Kaanapali vacation rentals

We found 6,211 vacation rentals — enter your dates for availability

Discover a selection of 75 apartments, 1280 condos, and other vacation rentals in Kaanapali that are perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, such as a fireplace and a washer and dryer. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Kaanapali

Showing deals for:Jun 12 - Jun 19

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Find out more about Kaanapali

Why visit Kaanapali

  • Stunning Kaanapali Beach: Enjoy the beautiful sandy shores and crystal-clear waters, perfect for sunbathing and swimming.
  • Outdoor Activities: Engage in a variety of outdoor adventures, including snorkeling and hiking in nearby parks.
  • Kaanapali Golf Resort: Experience exceptional golfing on beautifully designed courses with breathtaking ocean views.
  • Vibrant Village Atmosphere: Explore charming shops and local dining options in the lively Kaanapali community.
  • Family-Friendly Excursions: Discover exciting activities suitable for everyone, making it perfect for family vacations.

Popular types of accommodation in Kaanapali

If you’re planning a getaway to Kaanapali, you’ll find an array of fantastic vacation rental options to suit your needs. From condos and houses to cozy apartments, there’s something for everyone. Explore our selection of Maui Kaanapali vacation rentals, including options near the stunning Kaanapali Beach Resort, ensuring a memorable and convenient stay. Discover the perfect Maui condo rentals for your next adventure.

  • Condos: The top choice for vacation rentals in Kaanapali, offering stunning views and convenient amenities, perfect for a relaxing getaway.
  • Houses: A popular option for families or groups seeking privacy and space, providing a home-like atmosphere.
  • Apartments: A great choice for those looking for affordability and the comforts of home, ideally located near local attractions.
  • Villas: Luxurious accommodations that deliver elegance and spacious living, perfect for an upscale vacation experience.
  • Cottages: Charming and cozy, these rentals offer a quaint escape, ideal for couples or small families.**

Top attractions near Kaanapali

Kaanapali is the perfect destination for beach and outdoor family vacations, offering a blend of scenic experiences. Visitors can enjoy the stunning Kaanapali Beach and explore the nearby bays and urban parks. For golf enthusiasts, the Kaanapali Golf Resort and its beautiful courses provide an exceptional experience. Whether you're relaxing on the beach or engaging in outdoor activities, Kaanapali has something for everyone to enjoy.

  • Kaanapali Beach: A stunning stretch of golden sand, Kaanapali Beach is perfect for sunbathing, swimming, and water sports. Its vibrant atmosphere and beautiful sunsets create a quintessential Hawaiian experience.
  • Napili Bay: A picturesque bay renowned for its tranquil waters and breathtaking scenery, ideal for outdoor activities like snorkeling and paddleboarding. The serene vibe makes it perfect for relaxation.
  • Kapalua Golf Resort Bay Course: This tropical golf course offers breathtaking views and a romantic setting. Ideal for golf enthusiasts, it provides a unique blend of excitement and natural beauty.

Things to do recommended for couples

For a romantic getaway in Kaanapali, consider Shoreline Snuba, an exciting underwater experience just 3.2km away. Dive into adventure together and explore the vibrant marine life, creating unforgettable memories in a breathtaking setting.

Things to do recommended for families

Families visiting Kaanapali can enjoy a thrilling day at the Maui War Memorial Center, located 20.9km away. This sports facility offers an exciting atmosphere, making it a perfect spot for kids to experience the vibrant sports culture of Hawaii.

Things to do recommended for groups

In Kaanapali, groups can shop at Whalers Village for a mix of entertainment and local flair. Enjoy a round at Kaanapali Kai Course for stunning views, or embark on an exhilarating zipline adventure with Skyline Eco Adventure for an unforgettable outdoor experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Kaanapali

If you're planning to travel with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your needs when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kaanapali with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Kaanapali with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with seeking out age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kaanapali: For many families, a getaway wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kaanapali: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Kaanapali

Kaanapali, a charming village in Maui, offers an unforgettable vacation filled with tropical vibes and stunning coastal views. Renowned for its beautiful Ka'anapali Beach, it's the perfect getaway for families and couples alike. Explore the vibrant atmosphere, engage in exciting excursions, or simply relax on the beachfront. Whether you're looking for adventure or a romantic retreat, Kaanapali promises a delightful experience that captures the essence of island life.

  • Kaanapali Hillside: Nestled just 644m from Kaanapali, Kaanapali Hillside offers a charming village atmosphere perfect for families. This area is a gateway to a variety of activities, from shopping at local centres to exciting underwater sports. The nearby beach and bay provide stunning views and recreational opportunities, making it an ideal spot for those seeking a balanced mix of relaxation and adventure. Explore the lush parks and enjoy the scenic surroundings that enhance your vacation experience.
  • Honokowai: Located 1.6km from Kaanapali, Honokowai is a picturesque village that beckons outdoor enthusiasts and nature lovers. With its beautiful beaches and stunning scenery, visitors can soak in the sun or engage in various outdoor activities. Golfing is a popular pastime here, and shopping centres add to the convenience for tourists. The family-friendly beaches are perfect for a day of fun and relaxation, making Honokowai a must-visit for those seeking both adventure and tranquility.
  • Kahana: Situated 4.8km from Kaanapali, Kahana is another delightful village that captures the essence of Hawaiian beauty. Known for its breathtaking beaches and outdoor experiences, Kahana offers visitors a range of activities, including golf and shopping. The local family beaches and scenic bays invite you to unwind and connect with nature. This area is ideal for those looking to explore the natural beauty of Maui while enjoying a laid-back island vibe.

Best time to go to Kaanapali

If you're planning a trip to Kaanapali, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January73.2°F (22.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
February72.7°F (22.6°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April73.8°F (23.2°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May75.0°F (23.9°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
June76.3°F (24.6°C)No Rain (Dry)Mostly SunnyAverageAverage
July77.2°F (25.1°C)No Rain (Dry)Mostly SunnySlightly HighAverage
August77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageAverage
September78.1°F (25.6°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
October77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November76.3°F (24.6°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December74.3°F (23.5°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to save some money on your upcoming journey? Being flexible with your travel dates can help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, be sure to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new getaways, manage your travel arrangements, or revisit and organize your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards, simply head over to: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Take in the beachside beauty of Kaanapali

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Kaanapali. Renowned for its snorkeling, shopping and spas, this city welcomes all visitors. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Kaanapali

Are you searching for things to do in the city? Venture out of your cozy vacation rental and check out everything that makes Kaanapali a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Kai Course at Kaanapali Golf Resort (1.2 mi / 1.9 km)
  • Kaanapali Golf Courses (1.2 mi / 1.9 km)
  • Kapalua Golf Resort Bay Course (4.7 mi / 7.6 km)
  • Kapalua Resort (4.8 mi / 7.7 km)
  • Kapalua Golf Club Plantation Course (5.8 mi / 9.4 km)
  • The Dunes at Maui Lani (14 mi / 22.6 km)

Exploring the beaches and other natural features in Kaanapali

Kaanapali is famous for its beautiful ocean views, breathtaking sunsets and tropical locale. Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Kaanapali is a great place to spend some time outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Beach (1.4 mi / 2.3 km)
  • Kahekili Beach (0.6 mi / 1 km)
  • Black Rock (1 mi / 1.6 km)
  • Honokowai Beach Park (1.5 mi / 2.4 km)
  • Kahana Beach (2.6 mi / 4.2 km)
  • Baby Beach (3.6 mi / 5.8 km)

Seasonal weather in Kaanapali

Travelers speak highly of Kaanapali for its snorkeling. If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 78°F.

Transportation options to and around Kaanapali

The nearest airport is in West Maui Airport (JHM), located 2.1 mi (3.3 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Kahului Airport (OGG), which is 16.1 mi (25.9 km) away.

Frequently asked questions

What is the best area to stay in Kaanapali when booking a vacation rental?
Kaanapali is a fantastic choice for a vacation rental, offering a beautiful blend of stunning beaches and vibrant local culture. One of the best areas to stay in Kaanapali is along the beachfront, where you'll find a variety of properties ranging from luxurious resorts to cosy condos. This prime location allows easy access to the famous Kaanapali Beach, known for its golden sands and crystal-clear waters, great for swimming and sunbathing.

In addition to the beach, you'll be close to Whalers Village, a delightful shopping centre featuring an array of shops, restaurants, and cultural attractions. Here, you can enjoy a pleasant day of shopping or indulge in delicious local cuisine while taking in stunning ocean views. For those interested in history, the nearby Black Rock is an iconic spot for snorkelling and diving, where you can explore vibrant marine life.
How much does it cost to rent a vacation home in Kaanapali?
Prices for vacation rentals in Kaanapali vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kaanapali to more spacious homes.
Are there any discounts for Kaanapali vacation house rentals?
You can find great discounts on house rentals in Kaanapali on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Kaanapali?
A long-stay vacation rental in Kaanapali is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Kaanapali vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Kaanapali with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Kaanapali for a vacation rental?
The peak season for visiting Kaanapali falls between March and May, when travellers flock to this Hawaiian paradise to enjoy its sun-soaked beaches and vibrant local culture. This time of year offers ideal weather for outdoor activities, with average temperatures ranging from 20 to 30 degrees Celsius, making it great for lounging on the beach, snorkelling in crystal-clear waters, or hiking along scenic trails.

July is particularly popular, as it provides a lively option filled with festive events and a bustling beach scene. This month is a favourite for families and groups seeking fun in the sun, with many activities such as luaus and water sports readily available. However, be prepared for larger crowds during this vibrant time.

If you're looking for a more budget-friendly option, consider visiting Kaanapali in October. This month is part of the low season, offering a quieter atmosphere while still allowing you to bask in warm weather and enjoy the stunning natural beauty of the area. You'll find that many vacation rentals offer attractive rates, making it a great time for those seeking value without compromising on quality.
How early should I book a Kaanapali vacation rental?
Book your Kaanapali vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Kaanapali?
In Kaanapali, Hawaii, visitors can enjoy a range of attractions that highlight the area's natural beauty and cultural significance. The famous Kaanapali Beach is a major draw, offering stunning sunsets, water sports, and opportunities for relaxation on the golden sands. Nearby, the Whalers Village provides shopping, dining, and cultural experiences, including hula shows and craft demonstrations, all set against a picturesque ocean backdrop.

For those interested in history, the iconic Black Rock is not only a great spot for snorkeling and diving but also holds cultural significance as a site for cliff diving, where visitors can witness or participate in this thrilling tradition. Additionally, the nearby Lahaina town, a historical whaling village, is filled with charming shops, art galleries, and restaurants, providing a taste of local culture and history.
Can I change or cancel my Kaanapali home rental booking on Vrbo?
To find Kaanapali vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kaanapali vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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