Kaanapali holiday lettings

We found 5,584 holiday rentals — enter your dates for availability

Select from 197 houses, 2482 flats and other holiday rentals to find the perfect place for your stay in Kaanapali. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Kaanapali

Showing deals for:26 Sept - 3 Oct
  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why visit Kaanapali

  • Stunning beaches: Kaanapali Beach and Napili Beach offer picturesque shores perfect for relaxation and family outings.
  • Scenic beach walk: Enjoy a leisurely stroll along the beautiful beach walk, taking in the breathtaking coastal views.
  • Outdoor adventures: Engage in various activities such as snorkelling, hiking, and water sports amidst lush tropical surroundings.
  • Luxurious accommodation: Choose from a range of delightful options, including beachfront resorts and private holiday homes.
  • Vibrant atmosphere: Experience the lively local culture and vibrant atmosphere, ideal for all types of travellers.

Popular types of accommodation in Kaanapali

If you're contemplating a getaway to Kaanapali, you'll find a variety of delightful accommodation options at your disposal. The most sought-after choices include condos, private holiday homes, and apartments, ensuring that every traveller can find the perfect fit. From the stunning Kaanapali Beach Resort to the charming Maui Eldorado Kaanapali Resort and Maui Kaanapali Villas, your ideal retreat awaits in this beautiful destination.

  • Condos: The top choice for holiday rentals in Kaanapali, providing a blend of comfort and convenience, often with stunning ocean views.
  • Houses: A fantastic option for families or groups, offering ample space and a homey atmosphere.
  • Apartments: Ideal for a more compact stay, these rentals offer essential amenities in a central location.
  • Villas: Luxurious and spacious, perfect for those seeking a lavish getaway.
  • Cottages: Quaint and charming, these provide a cosy retreat for a peaceful escape.**

Top attractions in and around Kaanapali

Kaanapali is perfect for a beach holiday, offering stunning outdoor experiences ideal for families. The area boasts a range of attractions, including the renowned Kaanapali Beach and the scenic beach walk. Visitors can enjoy the beautiful bay and urban parks, making it a fantastic destination for those seeking relaxation and adventure amidst breathtaking scenery.

  • Kaanapali Beach: A stunning stretch of golden sand, Kaanapali Beach is perfect for sunbathing, swimming, and enjoying vibrant beach vibes. With numerous water sports available, it's an ideal spot for both relaxation and adventure.
  • Napili Bay: Located 2.5km from Kaanapali, this picturesque bay offers breathtaking scenery and a tranquil atmosphere. Ideal for outdoor activities, the calm waters are perfect for snorkelling and spotting marine life.
  • Kapalua Golf Resort Bay Course: Situated 3.1km away, this tropical golf course boasts stunning ocean views and offers a romantic setting for both seasoned golfers and beginners. Enjoy a day of excursions amid lush landscapes.

Things to do recommended for couples

For a romantic getaway in Kaanapali, consider Shoreline Snuba. This thrilling underwater experience allows couples to explore the vibrant marine life together, fostering a sense of adventure and connection. Dive into the beauty of the ocean and create unforgettable memories in this stunning Hawaiian paradise.

Things to do recommended for families

Families will relish a visit to the Maui War Memorial Center, a sports facility located 8.1km from Kaanapali. With its vibrant sports atmosphere, it offers an engaging experience for all ages, ensuring a memorable day out for the whole family.

Things to do recommended for groups

In Kaanapali, groups can shop at Whalers Village for a vibrant local experience, tee off at the Kaanapali Kai Course for some outdoor sports, and embark on an exhilarating adventure at Skyline Eco Adventure with thrilling ziplining over stunning landscapes.

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Where to stay near Kaanapali

Kaanapali offers an idyllic setting for a memorable Hawaiian vacation, boasting stunning beaches and luxurious beachfront accommodations. Explore the famous Kaanapali Beach, perfect for family outings and romantic strolls, or visit the nearby Napili Beach for a more tranquil experience. With its lush tropical surroundings and vibrant atmosphere, Kaanapali is an excellent destination for outdoor adventures and relaxation alike, ensuring an unforgettable getaway for all types of travellers.

  • Honokowai: Honokowai is a charming village located approximately 621m from Kaanapali. This delightful spot is perfect for travellers seeking a scenic beach experience and outdoor activities. Visitors can enjoy a leisurely day at the family beach or explore the nearby bay. Shopping enthusiasts will appreciate the local shopping centre and mall, while golf aficionados can indulge in some of the area's well-maintained courses. Honokowai’s stunning landscapes and relaxed atmosphere make it an ideal destination for families and nature lovers alike.
  • Kaanapali Hillside: Situated just 249m from Kaanapali, Kaanapali Hillside is a picturesque village that offers a perfect blend of city life and beachside relaxation. The area is particularly family-friendly, featuring proximity to beaches and parks ideal for picnics and outdoor fun. Visitors can partake in various activities, including shopping at the local centre and exploring exciting underwater sports. With its breathtaking views and welcoming community, Kaanapali Hillside is an excellent spot for family outings and adventure seekers.
  • Kahana: Kahana is a tranquil village located about 1.9km from Kaanapali, known for its stunning beaches and outdoor scenery. This idyllic destination attracts those looking to unwind and enjoy nature, with a variety of activities available such as golfing and shopping at local centres and malls. The area features beautiful landmarks like family-friendly beaches and serene bays, making it a wonderful choice for a relaxing day out. Kahana’s scenic beauty and laid-back vibe make it a must-visit for anyone looking to experience the best of Hawaii.

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

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

If you're planning a trip with a group, family, or pets, or if you're seeking longer stays, it's important to prioritise your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Kaanapali with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Kaanapali with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to attractions that are suitable for families.
  • Taking your pets with you to Kaanapali: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. The majority of pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Kaanapali: If you’re in search of holiday rentals offering discounts for month-long stays, you’ve come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a handy area for you to plan new trips, continue from where you last stopped, or manage your existing arrangements. You'll discover your saved or booked properties neatly sorted into Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Take in the beachside beauty of Kaanapali

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Kaanapali. Renowned for its snorkelling, shopping and spas, this city welcomes all visitors. Kaanapali Beach and Whalers Village are just a couple of the must-see attractions. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Kaanapali has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 setting. Whether you're an adventurous traveller or just want to appreciate the scenery, Kaanapali is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (1.4 mi / 2.3 km)
  • Black Rock (1 mi / 1.6 km)
  • Honokowai Beach Park (1.5 mi / 2.4 km)
  • Hanakaoo Beach Park (1.6 mi / 2.6 km)
  • Kahana Beach (2.6 mi / 4.2 km)
  • Napili Bay Beach (4.4 mi / 7 km)

Seasonal weather in Kaanapali

Travellers speak highly of Kaanapali for its snorkelling. If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 25°C.

Transport options to and around Kaanapali

The nearest airport is in Kapalua, HI (JHM-West Maui), located 2.1 mi (3.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Kahului, HI (OGG), which is 16.1 mi (25.9 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Kaanapali?
Condos are the most popular type of holiday rental in Kaanapali, according to our data. Even if you've got something a little different in mind, Vrbo has properties in all sizes and shapes. Filter our options to find your perfect match.
How much does it cost to rent a holiday rental in Kaanapali?
Property type, length of stay and time of year are some of the conditions that can influence the price of a holiday home. Simply enter your travel dates to find your perfect escape. From cosy cabins to expansive luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Kaanapali?
When you travel and the style and size of the property will influence the cost of your beachside holiday rental. Type in your Kaanapali travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to pick the features and amenities you want in your holiday home.
Are there pet-friendly holiday rentals in Kaanapali?
Good news. There are. You'll have a choice of 2,055 holiday rentals that welcome pets in Kaanapali on Vrbo. Our furry best friends also deserve a getaway, so simply use our search function for pet-friendly holiday rentals to book a place where your pooch can lap up the good times.
Can I rent a house with a pool in Kaanapali?
Add another level of fun to your getaway by booking your family into one of the 2,008 houses with a private pool in Kaanapali. Use our handy search filter to find the kind of property you want on Vrbo, and then spend lazy days frolicking in a swimming pool that's all your own.
What are popular rental amenities in Kaanapali?
A fireplace, a swimming pool and a firepit are the most popular rental amenities in Kaanapali. Whether you're taking to the road by yourself, with your spouse or as a family, Vrbo can help you find a holiday rental that fits your tastes with a load of extras you'll love.
Are there large group holiday rentals in Kaanapali?
Kaanapali has 124 holiday properties that can cater to 10 or more guests. These stays come with the space and privacy you need to share good times with loved ones.
Are there holiday rentals in Kaanapali that welcome kids?
Kaanapali has 2,051 family-friendly holiday homes to pick from. And tracking down a stay that welcomes kids is simple with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also get access to amenities and perks like bunk beds, full kitchens and yards.
What are the top attractions for families in Kaanapali?
You'll find lots of awesome things to see and do with the family in Kaanapali, including:
  • Kaanapali Beach
  • Black Rock
  • Napili Bay Beach

Are there one-bedroom holiday rentals in Kaanapali?
Yes, you can pick from 727 one-bedroom rentals in Kaanapali. Whether you're on the lookout for a cosy cottage or a fancy condo, Vrbo's one-bedroom properties are ideal if you don't need loads of space. One of the main perks of having your own pad? You'll never need to share your trip with strangers.
Can I find two-bedroom holiday rentals in Kaanapali?
Kaanapali has 790 two-bedroom holiday rentals for you to select from. Experience a holiday home with all the comfort and space you want at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Kaanapali?
Whether you want to keep up with the latest news, look over emails or update your social media, there are 1,087 holiday homes with WiFi in Kaanapali. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Kaanapali?
Select your travel dates and then use the filter tool to find holiday rentals with ac in Kaanapali on Vrbo. With 2,017 air-conditioned properties to choose from here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Kaanapali?
The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your chosen Kaanapali holiday rental before booking your escape.
How long can I rent a holiday rental in Kaanapali for?
It all depends on the Kaanapali property. To see a list of options offering extended stays, simply enter your dates and number of guests into the Vrbo search page. Look forward to having the entire place to yourself, as well as comforts such as a fully-equipped kitchen and outdoor spaces where the little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

Explore destinations around Kaanapali

More Holiday Rentals ideas

People also search for