Kaanapali holiday rentals

We found 6,634 holiday rentals — enter your dates for availability
Select from 26 houses, 1479 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 Dec - 1 Jan

Room
Terrace/patio
Pool
Property grounds
Exceptional
(24 reviews)

NEW LISTING! The Luxurious Bella Mare at Puamana Lahaina Maui

Lahaina

8% off
AU$22,901
for 7 nights, 1 home
AU$3,272 per night
includes taxes & fees
NEW LISTING! The Luxurious Bella Mare at Puamana Lahaina Maui
Sitting area of #101
Lush exterior of the resort
Outside your door!!!
Interior of #101
Exceptional
(60 reviews)

Spectacular Oceanfront Studio Condo on Napili Bay,Maui

Lahaina

7% off
AU$3,945
for 7 nights, 1 apartment
AU$564 per night
includes taxes & fees
Spectacular Oceanfront Studio Condo on Napili Bay,Maui
Well equipped kitchen
Direct oceanfront views from the 10th floor.
Lobby feature
Pool uses no harsh chemicals.
Exceptional
(109 reviews)

Direct OCEANFRONT STUDIO CONDO

Lahaina

8% off
AU$4,292
for 7 nights, 1 apartment
AU$613 per night
includes taxes & fees
Direct OCEANFRONT STUDIO CONDO
Entry - Tile Floor through-out.
Sunset View
Room
Open Parking
Exceptional
(81 reviews)

The Napili Bay Resort - Ocean View #114 - Voted Most Beautiful Bay on Maui

Lahaina

7% off
AU$3,432
for 7 nights, 1 apartment
AU$490 per night
includes taxes & fees
The Napili Bay Resort - Ocean View #114 - Voted Most Beautiful Bay on Maui
Sparkling heated oceanfront resort pool BBQ grills, lounge seating, and stunning ocean views
Outdoor dining
Entry - Ocean views throughout the main living space
Breathtaking aerial view of the oceanfront resort complex, showcasing the vibrant blue waters, lush tropical canopy, and sweeping panoramic views of the neighboring island of Molokai in the distance
Exceptional
(5 reviews)

Oceanfront Escape | Molokai Views & Cool Tropical Breezes

Lahaina

8% off
AU$9,815
for 7 nights, 1 apartment
AU$1,402 per night
includes taxes & fees
Oceanfront Escape | Molokai Views & Cool Tropical Breezes
Pool
Beach
Golf
Spacious Living Room
Exceptional
(72 reviews)

Maui Retreat with Refreshing Pool and Walk 2 Beach

Lahaina

7% off
AU$8,721
for 7 nights, 1 apartment
AU$1,246 per night
includes taxes & fees
Maui Retreat with Refreshing Pool and Walk 2 Beach
Outdoor dining
Outdoor dining
Bright, open living space that flows seamlessly to the lanai, bringing the beauty of the outdoors inside
Private kitchen
Excellent
(35 reviews)

Sunlit 2BR Island Haven Plantation Style

Lahaina

6% off
AU$9,037
for 7 nights, 1 apartment
AU$1,291 per night
includes taxes & fees
Sunlit 2BR Island Haven Plantation Style

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    Enjoy full kitchens, laundry, pools, gardens and more

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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)
  • Honokowai Beach Park (1.5 mi / 2.4 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.
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.
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.
Are all fees included in the Kaanapali holiday homes prices shown on Stayz?
Stayz 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.
Are there any Kaanapali holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Kaanapali holiday homes?
You can find great discounts on holiday homes in Kaanapali on Stayz, 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 change or cancel my Kaanapali holiday home booking on Stayz?
To find Kaanapali holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Kaanapali?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Kaanapali holiday home?
Book your Kaanapali holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Kaanapali?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Kaanapali to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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