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

$849,000
1 Beds ⋅ 1 Baths ⋅ 410346 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Tucked on the quiet side of the building, this Kaanapali Shores unit offers ocean views from both the living room, bedroom and lanai in a floor plan that's larger than the rest. With palm trees swaying and a cool ocean breeze drifting through, you'll appreciate the peace and quiet as you put your feet up and relax into the perfect Maui lifestyle. Recent upgrades include new kitchen appliances and new TV's. The monthly HOA fee includes all utilities: electric, water, trash, basic cable, basic WiFi, local phone service, as well as central A/C. The property amenities include: two swimming pools, two hot tubs, sauna, two tennis courts, a pickle ball court, and a fitness center. There's also a pool-side restaurant, convenience/gift shop, and salon for those special nights out. Kaanapali Shores is Hotel/Resort Zoned making this unit perfect for both a second home and short term rental investment property.

3445 Lower Honoapiilani Rd Unit 414, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,245,000
1 Beds ⋅ 2 Baths ⋅ 410331 MLS ⋅ Fee Simple Tenure ⋅ Mahana BLDG.
Experience the pinnacle of oceanfront living at The Mahana at Ka’anapali. The 9th floor is dreamy, with year round sunsets and fabulous ocean and two island views. Unit 915 features floor-to-ceiling glass walls that frame panoramic, unobstructed views of the Pacific and the silhouettes of Lanai and Molokai. This open-concept residence is uniquely designed, offering one of the few one-bedroom floor plans that includes TWO full bathrooms for added convenience and privacy. Sold fully furnished, the interior flows seamlessly from a modern kitchen into a primary suite where you’ll wake up to the rhythmic sight of turquoise waves. The private, spacious lanai serves as your front-row seat to the best of Maui, from watching sea turtles navigate the reef to taking in legendary year-round sunsets. On-site, enjoy a curated collection of amenities including a beachfront pool, hot tub, tennis courts, and lush tropical grounds. Whether you’re looking for a sophisticated personal getaway or a turnkey investment, this HOTEL-ZONED residence offers versatility and an unparalleled lifestyle where the ocean is truly your backyard.

110 Kaanapali Shores Pl Unit 915, Lahaina

Listing courtesy of Compass-W.

$530,000
1 Baths ⋅ 410320 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Ocean views take center stage from Kaanapali Shores 732, a seventh-floor studio residence in one of North Kaanapali’s most established beachfront resorts. From the private lanai, enjoy expansive views across the Pacific, cooling trade winds, and unforgettable Maui sunsets. Inside, custom kitchen cabinetry, granite countertops, and full-size appliances create a polished and functional living space. Recently replaced carpeting adds a fresh finish, while upgraded sliding glass doors frame the ocean view and open to the private lanai. Tastefully decorated and offered fully furnished, Unit 732 is ready to enjoy from day one. With a Hotel-Zoned designation, Kaanapali Shores offers the flexibility to enjoy the property as a personal island retreat, short term vacation rental, or a combination of both. The complex features two swimming pools, jet spas, a fitness center, tennis courts, barbecue areas, covered parking, an on-site restaurant, and convenient resort shops. With the beach just steps away and popular dining, shopping, and recreation nearby, Kaanapali Shores 732 presents an exceptional opportunity to own an upgraded ocean-view residence in the heart of West Maui.

3445 Lower Honoapiilani Rd Unit 732, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$489,000
1 Beds ⋅ 1 Baths ⋅ 410304 MLS ⋅ Leasehold Tenure ⋅ Maui Eldorado I BLDG.
Pristine, immaculate, totally turnkey, and spacious - just a few of the superlatives that come to mind when describing Maui Eldorado E102. Boasting 960 sf - this one bedroom, one bathroom condo is thoughtfully upgraded throughout and offers the serenity of a very private lanai for enjoying ocean breezes. Ownership is refreshingly simple here: the HOA fee includes ALL utilities, even electricity and central air-conditioning. This unit also includes dedicated, HOA-approved storage — an uncommon perk at the complex. Maui Eldorado offers true LOCATION, LOCATION, LOCATION on approximately 10 lush acres fronting the Royal Ka'anapali Golf Course, with three pools, underground parking, a complimentary golf-cart shuttle, a fully equipped one-site fitness center, AND the resort's popular beach cabana on Ka'anapali Beach. Whalers Village dining and shopping, tennis courts, and popular beach activities are just minutes away. Offered as 90% leasehold / 10% fee-simple — a "sandwich" ownership structure that makes this premier Ka'anapali address attainable. Opportunity is calling!

2661 Kekaa Dr Unit E102, Lahaina

Listing courtesy of Maui Luxury Real Estate LLC.

$1,095,000
2 Beds ⋅ 2 Baths ⋅ 410284 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Plantation BLDG.
Embrace island living in this beautifully renovated two-bedroom, two-bathroom ocean-view residence on the hillside of Kaanapali. Nestled within the privacy of Kaanapali Plantation, a boutique community of 62 residences spread across 10 meticulously landscaped acres, this turnkey retreat is defined by open living spaces, captivating ocean views, and a peaceful setting just moments from the best of Kaanapali. Thoughtfully reimagined in 2023, Kaanapali Plantation 43 has been refreshed from top to bottom with new appliances, windows, doors, flooring, cabinetry, bathrooms, and more. As a bright end unit sharing only one common wall neighbor, the home lives with a sense of space and privacy rarely found in condominium living. Framed by sweeping views of the Auau Channel, with Lanai and Molokai on the horizon, the spacious lanai and primary bedroom provide a front-row seat to seasonal whale watching, brilliant sunsets, and unforgettable nights beneath the stars. When you're not exploring the best of West Maui, enjoy the relaxed lifestyle offered within the community, featuring a swimming pool, tennis courts, shuffleboard, and a recreational gathering area for owners and guests alike. Just minutes from world-renowned beaches, championship golf, hiking trails, shopping, and dining, Kaanapali Plantation offers the ideal balance of peaceful seclusion and effortless access to everything the island has to offer. Whether you're searching for an exceptional island getaway, a full-time residence, or the opportunity to own in one of Maui's most sought-after locations, welcome home to Kaanapali Plantation 43. One of the sellers holds an active Hawaii real estate license.

150 Puukolii Rd Unit 43, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$1,195,000
2 Beds ⋅ 2 Baths ⋅ 410237 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Royal BLDG.
Picture yourself beginning each morning with Kona coffee on your expansive private lanai, where gentle ocean breezes and panoramic Pacific views welcome you to island life at Kaanapali Royal. Beautifully remodeled, this spacious 2-bedroom, 2-bath residence offers approximately 1,580 square feet of bright, open living with white cabinetry, quartz countertops, updated bathrooms, central air conditioning, and stylish furnishings throughout. The generous 380-square-foot lanai is perfect for relaxing, entertaining, or taking in Maui’s spectacular sunsets. Nestled along the Kaanapali Kai Golf Course, Kaanapali Royal features a pool, spa, tennis courts, and lush tropical grounds, all just a 5-minute stroll from world-famous Ka'anapali Beach, Whalers Village, oceanfront dining, shopping, and snorkeling. Offered fully furnished, this is an exceptional investment opportunity, which offers the ideal blend of comfort, convenience, and the relaxed Maui lifestyle.

2560 Kekaa Dr Unit N302, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$999,999
1 Baths ⋅ 410195 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Experience the best of Ka'anapali Beach from this beautifully positioned 11th-floor residence at The Whaler. Unit 1115 offers breathtaking panoramic views of the Pacific Ocean, the neighboring islands of Lanai and Molokai, and Maui's spectacular year-round sunsets from its spacious private lanai. Thoughtfully maintained and tastefully appointed, this turnkey condominium combines island elegance with the comfort and convenience of a premier beachfront resort. Located in the heart of world-famous Ka'anapali Resort, The Whaler places you just steps from pristine white sand beaches, championship golf courses, Whalers Village shopping and dining, and an array of ocean activities. Resort amenities include a beachfront pool and spa, tennis courts, fitness center, sauna, BBQ areas, tropical landscaped grounds, and 24-hour front desk and security. Whether you're seeking a luxury vacation retreat, a successful vacation rental investment, or both, Unit 1115 offers an exceptional opportunity to own in one of West Maui's most sought-after beachfront properties. Seller has an active Real Estate License in the State of Hawaii.

2481 Kaanapali Pkwy Unit 1115, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$1,200,000
2 Beds ⋅ 2 Baths ⋅ 410174 MLS ⋅ Fee Simple Tenure ⋅ International Colony Club I BLDG.
Discover Maui living at International Colony Club 20, a charming free-standing cottage on Kaanapali's hillside, close to Kahekili Beach Park (North Kaanapali Beach) for swimming and snorkeling and the Royal Kaanapali Golf Course. If you are looking for a property with character and the feel of classic Hawaii home, International Colony Club offers something truly unique in the West Maui market. Cottage 20 features vaulted ceilings, a remodeled interior and has been upgraded with a split-system AC. Includes an owned Photovoltaic Solar system with a Tesla back up battery. The spacious covered lanai is ideal for entertaining and opens to a large grassy outdoor space with a swimming pool just across the green. Fruit trees and tropical grounds add to the allure. Short-term vacation rentals are permitted, and this property is not impacted by Bill 9. Perfect vacation retreat, full time home, or part-time Maui hideaway.

2750 Kalapu Dr Unit 20, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$949,000
1 Baths ⋅ 410169 MLS ⋅ Fee Simple Tenure ⋅ Maui Kaanapali Villas BLDG.
Enjoy the Maui lifestyle at the renowned Maui Ka'anapali Villas, where timeless island charm meets modern luxury. Your investment will be working while you are away! This resort is approved to continue short term rentals and guests keep coming back for its prized location with all the amenities on Ka'anapali beach. This 5th-floor Premium ocean-view studio, door number 518, captures the ocean views and breezes. It was completely gutted and remodeled in 2023, showcasing crisp modern finishes and contemporary design. The thoughtfully updated interior offers a fresh, stylish aesthetic that enhances guest appeal and rental performance. Reservations stay very busy and reviews are amazing for this unit with strong income numbers and year-over-year growth. Maui Kaanapali Villas remains one of West Maui’s most desirable vacation destinations, prized for its prime beachfront location on North Kaanapali Beach and convenient access to world-class golf, shopping and dining at Whaler's Village, and a Tennis Ranch right next door, all connected by a 3 mile beach walk trail. Voted "America's best beach" numerous times, this complex is located on the North side of black rock with far less crowds and the same crystal clear water and fine white sand. Resort amenities include two swimming pools, hot tubs, BBQ's, a fitness center, community laundry, lush tropical grounds, beachfront access, and the popular onsite restaurant Castaway Café. Very few Maui condos have the convenience of a signature restaurant on property. Everything is right at your fingertips at the Maui Kaanapali Villas. It is also just a short drive to more of Maui's most beautiful beaches along the west Maui coast, from Kapalua to Lahaina. Whether you're expanding your portfolio, seeking a 1031 exchange opportunity, or looking for an investment property that can also serve as your personal island retreat while still generating income to help with expenses, this beautifully renovated ocean-view studio offers the rare combination of location, quality, and proven rental performance in one of Maui's most established resort communities.

45 Kai Ala Dr Unit A509, Lahaina

Listing courtesy of Compass.

$477,000
2 Beds ⋅ 2 Baths ⋅ 410165 MLS ⋅ Leasehold Tenure ⋅ Kaanapali Shores BLDG.
Wake up to birdsong and swaying palms in this beautifully furnished 2-bedroom, 2-bath ground-floor condo at the oceanfront Kaanapali Shores resort. Step directly from your private lanai onto a lush lawn framed by mature palms and tropical landscaping — no elevators or stairs needed. Inside, an open living and dining area flows seamlessly to the outdoor patio through sliding glass doors, perfect for indoor-outdoor island living. This lovely garden view unit features airy 9 foot ceilings which are exclusive to the first floor units only. The well appointed kitchen features granite countertops and opens to the main living space, while an in-unit stacked washer/dryer adds everyday convenience. Enjoy true resort living with Kaanapali Shores' outstanding amenities close by: a white-sand beach, two pools and a hot tub, a full fitness center, lighted tennis courts, and beautifully landscaped grounds complete with koi ponds and cascading waterfalls. Whether you're relaxing poolside, taking a sunset swim, or enjoying a game of tennis, this resort offers something for everyone. Zoned for short-term rental, this turnkey unit is a fantastic opportunity for a vacation getaway or income-producing investment in one of West Maui's most popular resort communities, close to Kaanapali Beach, shops, and dining. Please note: this is a leasehold property. Buyer to verify lease terms, remaining lease length, and any associated fees with the seller/AOAO and their own due diligence.

3445 Lower Honoapiilani Rd Unit 137, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$999,000
2 Beds ⋅ 2 Baths ⋅ 410164 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Sweeping ocean and coastline views greet you from the living room, both bedrooms, and the private lanai in this beautifully furnished 2-bedroom, 2-bath condo on the 8th floor of the oceanfront Kaanapali Shores resort. Sip morning coffee or evening cocktails while taking in the blue Pacific, swaying palms, and West Maui mountains beyond. The open living and dining area is filled with natural light and flows out to the lanai through sliding glass doors. The kitchen features granite countertops, updated cabinetry, and a full suite of appliances, plus an in-unit stacked washer/dryer for added convenience. Both the primary and second bedrooms enjoy their own sweeping ocean views, making this a rare find for owners and guests alike who want water views from every corner of the home. Enjoy true resort living with Kaanapali Shores' outstanding amenities: a white-sand beach, two pools and a hot tub, a full fitness center, lighted tennis courts, and beautifully landscaped grounds complete with koi ponds and cascading waterfalls. Zoned for short-term rental and offered fee simple, this turnkey unit is a fantastic opportunity for a vacation getaway or income-producing investment in one of West Maui's most popular resort communities, close to Kaanapali Beach, shops, and dining.

3445 Lower Honoapiilani Rd Unit 816, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,595,000
1 Beds ⋅ 2 Baths ⋅ 410141 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Prime penthouse location with stunning ocean views overlooking world famous Kaanapali Beach and Black Rock. This one bedroom plus den can sleep up to 6 guests and features granite countertops, custom cabinetry, two walk in showers as well as tile flooring throughout. The amenities at the Kaanapali Alii include: two pools, two hot tubs, beachfront barbecue grills, state-of-the-art fitness center with spa services, 3 tennis courts and concierge and bell services. Kaanapali Alii is ideally located in the center of Kaanapali Beach for you to enjoy beach days, snorkeling, sailing, whale watching, 36 holes of world class golf, and shopping & dining at Whalers Village.

50 Nohea Kai Dr Unit 1-1101, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

Start Your Search