
Vacation rentals in Kaanapali
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Quick stats about vacation rentals in Kaanapali

Total vacation rentals
Explore 5,110 vacation rentals in Kaanapali

Nightly prices starting at
Kaanapali vacation rentals start at G$2,088 GYD per night before taxes and fees

Verified guest reviews
Over 46,760 verified reviews to help you choose

Family-friendly vacation rentals
2,800 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
4,760 properties feature pools

Rentals with dedicated workspaces
3,370 properties have a dedicated workspace

Wi-Fi availability
5,090 of Kaanapali vacation rentals include wi-fi 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.

Oceanfront King Bed Renovated Maui Kai Condo MK806
Experience true Maui oceanfront! Cal KING bed and new appliances! MK806 is an oceanfront studio condo apartment with a perfect ocean view that has been completely renovated and offers Tommy Bahama style furnishings, tile throughout (no rugs or carpet) and central AC. The island kitchen offers all appliances including a dishwasher. Bathroom custom tiled. Steps to beach & restaurants. Large private lanai balcony with perfect ocean views and sunsets. Access to pool, hot tub and all resort amenities
ValueFamilyNearby
4.95 out of 5 average rating, 102 reviews
Maui Oceanfront Dream View!
"Work From Home" in this Ocean Front Junior Suite Studio/1 Bathroom/Sleeps 3 Persons. Air Conditioning, Wifi, KING Bed, plus queen air mattress, granite kitchen counter tops, and more. Enjoy heated pool and jacuzzi at our private facility. Maui Kai 503 is a beautifully remodeled ocean front studio on 5th floor in the famous Kaanapali area! "SOLID GOLD" resort value on Maui Revealed website. Check it out on Hawaii-revealed website Maui section. Snorkel gear beach umbrella & chairs &boogie boards!
FamilyValuePool
4.89 out of 5 average rating, 252 reviews
Ocean View Beach Front Condo- Downtown Lahaina
Welcome to our home away from home in Downtown Lahaina! Wake up to the sounds of the ocean as you step out onto your lanai to take in the oceanfront views of West Maui. Enjoy all that Lahaina Shores Beach Resort offers- completely renovated since the fire 2 years ago and reopened on 7-1-25. Located on Front St, though the area is not as it was due to the fire, Lahaina and its iconic banyan tree are standing strong and rebuilding. Private studio with lush king bed, full kitchen and bathroom.
FamilyValueBeach
4.97 out of 5 average rating, 120 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.
FamilyLocationHiking
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.
ValueFamilyWifi
4.99 out of 5 average rating, 162 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.
ValueLocationAccuracy
4.93 out of 5 average rating, 152 reviews
Ocean's Edge Romance: Sunsets, Turtles, Views!
Bask as you wake to the sound of the waves crashing below and the sight of pristine turquoise water and expansive rainbows. You may pinch yourself as you take it all in, thinking you are still dreaming. We are excited to be able to offer Maui Kai 807, a studio condo in the original beach front high-rise on Maui's west side. No other resort in Kaanapli will put you closer to the ocean's edge. Enjoy the sights of sunsets, turtles, dolphins, and whales (Dec-March) right from your lanai.
ValueLocationBeach
4.96 out of 5 average rating, 155 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.
FamilyValuePets
4.96 out of 5 average rating, 108 reviews
Direct Waterfront, Air conditioned, Amazing Views!
Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104.
FamilyValueBreakfast
4.97 out of 5 average rating, 133 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
FamilyLocationGetting around
4.98 out of 5 average rating, 141 reviews
Kaanapali Fairway Villa 3BR/3BA.
Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.
LocationFamilyAccess
4.81 out of 5 average rating, 118 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.
FamilyValueQuiet
4.84 out of 5 average rating, 160 reviewsPopular amenities for Kaanapali vacation rentals
Kaanapali beach vacation rentals

Mahana at Kaanapali- Beachfront Walkout Jewel
FamilyValueAmenities
4.97 out of 5 average rating, 132 reviews
Maui Penthouse Studio Mahana 1213
ValueLocationWalkability
4.98 out of 5 average rating, 107 reviews
C24 Oceanfront Sea Turtle Paradise at Napili Point
LocationValueSleep quality
4.97 out of 5 average rating, 138 reviews
Marvelous Maui, Oceanfront Paradise!
ValueLocationComfort
4.96 out of 5 average rating, 105 reviews
Penthouse Studio near Lahaina , Kaanapali ,Kapalua
LocationFamilyBathroom
4.92 out of 5 average rating, 244 reviews
Ocean & Beach Front Condo w/Central Air (1BR/1BA)
ValueFamilyParking
4.93 out of 5 average rating, 105 reviews
❤️Best Views on Maui! Perfect for Honeymooners!!❤️
LocationValueCheckout
4.97 out of 5 average rating, 219 reviews
Whales Watch Maui: Luxury Oasis | Beachfront | AC
LocationFamilyComfort
4.95 out of 5 average rating, 167 reviewsKaanapali home rentals

Private Luxurious Cottage
FamilyLocationBeach
4.99 out of 5 average rating, 171 reviews
South Maui Guesthouse
ValueLocationBathroom
4.97 out of 5 average rating, 319 reviews
12 Minute Walk Kamaole Beach II-Quiet Private Easy
ValueLocationWalkability
4.98 out of 5 average rating, 161 reviews
Beautifully Remodeled 3 Bedrooms/2Bathrooms
ValueLocationCondition
4.91 out of 5 average rating, 150 reviews
Peaceful and Spacious; North Shore Maui
LocationFamilyAccess
4.98 out of 5 average rating, 163 reviews
The Blue Door on Church Street | Vintage One Bedro
FamilyValueAir conditioning
4.93 out of 5 average rating, 294 reviews
Kula Jewel - Pool, Hot Tub & Awesome Views!
LocationFamilyAccess
4.93 out of 5 average rating, 425 reviews
Exceptional Upcountry Villa, breathtaking views!
ValueFamilyLayout
4.94 out of 5 average rating, 108 reviewsKaanapali condo rentals

Sunsets and Turtles and Whales, Oh My!
ValueLocationBathroom
4.99 out of 5 average rating, 212 reviews
Kaanapali Shores Double Oceanview Resort Living
LocationFamilyView
4.88 out of 5 average rating, 321 reviews
Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)
ValueFamilyBeach
4.95 out of 5 average rating, 146 reviews
Kapalua, luxe, ocean view, beach, spa, golf/tennis
ValueLocationTV
4.99 out of 5 average rating, 162 reviews
Luxury Oceanfront Turtles Sunsets, Maui, Hawaii AC
FamilyValueHeating
4.91 out of 5 average rating, 370 reviews
Kaanapali Fairway Vista - Legal STR Hotel Zoned
ValueFamilyParking
4.95 out of 5 average rating, 159 reviews
Kaanapali Shores Modern Beachside Resort Condo
FamilyLocationPool
4.83 out of 5 average rating, 151 reviews
Oceanfront Corner Gem with Epic Views & Charm!
FamilyLocationCheck-in
4.91 out of 5 average rating, 124 reviewsWhen is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$104,168 GYD | G$101,872 GYD | G$104,168 GYD | G$104,377 GYD | G$97,070 GYD | G$102,289 GYD | G$108,552 GYD | G$105,420 GYD | G$82,458 GYD | G$78,909 GYD | G$83,919 GYD | G$99,784 GYD |
| 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.
All about Kaanapali
There aren’t many beaches in the world associated with royalty, but Kaanapali’s three miles of white sand beaches were once the official playground of the Hawaiian royal family. In this storied section of Maui, royalty surfed, swam, and relaxed. Today Kaanapali remains popular for all of those aforementioned activities, but is perhaps most renowned for its cliff divers. These brave souls hurtle toward the waters below dramatically illuminated by torchlight, a reenactment of ancestral courage. While Kaanapali’s coastline is dominated by a series of resorts and two enormous championship golf courses — the intentional outcome of Hawaii’s first planned resort development — its beaches are an inviting destination for sunbathing. Here the shoreline gently fades into shallow crystalline waters where sea turtles are regularly spotted gently floating with the tide, and the songs of migrating whales miles away can be heard echoing under the surface.
What are the top things to do in Kaanapali?
Take an Electric-Powered Submarine
Many visitors may boast of snorkeling or even diving beneath Maui’s vibrant waters, but how many can claim they took an undersea adventure inside a submarine? Atlantis Submarine’s small fleet of battery-powered craft delivers up to 48 passengers down to a depth of 100 feet to safely peer at the seascape and underwater wildlife populating installed artificial reefs, all from the comforts of an air-conditioned vessel.
Black Rock (Pu’u Keka’a)
Located at the furthest northern end of Ka’anapali Beach, this old lava flow is Kaanapali’s most iconic landmark and legendary for its cliff divers. Traditionally believed to be the spot where the dead would leap to enter the afterlife, these days local kids and visitors still test their wits by jumping from Black Rock (and snorkeling underneath). A ceremonial leap is also staged nightly, accompanied with lit torches and a blow of a conch shell to honor the memory of King Kahekili, Maui's last independent king.
Hidden Coral Reefs
If snorkeling among tropical fish and sea turtles rates high on your list, you’ll want to seek the hidden coral reefs located between Kaanapali and Lahaina, just north of Wahikuli Beach – a “secret” spot where crowds are few, but the sea turtles are numerous.
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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