Kaanapali holiday lettings

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October 2025

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Select from 44 houses, 2417 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 Dec - 2 Jan

Exceptional

(23 reviews)

MK 808 OceanFront 1BD Kaanapali Beach Ocean Views

Kaanapali, HI

10% off

for 7 nights, 1 apartment

£476 per night

includes taxes & fees

Wonderful

(5 reviews)

Westin Nanea Ocean Villas- Exquisite Two Bedroom Villa in Beautiful Maui

Kaanapali, HI

9% off

for 7 nights, 1 apartment

£1,399 per night

includes taxes & fees

Mahana 602 oceanfront ocean views lanai 1

Exceptional

(72 reviews)

MA 602 Kaanapali OceanFront Studio Ocean View Pool

Kaanapali, HI

10% off

for 7 nights, 1 apartment

£498 per night

includes taxes & fees

Exceptional

(29 reviews)

Honua Kai- Konea- Whale Watching Partial Ocean View- Grand One Bedroom Suite!

Kaanapali, HI

6% off

for 7 nights, 1 apartment

£728 per night

includes taxes & fees

Exceptional

(90 reviews)

#564-Black Rock & Pool View-Family Friendly-Beach Items Prov..

Kaanapali, HI

7% off

for 7 nights, 1 apartment

£845 per night

includes taxes & fees

International Colony Club 34 living room c3

Exceptional

(26 reviews)

ICC 34 Spacious 2BD Cottage w Pool AC Near Beach

Kaanapali, HI

10% off

for 7 nights, 1 apartment

£685 per night

includes taxes & fees

Kaanapali Plantation 8 ocean view lanai 1

Exceptional

(25 reviews)

KPL 8 Remodeled 2BD Home w Ocean Views Near Beach

Kaanapali, HI

10% off

for 7 nights, 1 apartment

£610 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Kaanapali

The lanai is accessible from the living room and bedroom. Great for sunsets!

Premier Host

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Sleeps 2 · 1 bedroom · 1 bathroom

A quiet luxury: morning light over Maui?s coastal retreat. KPL-28

Premier Host

KBM Resorts | FREE CAR | Kaanapali Plantation Villa | 3-Bedroom Condo with Short Walk to Beach, Includes Beach Gear! KPL-28

Sleeps 8 · 3 bedrooms · 2+ bathrooms

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

Find out more about Kaanapali

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.

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.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	73.2°F (22.9°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
February	72.7°F (22.6°C)	No Rain (Dry)	Mostly Sunny	Average	Average
March	72.7°F (22.6°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
April	73.8°F (23.2°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
May	75.0°F (23.9°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly Low
June	76.3°F (24.6°C)	No Rain (Dry)	Mostly Sunny	Average	Average
July	77.2°F (25.1°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
August	77.9°F (25.5°C)	No Rain (Dry)	Mostly Sunny	Average	Average
September	78.1°F (25.6°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly Low
October	77.7°F (25.4°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Slightly Low
November	76.3°F (24.6°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Average
December	74.3°F (23.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High

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.

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. 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)
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)
Napili Bay (4.5 mi / 7.2 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 best area to stay in Kaanapali when booking a holiday rental?

When considering a holiday rental in Kaanapali, a popular area to stay is along the famous Kaanapali Beach. This stunning stretch of golden sand not only offers breathtaking ocean views but also provides access to a variety of water activities, such as snorkelling and paddleboarding. The beachfront is lined with a range of resorts and holiday rentals, ensuring that you can find the great accommodation to suit your needs.

Another appealing neighbourhood is the Whalers Village, which is a vibrant shopping and dining destination situated right on the beach. Here, you can enjoy a leisurely stroll while exploring a variety of boutique shops and enjoying delicious cuisine from local restaurants. Whalers Village also hosts cultural events and hula performances, adding to the lively atmosphere.

For those interested in natural beauty, the nearby Black Rock, or Pu'u Keka'a, is a must-visit. This iconic landmark is great for cliff diving and offers excellent snorkelling opportunities, making it a favourite spot for both tourists and locals.

How much does it cost to rent a holiday home in Kaanapali?

Prices for holiday 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 holiday 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 holiday rentals in Kaanapali?

A long-stay holiday 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 holiday rentals with parking?

Vrbo offers a wide selection of holiday 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 holiday rental?

The most popular time to visit Kaanapali is during the peak season, which runs from March to May. This period draws travellers eager to soak up the sun on beautiful beaches, participate in water sports, and enjoy vibrant local culture. The warm temperatures, typically ranging from 24 to 30 degrees Celsius, create an inviting environment for outdoor activities such as snorkelling and hiking along the stunning coastal trails.

July stands out as a particularly busy month, when families flock to the area for summer holidays. Expect lively beaches and a plethora of events, making it a great time for those who thrive in bustling environments and enjoy socialising with fellow holidaymakers.

For those seeking a more budget-friendly option, October is an excellent time to visit Kaanapali. This month offers a chance to enjoy the area's beauty without the high-season crowds, and the weather remains pleasant, usually around 25 degrees Celsius. It's great for exploring the lush landscapes and indulging in local cuisine at a more leisurely pace.

How early should I book a Kaanapali holiday rental?

Book your Kaanapali holiday 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 holiday 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 experience a range of attractions that highlight the natural beauty and cultural heritage of Hawaii. The famous Kaanapali Beach is a major draw, offering pristine sands and crystal-clear waters, great for sunbathing, snorkelling, and swimming. Nearby, the Whalers Village provides shopping and dining options with a stunning ocean backdrop, making it a great spot to unwind after a day at the beach.

For those interested in history, the Kaanapali area is close to the ancient Hawaiian site of the Royal Kaanapali Golf Course, which offers not only a challenging game but also breathtaking views of the surrounding landscape. The scenic Black Rock, located at the northern end of Kaanapali Beach, is another highlight, known for its excellent snorkelling and cliff diving opportunities.

Can I change or cancel my Kaanapali home rental booking on Vrbo?

To find Kaanapali holiday 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Kaanapali holiday 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.