Kihei, a charming coastal community, has undergone significant growth over the past few decades. This expansion can be attributed in part to its delightful weather, enjoying a prime spot on the 'sunny' side of the island. The area's relatively affordable prices have also played a role, alongside its upscale neighbors to the south in Wailea and Makena. With a plethora of activities and amenities in close proximity, Kihei offers a compelling lifestyle.
The neighborhoods within Kihei vary from those with an executive-style aura to others boasting a more modest charm. Among these districts lie some of the most opulent homes to be found in Hawaii. The subdivisions encompass a diverse range of character, spanning from entry-level homes to lavish beachfront estates that rival the residences of the world's most affluent individuals.
Kihei's real estate market typically experiences a swifter absorption rate compared to other areas. This is largely due to the prevalence of owner-occupant properties in the Kihei district. In contrast, regions like Kapalua, Wailea, and to a lesser extent, Paia tend to attract second-home owners. For those aiming to own a vacation rental property, Kihei does present some opportunities. However, it's crucial to delve into the specific restrictions and prerequisites on an individual basis. Feel free to reach out to us for a more comprehensive discussion on this matter.
Enjoy effortless Maui living at 183 Ponana, just moments from Keawakapu Beach, The Shops at Wailea, and world-class resort amenities! Set in Keawakapu Views, this 2018 cu...
Listing courtesy of Coldwell Banker Island Prop(S).
3870 Wailea Ekolu Pl. presents a rare opportunity to own a luxury ocean-view home in Wailea Golf Estates, one of South Maui’s premier gated communities within the prestig...
Listing courtesy of Hawaii Life (W).
Welcome to 2724 Panepoo Street, where modern elegance meets effortless Maui living! Beautifully renovated from top to bottom, this stunning 3-bedroom, 2-bath residence of...
Listing courtesy of Island Sotheby's International Realty(W).
Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani ...
Listing courtesy of Coldwell Banker Island Prop(S).
Situated along one of South Maui’s most coveted oceanfront streets, 1544 Halama Street presents a rare opportunity to create an extraordinary luxury estate, with years of...
Listing courtesy of Keller Williams Realty Maui-Ki.
RARE OPPORTUNITY IN MOANA ESTATES! Offered for sale by the ORIGINAL OWNER, this home features the LARGEST SINGLE-LEVEL FLOOR PLAN in the community, a PRIME PARK-FRONT LOC...
Listing courtesy of Coldwell Banker Island Prop-Ku.
ATOP MAUI MEADOWS . . . A very special fully furnished ocean view home combining a CHEF'S DELIGHT kitchen with an AUTO ENTHUSIAST'S DELIGHT garage plus additional parking...
Listing courtesy of Compass-W.
Located in one of South Maui’s most desirable neighborhoods, this beautifully maintained and thoughtfully designed plantation-style home seamlessly blends modern finishes...
Listing courtesy of Engel & Volkers Maui.
LIVE THE KIHEI BEACH LIFESTYLE! Just blocks from the beach, this versatile Kihei home with the mulitiple living spaces, flexibility, and island lifestyle so many buyers a...
Listing courtesy of ENRG Realty.
Privacy, a spacious lot, and convenient single-level living await at 1808 Malama Street in South Kihei. With fencing and mature landscaping enhancing its private setting,...
Listing courtesy of Kokua Realty LLC.
Welcome to this beautifully appointed single-level residence in the prestigious gated community of Wailea Pualani Estates. Ideally positioned at the end of a peaceful cul...
Listing courtesy of Coldwell Banker Island Prop(S).
MUST SEE, BEST VALUE IN SOUTH MAUI FOR FLEX-LIVING OPTIONS WITH OCEAN VIEWS TOO! Aloha and E komo Mai (Welcome) home to 356 Hoalike Street, a comfortable 3bed-2bath hom...
Listing courtesy of Keller Williams Realty Maui-Ka.
Old Kihei, the way it used to be. Beneath huge old mango trees, this gracious 1938 beach house recalls an earlier Hawai'i of open lanais, trade winds and evenings spent w...
Listing courtesy of Hawaiian Voyage Realty.
A perfect investment opportunity awaits at 193 Akai Street in Kihei! This centrally located home features a 3/1 main home and 2 attached studio units. Situated on a large...
Listing courtesy of Coldwell Banker Island Prop-KP.
Close to an acre on Keawakapu Beach, where South Kihei Road ends and Wailea begins. Roughly 170 feet along the water lets the homes stand far back behind a wide green law...
Listing courtesy of Hawaii Life (L).
Nestled in the highly coveted Maui Meadows neighborhood, 3275 Kehala Drive delivers breathtaking, panoramic ocean views from every single lanai. The main residence boasts...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Come see this newly completed, fully remodeled two-story home featuring 7 bedrooms, 4 bathrooms, and 2,478 sq. ft. of living area on a 6,900 sq. ft. lot. The flexible lay...
Listing courtesy of HomeSmart Island Homes.
Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned ...
Listing courtesy of Engel & Volkers Maui.
Welcome to your piece of paradise in desirable Central Kihei, just a short walk from Kalama Beach Park. Tucked away at the end of a quiet cul-de-sac, this spacious two-st...
Listing courtesy of Nathalie Mullinix Rlty Universal Inc.
Welcome to your private oasis in the heart of North Kihei, where privacy, flexibility, and island living come together. Beyond the custom monstera entry gate, this beauti...
Listing courtesy of Compass.
Located in Central Kihei in a cul-de-sac, 109 Miha Place offers a versatile custom house-and-cottage property with generous living spaces, a newer reflective roof that en...
Listing courtesy of Real Broker.
Discover the possibilities at 468 Kaiwahine St. in Kihei! This spacious and versatile 4-bedroom, 3-bathroom home offers comfortable living, inviting outdoor spaces, and p...
Listing courtesy of Island Sotheby's International Realty(W).
Immaculate and beautifully maintained, this spacious 4-bedroom, 2.5-bath Kamali'i Alayna residence offers 2.298 sq. ft. of living area on an exceptionally large 9,208 sq....
Listing courtesy of Coldwell Banker Island Prop(S).
Located in Ka Ono Ulu Estates, one of North Kihei's most desirable residential neighborhoods, this versatile single-level home is conveniently located just a short stroll...
Listing courtesy of Island Sotheby's International Realty(W).
Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course view...
Listing courtesy of Compass-W.
Experience the Maui Meadows lifestyle where space, privacy, and relaxed island living come together in one of South Maui’s most desirable residential neighborhoods. Set o...
Listing courtesy of Keller Williams Realty Maui-Ki.
Discover the beauty and privacy of 18 Hoohale Street, a 4-bedroom, 4-bathroom, 2,490 sq. ft. residence with an additional versatile den space. Tucked away on a private cu...
Listing courtesy of Coldwell Banker Island Prop(P).
Located on a lovely cul-de-sac is a wonderful 5-bedroom 3 bath home with an open floor concept plan. Wonderful ocean views and evening sunsets awaits you on the charming ...
Listing courtesy of Maui Tropical Realty.
Located on desirable Keonekai Rd, this newly renovated home comes with a brand new stainless steel roof. The main residence features 3 bedrooms and 2 bathrooms, with an a...
Listing courtesy of Fortress Realty Hawaii LLC.
Nestled in a desirable South Kihei cul-de-sac, this 4-bedroom, 3-bathroom single-family home offers approximately 2,046 sq ft of interior living space on a 7,501 sq ft lo...
Listing courtesy of Coldwell Banker Island Prop(S).
Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place...
Listing courtesy of Compass-W.
Opportunity awaits at 296 Kenolio Road! Located in North Kihei just one block from the beach, this spacious 4-bedroom, 3-bath home offers ocean views, a flexible floor pl...
Listing courtesy of Whalers Investment Group LLC.
Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street f...
Listing courtesy of Hawaii Life (W).
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained...
Listing courtesy of Romvari Realty Ltd.
Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lo...
Listing courtesy of Compass-W.
REDUCED! Here is your opportunity to own in the sought after neighborly community of Piilani Villages! This Phase II single level 3 bedroom, 2 bath home with 2 car garage...
Listing courtesy of Romvari Realty Ltd.
Welcome home to 390 Auhana Road, Unit B—a bright, welcoming 2-bedroom home designed for easy island living. If you are looking for a functional, light-filled space with m...
Listing courtesy of eXp Realty.
Imagine starting every morning with a fresh cup of Maui coffee and listening to the gentle coastal breeze rustle through the palms. Unit A at 390 Auhana Road offers an in...
Listing courtesy of eXp Realty.
Spacious Two-Story Home in Pi?ilani Villages III Welcome to this spacious 3-bedroom, 2.5-bath two-story home in the desirable Piilani Villages III community. Designed wi...
Listing courtesy of PKR Realty.
Welcome to 343 Noe Street. If you are looking for a newly updated 3 bedroom, 3 bathroom home with a detached 2 bedroom 1 bath cottage on a half acre of land look no furt...
Listing courtesy of Big Wave Realty LLC.
Aloha and welcome to 12 Nohokai St, a corner lot on the sunny side of South Maui! Multi-living options on a large lot with the potential to expand. The large lot and layo...
Listing courtesy of Keller Williams Realty Maui-Ka.
Aloha and welcome to 1164 S.Kihei Rd on the sunny south side of Maui! Multi-living options on a large lot with the potential to expand. The large lot and layout of the pr...
Listing courtesy of Keller Williams Realty Maui-Ka.
R-2 Zoned Single Family | Palma Park Kihei | Flexible Living & Investment Potential — Unique opportunity to acquire a spacious 6-bedroom, 5-bath residence situated on a 7...
Listing courtesy of Kokua Realty LLC.
Welcome to this charming, light-filled single-level North Kihei home, privately set back from the road on an exceptionally spacious lot within a quiet cul-de-sac. The inv...
Listing courtesy of Maui Luxury Real Estate LLC.
Tucked away in a quiet residential setting within Piilani Village II this Kihei home is the real deal, and it's ready for its next family. You get 4 bedrooms and 3 full b...
Listing courtesy of Keller Williams Realty Maui-Ki.
Enjoy the best of convenience and space in this ideally located home, just minutes from the beach, shopping, dining, new high school, and quick access to town amenities. ...
Listing courtesy of ENRG Realty.
Experience the essence of South Maui living at this exceptional residence in the heart of Kihei, just a short stroll from the golden sands and crystal-clear waters of Kam...
Listing courtesy of Coldwell Banker Island Prop(S).
This 5 bedroom 3 bath house features 2 bedrooms, 1 bath as an attached ohana on the lower level. Located on a quiet South Maui cul-de-sac, this beautifully designed 2020-...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless...
Listing courtesy of Hawaii Life (W).
This exceptional Kihei home in the sought-after Piilani Villages II community has it all. Spanning 1,478 square feet of comfortable living area, the 3-bedroom, 2-bath res...
Listing courtesy of Century 21 Island Homes.
Highly motivated seller - sale must close by end of this year. House and cottage with current rents totaling $7,400/month. Located along a quiet cul-de-sac at the edge o...
Listing courtesy of Hawaii Life (W).
Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated...
Listing courtesy of Hawaii Life (W).
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct acces...
Listing courtesy of Coldwell Banker Island Prop-Ku.
This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—id...
Listing courtesy of Coldwell Banker Island Prop(S).
This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamles...
Listing courtesy of Discovery Makena Realty LLC.
This meticulously maintained 3 bedroom, 2 bathroom, 1240 sq foot, single level home will not disappoint. The entire property is well loved & cared for by the original own...
Listing courtesy of Coldwell Banker Island Prop(S).
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 comm...
Listing courtesy of Hawaii Life (W).
Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from th...
Listing courtesy of Discovery Makena Realty LLC.
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtakin...
Listing courtesy of Discovery Makena Realty LLC.
Market Rental income $20,000/mo. Seller may consider Owner Financing with acceptable terms. Main home is a rectangle with courtyard in the middle. Studio units surrou...
Listing courtesy of Pacific Shores Realty.
Welcome to a private gated retreat in Maui Meadows set on 0.7 acres of lush tropical landscaping. With no HOA restrictions and multiple detached structures, this unique p...
Listing courtesy of Compass-W.
3-bedroom, 1 and a half bath, 1,320 square foot home on a 7,614-lot in Northeast Kihei. Short drive to Mai Poina and Kalepolepo Beaches. Make it your own. Jump on this gr...
Listing courtesy of REALHome Services & Solutions.
This is also Listed as a Condo MLS 410163. **This is a CPR Residential Condo property** Some homes simply occupy a place within Hokulani Golf Villas. Others define what ...
Listing courtesy of Hawaii Life (W).
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Welcome to 294 Kaiola Place A102, a spacious 3-bedroom, 2-bathroom residential condo style duplex offering the perfect combination of comfort, convenience, and the covete...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Aloha and welcome to your own private South Maui oasis! Tucked away quietly off Auhana Road, this 2 bedroom 1 bathroom home is less than one mile to Cove Beach and Charle...
Listing courtesy of eXp Realty.
Spectacular rooftop deck views of the ocean and glowing Kihei sunsets, 139 Mehani Place is a rare, fully remodeled multi-unit property that delivers both lifestyle and in...
Listing courtesy of Century 21 Island Homes.
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedro...
Listing courtesy of Century 21 Island Homes.
Prestigious Moana Estates Single-Level Gem. This beautifully updated single-level residence offers 1,818 sq ft of comfortable living space with 3 bedrooms and 3 full bath...
Listing courtesy of Coldwell Banker Island Prop-Ku.
New Price + Motivated Seller! Discover exceptional value in this beautifully renovated, move-in-ready 3-bedroom, 3-bath home in desirable Central Kihei with NO HOA! Thoug...
Listing courtesy of Compass.
Exceptional opportunity to own an ocean-view property in one of South Kihei's most desirable neighborhoods. Set on a 1/2 Acre lot, 739 Launa Drive offers breathtaking Pac...
Listing courtesy of Keller Williams Realty Maui-Ki.
Originally constructed as the neighborhood developer's custom home, this spacious & well-built residence was thoughtfully designed to offer a level of flexibility rarely ...
Listing courtesy of Maui Real Estate Advisors LLC.
Enjoy stylish single-level comfort in this stunning residence at the prestigious Hokulani Golf Villas community of Central Kihei. Property is also listed as Condominium M...
Listing courtesy of Compass-W.
Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amenities. The main r...
Listing courtesy of Coldwell Banker Island Prop(S).
Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and l...
Listing courtesy of International Real Estate Srvs.
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of...
Listing courtesy of Kokua Realty LLC.
Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea re...
Listing courtesy of Maui Luxury Real Estate LLC.
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is al...
Listing courtesy of Hawaii Life (W).
Welcome to **1937 Peke Place**, a beautifully remodeled single-level residence where modern finishes meet the convenience of Central Maui living. Completely renovated in ...
Listing courtesy of Island Sotheby's International Realty(W).
Experience breathtaking panoramic ocean views from this stunning unit B of a 3 units CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The ...
Listing courtesy of Equity One Real Estate Inc (M).
Also listed as Condominium MLS#410060. Welcome to one of South Maui's most sought-after gated communities, Hokulani Golf Villas, where pride of ownership is evident at ev...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to one of the most desirable homes in Moana Estates, featuring the largest single-level floor plan in the neighborhood. This meticulously maintained 4-bedroom, 3....
Listing courtesy of Coldwell Banker Island Prop-Ku.
Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s w...
Listing courtesy of Hawaii Life (W).
Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning o...
Listing courtesy of Hawaii Life (W).
Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani ...
Listing courtesy of Engel & Volkers Maui.
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. ...
Listing courtesy of Hawaii Life (W).
Welcome to this one-of-a-kind opportunity to own a freshly renovated home in the heart of Kihei, just a short walk to one of South Maui’s most popular beaches and conveni...
Listing courtesy of Equity One Real Estate Inc (M).
THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, ...
Listing courtesy of Compass-W.
5 bedrooms in North Kihei • Flexible layout for separate living quarters • Fenced yard • Price reduced 295 Kaihoi Street is a 5-bedroom, 3-bath, 2,480-square-foot fee si...
Listing courtesy of Keller Williams Realty Maui-Ki.
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire...
Listing courtesy of Kokua Realty LLC.
A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfull...
Listing courtesy of Coldwell Banker Island Prop(S).
Also listed as Condominium MLS#409553. This is a Residential CPR.Rare offering in South Maui! Southpointe Home H is a residential condominium one of only 10 in the entire...
Listing courtesy of Coldwell Banker Island Prop(S).
Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level resi...
Listing courtesy of McEntire Realty.
Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sa...
Listing courtesy of Wailea Point Realty, Inc..
Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless in...
Listing courtesy of Compass-W.
3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this pr...
Listing courtesy of Coldwell Banker Island Prop(S).
Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beac...
Listing courtesy of Coldwell Banker Island Prop(S).
NEWLY EXPANDED 10,687 SF EXCLUSIVE-USE AREA! Just moments from the beach, this North Kihei property offers a rare combination of space, flexibility and privacy. Unit A of...
Listing courtesy of West Maui Land Company Inc.
TWO HOMES, ONE PROPERTY. 279 Olani Place offers 1,776 total square feet of living space across two attractive dwellings: a 3-bedroom, 2-bath open-plan main house and a 1...
Listing courtesy of Real Broker.
Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, const...
Listing courtesy of Redfin Corporation.