Maui County HI 2-Story Homes for Sale

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  /50

  $13,900,000

  • 4 Beds
  • 4 Baths
  • 5,493 Sq Ft

  1642 W Kuiaha Rd, Haiku, HI 96708

  Perched on a sweeping green slope with panoramic ocean and mountain views, this award-winning Haiku retreat blends modern architecture with the serene elegance of a high-end sanctuary. Designed by renowned firm SEE Architecture, the home draws inspiration from iconic museums like the Getty and Venice Guggenheim, mid-century modern design, and the quiet refinement of luxury retreat spaces. Behind

  Mino McLean Island Sotheby's International Realty(M)

  1642 W Kuiaha Rd, Haiku, HI 96708
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  /50

  $33,000,000

  • 7 Beds
  • 8 Baths
  • 10,500 Sq Ft

  7505 Makena Rd, Kihei, HI 96753

  Welcome to one of the most extraordinary private estates in the world — an iconic expression of coastal luxury at 7505 Makena Road. Set on a full acre of lush, meticulously curated grounds with protected ocean view corridors along Maui’s most coveted coastline, this 10,500-square-foot architectural masterpiece is a rare convergence of visionary design, master craftsmanship, and timeless elegance.

  Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

  7505 Makena Rd, Kihei, HI 96753
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  /50

  $3,900,000

  • 3 Beds
  • 4 Baths
  • 3,674 Sq Ft

  212 Crestview Rd, Lahaina, HI 96761

  BIG TIME VIEWS AT THE TOP OF PINEAPPLE HILL Set within the gated Pineapple Hill subdivision, 212 Crestview Road residence features a 3,674 square foot 3 bedroom, 3 and a half bath home on a 10,987 square foot lot with commanding views from the top row in Pineapple Hill. The family purchased the home from the original developer and enjoyed ownership since then. Pineapple Hill is conveniently

  Ben Willis Island Sotheby's International Realty(L)

  212 Crestview Rd, Lahaina, HI 96761
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  /31

  $15,500,000

  • 3 Beds
  • 3 Baths
  • 5,468 Sq Ft

  3002 S Kihei Rd, Kihei, HI 96753

  Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of Keawakapu Beach. The property has been approved for a renovation expanding the home to a 5-bedroom, 5-bath home. Construction to commence early 2026. Beyond the gated entrance lies a world of relaxation and rejuvenation, where quality adjoins an unrivaled location. Upon entering the property, you're

  Josh Jerman Hawaii Life (W)

  3002 S Kihei Rd, Kihei, HI 96753
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  /28

  $1,800,000

  • 5 Beds
  • 3 Baths
  • 2,164 Sq Ft

  160 Kuli Puu St, Kihei, HI 96753

  Have you been looking for that open pallet fixer upper? Well, here it is! The water damage has been remediated and the home is ready for your personal touches. The detached cottage is super cute with split AC systems and high ceilings. Close proximity to Kamaole Beach Park I. This is a wonderful location in south Maui. Call your favorite REALTOR to schedule and private showing today. Seller

  Roger Pleski Coldwell Banker Island Prop(S)

  160 Kuli Puu St, Kihei, HI 96753
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  /25

  $349,000

  • 1 Bath
  • 378 Sq Ft

  255 Kepuhi Place Unit 4A02-1242, Maunaloa, HI 96770

  Incredible ocean and sunset views from condo 1242 at the Kepuhi Beach Resort. This Turnkey Fully Furnished Large ground floor studio has good rental history as a Legal Vacation Rental. Rare Turnkey vacation rental with several months Booked already for 2026. Call for more details...The smooth Stovetop and convection microwave to prepare your own meals while enjoying the Breathtaking sunsets.

  Kevin Donnelly Oahu Realty

  255 Kepuhi Place Unit 4A02-1242, Maunaloa, HI 96770
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  $11,998,000

  • 4 Beds
  • 5 Baths
  • 5,126 Sq Ft

  14 Halapa Place, Kihei, HI 96753

  Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece of modern architecture and design. A select few will experience the spectacular ocean views and the artistic flare of this residence as a livable sculpture. As you enter a large, covered entry, the striking black magma stone surrounds a tropical courtyard with a modern gate revealing an impressive steel and

  Diane Pool Hawaii Life (W)

  14 Halapa Place, Kihei, HI 96753
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  /35

  $3,195,000

  • 4 Beds
  • 3 Baths
  • 2,843 Sq Ft

  162 W Ikea Kai Place, Kihei, HI 96753

  Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a

  Jeff Simon Hawaii Life (W)

  162 W Ikea Kai Place, Kihei, HI 96753
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  /50

  $1,449,000

  • 4 Beds
  • 4 Baths
  • 2,016 Sq Ft

  568 Hana Hwy Unit B, Paia, HI 96779

  Tucked just steps from Maui's most legendary surf breaks, 568 Hana Hwy B is a rare income-producing coastal retreat in the heart of Kuau, minutes to vibrant Paia Town. Currently generating $8,100/month in rental income with both tenants on flexible month-to-month leases, this duplex-style residence offers unmatched flexibility this close to the sand. The layout is the genius: two identical

  Chelsea Dimin Compass-W

  568 Hana Hwy Unit B, Paia, HI 96779
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  /23

  $199,000

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  3559 Lower Honoapiilani Rd Unit 720, Lahaina, HI 96761

  Maui Sands Seaside is your very own "Slice of Paradise". This one bedroom , one bath condo with remodeled shower features an open floor plan with fresh paint and laminate flooring. The kitchen offers ample wood cabinets storage, center island and and decorative tile counters. The stove is new and the condo comes turn key furnished. The double sized lanai is perfect for relaxing or entertaining.

  Gina Duncan ENRG Realty

  3559 Lower Honoapiilani Rd Unit 720, Lahaina, HI 96761
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  $2,395,000

  • 3 Beds
  • 2 Baths
  • 2,012 Sq Ft

  40685 Hana Hwy, Hana, HI 96713

  An extraordinary highlight of this 7.76-acre, off-the-grid property is a secluded, natural swimming hole fed by the pristine waters of the Koukouai Stream flowing from Haleakala's slope – a rare and exceptional feature for those seeking tranquility, privacy and a connection to nature. The main residence is a three-bedroom, two-bathroom plantation-style home, complete with a spacious, wrap-around,

  Scott Trommald Island Sotheby's Int'l Rlty(W)

  40685 Hana Hwy, Hana, HI 96713
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  $1,979,808

  • 3 Beds
  • 3 Baths
  • 2,159 Sq Ft

  22 Hale Lio Place, Haiku, HI 96708

  Price Drop! Last Chance! Spacious, Elegant Home & Cottage on a Culdesac in an Upscale Haiku Neighborhood. Discover this 2 story, 3-bedroom, 3 bath, executive style home in a prime location offering indoor-outdoor living with sweeping ocean & treetop views in the fresh island breeze. Spanning 2,194 sq. ft. of living space, plus an additional 584 sq. ft. of covered lanai, this two-story home is

  Megan Powers Tim Gardner Realty

  22 Hale Lio Place, Haiku, HI 96708
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  /33

  $845,000

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  403 Pa Loa Loop Unit Lot 221, Maunaloa, HI 96770

  Enjoy stunning Molokai sunsets from this serene oasis in Papohaku Ranchlands. This custom 2 bed/ 2 bath home boasts a spacious 9.4 acre lot on Molokai's Westside, complete with metal roofing, solar water heater, and a large open 1,800sf basement ideal for storage and a workshop. Enjoy the high vaulted ceilings and an open floor plan. This home features two bedroom suites on either side of the

  Ed Onofrio Molokai Realty LLC

  403 Pa Loa Loop Unit Lot 221, Maunaloa, HI 96770
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  $800,000

  • 2 Beds
  • 3 Baths
  • 1,650 Sq Ft

  499 Pa Loa Loop, Maunaloa, HI 96770

  Experience the beauty of island living with this stunning ocean-view pole home, nestled in the tranquil Papohaku Ranchlands on Molokai’s west side. This thoughtfully designed two-story Hawaiian-style residence offers an open and airy layout, with two bedrooms and two bathrooms upstairs. The spacious great room seamlessly combines the living, dining, and office areas, creating an inviting space to

  Robert Onofrio Molokai Realty LLC

  499 Pa Loa Loop, Maunaloa, HI 96770
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  /50

  $2,950,000

  • 8 Beds
  • 8 Baths
  • 6,099 Sq Ft

  16 Kekaulike Ave, Kula, HI 96790

  Also listed as Residential MLS #405373. Rare & One-of-a-Kind Kula Legacy Estate – A Unique Opportunity! Discover an extraordinary and rare opportunity to own this one-of-a-kind Kula legacy property, offering the perfect blend of privacy, nature, and modern convenience. Nestled at approximately 3,000 ft elevation, this idyllic countryside estate features three distinct homes, each exuding its own

  George Nunes Coldwell Banker Island Prop(Ka)

  16 Kekaulike Ave, Kula, HI 96790
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  $14,750,000

  • 4 Beds
  • 5 Baths
  • 4,803 Sq Ft

  19 Malukai Ln Unit 4, Kihei, HI 96753

  Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the

  Josh Jerman Hawaii Life (W)

  19 Malukai Ln Unit 4, Kihei, HI 96753
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  /38

  $12,000,000

  • 4 Beds
  • 4 Baths
  • 5,294 Sq Ft

  4851 Lower Honoapiilani Rd, Lahaina, HI 96761

  This contemporary Polynesian-style oceanfront gated estate is architecturally designed to maximize ocean views. 4851 Lower Honoapiilani Road is built with the highest quality, high-tech materials, and finishes. 10-foot motorized pocket doors create seamless indoor-outdoor living for both entertainment and relaxation. The lower level features a great room, dining area, spectacular kitchen, 2

  Mary Anne Fitch Coldwell Banker Island Prop-KP

  4851 Lower Honoapiilani Rd, Lahaina, HI 96761
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  $699,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  66 Noho Lio Rd Unit 158, Maunaloa, HI 96770

  Nestled in the serene Papohaku Ranchlands, this unique bamboo-style home offers stunning ocean and mountain views from every room. The property’s peaceful and private location creates an idyllic escape, with features like weatherproof Trex lanai decking, bamboo flooring, skylights, and ceiling fans throughout. The kitchen is a chef’s dream with stainless steel appliances, a gas stove, and granite

  Ed Onofrio Molokai Realty LLC

  66 Noho Lio Rd Unit 158, Maunaloa, HI 96770
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  $23,000,000

  • 4 Beds
  • 5 Baths
  • 4,778 Sq Ft

  7595 Makena Rd, Kihei, HI 96753

  Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters

  Mark Waite Compass-W

  7595 Makena Rd, Kihei, HI 96753
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  /2

  $1,675,000

  • 4 Beds
  • 3 Baths
  • 1,960 Sq Ft

  329 Na Mahoe St Unit Lot 20, Makawao, HI 96768

  Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet.

  Truman Taoka Island Sotheby's Int'l Rlty(W)

  329 Na Mahoe St Unit Lot 20, Makawao, HI 96768
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  /2

  $1,725,000

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  139 Maiaku St Unit Lot 168, Makawao, HI 96768

  Discover Hoku’ula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet.

  Renona Barrozo Island Sotheby's International Realty(M)

  139 Maiaku St Unit Lot 168, Makawao, HI 96768
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  $1,455,000

  • 4 Beds
  • 3 Baths
  • 1,715 Sq Ft

  293 Na Mahoe St Unit Lot 17, Haliimaile, HI 96768

  Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet.

  Shaun Pederson Island Sotheby's International Realty(L)

  293 Na Mahoe St Unit Lot 17, Haliimaile, HI 96768
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  $1,625,000

  • 4 Beds
  • 4 Baths
  • 2,095 Sq Ft

  65 Oliona St Unit Lot 140, Makawao, HI 96768

  Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet.

  Shaun Pederson Island Sotheby's International Realty(L)

  65 Oliona St Unit Lot 140, Makawao, HI 96768
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  $7,400,000 Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 3,220 Sq Ft

  33 Hana Hwy, Paia, HI 96779

  Recently appraised at $12.1 million, this exceptional Maui estate boasts 145 linear feet of rare, direct beachfront along the white sands of Paia Bay, an extraordinary opportunity for those seeking oceanfront living in one of the island’s most vibrant and walkable beach towns. Privately tucked behind a gated entry and lush tropical landscaping, this compound blends serene seclusion with

  Chelsea Dimin Compass-W

  33 Hana Hwy, Paia, HI 96779

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