Kaanapali holiday homes

We found 6,647 holiday rentals — enter your dates for availability
Select from 28 houses, 1470 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:11 Dec - 18 Dec

Exterior detail
Exterior
Primary
Living area
Exceptional
(231 reviews)

Beautiful Napili Bay 200 Steps to the Beach!

Lahaina

7% off
NZ$11,626
for 7 nights, 1 home
NZ$1,661 per night
includes taxes & fees
Beautiful Napili Bay 200 Steps to the Beach!
Beautiful lush grounds.
Pool
Outdoor dining
Interior
Exceptional
(135 reviews)

West Maui, Kahana Sunset, Ocean View with AC, Private Beach

Lahaina

7% off
NZ$5,181
for 7 nights, 1 apartment
NZ$740 per night
includes taxes & fees
West Maui, Kahana Sunset, Ocean View with AC, Private Beach
Property grounds
The Napili Bay Resort, Sky View, lost the Tree, 2017.
Fully equipped Kitchen.  Everything you need for in house cooking and the BBQ.
Security Gate to the Beach
Exceptional
(53 reviews)

The Napili Bay Resort - Ocean Front #206 - Voted Most Beautiful Bay on Maui

Lahaina

7% off
NZ$5,495
for 7 nights, 1 apartment
NZ$785 per night
includes taxes & fees
The Napili Bay Resort - Ocean Front #206 - Voted Most Beautiful Bay on Maui
Private kitchen
Beach
Dining
Property grounds
Exceptional
(9 reviews)

Embark on an extraordinary escape to this remodeled condo at Ka'anapali Royal.

Lahaina

7% off
NZ$8,711
for 7 nights, 1 apartment
NZ$1,244 per night
includes taxes & fees
Embark on an extraordinary escape to this remodeled condo at Ka'anapali Royal.
Exterior
115 is just steps to the sand. . .
Outdoor dining
Room
Exceptional
(100 reviews)

LIGHT & BREEZY Unit #115 Napili Bay! First floor corner unit, open lanai! BOOK!

Lahaina

7% off
NZ$3,250
for 7 nights, 1 apartment
NZ$464 per night
includes taxes & fees
LIGHT & BREEZY Unit #115 Napili Bay! First floor corner unit, open lanai! BOOK!
Condo lanai, shaded from the late afternoon sun
View from the lanai
Living room with 65" Smart TV and Sony/JBL sound system
Kitchen with granite counter tops, stainless steel appliances, cherry cabinets
Exceptional
(181 reviews)

FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C

Lahaina

6% off
NZ$6,253
for 7 nights, 1 apartment
NZ$893 per night
includes taxes & fees
FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C
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

5% off
NZ$3,451
for 7 nights, 1 apartment
NZ$493 per night
includes taxes & fees
Sunlit 2BR Island Haven Plantation Style
Property grounds
Pool
Beach
Lobby
Exceptional
(139 reviews)

Tranquil Ocean View on Quiet Side of Honua Kai

Lahaina

7% off
NZ$6,038
for 7 nights, 1 apartment
NZ$863 per night
includes taxes & fees
Tranquil Ocean View on Quiet Side of Honua Kai
Property grounds
Pool
Dining
Interior
Exceptional
(24 reviews)

Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

Lahaina

20% off
NZ$24,835
for 7 nights, 1 apartment
NZ$3,548 per night
includes taxes & fees
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
Golf
Property grounds
Living area
Beach
Exceptional
(84 reviews)

Panoramic View 11th Floor- Best Location!

Lahaina

11% off
NZ$6,915
for 7 nights, 1 apartment
NZ$988 per night
includes taxes & fees
Panoramic View 11th Floor- Best Location!
Huge master bedroom with king size bed and 42 inch flat-screen TV.
Evening Bliss.
Open kitchen with stainless steel Bosch appliances and granite counter tops.
Spacious living room with new floors and open kitchen.
Exceptional
(151 reviews)

GREAT VALUE! Huge Upgraded 765 Sqft 1 Bed TOP FLOOR Penthouse! 5 star AVG RATING

Lahaina

6% off
NZ$3,553
for 7 nights, 1 apartment
NZ$508 per night
includes taxes & fees
GREAT VALUE! Huge Upgraded 765 Sqft 1 Bed TOP FLOOR Penthouse! 5 star AVG RATING
Property grounds
Pool
The beach is a short walk away
Airy open living room/dining room
Exceptional
(38 reviews)

Maui Eldorado Beachfront Resort - Apt I-101 - Two Bedroom Vacation Rental Condo

Lahaina

6% off
NZ$4,473
for 7 nights, 1 apartment
NZ$639 per night
includes taxes & fees
Maui Eldorado Beachfront Resort - Apt I-101 - Two Bedroom Vacation Rental Condo
Whaler's beautiful inner courtyard
Terrace/patio
Interior
Dining
Exceptional
(101 reviews)

LOVE DA, THE WHALER # 1018, BLACK ROCK OCEAN VIEW STUDIO! Feb - Mar 2027 Avail.

Lahaina

5% off
NZ$5,370
for 7 nights, 1 apartment
NZ$767 per night
includes taxes & fees
LOVE DA, THE WHALER # 1018, BLACK ROCK OCEAN VIEW STUDIO! Feb - Mar 2027 Avail.
Property grounds
Pool
Exterior
Beach
Exceptional
(15 reviews)

The Whaler On Ka'anapali Beach, Partial Ocean View, 3 beds, sleeps 6, has AC

Lahaina

7% off
NZ$9,726
for 7 nights, 1 apartment
NZ$1,389 per night
includes taxes & fees
The Whaler On Ka'anapali Beach, Partial Ocean View, 3 beds, sleeps 6, has AC
Room
Pool
Private kitchen
Living area
Exceptional
(46 reviews)

Maui Paradise

Lahaina

5% off
NZ$3,566
for 7 nights, 1 apartment
NZ$509 per night
includes taxes & fees
Maui Paradise
Entrance area with dining & living area beyond
With the West Maui mountains behind the condo, there can be lots of rainbows!
View to the island of Lanai from 1st floor lanai
View of Kaanapali Plantation condos from golf course
Exceptional
(54 reviews)

20% off for 7 day stay! Panoramic view front row 2 story in Kaanapali Plantation

Lahaina

16% off
NZ$6,491
for 7 nights, 1 apartment
NZ$927 per night
includes taxes & fees
20% off for 7 day stay! Panoramic view front row 2 story in Kaanapali Plantation
Private kitchen
Property grounds
Beach
Interior
Exceptional
(65 reviews)

Spacious 1 Bedroom 2 Bathroom w/ Amazing Panoramic View of Black Rock and Beach

Lahaina

11% off
NZ$7,079
for 7 nights, 1 apartment
NZ$1,011 per night
includes taxes & fees
Spacious 1 Bedroom 2 Bathroom w/ Amazing Panoramic View of Black Rock and Beach
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Why visit Kaanapali

  • Pristine Beaches: Enjoy sunbathing and water sports along Kaanapali's stunning, well-maintained coastline.
  • Outdoor Adventures: Explore scenic bays and take part in various water-based activities perfect for families and couples alike.
  • Golfing Excellence: Experience a round at the renowned Royal Kaanapali Golf Course set against a tropical backdrop.
  • Urban Parks: Relax and unwind in beautifully landscaped urban parks ideal for picnics and leisurely strolls.
  • Luxury Condos: Stay in modern, comfortable accommodations that enhance your tropical escape without compromising on style.

Top attractions in and around Kaanapali

Kaanapali, Hawaii, United States of America offers a delightful blend of beachside charm and outdoor adventure. Enjoy sunbathing on pristine beaches, exploring scenic bays, and relaxing in urban parks. The region is perfect for family holidays and outdoor enthusiasts, with attractions like the renowned Royal Kaanapali Golf Course enhancing your visit. Experience a memorable getaway with the natural beauty and engaging activities that define this captivating coastal destination.

  • Black Rock: A stunning beach in Kaanapali with vibrant beach vibes offering a perfect spot for sunbathing and water activities.
  • Napili Bay: A scenic bay located 6km away, providing a picturesque setting and outdoor beach experiences.
  • Honokowai Beach Park: An urban park 2km away, ideal for family outings and enjoying the outdoors in a city setting.

Things to do recommended for couples

Experience a romantic getaway in Kaanapali, Hawaii. Enjoy a leisurely walk along the pristine beach, savoring local flavours. Embrace scenic views and intimate moments, perfect for couples seeking a genuine local adventure.

Things to do recommended for families

Families visiting Kaanapali can enjoy an exciting day at the Maui Ocean Center and explore the interactive exhibits at the nearby Whalers Village Museum, providing a fun and educational experience for kids.

Things to do recommended for groups

Experience the thrill of Skyline Eco Adventure's zipline and ropes course in Kaanapali, where adventure meets the great outdoors, perfect for group travellers seeking an authentic local escapade.

*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 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 Vrbo booking tips to assist you.

  • Traveling to Kaanapali with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Kaanapali with young kids: Traveling with young kids can be challenging. You need to prioritise their comfort and safety, along with age-appropriate amenities like a private swimming pool. It’s also wise to consider your proximity to family-friendly activities.
  • Taking your pets with you to Kaanapali: For many, a family holiday isn’t complete without the company of their furry companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Kaanapali: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right place. With the appropriate filter, you can easily find and save on monthly accommodations. You might also want to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Kaanapali

Kaanapali, Hawaii, offers a stunning tropical escape with its renowned beach and luxury condos, perfect for families and couples alike. The vibrant atmosphere invites outdoor adventures and relaxing days by the ocean. Visitors can indulge in various water sports, explore the scenic coastline, and enjoy the warm Hawaiian sun. With its blend of relaxation and adventure, Kaanapali is an ideal destination for a memorable holiday experience in paradise.

  • Napili: Napili is a charming village located 6km from Kaanapali, renowned for its stunning beaches and picturesque scenery. Visitors flock to Napili to soak up the sun on its pristine beaches, perfect for swimming and sunbathing. The area also offers a variety of outdoor activities, including golfing and exploring local parks. With its close proximity to shopping centres, Napili provides ample opportunities to pick up unique souvenirs and indulge in local cuisine. Notable landmarks include the beautiful Napili Bay, where families can enjoy a safe and enjoyable beach experience together.
  • Lahaina: Just 6km from Kaanapali, Lahaina is a historic town that buzzes with energy and charm. Known for its vibrant atmosphere, this city attracts tourists seeking a blend of beach relaxation and family-friendly activities. Lahaina's waterfront is lined with shops and restaurants, offering a delightful shopping experience. Visitors can explore the famous Front Street, which is rich in history and culture. The area's beaches and bays are ideal for swimming, snorkelling, and enjoying the beautiful Hawaiian sunsets, making it a perfect spot for family outings.
  • Honokowai: Situated a mere mile from Kaanapali, Honokowai is a quaint village that embodies the natural beauty of Hawaii. Travellers are drawn to its stunning beaches and scenic views, making it an excellent destination for outdoor enthusiasts. Honokowai boasts convenient access to shopping centres and local markets, allowing visitors to experience the local culture. The area is home to family-friendly beaches, where guests can engage in water activities or relax on the shore. Its proximity to Kaanapali makes Honokowai an inviting stop for those looking to explore the region.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January73.2°F (22.9°C)No Rain (Dry)Mostly SunnyAverage
February72.7°F (22.6°C)No Rain (Dry)Mostly SunnyAverage
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly High
April73.8°F (23.2°C)No Rain (Dry)Mostly SunnySlightly High
May75.0°F (23.9°C)No Rain (Dry)Mostly SunnyAverage
June76.3°F (24.6°C)No Rain (Dry)Mostly SunnyAverage
July77.2°F (25.1°C)No Rain (Dry)Mostly SunnySlightly High
August77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverage
September78.1°F (25.6°C)No Rain (Dry)Mostly SunnyAverage
October77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly Low
November76.3°F (24.6°C)No Rain (Dry)Mostly SunnySlightly Low
December74.3°F (23.5°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can differ. You might also find that booking a longer stay offers significant savings. To discover the ideal Vrbo property that fits your budget, simply use our filters to search by price, location, and type of holiday rental—ensuring you get the best value for your next adventure.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space where you can create new journeys, resume where you last left off, or review and organise your plans. You’ll see properties you’ve saved or booked sorted under Potential, Upcoming, or Current Trips. To get started with Trip Boards, head over to: https://www.bookabach.co.nz/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)
  • Kahili Golf Course (13.1 mi / 21.1 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)
  • Kahana Beach (2.6 mi / 4.2 km)
  • Baby Beach (3.6 mi / 5.8 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 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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Kaanapali holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Kaanapali to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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