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Condo vacation rentals in Kaanapali

Find and book unique condos on Airbnb

Quick stats about condo rentals in Kaanapali

  • Total vacation rentals

    Explore 3,040 vacation rentals in Kaanapali

  • Nightly prices starting at

    Kaanapali vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 34,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,770 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    2,720 properties feature pools

  • Rentals with dedicated workspaces

    2,170 properties have a dedicated workspace

  • Wi-Fi availability

    3,040 of Kaanapali vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kaanapali rentals

  • 4.8 Average rating

    Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated condo rentals in Kaanapali

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.
Condo in Kapalua
4.99 out of 5 average rating, 161 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & located next to The Resort at Kapalua Bay (formerly Montage). Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

Guest favorite
A clear blue pool reflects the sky and is surrounded by lounge chairs and palm trees. The ocean is visible in the background, where waves gently meet the shore. Lush greenery adds to the serene environment, creating a tranquil outdoor space.
Condo in Napili-Honokowai
4.95 out of 5 average rating, 111 reviews

Maui. Kid Friendly. Ocean View. Turtles. Sunsets.

Beautiful Maui honeymoon spot. Ocean views, rainbows, sea turtles and sunsets can all be seen from our lanai! Amazing pool just steps from the front door. Enjoy a luxurious king size bed after a day of exploring. With a queen sofa sleeper in the living room. Mahina Surf is a great place for your honeymoon or babymoon or vacation with the kids! Pack and Play and highchair. Snorkel and beach gear. Newly renovated inside and out. Close to shopping, surfing, whale watching, restaurants.

Top guest favorite
The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.
Condo in Kaanapali
4.99 out of 5 average rating, 154 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.

Guest favorite
A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.
Condo in Napili-Honokowai
4.9 out of 5 average rating, 167 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Top guest favorite
Condo in Kaanapali
4.96 out of 5 average rating, 151 reviews

Ocean's Edge Romance: Sunsets, Whales, 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.

Top guest favorite
Condo in Kaanapali
4.95 out of 5 average rating, 154 reviews

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

Top guest favorite
A light-filled living area showcases a beige couch and two patterned chairs, positioned around a wooden coffee table. Floor-to-ceiling windows reveal expansive ocean views, allowing natural light to enhance the space. A ceiling fan adds to the comfort, while a mounted TV is visible on the sideboard.
Condo in Lahaina
4.96 out of 5 average rating, 162 reviews

Whales Watch:180° Ocean views/Lux Remodel/Beach/AC

Watch Whales breach during migration & boats sail by while snuggled up in your dreamy, direct oceanfront kingsize bed with luxurious 600 count cotton sheets! If you love swimming with the turtles and the sound of the ocean, then this is the place for you. Luxuriously remodeled, very secluded corner unit, your Maui hideaway is just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Located on the 5th floor of Valley Isle Resort in Kahana (Within the Hotel Zone).

Top guest favorite
Condo in Kaanapali
4.98 out of 5 average rating, 203 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

Top guest favorite
A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.
Condo in Kaanapali
4.98 out of 5 average rating, 132 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

Top guest favorite
Condo in Wailea
4.96 out of 5 average rating, 180 reviews

Luxury Vacationing Modern Condo Aug Specials $299

JUST RENOVATED THIS BEAUTIFUL CONDO IS BORDERING KIHEI AND WAILEA. THE CONDO BOASTS 17 FT CEILINGS, 1025 sq ft, 4 FRENCH DOORS THAT OPEN OUT TO A DOUBLE BALCONY WITH INCREDIBLE VIEWS OF THE OCEAN AND VOLCANO. TENNIS COURTS, SWIMMING POOL, BOCCE BALL, SHUFFLE BOARD,PUTTING GREEN AND ACROSS THE STREET FROM KEAWAKAPU BEACH. PERFECT FOR A FAMILY VACATION.

Top guest favorite
A lanai overlooks the ocean, featuring a glass railing and potted orchids on a table. The tranquil water is bordered by palm trees, creating a serene coastal scene. Comfortable lounge chairs are positioned to enjoy the view, enhancing the relaxing ambiance.
Condo in Kaanapali
4.96 out of 5 average rating, 164 reviews

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

My place is directly on the ocean with wonderful air conditioning and heat reducing window film on our living room windows. We pay attention to detail so the unit is fully equipped. There are family-friendly activities, amazing restaurants, bars & nightlife. Short walk to the supermarket or restaurants. Mahana 505 is very private for honeymooners.

Guest favorite
A comfortable lanai features a dining table surrounded by cushioned chairs, with an unobstructed view of the ocean and beach. Lush palm trees frame the scene, while gentle waves reflect the blue sky and distant islands.
Condo in Napili-Honokowai
4.94 out of 5 average rating, 168 reviews

Absolute Beachfront with Million-Dollar Views!

My place is close to Kaanapali, Napili and Lahaina. The beach out front has gated access from only three resorts. 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).

Popular amenities for Kaanapali condo rentals

When is the best time to visit Kaanapali?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,682ﺩ.ﺇ 1,631ﺩ.ﺇ 1,653ﺩ.ﺇ 1,528ﺩ.ﺇ 1,359ﺩ.ﺇ 1,844ﺩ.ﺇ 1,943ﺩ.ﺇ 1,972ﺩ.ﺇ 1,179ﺩ.ﺇ 1,175ﺩ.ﺇ 1,285ﺩ.ﺇ 1,469
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