Kalepolepo Homes with Short Term Rental Allowed

Kalepolepo Homes with Short Term Rental Allowed

Welcome to Kalepolepo, a hidden gem nestled in the heart of Kihei, Maui, where the beauty of the Hawaiian islands meets the charm of a close-knit community. This picturesque neighborhood is renowned for its stunning beaches, lush landscapes, and vibrant local culture, making it a perfect destination for both residents and visitors alike.

Kalepolepo is situated just steps away from the pristine shores of the Pacific Ocean, offering residents easy access to sun-soaked days and breathtaking sunsets. The nearby Kalepolepo Beach Park is a local favorite, where families gather for picnics, swimming, and beach volleyball. The serene waters are also ideal for snorkeling, allowing you to explore the vibrant marine life that thrives just off the coast.

What sets Kalepolepo apart is its unique appeal for real estate investors. Homes in this neighborhood come with the coveted option for short-term rentals, making it an attractive choice for those looking to capitalize on Maui's booming tourism market. Whether you’re considering a cozy beachfront bungalow or a spacious family home, the potential for rental income is abundant, allowing you to enjoy the island lifestyle while also making a smart investment.

In addition to its natural beauty, Kalepolepo boasts a friendly community atmosphere with local shops, restaurants, and cultural events that showcase the rich heritage of Maui. With its perfect blend of relaxation and opportunity, Kalepolepo is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your slice of paradise in this enchanting neighborhood today!

Newest Kalepolepo Homes with Short Term Rental Allowed

1002 S Kihei Rd Unit 205, Kihei
$495,000
1 Beds ⋅ 1 Baths ⋅ 411163 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG.
Oceanfront Oasis: A boutique complex offering a tranquil island lifestyle situated adjacent to Waipuilani County Beach Park. Sold FULLY FURNISHED, TURN-KEY. Fully remodeled and gutted in 2023, est. $80K+ improvements. Some Renovations are: popcorn ceiling removed, luxury vinyl plank flooring throughout, all new appliances including a stack washer/dryer. (2) Midea window ACs. Custom-built kitchen showcases a gorgeous white natural rock backsplash. Located just mintues from shopping centers, dining and attractions. Waipuilani offers both a serene retreat and convenient access to the vibrant local community, one deeded parking. Listed at what sellers paid in 2023, listor is owner.

1002 S Kihei Rd Unit 205, Kihei

Listing courtesy of Sharissa YL Chun.

483 S Kihei Rd Unit 202, Kihei
$649,000
2 Beds ⋅ 1 Baths ⋅ 411156 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
Hotel-Zoned Opportunity at Kihei Holiday! Discover the potential of this updated, furnished 2-bedroom, 1-bath condo in Kihei. With hotel zoning, this property offers an appealing opportunity for vacation rental use, including potential VRBO income, or the perfect combination of investment and personal island retreat. High ceilings create an open, airy feel, while the private lanai invites you to relax and enjoy Maui's refreshing coastal breezes. Located across from the ocean and conveniently close to South Maui's beaches, dining, shopping, and amenities, this property captures the best of the island lifestyle. The complex features a swimming pool, hot tub and dedicated storage for ocean toys, adding to its appeal for vacationers and owners alike. The maintenance fee includes water, sewer, high-speed internet, refuse service, and common area maintenance, providing added convenience and value. Whether you're looking to expand your investment portfolio or secure your own Maui getaway, this hotel-zoned condo offers an exciting opportunity in a desirable location.

483 S Kihei Rd Unit 202, Kihei

Listing courtesy of Compass.

940 S Kihei Rd Unit 212B, Kihei
$838,000
2 Beds ⋅ 2 Baths ⋅ 410989 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
DOUBLE your outdoor lanai ocean view enjoyment! This is one of the few DOUBLE-LANAI condos in the complex. LOCATION MATTERS! B212 is nestled beside Building A, which blocks much of the wind while still allowing ocean views. In oceanfront Buildings A and D, afternoon heat, direct sun, and wind often mean keeping the slider and curtains or blinds closed, and that's valuable to know when evaluating your Maui condo purchase. Combine those facts with the following details about B212 at Luana Kai. This second-floor, 2 bed / 2 bath unit is remodeled and sold furnished and turnkey, with a washer and dryer. The complex offers a covered, shaded entertainment area for dining by the pool, multiple BBQs, restrooms, sauna, hot tub, pool, putting green, and shuffleboard. Across the grass toward the ocean are free public pickleball courts and additional tennis courts. When you think about your wish list for a Maui retreat, see why B212 checks many of the boxes!

940 S Kihei Rd Unit 212B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

715 S Kihei Rd Unit C227, Kihei
$349,999
1 Baths ⋅ 410925 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Surf BLDG.
Enjoy island living from this top-floor studio at the highly desirable Kihei Bay Surf in North Kihei! Offering a bird’s-eye view and a peekaboo ocean view, this conveniently located condo is just across the street from the ocean, where you can enjoy sea turtles basking on the rocks along the shoreline. Renovated in 2019, with new appliances and luxury vinyl plank flooring. It comes completely furnished and is turn-key ready for you or your guests. With a strong rental history and a heavily booked calendar, this is an excellent opportunity. Kihei bay Surf is known for its lush tropical landscaping and wonderful amenities, including a spacious swimming pool, jacuzzi, tennis courts, BBQ grills, picnic area, ample parking, and coin-operated laundry facilities. Monthly maintenance fees include electricity, cable, internet, water, trash, grounds maintenance, pest control, and building insurance. Electricity is provided in part through the association-owned photovoltaic system, updated in May 2024. The property is zoned A-1 and currently allowed to be used as a vacation rental. Offered fully furnished, and As is. Whether you're looking for an island getaway or an investment property, this condo offers the convenience and lifestyle of North Kihei living. Don't miss this opportunity! Call your favorite Realtor to schedule a showing.

715 S Kihei Rd Unit C227, Kihei

Listing courtesy of REMAX Hawaii Maui.

483 S Kihei Rd Unit 219, Kihei
$667,000
2 Beds ⋅ 1 Baths ⋅ 410878 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
OCEAN VIEW HOTEL ZONED 2 bedroom updated vacation rental priced to sell, ideally located directly across the street from one of Kihei’s longest beaches. Located on the second floor with beautiful ocean and mountain views, the unit offers a bright and comfortable interior with tasteful improvements throughout. The upgraded kitchen features granite countertops, quality cabinetry, and high-end appliances, creating an attractive and functional space for preparing everything from a quick breakfast before heading to the beach to a relaxing dinner at home. Tile flooring throughout provides a clean, modern look that is perfectly suited for island living and easy maintenance. The primary bedroom features recessed lighting, while the upgraded bathroom includes a spacious walk-in shower with a contemporary feel. A private in-unit washer and dryer provides an added level of convenience that owners and vacation guests will appreciate. Step outside and enjoy the beauty and relaxed atmosphere that make Kihei one of Maui’s most desirable destinations. With the Pacific Ocean and beach directly across the street, swimming, snorkeling, paddleboarding, sunset walks, and days on the sand are just moments from your front door. The property’s ocean view provides a wonderful reminder that you are truly living the Maui lifestyle. Kihei Holiday also features a resort-style swimming pool, providing the perfect place to cool off, relax, and enjoy Maui’s year-round tropical climate. The pet-friendly complex adds even more flexibility for owners looking to enjoy the property as their own island residence or getaway.

483 S Kihei Rd Unit 219, Kihei

Listing courtesy of Kokua Realty LLC.

1299 Uluniu Rd Unit C110, Kihei
$599,000
2 Beds ⋅ 1 Baths ⋅ 410814 MLS ⋅ Fee Simple Tenure ⋅ Kihei Garden Estates BLDG.
Welcome to this thoughtfully updated and beautifully redesigned 2-bedroom, 1-bath ground floor condo in Kihei Garden Estates! Renovated with stylish finishes and tasteful décor, this turnkey unit offers a bright and comfortable island feel in one of Kihei’s most convenient locations. Enjoy excellent walkability with easy access to beaches, beach parks, grocery stores, restaurants, coffee shops, and shopping nearby. Centrally located in the heart of Kihei, this condo is ideal for full-time living, a second home, or continued vacation rental use. Community amenities include an in-ground pool, hot tub, outdoor kitchen, and BBQ area surrounded by lush tropical landscaping. Open and convenient parking adds to the ease of ownership, while the ground floor location offers easy access and indoor-outdoor living in a relaxed South Maui setting. Contact your favorite realtor for a showing today!

1299 Uluniu Rd Unit C110, Kihei

Listing courtesy of Whalers Investment Group LLC.

483 S Kihei Rd Unit 111, Kihei
$640,000
2 Beds ⋅ 1 Baths ⋅ 410540 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
There’s a certain rhythm to life in North Kihei—mornings by the shoreline, afternoons by the pool, and Maui sunsets just moments from home. Welcome to Kihei Holiday, where this GROUND-FLOOR 2-bedroom, 1-bath residence with approximately 880 sq. ft. offers a comfortable island home base in an incredibly convenient location, hotel zoned. While Kihei Holiday is a popular vacation rental destination, this residence has been owner-occupied for the past 14 years and thoughtfully maintained as a home. Renovations create a distinctly Maui feel with natural slate tile flooring, warm wood cabinetry, tropical accents, an open living and kitchen area, and in-unit laundry. The ground-floor setting connects to a covered lanai and landscaped lawn area, creating additional space to enjoy morning coffee or an afternoon pau hana. Location is a standout: the beach is directly across the street with a peak-a-boo ocean view, Isana Restaurant is next door, and Kihei Holiday features a gated pool and jacuzzi surrounded by tropical landscaping. Whether considered as a primary residence, second home, or investment opportunity, this property brings together location, island character, and 14 years of attentive ownership. A special opportunity to own at Kihei Holiday and make the next chapter your own. HOA covers water, sewer, high-speed internet, refuse & common ground maintenance. The dining table set was virutally staged. Ask your favorite Realtor for a showing today!

483 S Kihei Rd Unit 111, Kihei

Listing courtesy of Real Broker.

679 S Kihei Rd Unit D208, Kihei
$369,000
1 Beds ⋅ 1 Baths ⋅ 410472 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG.
Imagine waking up to whales breaching just steps from your door at Kihei Bay Vista D-208, a second-floor sanctuary where vaulted ceilings create an unexpectedly spacious feel that defies typical condo living. This beautifully appointed unit sits directly across from a six-mile stretch of pristine white sand beach at Kalepolepo Beach and the Pacific Whale Sanctuary. Sea turtles, monk seals, and migrating humpback whales are your neighbors. The boutique 60-unit complex offers resort-style amenities including a sparkling pool, hot tub, and tropical BBQ pavilion surrounded by swaying palms and fragrant plumeria, yet maintains the intimate, peaceful vibe that mainland buyers crave when escaping to island life. Modern updates include brand new air conditioning, in-unit washer/dryer, several newer appliances, and a surprisingly spacious walk-in closet. The oversized private lanai becomes your favorite room for morning coffee in the trade winds or sunset cocktails overlooking paradise. Whether you're paddle boarding at sunrise, kite surfing in world-class conditions in the afternoon, or watching the turtles come into their sunset resting place at night, this turnkey property delivers the authentic Maui lifestyle you've been craving!

679 S Kihei Rd Unit D208, Kihei

Listing courtesy of eXp Realty.

940 S Kihei Rd Unit D305, Kihei
$895,000
2 Beds ⋅ 2 Baths ⋅ 410422 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Experience true oceanfront living in this beautifully positioned top-floor condo offering unobstructed, front and center panoramic views of the Pacific. Enjoy sweeping 180’ vistas, where breathtaking sunsets and year-round coastal beauty become part of your everyday life. This 2-bedroom, 2-bath residence is perfectly situated to capture cooling ocean breezes and expansive views, from the living area and lanai, creating the ideal setting for relaxation or entertaining. Located in the desirable Luana Kai community, residents enjoy lush, tropical grounds and enjoy an array of resort-style amenities including a heated pool, hot tub, two dry saunas, multiple BBQ areas, putting green and shuffleboard. Tennis and pickleball courts are conveniently located just steps away, along with direct access Waipu’lani Beach. Centrally located in North Kihei, this property is just minutes from world-class dining, shopping, medical facilities and everyday conveniences. Whether you’re seeking a second home, vacation getaway, or investment opportunity, this oceanfront condo offers the perfect blend of location, lifestyle and value.

940 S Kihei Rd Unit D305, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

1002 S Kihei Rd Unit 212, Kihei
$775,000
2 Beds ⋅ 2 Baths ⋅ 410409 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG.
There are homes that shelter, and then there are homes that listen. Set quietly along the shoreline in central Kihei, this rare direct beachfront corner residence offers a daily rhythm shaped by ocean, light and breeze. One of only nine direct beachfront residences in this boutique complex, the 2-bedroom, 2-bath home offers the largest floor plan at approximately 954 SF and enjoys a private second-floor location with no public foot traffic in front or behind the unit. A broad grassy state-owned parcel between the building and the beach provides both an inviting green foreground and added peace of mind regarding shoreline setbacks and future coastal change. Lovingly owner-occupied for nearly 30 years and never rented, the home was extensively remodeled in 2017 with a granite kitchen featuring Shaker-style cabinetry, glass-tile backsplash, powered island and updated appliances, beautifully renovated bathrooms, upgraded plumbing, new interior doors, engineered wood flooring in the bedrooms, and tile throughout the main living areas. Approximately $35,000 was later invested in premium tight-seal floor-to-ceiling oceanfront windows, enhancing comfort while framing the ever-changing Pacific beyond. From this elevated vantage point, enjoy soothing surf year-round and, during whale season, watch humpback whales breach, spout and tail-slap just offshore before each day concludes with another unforgettable Maui sunset...and perhaps, if you're fortunate, the elusive green flash. The lifestyle is effortless and walkable, with the pool and sandy beach just steps away, tennis and pickleball courts nearby, and convenient access to shopping, dining and everyday services at Pi?ilani Village and Azeka Shopping Center. Sold furnished and including two parking spaces (one assigned), this is a rare opportunity to own a beautifully updated beachfront home where the gentle rhythm of the ocean serves as the soundtrack to everyday life.

1002 S Kihei Rd Unit 212, Kihei

Listing courtesy of Hawaiian Voyage Realty.

938 S Kihei Rd Unit 608, Kihei
$558,000
1 Beds ⋅ 1 Baths ⋅ 410347 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Welcome to Kauhale Makai #608, where spectacular ocean views and the relaxed South Maui lifestyle come together. Perched on the sixth floor, this beautifully situated single-level one-bedroom, one-bath condominium offers panaromic views of the Pacific Ocean, creating the perfect backdrop for morning coffee, seasonal whale watching, and unforgettable Maui sunsets. The thoughtfully designed floor plan maximizes natural light and captures refreshing trade winds, while the private lanai provides an ideal setting to unwind and enjoy the sights and sounds of the ocean. Whether you're seeking a full-time residence, a second home, or an investment opportunity, this condominium offers comfort, convenience and island charm. Kauhale Makai, known as "Village by the Sea," is an oceanfront community featuring lush tropical grounds, a swimming pool, hot tub, barbecue areas, tennis and pickleball courts, shuffleboard, and direct access to a beachfront park with miles of shoreline for recreation. Centrally located in North Kihei, you'll experience the beauty of Maui from your own oceanview retreat -- Kauhale Makai #608 is ready to welcome you home.

938 S Kihei Rd Unit 608, Kihei

Listing courtesy of Maui & Co Real Estate LLC.

1299 Uluniu Rd Unit C-209, Kihei
$654,000
2 Beds ⋅ 2 Baths ⋅ 410317 MLS ⋅ Fee Simple Tenure ⋅ Kihei Garden Estates BLDG.
Escape to island living at Kihei Garden Estates! This beautifully appointed 2-bed/2-bath loft-style condo sits just across the street from Waiohuli Beach in the heart of Kihei. Wake up to peaceful views of Haleakala and the ocean from your expanded lanai. Sold fully furnished, C-209 is turn-key ready for immediate enjoyment as a personal retreat, second home, or a popular vacation rental. The open loft-style primary suite features a king bed and en-suite bathroom with a large walk-in shower, while the second bedroom below offers a twin and double bed — comfortably sleeping up to six with the queen sleeper sofa in the living room. A split-system A/C keeps your condo comfortably cool, and the gourmet kitchen has been upgraded with modern appliances, ready for home-cooked island meals or entertaining on the lanai. Enjoy resort-style amenities including a heated pool, oversized hot tub, and a BBQ pavilion with outdoor kitchen — all set on the lush, tropical grounds of this 8-building, 84-unit boutique complex. Location is everything here: Times Market, shopping, banking, medical services, and some of Kihei's best "ONO"-rated restaurants are all close by, in addition to Waiohuli Beach and Maui's legendary sunsets. Don't miss your chance to own a piece of paradise — schedule your private showing today!

1299 Uluniu Rd Unit C-209, Kihei

Listing courtesy of Keller Williams Realty Maui-L.

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