Kaanapali Homes with Short Term Rental Allowed

Kaanapali Homes with Short Term Rental Allowed

Welcome to Kaanapali, a stunning gem nestled on the western coast of Maui, Hawaii, within the charming city of Lahaina. Known for its breathtaking beaches, lush landscapes, and vibrant culture, Kaanapali is a sought-after destination for both residents and tourists alike. With its idyllic climate and stunning ocean views, this district offers a perfect blend of relaxation and adventure.

Kaanapali is famous for its pristine beaches, where golden sands meet crystal-clear waters, making it an ideal spot for sunbathing, snorkeling, and surfing. The area is also home to the iconic Kaanapali Beach Walk, a scenic promenade lined with shops, restaurants, and art galleries, ensuring that you’re never far from local culture and cuisine.

For those looking to invest in a property, Kaanapali presents a unique opportunity with homes that allow short-term rentals. This feature opens the door for homeowners to enjoy the benefits of vacation rental income while also having a personal retreat in paradise. Whether you’re seeking a luxurious condominium with ocean views or a cozy single-family home, Kaanapali’s real estate market offers diverse options to suit every lifestyle.

With its blend of natural beauty, recreational activities, and investment potential, Kaanapali is more than just a location; it’s a lifestyle. Embrace the spirit of aloha and discover your dream home in this enchanting district, where every day feels like a vacation. Experience the magic of Maui in Kaanapali—your paradise awaits!

Newest Kaanapali Homes with Short Term Rental Allowed

150 Puukolii Rd Unit 18, Lahaina
$1,445,000
2 Beds ⋅ 3 Baths ⋅ 411220 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Plantation BLDG.
Spectacular ocean and island views await you in this stylish town home located in Kaanapali Plantation. Unit 18 is a two-story end unit with 2 ocean-view lanais, 2 bedrooms, 2.5 bathrooms, and a separate den/office, spread over 1,545 sf of space. Beautifully remodeled, it boasts central AC and is being sold fully furnished. The open floor plan on the ground floor includes the kitchen, dining area, and living room facing the ocean and lanai, along with a half bath and laundry room. The second floor features the primary bedroom with its own lanai and en suite bathroom (including a Jacuzzi bathtub), all with expansive ocean views - watch whales breaching while showering! This top floor also features the second full bathroom, a guest bedroom, and an open den/office (convertible to a 3rd bedroom). Kaanapali Plantation is a low-density, low-rise condo complex with 62 units spread across 10 acres of lush tropical landscaping surrounding a heated pool, clubhouse cabana, tennis court, and shuffleboard. The wonderful Kahekili Beach Park (Airport Beach), which many consider the best on the island, is in walking distance straight down the hill. Minutes away are restaurants, shops, golfing, and many other amenities located at the world-class Kaanapali Resort area. This home is enrolled in a vacation rental program and all showings are subject to availability.

150 Puukolii Rd Unit 18, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

3445 Lower Honoapiilani Rd Unit 839, Lahaina
$800,000
1 Beds ⋅ 1 Baths ⋅ 411201 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Welcome to Kaanapali Shores 839, a beautifully updated one-bedroom residence offering spectacular ocean views and the perfect blend of comfort and island living. Located on the 8th floor. The open living area flows seamlessly to the lanai, where you can take in breathtaking sunsets, outer island views, and the year-round beauty of West Maui’s coastline. Whether you’re enjoying your morning coffee or unwinding in the evening, this is a space designed to fully embrace the island experience. Kaanapali Shores is a well-established beachfront resort known for its extensive amenities, including two swimming pools, hot tubs, a fitness center, tennis courts, on-site dining, and direct beach access. Conveniently located near shopping, restaurants, and world-class beaches, this property offers both lifestyle and investment appeal. Hotel zoning provides flexibility for short-term vacation rentals, making this an exceptional opportunity for personal use and income potential.

3445 Lower Honoapiilani Rd Unit 839, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

2481 Kaanapali Pkwy Unit 620V, Lahaina
$48,950
1 Beds ⋅ 1 Baths ⋅ 411168 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
WTIO 620V - Sixth floor Location with terrific ocean views towards the island of Molokai. This 1 bedroom, 1 bath Whaler Time Interval unit is located on the North side of Tower I. The condo offers hardwood cabinetry, fully stocked kitchen for easy meal preparation, granite counter tops, stainless steel appliances, full set of linens and towels and a remodeled bathroom. Enjoy Halloween festivities on Maui during this interval from October 18 to November 1 every year. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due around October. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The Whaler on Kaanapali Beach boasts amenities that include an ocean view pool along the famed Kaanapali Beach boardwalk, sauna, newly upgraded workout facility, underground parking, two tennis courts, and a business hub center. Beachside BBQs, on-site concierge services, and beach activity kiosk are some of the highlights offered on property. Enjoy the center courtyard and tropical landscaping and Koi fish pond. Situated in the heart of Kaanapali Beach, The Whaler is a short distance away from famed Black Rock and world class shopping and dining, as well as championship golf courses. The Whaler is a Hotel Zoned property per County records.

2481 Kaanapali Pkwy Unit 620V, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

2481 Kaanapali Pkwy Unit 757, Lahaina
$1,549,999
1 Beds ⋅ 2 Baths ⋅ 411116 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.
Ocean views, refined finishes, and a premier location come together in Whaler at Ka'anapali Beach 757. One back from oceanfront, this seventh-floor, one-bedroom, two-bath residence offers spacious interior living and a private lanai overlooking the Pacific and the island of Lanai. From morning coffee to leisurely evenings outdoors, the setting invites you to settle into Maui living. Remodeled in 2019 and enjoyed as a private residence, this pristinely maintained home features Italian quartz countertops, wood-grain Italian tile flooring, and custom cabinetry with soft-close drawers. Sub-Zero refrigeration, a Bosch dishwasher, and GE Profile appliances compliment the kitchen, while an oyster shell chandelier adds a coastal accent to the dining area. Updated sliding glass doors and custom-fit window coverings open to elegant decor and tasteful furnishings to complete the thoughtfully finished interior. In addition to being offered fully furnished, two full bathrooms, a well-appointed walk-in closet, additional storage and a Bosch laundry systems further enhance the conveniences of modern beachfront living. Positioned directly along Ka'anapali Beach, The Whaler at Ka'anapali places beachfront dining, Whalers Village shopping, championship golf, and ocean activities within easy reach. Resort amenities include an oceanfront swimming pool, fitness center, tennis and pickleball courts, barbecue areas, and beautifully manicured tropical grounds. Hotel-zoned and allowing short term rentals, Whaler 757 offers the flexibility to enjoy as a full-time residence, a personal Maui retreat, or investment property. Contact your favorite Realtor to schedule a private showing today.

2481 Kaanapali Pkwy Unit 757, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

2481 Kaanapali Pkwy Unit 461 U, Lahaina
$24,700
1 Baths ⋅ 411111 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.
Whaler Time Interval 461 U is a studio suite with 1 bathroom located on the south side of Tower II. Enjoy the view of Lanai and the majestic Pacific Ocean. The condo is tastefully appointed with tile flooring, hardwood cabinetry, granite counter tops, and stainless steel appliances. The occupancy dates are September 30 to October 14 annually. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due in the late summer/early fall. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The Whaler on Kaanapali Beach boasts amenities that include an ocean view pool along the famed Kaanapali Beach walk, state of the art workout facility, underground parking, tennis courts, and a business center. Beachside BBQs, on-site concierge services, and beach activity kiosk are some of the highlights offered on property. Enjoy the lush courtyard featuring tropical landscaping and a Koi fish pond. Situated in the heart of Kaanapali Beach, The Whaler is a short distance away from famed Black Rock and world class shopping and dining, as well as championship golf courses. The Whaler is zoned hotel.

2481 Kaanapali Pkwy Unit 461 U, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

150 Puukolii Rd Unit 52, Lahaina
$1,050,000
2 Beds ⋅ 2 Baths ⋅ 411099 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Plantation BLDG.
Multi-generational enjoyment of this exceptional location, purchased specifically from the developer in 1970. The recent upgrades made in July 2026, include 3 new Split System A/C’s, kitchen and rear bedroom windows. The appliances were purchased within the past few years. It’s tiled throughout, has renovated baths with custom cabinets, & glass enclosed showers. an ample custom closet in the Main Suite, topped with a new sectional sofa. If you wish to purchase a beautifully upgraded, Ground Floor, Corner Unit, look no further. The location of this family cherished second home, is unparalleled, and includes drop- dead gorgeous views of the crystal-clear Pacific Ocean, featuring the Friendly Isle of Molokai as a backdrop. Your views are established, as the pool and tennis courts are below the front of the unit, allowing for the dramatic wide ocean vistas!! The family has owned this property since the 70’s, and renovated it as a private second home for themselves. The improvements are superb, and include an Open Floor Plan, with the kitchen, sharing the spectacular ocean views with the Great Room, and Main Suite. The second bedroom also is an on suite with very private, and quiet location in the rear of the apartment. The unit is being sold furnished, and turn key. The Kaanapali Plantation is located on the world famous Royal Kaanapali Golf Course. 10 Acres are graced with mature tropical trees, flowers, and plantings. Also included is a swimming pool, a cabana, tennis court, and shuffle board. There are 62 units, consisting of 1 bedroom 2 baths, 2 bedroom 2 baths, and 3 bedroom 2.5 baths. Another tropical touch, is that the buildings are 2 stories, so the views are optimized, while keeping a low density highly desirable place to call home! The Aluminum Roof has been installed, which is a plus for insurance purposes. This fantastic piece of Paradise is precious, as it makes you feel as if you’re in Plantation Days on Maui. This unit is in an active Vacation Rental Program, and we might be able to see if the guests would allow us to view the unit. Otherwise, it will only be available to show between check-ins.

150 Puukolii Rd Unit 52, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

130 Kai Malina Pkwy Unit 113, Lahaina
$2,100,000
2 Beds ⋅ 2 Baths ⋅ 411080 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Konea BLDG.
Experience effortless indoor-outdoor living at Konea 113, an exceptional ground-floor residence featuring one of Honua Kai’s premier two-bedroom floor plans. With 1,325 square feet of interior living space and an expansive L-shaped lanai, this beautifully appointed two-bedroom, two-bath residence offers a rare combination of space, privacy, and convenience. One of Konea 113’s most desirable features is its direct access to the resort grounds and conveniences to the pools, gym, BBQ areas, courtyard, beach, and oceanfront path—all just moments from your door, without navigating elevators or long interior hallways. Expansive sliding glass doors connect the interior to the lanai, creating an inviting extension of the living and dining areas. Inside, the residence features a well-appointed gourmet kitchen with Bosch stainless-steel appliances and granite countertops, generous bedroom accommodations, central air conditioning, in-residence laundry, and spa-inspired bathrooms, including a soaking tub in the primary suite. Set on 38 beachfront acres along Kaanapali’s North Beach, Honua Kai delivers a true resort lifestyle with multiple pools, waterslide, hot tubs, fitness center, spa, general store, BBQ areas, and the popular Duke’s Beach House overlooking the ocean. The beachfront walking path connects you to the surrounding Kaanapali coastline and nearby resort amenities. Hotel-zoned and ideally positioned within the Konea Tower, Konea 113 combines the space of a residence with the amenities of a luxury resort and the rare convenience of ground-floor Maui living, all just moments from the beach.

130 Kai Malina Pkwy Unit 113, Lahaina

Listing courtesy of Living Maui Real Estate LLC.

130 Kai Malina Pkwy Unit 222, Lahaina
$995,000
1 Beds ⋅ 1 Baths ⋅ 411079 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Konea BLDG.
Experience the beauty of indoor-outdoor Maui living at Konea 222, a second-floor one-bedroom residence distinguished by the largest private lanai in its class and expansive views of the West Maui Mountains. The oversized lanai creates an exceptional outdoor living space—perfect for morning coffee as the sun rises over the mountains, dining outdoors, reading in the tradewinds, or simply relaxing in the privacy of your own Maui retreat. Expansive folding glass doors open the residence to the lanai, seamlessly connecting the interior living space with the outdoors and allowing the mountain scenery and island breezes to become part of the experience. Inside, the residence offers a comfortable and thoughtfully designed floor plan with a gourmet kitchen featuring Bosch stainless-steel appliances and granite countertops, central air conditioning, in-residence laundry, spacious sleeping quarters, and a spa-inspired bathroom with a soaking tub. Set on 38 beachfront acres along Kaaanapali’s North Beach, Honua Kai offers an impressive collection of resort amenities, including multiple swimming pools, waterslide, hot tubs, fitness center, spa, general store, BBQ areas, and the popular Duke’s Beach House overlooking the ocean. Just beyond the resort, the beachfront walking path provides convenient access to the surrounding Kaaanapali coastline, beaches, and neighboring resort amenities. Hotel-zoned and ideally positioned within the Konea Tower, Konea 222 combines an exceptional oversized lanai, beautiful West Maui Mountain views, and the amenities of a premier beachfront resort—creating an inviting Maui retreat for owners and guests alike.

130 Kai Malina Pkwy Unit 222, Lahaina

Listing courtesy of Living Maui Real Estate LLC.

3445 Lower Honoapiilani Rd Unit 738, Lahaina
$525,000
1 Baths ⋅ 411039 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Kaanapali Shores 738 offers an ocean view from this popular resort. Sandy beach front, zoned Hotel and allows short term vacation rentals. Enjoy the first class amenities of a gated entrance, two swimming pools, two spa pools, a fitness center, shops and a full service restaurant and bar. Covered and uncovered parking. 738 is a high floor with a full kitchen and covered lanai to enjoy a cup of coffee or a Mai Tai at sunset. Come make 3445 Lower Honoapiilani Rd #738 your piece of paradise.

3445 Lower Honoapiilani Rd Unit 738, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

2661 Kekaa Dr Unit H205, Lahaina
$598,000
1 Beds ⋅ 1 Baths ⋅ 411023 MLS ⋅ Leasehold Tenure ⋅ Maui Eldorado I BLDG.
Offering tropical resort & golf course (6th fairway of the world renowned Kaanapali Royal (North) Golf Course) views from Paradise, Maui Eldordo H205 is a phenomenally spacious, single-level 1-bedroom, 1-bathroom property graciously laid across 960 living sq. ft. YOU will spend the majority of YOUR time on YOUR 216 sq. ft. lanai experiencing the outdoor Kaanapali Resort lifestyle! Recently renovated in 2026, the property is ready for the next owners to "make it their own"! Maui Eldorado is a LEASEHOLD, low-density, low-rise 204 unit community spread across twelve 2-story buildings. Maui Eldorado is zoned A-2 Apartment. Offering large floor plans, 3 pools, tennis court, exercise room and a direct oceanfront cabana, this is the perfect resort community retreat for owner, friends and guests. Located a short walk to the best sandy beaches of West Maui (Kaanapali) as well as Whalers Village, the destination for fine dining & shopping experiences! And for those that crave a cool & competitive pickleball game, there is Ohana Pickleball! Maui Eldorado H205 is LEASEHOLD property. Your Time Is Now.

2661 Kekaa Dr Unit H205, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

2661 Kekaa Dr Unit J-211, Lahaina
$399,000
1 Baths ⋅ 410979 MLS ⋅ Leasehold Tenure ⋅ Maui Eldorado Ii BLDG.
Discover this beautifully remodeled studio unit J-211 at Maui Eldorado, offering stunning views of the golf course. This is a leasehold property in the desirable J building, you'll enjoy proximity to the beach, with a bonus access to the private beach cabana reserved only for owners and guests at Maui Eldorado. J-211 is tiled throughout with beautiful built in wood cabinets, granite counter tops, stainless steel appliances and recessed lighting. The walk in tiled shower with fixed glass is both modern and functional and the matching vanity completes the whole interior look. The nearly ten acres of lush landscaped grounds features three pools, state-of-the-art workout facility, and newly added hot tub. Quiet and tranquil yet conveniently close to shops, restaurants, and beach activities, this unit is currently part of the Outrigger rental program, blending comfort and convenience. A fantastic opportunity for those seeking a Maui retreat. Maui Eldorado is officially moving forward in Maui's council-initiated hotel rezoning process under Resolution 26-111

2661 Kekaa Dr Unit J-211, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

2481 Kaanapali Pkwy Unit 1070 J, Lahaina
$80,000
1 Beds ⋅ 2 Baths ⋅ 410975 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.
Prime inner courtyard location with stunning views! Whaler Time Interval 1070 J is a 1 bedroom, 2 bathroom suite with views of Molokai and the tip of Black Rock from the tenth floor at The Whaler. The condo is nicely appointed with tile flooring, hardwood cabinetry, granite counter tops, and stainless steel appliances. There is a Murphy Wall Bed in the living room, which is atypical in the 1 bedroom WTIOs. The lanai provides lovely outdoor space to sip a morning coffee or an evening cocktail. The occupancy dates are May 1 to May 15 annually. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due in the late summer/early fall. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The Whaler on Kaanapali Beach boasts amenities that include an ocean view pool along the famed Kaanapali Beach walk, state of the art workout facility, underground parking, tennis courts, and a business center. Beachside BBQs, on-site concierge services, and beach activity kiosk are some of the highlights offered on property. Enjoy the lush courtyard featuring tropical landscaping and a Koi fish pond. Situated in the heart of Kaanapali Beach, The Whaler is a short distance away from famed Black Rock and world class shopping and dining, as well as championship golf courses. The Whaler is zoned hotel.

2481 Kaanapali Pkwy Unit 1070 J, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

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