Vacation rentals in Kaanapali
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Quick stats about vacation rentals in Kaanapali
Total vacation rentals
Explore 5,290 vacation rentals in Kaanapali
Nightly prices starting at
Kaanapali vacation rentals start at $28 CAD per night before taxes and fees
Verified guest reviews
Over 48,750 verified reviews to help you choose
Family-friendly vacation rentals
2,810 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 70 rentals that welcome pets
Vacation rentals with a pool
5,130 properties feature pools
Rentals with dedicated workspaces
3,500 properties have a dedicated workspace
Wifi availability
5,270 of Kaanapali vacation rentals include wifi access
Popular amenities for guests
Guests love Beachfront, Self check-in, and Gym across Kaanapali rentals
4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Kaanapali
Guests agree: these stays are highly rated for location, cleanliness, and more.
Fabulous Oceanview Penthouse!
3 bedroom (2 bedroom plus loft) 3-bathroom penthouse in Papakea unit D403. The view is amazing with a tranquil koi pond, followed by the pool and then ocean. At night, enjoy the beautiful tiki torches that are lit throughout the grounds and the beautiful swimming pool lights. A fabulous remodel completed June of 2022 and all furnishing, all appliances, and all light fixtures were replaced in 2022 as well as pillows and Serta iComfort mattress to give a restful sleep. Single AC wall unit only.
ValueLocationLayout
4.72 out of 5 average rating, 50 reviews
Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
Ka'anapali Shores unit 318, owned by Mark and Kelly, who grew up on West Maui and live just two miles away. As hands-on owners, we take pride in ensuring your accommodations are CLEAN and comfortable. Enjoy our beautifully upgraded 1 bedroom, 1 bath condo with an open floor plan. The bedroom features a comfortable Cal-king bed, and the living room has a queen sofa sleeper. Central A/C, fully equipped kitchen, refrigerator, range, coffee maker, microwave, dishwasher, washer/dryer. Free Wi-Fi.
LocationFamilyHiking
4.98 out of 5 average rating, 207 reviews
Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.
FamilyValueIndoor spaces
4.99 out of 5 average rating, 163 reviews
Kaanapali Cottage ICC 29 Indoor/Outdoor Living
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.
FamilyValueDecor
4.93 out of 5 average rating, 152 reviews
Beachfront on Kaanapali The Mahana 1106!
Welcome to Mahana 1106! Located on the eleventh-floor, this one bed/one bath condo sleeps 2-4 and features stunning views of the ocean, beach and outer islands. Highlights include 65" HD TV and large sectional with queen sofa bed. The bedroom boasts a CA King plush mattress. Kitchen has granite countertops with stainless steel appliances and the bathroom features a large tiled walk-in shower. This unit also includes a workspace with free Wi-Fi and printer. Central AC & washer/dryer.
ValueLocationLaundry
5.0 out of 5 average rating, 33 reviews
Direct Oceanfront at The Mahana - Panoramic Views
Wake up to breathtaking ocean views at this direct oceanfront condo in The Mahana on Kaanapali Beach. Floor-to-ceiling windows and a private lanai place you just steps from the Pacific, where you can watch sea turtles year-round, humpback whales in season, and unforgettable Maui Sunsets. Relax by the heated oceanfront pool, stroll to nearby restaurants and food trucks, or simply unwind to soothing sound of the waves. While this is a new listing, we are not new to hosting. Mahalo!
LocationConditionComfort
5.0 out of 5 average rating, 5 reviews
Maui Full Oceanfront Paradise
Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.
FamilyLocationPets
4.97 out of 5 average rating, 107 reviews
Mahana 1215 Penthouse
This one bedroom two bath condo is located at the Mahana on Kaanapali Beach. Once inside you will enjoy million dollar views of the Pacific Ocean which face west for sunsets you will never forget. Don't miss whale season as you will have the best location on Maui to sit on the Lanai and watch the show they put on. We look forward to sharing our condo with you.
LocationAmenitiesSleep quality
5.0 out of 5 average rating, 17 reviews
Stylish Love Hideaway, Maui Kaanapali Oceanfront
Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing
ValueFamilyBeach
4.98 out of 5 average rating, 141 reviews
Gorgeous 2bed/2bath Papakea Oceanview!
Our spacious, remodeled two bedroom/two bathroom condo on the 4th floor is fully air conditioned with separate AC controls in each room. With its vaulted ceilings and a gorgeous ocean view from a roomy lanai, this is the perfect home base for up to 6 people to relax and enjoy all that Maui has to offer. Everything you need to enjoy your vacation is provided.
LocationFamilyIndoor spaces
4.84 out of 5 average rating, 160 reviews
Absolute Beachfront with Million-Dollar Views!
My place is close to Kaanapali, Napili and Lahaina. The beach out front is small and quiet. You’ll love my place because of the view, the beach, and close proximity to Kaanapali, Kapalua, Napili, and all the beautiful scenery that West Maui has to offer. My place is good for couples, solo adventurers, and families (with kids).
FamilyLocationKitchen
4.94 out of 5 average rating, 173 reviews
2BR/2BA | @ Alii Beachfront Resort | Sleeps 8
Luxury “Treehouse” at Ka’anapali Alii—oceanfront corner 2BR/2BA on the 3rd floor with privacy. Steps to the beach, pools & BBQs; walk to Whalers Village + golf. Sleeps 8 (King + 2 Queens + queen sleeper). A/C, high-end kitchen, laundry, beach gear + 1 parking. Resort fee included.
FamilyLocationBathroom
4.89 out of 5 average rating, 57 reviewsPopular amenities for Kaanapali vacation rentals
Other great vacation rentals in Kaanapali
Ocean View Condo with Beachfront Cabana for Guests
FamilyLocationAccuracy
5.0 out of 5 average rating, 24 reviews
Oceanfront penthouse - stunning view!
ValueFamilyHot tub
5.0 out of 5 average rating, 81 reviews
Luxury 2BR Penthouse with Breathtaking Ocean Views
LocationFamilyAccuracy
5.0 out of 5 average rating, 4 reviews
Kaanapali Breeze and 180 degrees Ocean View!
LocationFamilyPool
4.74 out of 5 average rating, 115 reviews
Romantic Oceanfront Escape | Panoramic Views
LocationHospitalityIndoor spaces
4.92 out of 5 average rating, 25 reviews
Honua Kai - Konea 510
Value
5.0 out of 5 average rating, 3 reviews
Oceanfront Mahana | Pool, Hot Tub & Ocean Views
LocationAmenitiesWalkability
5.0 out of 5 average rating, 6 reviews
Deluxe Ka'anapali Condo with AC Luxurious Retreat
FamilyValueHospitality
4.98 out of 5 average rating, 42 reviewsWhen is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $709 CAD | $694 CAD | $709 CAD | $711 CAD | $661 CAD | $697 CAD | $739 CAD | $718 CAD | $562 CAD | $537 CAD | $572 CAD | $680 CAD |
| Avg. temp | 23 °C | 23 °C | 23 °C | 24 °C | 25 °C | 26 °C | 27 °C | 27 °C | 27 °C | 26 °C | 25 °C | 24 °C |
Frequently Asked Questions
What are the best places to stay in Kaanapali?
Kaanapali has beachfront resorts and vacation rentals set along its scenic coastline and near lively open-air shopping and dining areas. Many guests also choose stays near golf courses or within landscaped neighborhoods for a relaxed island atmosphere.
What are the best things to do in Kaanapali with kids?
Families can explore the sandy beaches, swim in gentle waves, or try paddleboarding together. The area often features snorkeling spots, cultural performances, and interactive programs that highlight local traditions and marine life.
What are some of the best things to do in Kaanapali?
Kaanapali has a lively beachfront, snorkeling near vibrant reefs, and rounds of golf amid ocean views. Exploring Whalers Village, watching traditional ceremonies, or taking part in a sunset cruise are frequently suggested experiences.
How is the weather in Kaanapali?
Kaanapali experiences warm temperatures year-round, ranging from 64–90°F (18–32°C), with drier, sunnier months in late spring through early fall. Occasional showers are more common in winter, but even then, the area often sees plenty of sunshine.
What are the best places to visit in Kaanapali?
Popular spots include Kaanapali Beach, Whalers Village, and Black Rock, which is known for snorkeling and daily cliff diving ceremonies. The lush beachfront path and landscaped gardens create relaxed spaces to wander and take in island views.
What are some hiking trails in Kaanapali?
Trails near Kaanapali range from coastal boardwalk paths lined with native plants to lush areas just outside the resort zone. Nearby, visitors can often explore gentle walks or venture to forested routes with volcanic views.
What are some family activities we can do in Kaanapali?
Families often enjoy swimming and snorkeling at Kaanapali Beach, exploring Whalers Village’s hands-on exhibits, or participating in lei-making workshops. Boat tours and wildlife watching trips help introduce younger travelers to local nature.
What are some of the best day trip ideas from Kaanapali?
Travelers often take day trips to explore lush upcountry towns, scenic coastal areas, or the historic center of Lahaina. Journeys to volcanic landscapes or traditional communities introduce rich history, art studios, and farm experiences.
Are there any pet friendly accommodations available in Kaanapali?
Many vacation rentals and some resort areas in Kaanapali have pet-friendly options, often including nearby green spaces and walking paths. It is helpful to check each listing’s amenities for current pet policies and facilities.
What are some local tips for visiting Kaanapali?
Bring reef-safe sunscreen, as local waters and coral are sensitive to chemicals. Early mornings are often quieter for popular spots, and learning a few Hawaiian phrases helps connect with the community.
What is Kaanapali known for?
Kaanapali is known for its sweeping beach, clear waters, and lively mix of outdoor recreation and island culture. Cliff diving ceremonies at Black Rock and beachfront pathways draw travelers seeking both relaxation and local traditions.
What are the best hidden gems to explore in Kaanapali?
Around Kaanapali, seek out quiet garden pathways, tucked-away coves, or small art galleries featuring local creators. Seasonal pop-up markets and shell-strewn stretches of beach often reward curious explorers.
What are the best foods to try in Kaanapali?
Sample fresh poke bowls, grilled fish with local spices, and tropical fruit desserts like haupia or shave ice. Many eateries also feature plate lunches and Japanese, Filipino, or Hawaiian-influenced dishes.
What should I bring for a trip to Kaanapali?
Pack lightweight clothing, sandals, a hat, and reef-safe sunscreen for sunny days, plus a light jacket for occasional evening breezes. Snorkel gear and a reusable water bottle can be handy for outdoor excursions.
What is the nightlife in Kaanapali like?
Nightlife in Kaanapali has relaxed beachfront bars, live music venues, and hula performances. Many evenings also feature sunset gatherings, open-air lounges, and opportunities to sample local craft cocktails.
What are the most popular events or festivals in Kaanapali?
Kaanapali frequently hosts hula celebrations, culinary festivals, and cultural events tied to traditional Hawaiian music and dance throughout the year. Whale season, often marked by educational activities, draws many visitors between late fall and early spring.
Are there family friendly vacation rentals in Kaanapali?
Kaanapali has a variety of family-friendly vacation rentals, including spacious condos, beachfront apartments, and homes with shared pools and outdoor areas. Search for listings featuring kid-friendly amenities like full kitchens or gathering spaces.
When is the best time to visit Kaanapali?
Late spring through early fall is often recommended for clearer skies and minimal rainfall, with temperatures that typically range from 68–90°F (20–32°C). Winter visits offer a chance to experience cultural events and humpback whale sightings along the coast.
Destinations to explore
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- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Polo Beach
- Wailea Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Sand Beach
- Black Rock Beach
- Kepuhi Beach
- Big Beach
- KOA Resort
- Old Lahaina Luau
- Haleakala National Park
- Ka'anapali Golf Courses
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- PacWhale Eco-Adventures
- Maui Ocean Center
- Maui Arts & Cultural Center
- Hāmoa Beach
- Kahana Beach
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