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$4,650,000
4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure
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 lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$535,000
1 Beds ⋅ 1 Baths ⋅ 410505 MLS ⋅ Fee Simple Tenure ⋅ Waiohuli Beach Hale BLDG.
Waiohuli Beach Hale is a small oceanfront complex located in Kihei. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants, and beaches. Additionally, there is a 60 foot solar heated pool, barbecues and shuffleboard located right next to the ocean. Unit #107 is located on the ground floor making trips to the pool or the grill quick and convenient. The condo is being sold fully-furnished, including all of the inventory. The unit has a comfortable layout in a very relaxing environment. A perfect option as a vacation home or rental. There is a common-laundry room on-site. This complex is one of the great finds in South Maui for its affordability and charm. Whale watch (in-season), windsurf, walk the beach and enjoy magnificent sunsets from the manicured grounds. Contact your favorite Realtor today to schedule your showing! This unit has a great short-term rental history, but we encourage any buyers to do their own due diligence on their ability to conduct short term rentals if it is pertinent to their purchase.

49 W Lipoa St Unit 107, Kihei

Listing courtesy of Rentals Maui Inc.

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 410488 MLS ⋅ Fee Simple Tenure ⋅ Kihei Beach BLDG.
Experience the very best of oceanfront South Maui living at Kihei Beach #101, a beautifully renovated, hotel-zoned, ground-floor condominium situated directly on the golden sands of Sugar Beach. Thoughtfully remodeled in 2019, this spacious end-unit, two-bedroom, two-bath residence offers an exceptional blend of luxury, comfort, and investment potential with seamless indoor-outdoor living just steps from the Pacific Ocean. The open-concept floor plan features central air conditioning, in-unit laundry, luxury finishes, and a spacious chef's kitchen with an oversized island designed for entertaining family and friends. Expansive glass doors fill the home with natural light and open to a private covered lanai with direct access to the heated swimming pool, oceanfront lawn, barbecue area, and miles of sandy beachfront beyond. The desirable ground-floor location allows you to walk directly from your lanai to the beach, creating the ultimate Maui indoor-outdoor lifestyle. Offered fully furnished and turnkey, subject to seller exclusions, the residence has an established vacation rental history and is located within one of South Maui's desirable hotel-zoned oceanfront communities, making it ideal as a personal beachfront retreat, luxury second home, or continued income-producing vacation rental. Kihei Beach Resort is a boutique oceanfront property fronting spectacular Sugar Beach, where nearly six miles of uninterrupted shoreline invite morning walks, paddleboarding, kayaking, swimming, seasonal whale watching, and unforgettable sunsets. Its convenient South Maui location provides easy access to Wailea's championship golf courses, world-class resorts, Makena's beaches, Maalaea Harbor, shopping, dining, and Kahului Airport. Whether you're seeking a legacy family beach home, a luxury island escape, or an established vacation rental investment, Kihei Beach #101 offers a rare opportunity to own an irreplaceable piece of Maui's coastline where exceptional beachfront living, proven rental performance, and long-term ownership value come together.

36 S Kihei Rd Unit 101, Kihei

Listing courtesy of Compass-W.

$9,195,000
4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$6,750,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$1,750,000
409920 MLS ⋅ Fee Simple Tenure
Envision crafting your bespoke luxury retreat on this exquisite beachfront parcel along Maui's South Shore. Zoned A-2, it grants direct access to a pristine 23-acre beachfront conservation easement, blending exceptional development potential with the profound tranquility of unspoiled natural splendor. With county water and public sewer connections readily available, this site offers a blank canvas primed for your inspired vision. Ideal for savvy investors eyeing a premium opportunity or visionary builders poised to manifest a one-of-a-kind masterpiece, 892 S Kihei Road beckons you to claim a sophisticated coastal existence amid the eternal enchantment of Maui's shores. The neighboring property is also available, featuring a modern custom home that's fully move-in ready (MLS #409921, 860 S Kihei Rd).

892 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$555,000
2 Beds ⋅ 2 Baths ⋅ 409814 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409813. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/4 fractional ownership interest (maintaining compliance with HRS 514E), giving you three months (91 days spanning 1/31 to 3/31, and 7/1 to 7/31) of high-season and summer use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

$438,000
2 Beds ⋅ 2 Baths ⋅ 409813 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409814. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/6 fractional ownership interest (maintaining compliance with HRS 514E), giving you two continuous months (61 days spanning 12/1 to 1/31) of high-season use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

$629,000
1 Beds ⋅ 1 Baths ⋅ 409404 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Unit 505 at Kauhale Makai is a fully remodeled and furnished 1-bedroom residence currently operating as a short-term vacation rental, featuring a desirable 5th-floor orientation with ocean, pool, and courtyard views. Well-positioned within the complex for both guest experience and owner enjoyment, the unit has been consistently maintained and actively managed as a vacation rental. The interior features central air conditioning and a clean, updated design that provides comfort and consistency for both guests and owners. Sold fully furnished, it presents a compelling opportunity at a great value. Kauhale Makai is a well-known beachfront complex offering direct beach access and resort-style amenities including two pools, hot tub, sauna, BBQ areas, putting green, volleyball and bocce ball courts, all set within a lush tropical environment. Conveniently located in South Kihei, just minutes from beaches, golf, dining, and shopping. This unit is currently used as a short-term vacation rental; buyer to conduct their own due diligence regarding rental use and future regulations. Historical rental performance available upon request for qualified buyers.

938 S Kihei Rd Unit 505, Kihei

Listing courtesy of REMAX Hawaii Maui.

$24,500,000
4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$720,000
1 Beds ⋅ 2 Baths ⋅ 408210 MLS ⋅ Fee Simple Tenure ⋅ Nani Kai Hale BLDG.
Hotel Zoned beachfront opportunity at Nani Kai Hale! This spacious 1-bedroom, 2-bath condo is located directly on Sugar Beach in North Kihei, offering a partial ocean and sunset view with the soothing sounds of the waves. Thoughtfully designed with an open floor plan, the unit lives comfortably as a primary residence, second home, or income-producing property. Nani Kai Hale is zoned H-M (Hotel), and is not affected by Bill 9, providing peace of mind for owners seeking legal vacation rental use. In fact, after FEMA finished renting, it has been fully booked as a short-term rental from January through April, with additional bookings out as far as March 2027. Details available upon request. Enjoy island living with direct beach access, oceanfront lawn, pool, and BBQ area—perfect for relaxing or entertaining. Convenient central location with easy access to all parts of Maui, this well-maintained, boutique oceanfront complex offers the ideal balance of tranquility and accessibility. A rare chance to own a beachfront condo with zoning security in today’s changing regulatory environment. Travertine floors and granite countertops provide a luxurious, easily maintained environment in this fully furnished condominium. Blinds have recently been replaced.

73 N Kihei Rd Unit 308, Kihei

Listing courtesy of Maui Paradise Properties LLC.

$4,950,000
4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$560,000
1 Beds ⋅ 1 Baths ⋅ 408018 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
This fully remodeled ground-floor condo at Kauhale Makai—an oceanfront resort community—invites easy island living. Open your sliding door to a well-kept lawn that leads directly to the pool, jacuzzi, shuffleboard, and BBQ area. Ideally situated, the unit also offers one of the most desirable parking stalls near the building. Thoughtful upgrades completed in December 2022 include new kitchen cabinets, LVP flooring, microwave, stove, dishwasher, refrigerator, new kitchen and bathroom sinks and faucets, fresh interior paint, and new baseboards. The property is an active vacation rental and may be sold furnished with existing bookings, or bookings may be canceled if the buyer intends to occupy the unit. A clean, modern coastal retreat—turnkey and ready to enjoy from day one.

938 S Kihei Rd Unit 124, Kihei

Listing courtesy of The Agency Maui.

$5,999,000
3 Beds ⋅ 2 Baths ⋅ 404090 MLS ⋅ Fee Simple Tenure
Exclusive and rarely available beachfront property on Kihei Maui’s south shore. With breathtaking panoramic views from the south shore of Kihei Maui. Gaze out at dramatic island views of Lanai, Kahoolawe, West Maui and Molokini with your favorite cup of joe or cocktail. This is an incredibly rare opportunity to create your own private sanctuary on this oversized lot of 15,785 square feet perched atop on Halama Street. The shoreline has a peaceful fine soft white sandy beach that is sheltered by off-shore reefs which create a calm lagoon-like safe area to play and swim in the warm shallow water. Close to restaurants, coffee shops, Public Library, outdoor skating rink, tennis courts, baseball field, shops, a multi-use oceanfront and World class golf courses. Don’t miss this rare opportunity to build your dream home on Maui!

1756 Halama St, Kihei

Listing courtesy of Five Star Realty Inc..

$248,000
395151 MLS ⋅ Sugar Beach Resort BLDG.
Long established restaurant/bar located at Sugar Beach Resort. For 25 years Dina's Sandwitch has been the delight of tourists and local folks alike. Dina’s is a wonderful cozy business features a current lease with a re-newel option. Lots of easy parking lead you to this gem of a ground floor restaurant/bar. Now is the time for you to own your own 1024 sf. Maui Restaurant/Bar !!

145 N Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).