Kaanapali holiday rentals

We found 6,618 holiday rentals — enter your dates for availability
Select from 28 houses, 1463 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:30 Oct - 6 Nov

Image gallery for Pono Plantation Cottage: 2 pools

Room
9.6 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)

Pono Plantation Cottage: 2 pools

Lahaina

7% off
Price is AU$4,881
for 7 nights, 1 cottage
AU$697 per night
includes taxes & fees
Pono Plantation Cottage: 2 pools

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Why visit Kaanapali

  • Stunning Beaches: Kaanapali Beach offers sun-soaked relaxation and thrilling water sports in a picturesque setting.
  • Scenic Parks: Enjoy the lush urban parks that provide opportunities for leisurely strolls and family picnics.
  • Challenging Golf Courses: Golf enthusiasts will appreciate the beautiful landscapes and well-designed local courses.
  • Diverse Dining and Shopping: Kaanapali Parkway features a variety of delightful restaurants and shops to explore.
  • Outdoor Adventures: The vibrant beach area is perfect for excursions and exciting outdoor activities for all ages.

Popular types of accommodation in Kaanapali

Discover Kaanapali, Hawaii, where pristine beaches and stunning sunsets set the scene for unforgettable holiday experiences. Our kaanapali holiday rentals include cosy condos, private holiday homes, and stylish apartments, providing the perfect base for exploring local landmarks and attractions. Whether you’re seeking relaxation or adventure, Kaanapali’s diverse offerings promise a memorable escape in this idyllic coastal haven.

  • Condos: These popular self-contained units offer a comfortable stay with amenities, perfect for those seeking convenience and a home-like feel.
  • Private Holiday Homes: Ideal for families or groups, these spacious residences provide privacy and the comforts of home while enjoying a holiday atmosphere.
  • Apartments: Compact and functional, these accommodation options are great for couples or solo travellers looking for easy access to local attractions.
  • Villas: Luxurious and often set in picturesque locations, villas offer an upscale experience with ample space and private amenities.
  • Cottages: Quaint and charming, these smaller dwellings provide a cosy retreat, perfect for a peaceful getaway.**

Top attractions in and around Kaanapali

Kaanapali, Hawaii, is a vibrant destination perfect for beach and outdoor family holidays. Visitors can enjoy stunning beaches, scenic bays, and urban parks, providing ample opportunities for relaxation and exploration. A highlight for golf enthusiasts is the local golf courses, which offer beautiful landscapes and challenging play. Whether you're soaking up the sun or seeking adventure, Kaanapali promises a memorable experience for all travellers.

  • Black Rock: A stunning beach within Kaanapali, celebrated for its captivating beach ambience and vibrant marine life. A perfect spot to relax and enjoy the local coastal charm.
  • Napili Bay: Located 6km from Kaanapali, this bay offers picturesque scenery and invigorating outdoor experiences, ideal for leisurely strolls along the shore.
  • Kapalua Golf Resort Bay Course: Situated 8km from Kaanapali, this tropical golf course delivers a romantic setting combined with unique excursions, perfect for avid golfers.

Things to do recommended for couples

Experience Kaanapali's charm with romantic beach strolls, sunset cruises, and exquisite dining. Discover local markets and hidden coastal trails, ideal for a couple's retreat in Hawaii.

Things to do recommended for families

Families will delight in the soft sands and gentle waves of Kaanapali Beach, perfect for building sandcastles. Explore the vibrant marine life with a snorkelling trip at Black Rock, or enjoy a traditional Hawaiian luau for an unforgettable cultural experience.

Things to do recommended for groups

Experience the thrill of ziplining at Skyline Eco Adventure, where your group can embrace the outdoor vibes and adventure that Kaanapali has to offer. This exciting ropes course is perfect for creating memorable moments together.

*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 travelling with a group, as a family, bringing your pets along, or seeking extended stays, it’s important to refine your search based on your key priorities. Here are some helpful booking tips for using Stayz.

  • Traveling to Kaanapali with a group: Consider how many bedrooms you will require, along with amenities such as a fully-equipped kitchen or an outdoor area for group gatherings. Fortunately, Stayz allows you to filter for all of these features and more.
  • Traveling to Kaanapali with young kids: Traveling with young children can be challenging. It is essential to prioritise their comfort and safety, as well as ensure access to age-appropriate facilities, such as a private swimming pool. It is also wise to consider your closeness to family-friendly attractions.
  • Taking your pets with you to Kaanapali: For some, a family holiday wouldn’t be complete without their four-legged companion. If this describes you, then explore Stayz properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring everyone feels completely at home.
  • Planning for a long term stay visiting Kaanapali: If you are seeking holiday lets with offers for stays of a month or more, you've come to the right place. With the appropriate filter, you can effortlessly locate and save on monthly rentals. You might also consider including a parking space, a welcoming kitchen, or a private pool in your search.

Where to stay near Kaanapali

Kaanapali, Hawaii, is a tropical paradise perfect for family holidays and beach lovers. With its stunning Kaanapali Beach, visitors can indulge in sun-soaked relaxation and thrilling water sports. The picturesque Kaanapali Parkway offers delightful dining and shopping experiences, while the beachfront provides a serene getaway for romantic strolls. Enjoy the vibrant atmosphere of the Kaanapali Beach area, where excursions and outdoor adventures await, making it an ideal destination for all types of travellers.

  • Napili: Napili is a quaint village situated 6km from Kaanapali, celebrated for its stunning beaches and scenic outdoor spaces. Visitors here can enjoy the local bay and family beach, with opportunities for a leisurely day at the shopping centre or a round of golf at the nearby course. The area is perfect for those seeking a relaxed holiday experience, surrounded by natural beauty and vibrant local life.
  • Lahaina: Lahaina, a historic city located 6km from Kaanapali, offers a perfect blend of beachside relaxation and outdoor adventure. The local attractions include a gorgeous bay and family beach, complemented by the charm of its shopping centre and golf facilities. This town is well-suited for families and travellers looking for a mix of leisure and cultural discovery, with plenty of opportunities to immerse in the local heritage.
  • Honokowai: Honokowai is a charming village just 2km from Kaanapali, ideal for those drawn to the allure of beautiful beaches and outdoor pursuits. Its accessible shopping centre and golf venues enhance the experience, while the proximity to the bay and family beach invites visitors to embrace the scenic landscape. Honokowai offers a delightful retreat for those eager to explore a serene coastal setting.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

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 often result in significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's innovative Trip Board provides you with a dedicated space to craft new journeys, pick up where you last left off, or review and arrange your travel plans. Properties that you have previously saved and booked are now neatly organised into Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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 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)
  • Lanai Pine Sporting Clays (16.6 mi / 26.7 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)
  • Napili Bay (4.4 mi / 7.1 km)
  • Kahekili Beach (0.6 mi / 1 km)
  • Black Rock (1 mi / 1.6 km)
  • Hanakaoo Beach Park (1.6 mi / 2.6 km)
  • Kahana Beach (2.6 mi / 4.2 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 home accommodation in Kaanapali?
Condos are the most popular type of holiday home in Kaanapali, according to our data. Even if you've got something a little different in mind, Stayz has properties in all sizes and shapes. Filter our options to find your perfect match.
How much does it cost to rent a holiday home 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 Stayz holiday homes 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 home. Type in your Kaanapali travel dates to see your options on Stayz. 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 homes in Kaanapali?
Good news. There are. You'll have a choice of 2 ,055 holiday homes that welcome pets in Kaanapali on Stayz. Our furry best friends also deserve a getaway, so simply use our search function for pet-friendly holiday homes 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 Stayz, and then spend lazy days frolicking in a swimming pool that's all your own.
What are popular home amenities in Kaanapali?
A fireplace, a swimming pool and a firepit are the most popular home amenities in Kaanapali. Whether you're taking to the road by yourself, with your spouse or as a family, Stayz can help you find a holiday home that fits your tastes with a load of extras you'll love.
Are there large group holiday homes 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 homes 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 Stayz'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 homes in Kaanapali?
Yes, you can pick from 727 one-bedroom homes in Kaanapali. Whether you're on the lookout for a cosy cottage or a fancy condo, Stayz'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 homes in Kaanapali?
Kaanapali has 790 two-bedroom holiday homes for you to select from. Experience a holiday home with all the comfort and space you want at a price you'll love on Stayz.
Are there holiday homes 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 Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Kaanapali?
Select your travel dates and then use the filter tool to find holiday homes with ac in Kaanapali on Stayz. 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 home in Kaanapali?
The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Stayz, so check the rules of your chosen Kaanapali holiday home before booking your escape.
How long can I rent a holiday home 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 Stayz 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.

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