Kapalua Homes with Short Term Rental Allowed

Kapalua Homes with Short Term Rental Allowed

Welcome to Kapalua, a stunning gem nestled on the northwestern coast of Maui, Hawaii. Known for its breathtaking landscapes, pristine beaches, and luxurious lifestyle, Kapalua is the epitome of tropical paradise. This enchanting district is not only celebrated for its natural beauty but also for its exceptional real estate opportunities, particularly for those interested in homes with short-term rental potential.

Kapalua boasts an array of upscale properties, ranging from elegant oceanfront condos to sprawling luxury estates, all set against the backdrop of the majestic West Maui Mountains. The area is renowned for its world-class amenities, including the prestigious Kapalua Resort, which features two championship golf courses, award-winning dining options, and a variety of outdoor activities such as hiking, snorkeling, and surfing.

One of the most appealing aspects of Kapalua is the allowance for short-term rentals, making it an attractive option for investors and homeowners alike. This means you can enjoy your slice of paradise while also generating income through vacation rentals. The proximity to stunning beaches like Napili Bay and Kapalua Bay, along with the lush surroundings, makes your property a sought-after destination for travelers seeking a memorable Hawaiian getaway.

Whether you're looking to invest in a vacation home or seeking a permanent residence in this idyllic locale, Kapalua offers a unique blend of luxury, leisure, and investment potential. Discover the magic of Kapalua, where every day feels like a vacation, and the beauty of Hawaii is right at your doorstep.

Newest Kapalua Homes with Short Term Rental Allowed

$1,150,000
1 Beds ⋅ 2 Baths ⋅ 410225 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Golf Villas BLDG.
From the moment you walk in, the view is what grabs you. Ocean, outer islands, year round sunsets, and the lush fairways of the Kapalua Bay Golf Course all come together in a setting that perfectly captures the West Maui lifestyle. Located in Building 24, this spacious 1-bedroom, 2-bath condo at Kapalua Golf Villas offers one of the best locations in the complex, with 972 square feet of interior living space plus an expansive 366 square foot covered lanai that naturally becomes the place you’ll spend most of your time. Inside, the layout is open, comfortable, and functional, with recent updates in both bathrooms, granite countertops and backsplashes in the kitchen, and a new washer and dryer. The extra bathroom is a great bonus for guests and adds flexibility that’s hard to find in a one-bedroom floor plan. The location puts you just minutes from some of Maui’s best beaches, world-class golf, excellent restaurants, and everything Kapalua has to offer. When you feel like staying close to home, there are four different pools within the complex to choose from. Kapalua Golf Villas continues to be one of West Maui’s most sought-after communities for owners, second-home buyers, and investors alike. Come see for yourself why so many people love it here.

500 Kapalua Dr Unit 24T3-4, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$6,995,000
3 Beds ⋅ 4 Baths ⋅ 410194 MLS ⋅ Fee Simple Tenure ⋅ The Resort At Kapalua Bay BLDG.
With views of Kapalua Bay and year-round sunsets, Residence 1103 is one of the most sought­-after direct oceanfront locations in all of Kapalua. This first-floor single-level residence spans over 2900 sq ft with 3 bedrooms plus a den and offers breathtaking panoramic views of the Pacific Ocean and the outer islands of Lanai and Molokai. As an owner at The Resort at Kapalua Bay, you'll have access to world-class resort amenities, including a full-service award-winning spa and fitness center, multiple swimming pools, concierge services, and fine dining-all within the heart of the prestigious Kapalua Resort, home to championship golf, hiking trails, and some of Maui's finest coastal scenery. The Resort at Kapalua Bay is currently managed by Marriott International and is slated to transition to the St. Regis Estates portfolio in 2027. Whether you're seeking a full-time residence or a luxury vacation escape, Residence 1103 offers an exceptional lifestyle in a setting that truly captures the magic of Maui.

1 Bay Dr Unit 1103, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,295,000
1 Beds ⋅ 1 Baths ⋅ 410143 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas I BLDG.
Breathtaking Direct Ocean Views, exceptional opportunity to own and enjoy one of Maui’s most prestigious oceanfront communities. This highly desirable bridge-level 1-bedroom, 1-bath Villa offers zero stairs for effortless access and convenient parking directly across from the entry—an uncommon and highly valued feature at Kapalua Bay Villas. Take in direct ocean views over Oneloa Bay, where the sights and sounds of the Pacific create a peaceful, restorative escape. Recently refreshed in 2024, the villa showcases a light, modern interior with new luxury vinyl plank flooring, updated cabinetry, countertops, fixtures, and stainless steel appliances. The remodeled kitchen and spa-inspired bathroom with marble finishes elevate the experience while maintaining relaxed island comfort. As part of the Kapalua Bay Villas community, enjoy access to three swimming pools, BBQ areas, cabanas, tennis and pickleball courts, and the scenic Kapalua Coastal Trail. Just moments away, indulge in fine dining and spa experiences at Montage Kapalua Bay. Optional Kapalua Club membership offers access to golf, fitness, and exclusive resort privileges. Zoned A1-A2.Seller(s) and Buyer(s) should do their own due diligence on the future use of this property, Seller(s) and Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than180 days.

500 Bay Dr Unit 19-B4, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$3,298,000
2 Beds ⋅ 3 Baths ⋅ 409879 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas Ii BLDG.
YOUR wait is Over! Located in the arguably the finest, front-row location in all of the Kapalua coastline communities, Kapalua Bay Villas 34B1,2 provides the most dramatic views of the ocean, island, sunset, resort, Dragon’s Teeth (Makaluapuna Point) and the Kapalua Coastal Trail! This Villas is a 2-story, two-bedroom, three-bathroom direct-oceanfront villas spaciously spread across 1,697 sq. ft. Whale-watching can be enjoyed from the comfort & convenience from your Villas (of the lanai, dining area, great room & primary bedroom.) YOU will never need to leave your home! Snorkeling, surfing or swimming are daily excursions as the Villa is a convenient walk to both Kapalua Bay or Oneloa Bay. The best of luxury island living is a result of a thoughtful & extensive 2015 renovation. The scope of work included 1) complete kitchen renovation (including cabinetry, granite counter tops, drywall, plumbing, electrical and all appliances), 2) installation of Western Window sliding doors (dining room, primary bedroom lanai) & Breezway Altair jalousie windows, 3) redesign of great room entertainment center, 4) remodeled primary bedroom’s bathroom & lanai areas. Custom photography wall art and custom blinds were installed (2014). Additional recent upgrades & improvements include new air conditioning system (2025), interior custom paint (2025), Wayfair living room furniture (2024) & new W/D flooring (2025). Kapalua Bay Villas 34B1-2 has historically been a high performing member of a transient vacation rental program. This property is currently being used for short-term vacation rentals. It is zoned Apartment (A-2) and it is permitted to be used as a transient vacation rental pursuant to County Code Chapter 19.12.20 section G. However, this permitted usage per the County Code may be subject to change. Kapalua Bay Villas is an oceanfront condominium community consisting of 141 apartments in twenty-seven 1-story and 2-story buildings. The community is spread across 16.45 acres & offers pools, club house, BBQ & tennis / pickleball court amenities. Kapalua Bay and Oneloa Bay are convenient walking distance from Kapalua Bay Villas. The Kapalua Resort community offers Maui’s finest resort services & experiences including fine-dining, shopping, whale watching, snorkeling, swimming, golf, hiking, the world-renowned D.T. Fleming Beach, Honolua Bay, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay. The monthly HOA fee is $2,580. Sold furnished with exceptions. Your Time Is Now.

500 Bay Dr Unit 34B1-2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,398,000
2 Beds ⋅ 3 Baths ⋅ 409878 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas Ii BLDG.
If YOU have been dreaming about YOUR beach home in Paradise, DREAM NO MORE! Kapalua Bay Villas 11B2 is single-level two-bedroom, three-bathroom Villa spaciously spread across 1,503 sq. ft. Perfectly perched at the top of the community, enjoy the breathtaking views of the ocean, island, the luscious tropical Kapalua Bay Villas grounds & resort communities. Snorkeling, surfing or swimming are daily excursions as the Villa is a convenient walk to both Kapalua Bay or Oneloa Bay. Meticulously maintained & renovated from 2020 to 2024, the scope of work includes: major kitchen remodel (cabinets, stove, refrigerator, microwave, granite counters, lighting, sink, faucet and water filter), new appliances (dishwasher, W/D, refrigerator), new bedroom AC condensers, new water heaters, large picture-sized kitchen window, replacement of exterior lanai flooring of guest bedroom, new interior door hardware, new louvered (Jalousie) windows, remodeled living room TV cabinetry, new guest bedroom exterior & lanai doors, new bathroom faucets & towel racks, new furnishings (living room couch & chairs, coffee table/ end table, dining room table set, primary bedroom furniture, mattresses w/ protective covers, guestroom furniture), custom interior paint throughout, window coverings & upgraded all canned lights & installation of new ceiling fans. Kapalua Bay Villas 11B2 has historically been a high performing member of a transient vacation rental program. This property is currently being used for short-term vacation rentals. It is zoned Apartment (A-2) and it is permitted to be used as a transient vacation rental pursuant to County Code Chapter 19.12.20 section G. However, this permitted usage per the County Code may be subject to change. The monthly HOA fee is $2,580. Kapalua Bay Villas is an oceanfront condominium community consisting of 141 apartments in twenty-seven 1-story and 2-story buildings. The community is spread across 16.451 acres and offers pools & tennis court. Beach front access to Kapalua Bay and Oneloa Bay is within walking distance from this oceanfront condominium community. The Kapalua Resort community offers Maui’s finest dining and resort activities including snorkeling, hiking, golf, pickleball, tennis and Kapalua Zipline activities! The Kapalua Bay Villas are located in the heart of the Kapalua Resort. Amenities include world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay & incredible shopping & fine-dining experiences. Sold furnished with exceptions. Your Time Is Now.

500 Bay Dr Unit 11B2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,300,000
1 Beds ⋅ 2 Baths ⋅ 409792 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Golf Villas BLDG.
Welcome to 500 Kapalua Drive #27V-3. Perched above the fairways of the Kapalua Bay Golf Course, this extensively renovated 1-bedroom, 1.5-bath villa at 500 Kapalua Drive offers sweeping ocean and golf course views, an open great room that flows to a generous private lanai, and the relaxed elegance that defines life at one of Maui's premier resort addresses — all in 899 square feet that live far larger than they read on paper. The upgraded kitchen is a standout, featuring custom bamboo cabinetry, granite countertops, a large peninsula with bar seating, stainless appliances, and a mosaic tile backsplash. The ensuite bath has been fully finished with a granite vanity, custom cabinetry, and a travertine tile walk-in shower with frameless glass enclosure. A guest half bath adds everyday convenience. An in-unit stackable washer and dryer rounds out a turnkey package that is rarely found at this price point in Kapalua. The primary bedroom opens to its own private lanai. Tile flooring throughout, recessed lighting, and ceiling fans complete a residence that shows like a model. That makes it ideal as a primary residence, second home, or vacation retreat. Within the world-renowned Kapalua Resort, owners enjoy access to championship golf, award-winning beaches, hiking, tennis, pickleball, and some of Maui's finest dining. Whether you're seeking a peaceful island getaway or a place to create lasting memories with family and friends, 27V-3 offers the perfect blend of luxury, comfort, and the unparalleled beauty of West Maui.

500 Kapalua Dr Unit 27V-3, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,150,000
1 Beds ⋅ 2 Baths ⋅ 409771 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Golf Villas BLDG.
Enjoy panoramic Pacific Ocean and Golf Course views from this beautifully remodeled 2023-2025 loft-style residence in Kapalua. Located on the desirable T terrace level, this 1-bedroom, 2-bath condominium offers 987 square feet of interior living space and an expansive 304-square-foot lanai, perfect for sunset viewing and outdoor entertaining. The updated kitchen features new tile and countertops, stainless steel appliances, while the flexible floor plan includes a full bathroom on each level, an upstairs laundry new W/D, and a private second lanai off the bedroom. New "Purple" bed, new window shades. new living room furniture, koa ceiling fans and move-in ready. 2025 new electrical panel and top of the line sliding glass door to lanai. Includes convenient carport parking. Located within the Kapalua Resort, owners enjoy access to world-class beaches, championship golf, tennis and pickleball facilities, scenic trails, award-winning dining, and luxury resort amenities—all in one of Maui’s most sought-after communities.

500 Kapalua Dr Unit 17T8, Lahaina

Listing courtesy of Maui Paradise Properties LLC.

$1,595,000
2 Beds ⋅ 2 Baths ⋅ 409769 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Golf Villas BLDG.
Building 27 has long been considered the most private and best location inside the Kapalua Golf Villas top row. Unit 27P7-8 sits in the sweet spot of that building with the perfect down the center, between the trees ocean view! This ground floor end unit is right on hole number 5 of the Kapalua Bay Course, directly above the fairway with beautiful Napili Bay sunset views year-round. This villa features tile flooring throughout, a finish permitted only in the coveted P-level units. And if you are all about ocean views, then this is the home for you. From your large private lanai you look out over the golf course to the Pacific and the outer islands of Molokai and Lanai, with whale watching in season and a beautiful sunset to end nearly every day. Located at the end of the building and the end of the drive, the home enjoys a quiet, private setting with little passing activity. Recently remodeled with high-end finishes and furnishings throughout, the spacious open floor plan lives light and airy, with a seamless indoor-outdoor flow built for the Maui lifestyle. The gourmet kitchen features granite countertops, stainless steel appliances, and custom cabinetry. The living room is appointed with new, stylish furniture and opens directly to the lanai. Sleep comfortably in the elegant primary bedroom with a king bed and a beautifully remodeled en-suite bath, while the second bedroom offers two queen beds and an adjacent full bath, also tastefully updated. Both bathrooms have been remodeled to match the quality found throughout the home. Central A/C throughout. Turnkey and ready to enjoy. Currently in an active and successful vacation rental program, 27P7-8 delivers an unforgettable experience for guests and a proven income stream for its next owner. The Golf Villas sit in the heart of the world-famous Kapalua Resort, spread across nearly 16 acres with four pools, BBQ areas, and miles of scenic walking trails. Just beyond your door are two world-class golf courses including the PGA Tour Plantation Course, the Kapalua Tennis and Pickleball Gardens, the Montage Spa, award-winning restaurants, and three of the world's top-rated white-sand beaches. World-class golf, beaches, and resort living, all from the most private address in the Villas.

500 Kapalua Dr Unit 27P7-8, Lahaina

Listing courtesy of Real Broker.

$3,249,000
3 Beds ⋅ 4 Baths ⋅ 409757 MLS ⋅ Fee Simple Tenure ⋅ Montage Residences Kapalua Bay BLDG.
Positioned within the enclave of Kapalua Resort, this grand three-bedroom residence is a study in understated elegance and coastal refinement, set along the luminous crescent of Kapalua Bay—celebrated as the #1 beach in America by Condé Nast Traveler. Generous in scale and impeccably composed, the home is designed to frame its natural surroundings, with expansive living spaces that flow seamlessly to the outdoors. The soft island breezes, and curated finishes create an atmosphere that is both sophisticated and effortlessly serene. Every element has been considered, delivering a level of comfort and privacy befitting the most discerning owner. Life at Kapalua is defined by privilege and access. Championship golf, elite pickleball and tennis facilities, a world-class spa, and an acclaimed collection of fine dining venues are all moments away, offering a lifestyle that rivals the finest resort destinations in the world. This is not simply a residence—it is an invitation to inhabit one of Maui’s most distinguished coastal addresses, where luxury is not declared, but quietly understood.

1 Bay Dr Unit 2204, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,900,000
2 Beds ⋅ 3 Baths ⋅ 409668 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ridge BLDG.
Direct ocean view. Kapalua Ridge Villas Resort. Unobstructed views of Honolua Bay, Dragon's Teeth, and Molokai Island. This turnkey 2-bedroom, 3-bath residence has seen over $200,000 in upgrades across 2021-2025 — fully renovated kitchen, spa inspired bathrooms, new flooring, custom window coverings, mini-splits throughout, and in-unit washer/dryer. Fully furnished by Lifestyle Maui, move-in ready from day one. Resort pool and direct beach access steps away. Five minutes to the Kapalua Ridge Trail, world-class dining at The Ritz-Carlton and The Montage, 10+ tennis courts, and the legendary Kapalua Plantation Course. Offered at $1,900,000. Turnkey oceanfront at this level of finish in Kapalua rarely comes available.

100 Ridge Rd Unit 1413-15, Lahaina

Listing courtesy of Maui Paradise Properties LLC.

$1,775,000
1 Beds ⋅ 2 Baths ⋅ 409652 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas I BLDG.
Set along the dramatic oceanfront bluff of Kapalua Resort, Kapalua Bay Villas 20G-5 offers a rare opportunity to experience one of Maui’s most coveted resort communities from an exceptionally private and tranquil setting. Positioned to capture panoramic views across Oneloa Bay toward the outer islands, this villa is a highly desirable corner town-home style unit. Designed for seamless indoor-outdoor living, the 1 bedroom, 1 and a half bath unit opens to expansive lanais where year-round sunsets, seasonal whale watching and the sound of the Pacific Ocean becomes part of everyday life. The open-concept interiors are filled with natural light and cooled by gentle trade winds, creating an atmosphere that is both refined and effortlessly comfortable. Spacious living areas, a well-equipped kitchen, and serene bedroom suite provide an ideal retreat for personal enjoyment or luxury vacation rental use. Kapalua Bay Villas is an oceanfront condominium community within the Kapalua Resort, situated on a 16.5-acre bluff overlooking Oneloa Bay adjacent to the Kapalua Bay Course. Built in 1977, the development comprises 141 residences within 27 low-rise buildings, many positioned to capture panoramic Pacific Ocean views and direct beach access, with resort amenities including three swimming pools, two tennis courts, and landscaped walking paths. As one of Kapalua's original condominium developments, the Bay Villas occupy a well-established position within the resort's ownership landscape. Whether as a primary residence, second home, or investment property, 20G-5 offers an exceptional opportunity to own in one of Maui’s premier coastal communities.

500 Bay Dr Unit 20G-5, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,195,000
1 Beds ⋅ 2 Baths ⋅ 409539 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Golf Villas BLDG.
It's been said that this is one of the nicest one-bedroom units at the Kapalua Golf Villas. Drift Away Villa is a one-bedroom, two full bath villa located in the prestigious Kapalua resort # 12T-1. Building 12 is special in that it has no buildings in front of or behind it, creating a lovely view of both the resort and the pool. Pool A is visible from the upstairs primary suite lanai, and expansive views from the oversized main lanai downstairs. It's also near the beach, just a short distance from Kapalua Bay or Napili Bay, which are literally some of the most beautiful beaches in the world. The positioning of this particular unit has it facing southwest, which allows early sunlight to filter through the palms and creates an absolute feeling of serenity. The main lanai overlooks the golf course, offering ocean and outer island views, beautiful sunsets, and even whale spotting during the winter months. Drift Away Villa is a coveted corner unit, which means more windows, more light, more airflow, and central AC. Some of the upgrades include custom Shenandoah wood cabinets with slow-closing drawers, quartz countertops, crown molding, Hunter Douglas louvered shutters on windows and doors, ceramic subway and sea glass tiles in both bathrooms and the kitchen, and large custom-mounted smart TVs. The attic has been insulated to improve AC retention, and the main oversized lanai has been completely resurfaced and retiled by Pitzerbuilt Construction, with work completed in 2025. Drift Away Villa is offered fully furnished and turnkey, featuring artwork by local artist Robyn Bones and everything you might need for your perfect stay in paradise.

500 Kapalua Dr Unit 12T-1, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

Start Your Search