Kihei Homes with Short Term Rental Allowed

Kihei Homes with Short Term Rental Allowed

Welcome to Kihei, a vibrant coastal gem nestled on the sunny shores of Maui, Hawaii. Known for its stunning beaches, warm climate, and friendly atmosphere, Kihei is the perfect place for those seeking a slice of paradise. With its picturesque landscapes and breathtaking sunsets, this charming town offers a unique blend of relaxation and adventure.

Kihei boasts an array of beautiful homes, many of which are perfect for short-term rentals. This feature makes it an attractive option for investors and vacationers alike, providing an opportunity to enjoy the island lifestyle while generating rental income. Imagine waking up to the sound of waves crashing and the scent of ocean breezes, all while being just minutes away from some of the best beaches in the state.

The neighborhood is dotted with a variety of amenities, including local shops, restaurants, and recreational activities. Whether you’re in the mood for a casual beachside café or a fine dining experience, Kihei has something to satisfy every palate. Outdoor enthusiasts will revel in the abundance of water sports, hiking trails, and nearby golf courses, ensuring there’s never a dull moment.

Community events and cultural festivals are also a staple in Kihei, fostering a strong sense of camaraderie among residents and visitors. With its welcoming vibe and stunning surroundings, Kihei is more than just a place to live; it’s a lifestyle. Explore the possibilities of owning a home in this idyllic neighborhood where short-term rentals are allowed, and embrace the Maui dream today!

Newest Kihei Homes with Short Term Rental Allowed

$475,000
1 Beds ⋅ 1 Baths ⋅ 410342 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Ideally positioned in one of the most desirable locations within Maui Vista, Unit 2215 is nestled in the center of Building 2, offering a peaceful setting away from the road noise experienced by some units in Building 1. This beautifully remodeled 1bd, 1bth condo features an open-concept kitchen with an expansive countertop and bar area, providing ample space for cooking, dining, and entertaining.The private lanai offers charming peekaboo ocean and mountain views, creating the perfect setting to relax and enjoy Maui's refreshing trade winds. Conveniently located in the heart of Kihei, Maui Vista sits directly across from the golden sands of Charley Young Beach and Kamaole I Beach Park, two of South Maui's most popular beach destinations. The complex also boasts three swimming pools, six tennis courts, and meticulously maintained tropical landscaping, making Maui Vista one of Kihei's most sought-after condominium communities. Don't miss this exceptional opportunity to own a beautifully updated island retreat in one of Kihei's premier locations. Contact your Realtor today to schedule a private showing!

2191 S Kihei Rd Unit 2215, Kihei

Listing courtesy of Hawaii Life (W).

$1,050,000
2 Beds ⋅ 2 Baths ⋅ 410215 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Perched at the top of Maui Kamaole affords this condo a very nice ocean view. Situated near the tropical pool, but facing away from it makes this a very quiet location. Stainless appliances, nicely furnished, new sliding glass door in the main floor bedroom and that lanai was waterproofed and retiled. A short distance to the tennis courts. Make this your Maui home today. Call your favorite REALTOR® to schedule a private showing.

2777 S Kihei Rd Unit L204, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$949,000
2 Beds ⋅ 2 Baths ⋅ 409770 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Discover Your Dream Getaway: Unit D208 at Maui Kamaole Nestled within the enchanting landscapes of Kihei, Unit D208 at Maui Kamaole offers an unrivaled blend of comfort, style, and convenience, setting the stage for unforgettable memories in the heart of South Maui. This meticulously renovated condo, set against the backdrop of 23 acres of lush tropical gardens, is not just a residence—it's a gateway to the lifestyle of your dreams. Elegance Meets Comfort Upon entering this exquisite unit, you'll be greeted by the warmth and beauty of bamboo cabinets and granite countertops, harmoniously complementing the cork flooring that extends from the front hallway to the downstairs bedroom. The thoughtful updates reflect a commitment to quality and aesthetics, ensuring a luxurious living experience that's both inviting and practical. The cork flooring is not only pleasing to the eye but also soft on the feet and cool to the touch, adding an extra layer of comfort to your home. A Space Designed for Living Boasting a spacious 1052 sf floor plan, Unit D208 offers ample room to relax, entertain, and enjoy the tranquility of your surroundings. With three lanais, you have private outdoor spaces to savor the peaceful garden views, away from the hustle and bustle. This unit is a true haven of serenity, offering a private setting that is a rarity in vacation rental condos. Location: The Heart of Paradise Location is paramount in real estate, and Unit D208 is ideally situated to offer the best of Maui. Just a stone's throw from Kam III Beach Park, Keawakapu Beach, and the Kihei Boat Ramp, the wonders of the island are at your doorstep. Whether it's a leisurely stroll on the beach or embarking on a water activity, everything you love about Maui is within easy reach. The proximity to Wailea Resort adds to the allure, placing world-class dining, shopping, and entertainment options just minutes away. Resort-Style Amenities Maui Kamaole is not just a place to live; it's a lifestyle. The complex features two pools and spas, tennis courts, barbecues, and spacious grass areas, all surrounded by stunning tropical landscaping. Whether you're looking for relaxation or recreation, the amenities cater to every desire. The convenience of vacation rental and long-term rental options, coupled with the complex's dedication to maintaining a high owner occupancy rate, ensures a community atmosphere that's welcoming and inclusive. Turn-Key Ready This beautifully renovated condo is offered turn-key, making it an ideal choice for those seeking a hassle-free transition to island life. With some exclusions, the unit comes ready for you to make it your own. Additionally, it's a popular rental with existing reservations, providing an excellent opportunity for investment. Your Invitation to Paradise Unit D208 at Maui Kamaole is more than a condo—it's your ticket to a life of luxury and adventure in Maui. Don't miss this opportunity to own a piece of paradise, attractively priced and perfectly positioned in South Maui. Reach out for a private tour and experience the magic of Maui Kamaole for yourself. Your dream home awaits.

2777 S Kihei Rd Unit D208, Kihei

Listing courtesy of Real Broker.

$714,000
2 Beds ⋅ 2 Baths ⋅ 409558 MLS ⋅ Fee Simple Tenure ⋅ Kihei Resort BLDG.
Turnkey, fully renovated, and already producing — Kihei Resort 218 is a South Maui investment that's ready to rent the day you close. This spacious 2BR/2BA condo is fully remodeled top to bottom with modern furnishings, smart TVs, cold AC, a fully equipped kitchen, and provides a flexible sleeping setup with a king primary, a bunk-and-twin second bedroom, and a queen sleeper sofa. The covered lanai opens onto lush, courtyard-style grounds. Location drives the performance: steps to Kalepolepo Beach Park and Waipuilani Beach, and minutes from Kihei dining, shops, beaches, and golf. Kihei Resort offers a heated pool, hot tub, gas BBQ, and mature tropical grounds — a low-density, garden-set complex with a quieter feel than the high-rises. Investor, second-home buyer, or 1031 candidate — Kihei Resort 218 is move-in ready, income-ready, and ready to convey. Owner is listing agent.

777 South Kihei Rd Unit 218, Kihei

Listing courtesy of Luxe Maui Properties LLC.

$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.

$550,000
2 Beds ⋅ 2 Baths ⋅ 409307 MLS ⋅ Fee Simple Tenure ⋅ Pacific Shores BLDG.
Welcome to your stunning Maui home! This fully renovated, turnkey two-bedroom, two-bath unit comes furnished, positioned in desirable South Maui. Experience island living with dining, retail, shoreline access, plus activities just steps away. Community amenities include elevator access, swimming pool, spa, along with pet-friendly policies. The unit showcases new washer and dryer, updated bathrooms with a walk-in shower, a spacious kitchen with granite countertops, stainless steel appliances, and newly remodeled flooring completed in 2024. Property shows excellent care, equipped with full-size washer, dryer, plus two deeded parking spaces. A rare opportunity to enjoy premier coastal living—schedule a private tour with your preferred REALTOR®.

2219 S Kihei Rd Unit B314, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$375,000
1 Baths ⋅ 409211 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Surf BLDG.
Fully Furnished Ground-Floor Studio Across from Kalepolepo Beach Park in North Kihei. Welcome to Kihei Bay Surf D135, where convenience, location, and comfort come together just moments from the ocean. This ground-floor unit offers easy access and a pleasant view of Haleakala from the entry—an inviting feature for both owners and guests. Offered fully furnished with an extensive inventory, the unit is set up for immediate use. Recent 2023 updates include a mini-split air conditioning system and a pull-out sofa, enhancing comfort and functionality. Located directly across from Kalepolepo Beach Park and the Hawaiian Islands Humpback Whale National Marine Sanctuary Visitor Center, the property provides convenient access to swimming, paddleboarding, and shoreline walks. This North Kihei location is known for its central position between Maalaea and South Kihei, with dining, shopping, and resort areas just a short drive away. Kihei Bay Surf amenities include a swimming pool, hot tub, tennis court, and on-site laundry, supporting both everyday living and extended stays. The unit may be suitable for vacation rental use, subject to county regulations.

715 S Kihei Rd Unit D135, Kihei

Listing courtesy of Berkshire Hathaway HI Isl Prop.

$725,000
1 Beds ⋅ 1 Baths ⋅ 409111 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG.
Sugar Beach Resort #502 offers a top-quality remodel with porcelain tile flooring, custom aquamarine tilework, stainless appliances, and quartz countertops. This fully furnished corner unit features extra windows, ocean, mountain, and pond views, central AC, in-unit washer/dryer, and access to the oceanfront pool, hot tub, sauna, and on-site restaurant. The unit is pet-friendly with no size restrictions and allows legal short-term vacation rentals zoned Hotel/Resort. Sugar Beach Resort sits on over 5 miles of sugar fine sand with whale watching during whale season. Relax on your private lanai, where the soothing sounds of ocean waves and vibrant sunsets create an unforgettable atmosphere. Comprehensive Utilities Included.......all utilities, such as electricity, water, sewer, garbage, Wi-Fi, cable TV, an individual internet connection, and telephone—providing hassle-free living and predictable expenses.

145 N Kihei Rd Unit 502, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$549,900
1 Beds ⋅ 2 Baths ⋅ 408827 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Unit 4-309 is an ocean-view retreat perfectly positioned in one of South Maui’s most successful vacation rental resorts. This fully remodeled 1BR/2BA unit features a modern aesthetic including rigid core floors and a spacious 818 sq. ft. floor plan designed for maximum rental occupancy. Located just steps from the pool and the golden sands of Kamaole Beach Park III, this unit boasts a robust, verifiable rental history and is offered as a complete turnkey transition. No deferred maintenance and priced for an immediate sale. Experience the ease of a high-performing asset in the heart of South Kihei.

2695 S Kihei Rd Unit 4-309, Kihei

Listing courtesy of Luxe Maui Properties LLC.

$499,900
1 Beds ⋅ 1 Baths ⋅ 408826 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.
Remodeled, Turnkey, and Priced to Sell! Unit 126 at Hale Kamaole is a rare find. This active vacation rental has been fully updated including rigid core flooring and comes completely furnished. Located directly across from Kamaole III, guests and owners love the prime location and resort amenities including two pools and tennis/pickleball courts. A premier South Maui investment offered at an aggressive price point. Act fast—this won’t last.

2737 S Kihei Rd Unit 126, Kihei

Listing courtesy of Luxe Maui Properties LLC.

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