Kaanapali vacation rentals

We found 6,032 vacation rentals — enter your dates for availability

Select from 44 houses, 2580 condos, and other vacation rentals to find the perfect place for your stay in Kaanapali. 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:Feb 27 - Mar 6

Find out more about Kaanapali

Why visit Kaanapali

  • Beautiful Beaches: Enjoy the stunning Ka'anapali Beach, perfect for sunbathing and swimming.
  • Outdoor Adventures: Explore the scenic Kaanapali Coast and indulge in various outdoor activities.
  • Luxury Accommodations: Stay in upscale beachfront resorts or charming vacation rentals for a memorable experience.
  • Family-Friendly Atmosphere: Kaanapali is ideal for families, offering fun activities for all ages.
  • Picturesque Parks: Discover nearby urban parks that enhance the natural beauty of the area.

Popular types of accommodation in Kaanapali

If you're looking for the perfect getaway in Kaanapali, you're in the right place. Our most popular vacation rental options include spacious condos, charming houses, and comfortable apartments. Whether you prefer the luxury of Maui Kaanapali villas or the convenience of the Kaanapali Beach Resort, we've got a range of accommodations to suit your needs. Explore the Maui Eldorado Kaanapali Resort and other fantastic options for an unforgettable stay.

  • Condos: The top choice among travelers in Kaanapali, offering a blend of comfort and convenience, often with stunning ocean views.
  • Houses: A fantastic option for families or groups, providing ample space and a home-like atmosphere.
  • Apartments: Ideal for solo travelers or couples, these rentals offer a cozy and efficient living space.
  • Villas: Luxury accommodations with upscale amenities, perfect for those seeking a lavish getaway.
  • Cottages: Quaint and charming, these provide a cozy retreat with a touch of local character.**

Top attractions near Kaanapali

Kaanapali, Hawaii, is perfect for beach lovers and families seeking outdoor adventures. Key attractions include the stunning Ka'anapali Beach, renowned for its beautiful scenery and vibrant atmosphere. Visitors can enjoy the picturesque bay and explore nearby urban parks, making it an ideal destination for those looking to soak in the sun and experience nature. Whether you're with family or friends, Kaanapali offers a memorable vacation filled with fun and relaxation.

  • Kaanapali Beach: Renowned for its golden sands and vibrant beach vibes, Kaanapali Beach offers a perfect setting for sunbathing, swimming, and enjoying watersports. Its lively atmosphere and stunning sunsets make it a must-visit destination.
  • Napili Bay: A picturesque bay with serene beach vibes, Napili Bay is ideal for outdoor activities and soaking in breathtaking scenery. Its calm waters invite snorkeling and swimming, while the lush surroundings provide a tranquil escape.
  • Kapalua Golf Resort Bay Course: This tropical golf course offers romantic views and exciting excursions for golf enthusiasts. It features lush fairways and stunning ocean vistas, making it a delightful experience for players and spectators alike.

Things to do recommended for couples

For a romantic getaway in Kaanapali, don't miss Shoreline Snuba, just 2 miles away. Dive into an underwater adventure together, experiencing the vibrant marine life while enjoying the thrill of exploring the ocean depths side by side.

Things to do recommended for families

Families can explore the Maui War Memorial Center, a vibrant sports facility located 13 miles from Kaanapali. Enjoy the energetic atmosphere while engaging in various sports activities, making it a perfect spot for family bonding and fun.

Things to do recommended for groups

Groups visiting Kaanapali can enjoy shopping and entertainment at Whalers Village, play a round of golf at the Kaanapali Kai Course, and experience thrilling ziplining at Skyline Eco Adventure. These activities offer a perfect blend of relaxation and adventure in this beautiful Hawaiian paradise.

*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

When planning your trip—whether you're traveling with a group, your family, or pets, or looking for extended stays—be sure to apply the right filters to meet your needs. Here are some helpful tips for booking on Vrbo.

  • Traveling to Kaanapali with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search on Vrbo to include all of these options and more.
  • Traveling to Kaanapali with young kids: Traveling with young kids can be a bit demanding. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kaanapali: For many families, a vacation isn’t truly finished without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly homes come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels completely at home.
  • Planning for a long term stay visiting Kaanapali: If you're in search of vacation rentals offering 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Kaanapali

Kaanapali, a stunning village on Maui's coastline, offers an ideal blend of relaxation and adventure for families and couples alike. Explore the scenic Kaanapali Coast, indulge in luxury beachfront resorts, and immerse yourself in the tropical atmosphere. With activities ranging from exciting excursions to serene beach days, Kaanapali is the perfect getaway for a memorable vacation experience.

  • Kaanapali Hillside: Nestled just 0.4 miles from the bustling Kaanapali Beach, Kaanapali Hillside offers a serene village experience ideal for families and beach lovers. This charming neighborhood boasts easy access to various shopping centers and malls, allowing visitors to indulge in local crafts and souvenirs. For adventure seekers, the underwater sports available nearby provide an exhilarating way to explore the ocean's depths. Local landmarks like the beach, bay, and park enhance the area's appeal, making it a perfect spot for relaxation and fun.
  • Honokowai: Located 1 mile from Kaanapali, Honokowai is a picturesque village celebrated for its stunning beaches and outdoor experiences. This area is perfect for those looking to soak in the natural beauty and enjoy scenic vistas. Honokowai offers access to shopping centers and golf courses, ensuring a blend of leisure and recreation. The local beaches provide a family-friendly atmosphere, making it a favored destination for visitors looking to unwind by the shore or engage in water activities.
  • Kahana: A short drive of 3 miles from Kaanapali, Kahana is another delightful village known for its vibrant outdoor scenes and breathtaking scenery. This area attracts travelers looking for beach experiences and picturesque landscapes. Like its neighbors, Kahana features shopping centers and golf courses, appealing to both avid shoppers and sports enthusiasts. The proximity to beautiful beaches and family-friendly spots makes Kahana a wonderful place for visitors seeking both adventure and relaxation.

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 a breeze

Are you hoping to save money on your upcoming trip? Being open to different travel dates can really make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that meets your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. Being the planner really pays off. When you join our travel rewards program, One Key, you can immediately access exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new trips, pick up right where you left off, or review and manage your travel arrangements. You can easily access the properties you've saved and booked by checking the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Island paradise at Kaanapali vacation home rentals

With laidback vibes, lively nightlife and a 3-mile stretch of golden sand, Kaanapali lives up to its reputation as Maui's glitziest beach resort. This enticing slice of Hawaii lures sun seekers of all shapes and sizes. From honeymoons and destination weddings to family reunions and surf getaways, Kaanapali lends itself to every occasion. The coastline is studded with luxury Kaanapali vacation rentals, so why not stay local with studios, condos and apartments just steps from the sand? Spend your days relaxing on the beach, taking in fiery sunsets and sipping on tropical cocktails under swaying coconut palms.

Places to visit near Kaanapali vacation homes

For most people, Kaanapali represents a chance to relax, unwind and slip into island time. Kaanapali vacation rentals make it easy with a stunning lineup of executive properties set in West Maui's top resorts. When you've had your fill of sun, sand and Mai Tais, why not switch gear at the Whalers Village Museum? It offers a fascinating glimpse at Maui's "Golden Age" of whaling, as well as the anatomy of the gentle marine giants.

Activities near your Kaanapali summer rental

You'll find Maui's liveliest stretch of sand down at Kaanapali Beach. Gaze out to the horizon and you'll see sun-bronzed surfers waiting for the perfect wave, parasailers gliding across the water and luxury yachts bobbing just offshore. On calm days, the water is glassy and ideal for snorkeling. Confident swimmers should head to Black Rock, a coral-strewn lava promontory located just in front of the Sheraton. It's teeming with sea turtles, tropical fish and colorful sponges. Golfers will be in their element, with a pair of championship courses to choose from.

Tropical vibes in Kaanapali

Thanks to its tropical climate, temperatures remain steady throughout the year. Whenever you visit, expect to bask in daytime highs that hover around the 70s and 80s. Winter is high season in Kaanapali, when Maui enjoys clear skies, calm water and sultry temperatures. As well as snowbirds, Kaanapali vacation rentals attract legions of families over Christmas and New Year. Winter is also prime whale-watching season, with 1000s of humpbacks cruising along the West Maui coast. Summer is also in hot demand, especially over the Memorial Day to Labor Day stretch.

Kaanapali – a West Maui keeper

Kaanapali sits on the shores of West Maui, Hawaii's self-confessed capital of fun. The landscape ranges from glitzy resorts and pristine beaches to tangled jungles and untamed coastlines. Get your bearings with a stroll down the Kaanapali Beach Walk, a mile-long pathway that hugs the coast. If you're craving a quieter scene, head to Kahekili Beach Park. The laidback stretch of sand is fringed by lush coconut palms and hot-pink morning glory flowers. Venture inland and you'll hit the West Maui Forest Reserve, a verdant oasis of rainforest valleys, cascading waterfalls and emerald-green peaks.

Top beach locales near Kaanapali vacation rentals

In addition to Black Rock and its namesake beach, Kaanapali has beautiful beach locales for sunbathing and swimming. Vacation homes are available near places like Kahekili Beach Park, a boardwalk-lined beach with a picnic pavilion, grills, and other amenities, and Puʻu Keka‘a, a lava rock formation on a sandy beach with cliff jumping and snorkeling. You'll also like Honokowai Beach Park, a waterfront beach with a play structure, picnic tables, shade trees, and nearby amenities.

Transportation options to and around Kaanapali

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

Family attractions near Kaanapali vacation homes

Kids can enjoy an array of family-friendly attractions near Kaanapali vacation homes. The Myths of Maui luau, an oceanfront luau with Hawaiian food, live music, dances, and a fire show, and the Hawaiian Islands Humpback Whale National Marine Sanctuary, a whale sanctuary with a visitor center and shoreside whale-watching opportunities, are 2 highlights. Kids will also like Honokeana Bay, a rocky cove with calm waters for swimming and snorkeling and a native population of sea turtles.

Frequently asked questions

What is the best area to stay in Kaanapali when booking a vacation rental?
When planning a vacation in Kaanapali, Hawaii, one of the best areas to consider for your stay is the Kaanapali Beach area itself. This stunning stretch of coastline is renowned for its golden sands and crystal-clear waters, making it an ideal spot for beach lovers. You'll find a variety of vacation rentals ranging from luxurious condos to charming beachfront homes, with numerous properties available to suit different preferences and budgets.

Staying in Kaanapali Beach places you in close proximity to some of the top attractions in the area. A must-visit is the iconic Black Rock, a popular snorkeling site where you can explore vibrant marine life. Additionally, the Kaanapali Resort offers a fantastic array of dining and shopping options, including the lively Whalers Village, which features boutique shops, restaurants, and cultural experiences.

Another great option is the nearby Napili Bay, known for its laid-back atmosphere and stunning sunsets. This area offers a more tranquil experience while still providing access to beautiful beaches and outdoor activities.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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 travelers 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 best time to visit Kaanapali for a vacation rental is during the peak season from March to May, when the island is alive with vibrant energy and travelers flock to enjoy its stunning beaches and lush landscapes. This period offers warm temperatures, typically ranging from the mid-70s to mid-80s Fahrenheit, providing ideal conditions for outdoor activities like snorkeling, surfing, and sunbathing.

July is particularly popular, attracting families and adventure seekers looking to soak up the sun and partake in local festivities. The lively atmosphere during this month makes it a great time for social travelers who enjoy mingling with others and participating in beach events.

If you're seeking a more budget-friendly option, consider visiting in October. This month offers a quieter experience, allowing you to savor Kaanapali's natural beauty with fewer crowds.
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, visitors can enjoy a variety of attractions that highlight the beauty and culture of Hawaii. The Kaanapali Beach itself is a major draw, known for its golden sands and crystal-clear waters, superb for swimming, snorkeling, and sunbathing. Nearby, the scenic Black Rock offers excellent snorkeling opportunities and is a popular spot for cliff diving.

For those interested in shopping and dining, the Whalers Village provides a range of boutiques and restaurants with ocean views, making it a great place to unwind after a day at the beach. Additionally, the historic site of the Old Kaanapali Airport is close by, where visitors can learn about the area's history and enjoy stunning views of the coastline.

For outdoor enthusiasts, the nearby West Maui Mountains offer hiking trails with breathtaking vistas, while the Lahaina area, just a short drive away, offers cultural experiences, including art galleries and historical landmarks.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 as applicable.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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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