Kaanapali holiday lettings

We found 6,461 holiday rentals — enter your dates for availability

Select from 25 houses, 1289 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:25 Sept - 2 Oct

Image gallery for Stunning Views from 5th-Floor Oceanfront Retreat

Enjoy Fun & Games or a Great Meal
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Stunning Views from 5th-Floor Oceanfront Retreat

Lahaina

7% off
Price is £1,572
for 7 nights, 1 apartment
£225 per night
includes taxes & fees
Stunning Views from 5th-Floor Oceanfront Retreat

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Why visit Kaanapali

  • Stunning Beaches: Relax on the picturesque Kaanapali Beach, known for its soft sands and crystal-clear waters, perfect for sunbathing and swimming.
  • World-Class Golfing: Play a round at the renowned Royal Kaanapali Golf Course, offering breathtaking views and a challenging experience for golf enthusiasts.
  • Thrilling Water Activities: Engage in exciting snorkelling adventures to explore vibrant marine life in the scenic bays.
  • Luxurious Accommodation: Stay in lavish condos and villas that provide comfort and stunning ocean views after a day of exploration.
  • Mesmerising Sunsets: Enjoy breathtaking sunsets along the coastline, perfect for romantic evenings or family gatherings.

Popular types of accommodation in Kaanapali

Welcome to Kaanapali, Hawaii, a stunning coastal paradise renowned for its beautiful beaches and vibrant marine life. Experience the allure of this tropical oasis with a range of accommodation options, including luxurious villas, houses, and convenient condos. Enjoy world-class golfing, snorkelling adventures, and breathtaking sunsets along the iconic Kaanapali Beach. With its blend of relaxation and adventure, Kaanapali offers an unforgettable escape for every traveller.

  • Condos: The top choice for vacation rentals in Kaanapali, offering comfortable living spaces with stunning views and convenient amenities.
  • Houses: A fantastic option for larger groups or families, providing a home-like atmosphere with privacy and space.
  • Apartments: Ideal for couples or solo travellers, these compact living spaces offer flexibility and easy access to local attractions.
  • Villas: Luxurious and spacious, villas provide an upscale experience for those seeking relaxation and indulgence.
  • Cottages: Quaint and charming, cottages offer a homely feel, perfect for a romantic getaway or tranquil retreat.**

Top attractions in and around Kaanapali

Kaanapali, Hawaii, is a stunning destination perfect for beach and outdoor family vacations. Visitors can enjoy beautiful beaches, scenic bays, and urban parks that offer a wealth of activities. One must-visit attraction is the renowned Royal Kaanapali Golf Course, which caters to golf enthusiasts amidst breathtaking views. Whether you seek relaxation or adventure, Kaanapali promises a memorable experience with its captivating scenery and diverse outdoor experiences.

  • Black Rock: A stunning beach located within Kaanapali, Black Rock offers dramatic cliffs and excellent snorkelling opportunities, making it a perfect spot for sunbathing and water activities amidst its laid-back beach vibes.
  • Napili Bay: Renowned for its picturesque scenery, Napili Bay features pristine sands and clear waters, ideal for swimming and relaxing in an outdoor paradise, just a short distance from Kaanapali.
  • Kapalua Golf Resort Bay Course: This beautiful golf course offers tropical landscapes and romantic views, providing an exceptional golfing experience for enthusiasts and leisure seekers alike, located nearby Kaanapali.

Things to do recommended for couples

Looking for a romantic getaway in Kaanapali? Enjoy a sunset beach walk along the golden sands, or indulge in a couple's massage at a luxury spa. Don't miss a candlelit dinner with ocean views, creating unforgettable memories in this tropical paradise.

Things to do recommended for families

Families will love the thrilling adventures at Kaanapali Beach, where children can snorkel among colourful fish. Enjoy a scenic hike at the nearby Kapalua Coastal Trail, or take a whalewatching tour for an unforgettable experience. The local luaus provide a fun way to immerse in Hawaiian culture.

Things to do recommended for groups

Groups visiting Kaanapali can experience the thrill of Skyline Eco Adventure, a fantastic zipline ropes course set in lush surroundings. This exhilarating outdoor activity offers adventure and stunning views, perfect for making unforgettable memories 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, family, pets, or planning an extended stay, it's essential to filter your options according to your specific priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kaanapali with a group: Think about the number of bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor area for group gatherings. Luckily, you can refine your search for all of these options and more on Vrbo.
  • Traveling to Kaanapali with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable 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 holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kaanapali: If you're in search of holiday rentals with 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, Hawaii, is a delightful village perfect for beach lovers and families seeking relaxation and adventure. Renowned for its stunning Kaanapali Beach, visitors can indulge in sun-soaked days and thrilling water activities. The area boasts luxurious condos, providing a comfortable retreat after a day of exploring. With a tropical atmosphere and a variety of excursions, Kaanapali offers an unforgettable experience, blending romance and family-friendly fun in a breathtaking setting.

  • Napili: Located a mere 6km from Kaanapali, Napili is a charming village renowned for its stunning beaches and breathtaking outdoor scenery. Visitors flock to Napili for its idyllic family-friendly beach, where soft sands meet azure waters. The area also features a delightful shopping centre and golf courses, offering a perfect blend of relaxation and activity. Notable landmarks include the enchanting Napili Bay, a picturesque spot ideal for swimming and snorkelling, making it a must-visit for beach lovers.
  • Honokowai: Just 2km away from Kaanapali, Honokowai is a quaint village that captures the essence of Hawaiian living. With its beautiful beaches and lush scenery, it’s an excellent destination for those seeking outdoor adventures. Here, you'll find inviting family beaches and a range of shopping options, including a local shopping centre. Honokowai is perfect for leisurely strolls along the coastline and enjoying the vibrant sunset views over the bay, creating an unforgettable experience for visitors.
  • Lahaina: A historic city situated 6km from Kaanapali, Lahaina is steeped in culture and offers a lively atmosphere. Known for its stunning beaches and family-oriented activities, visitors can explore a variety of attractions including local shops, restaurants, and art galleries. The city is home to beautiful family beaches and the scenic bay, offering opportunities for water sports and relaxation. Lahaina’s rich history, including its past as a whaling town, adds an intriguing layer to your visit, making it a highlight of your Hawaiian adventure.

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 Vrbo is a breeze

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

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform to plan new journeys, continue from where you last stopped, or manage your travel arrangements effectively. You can easily access properties you’ve saved or reserved, organised into categories such as Potential, Upcoming, or Current Trips. To begin utilising 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)
  • Kahekili Beach (0.6 mi / 1 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)

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?
Kaanapali is a fantastic choice for a holiday 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 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 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 holiday rentals offer attractive rates, making it a great time for those seeking value without compromising on quality.
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, 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 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 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 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.
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, 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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