Condo holiday rentals in Kaanapali

Find and book unique condos on Airbnb

Quick stats about condo rentals in Kaanapali

  • Total holiday rentals

    Explore 3,040 holiday rentals in Kaanapali

  • Nightly prices starting at

    Kaanapali holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 34,960 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Holiday 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 holiday 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 favourite
A balcony with a scenic ocean view is furnished with a round table surrounded by two cushioned chairs. Fresh fruit on the table adds a vibrant touch, complementing the expansive blue sky and calm ocean waters in the backdrop.
Condo in Kaanapali
4.89 out of 5 average rating, 248 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!

Top Guest favourite
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, 164 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.

Top Guest favourite
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, 164 reviews

Whales Watch Maui Oasis: Lux | Beachfront | AC

Whale Watch Island Oasis: Watch Whales breach during migration & sail boats float 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, secluded corner unit, your Whales Watchi Island Oasis is just 15 feet from the ocean with unbeatable ocean views. Located on the 5th floor of Valley Isle Resort in Kahana (Hotel Zone).

Superhost
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, 158 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.

Top Guest favourite
Condo in Kaanapali
4.95 out of 5 average rating, 155 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 favourite
Condo in Kaanapali
4.98 out of 5 average rating, 205 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 favourite
Condo in Kaanapali
4.99 out of 5 average rating, 189 reviews

Fresh Reno on 8th Floor Studio - Amazing Views

** NO RESORT FEES ** Just finished renovation on this 8th floor STUDIO at The Mahana! New furniture, cabinets, flooring, appliances, and housewares. Be the first guests to enjoy the luxury! The Mahana on Kaanapali Beach is a beachfront resort that offers a prime location, close to many great shops and restaurants. Enjoy the peacefulness and privacy of this tropical resort.

Top Guest favourite
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, 136 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

Superhost
Condo in Napili-Honokowai
4.84 out of 5 average rating, 157 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.

Top Guest favourite
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, 166 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 favourite
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, 171 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).

Top Guest favourite
Condo in Napili-Honokowai
4.97 out of 5 average rating, 152 reviews

Oceanview Maui Condo, Turtles, Whales, Rainbows

Breathtaking ocean views from the lanai. Lush gardens, flowers, butterflies and birds. Just steps to snorkel. Watch the whales from the lanai. On property tennis, shuffleboard, pool and putting green. A luxurious king size bed to sink into after a day of exploring. Great place for a Maui Honeymoon or Babymoon. Quiet and breathtaking.

Popular amenities for Kaanapali condo rentals

When is the best time to visit Kaanapali?

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Avg. price$775 NZD$751 NZD$761 NZD$690 NZD$655 NZD$702 NZD$895 NZD$908 NZD$543 NZD$541 NZD$592 NZD$677 NZD
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