage:7394 sqft
  • Walk score: 14 ( car dependent)
  • Total Bedrooms: 5
  • Total Bathrooms: 7
  • Waterfront access
  • Floating staircase
  • Lot Size: 0.6 Acres
  • Parking spaces: 3 car garage
  • Steam room
  • Rooftop jacuzzi
  • Two swimming pools
  • Cold plunge pool
  • Fitness room
  • Sauna
Source: Zillow
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Find who lives at 4572 Makena Rd, Kihei, HI 96753 as well as mortgage history, sales history, tax history, and much more! Simply click the link below.

Who lives at 4572 Makena Rd, Kihei, HI 96753