Vacation rentals in Kaanapali

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Popular amenities for Kaanapali vacation rentals

Pet-friendly vacation rentals in Kaanapali

Top guest favorite
The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.
Home in Kihei
4.98 out of 5 average rating, 113 reviews

Mana Hale Vacation Rental

MadelonRating, 5 stars3 months ago
This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!
Guest favorite
A spacious bedroom features a large bed dressed in a light blue quilt, complemented by decorative pillows. Two bedside lamps illuminate the room, while sliding glass doors provide views of the surrounding lush greenery and mountains. A decorative tray with cups and flowers rests on the bed.
Condo in Lahaina
4.89 out of 5 average rating, 131 reviews

Beautiful Views~

RebeccaRating, 5 stars3 weeks ago
Beautiful place and area. Right on the beach, which was amazing. Lots of towels, no need to bring your own shampoo, etc. as those are provided. Well stocked kitchen too. Beach chairs, etc. were also provided. Great trip! We will be back!
Top guest favorite
Farm stay in Makawao
4.99 out of 5 average rating, 330 reviews

Maliko Retreat

ShaunRating, 5 stars3 weeks ago
A Hidden Gem in Makawao – Truly Unforgettable I had an absolutely amazing time staying at Sydney’s cottage in Makawao. From the moment I arrived, the space felt warm and inviting—a true home away from home. The cottage is cozy, beautifully kept, and surrounded by serene, peaceful landscapes that instantly put you at ease. One of the highlights of my stay was the incredible connection to nature. The surrounding wildlife made it feel like I was truly one with the land, offering moments of quiet reflection and a deeper appreciation for the natural beauty of the area. Sydney is a phenomenal host. Her warmth and hospitality go above and beyond. She gave me a tour of the property and shared a thoughtful and informative history of both the land and local island culture. That experience made me feel less like a tourist and more like a welcomed guest in a very special place. This was an authentic, peaceful, and enriching escape. I can’t recommend this stay enough—thank you Sydney.
Guest favorite
A bright room features a spacious bed with soft bedding, complemented by a cozy loveseat. Large glass sliding doors open to outdoor space, allowing natural light to fill the area. Decorative plants add a touch of greenery, enhancing the inviting ambiance of the space.
Guest suite in Wailuku
4.88 out of 5 average rating, 477 reviews

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC

SherryRating, 5 stars6 days ago
The location is so central and the views are incredible!
Superhost
A wooden boardwalk leads directly to a sandy beach with gentle waves. People can be seen enjoying the water, while clouds drift across a bright blue sky. Lush greenery frames the path, enhancing the inviting atmosphere of this coastal location.
Condo in Kihei
4.84 out of 5 average rating, 118 reviews

Resort Studio Retreat- Walk to Beach, Shops, AC

TerrenceRating, 5 stars2 weeks ago
⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️I must say that I never ever EVER! give a review until the end of our stay, our shopping experience, Restaurants, ordering take out or uber but…. We are still here! This was the best experience we have ever had. The Maui Banyan staff, the well manicured grounds🌴🌺, 🥇location🗺️, great 🍽️🍹. Now, About The Hostess and her Crew….hands down the best there is or ever will be. We felt so comfortable, cared for, appreciated and respected the entire time, by everyone it’s ALOHA! So look no further 🌴😎🌊👙🩳🌈🏖️🍹🐚🤙🏽 & The best in hospitality. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️
Top guest favorite
A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.
Home in Kula
4.92 out of 5 average rating, 347 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pi'ikeaRating, 5 stars4 days ago
Pamela was a fantastic host. She was responsive and so friendly. She truly loved the area and making guests feel at home. The space itself was such a dream. It had everything we needed and then some. The location and views were stunning. we sat on the porch almost every night just to take it all in. We loved staying at the Kula Jewel and would stay here again!
Guest favorite
The image captures a kitchen area with a granite countertop featuring a cooktop and utensils, framed by an open living space. A turquoise sofa set and glass table overlook large windows with ocean views, showcasing palm trees and tranquil water beyond.
Condo in Wailuku
4.88 out of 5 average rating, 107 reviews

Oceanfront 5th floor Views, Ma'alaea Bay

JaimieRating, 5 stars1 week ago
We stayed from June 5-12 and saw soooo many sea turtles from the lanai. Not sure if you can see them year round or just during this time, but it was a real highlight for us! We loved the 5th floor view, both rooms are very comfortable and accommodated two couples well. They have three AC units in the apartment that made it comfortable to sleep at night without getting too hot. The complex has a heated pool that is open until 9PM and scarcely used by others during our visit. They also had beach essentials like folding chairs, a cooler, umbrella, and towels that made our beach trips luxurious! We will definitely look to rent this place again for our future trips to Maui!
Guest favorite
An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.
Apartment in Wailuku
4.88 out of 5 average rating, 242 reviews

2B/2B Cottage/Cozy/Central/Private/Historic town

RainerRating, 5 stars1 month ago
Clean and easy accom, Emma was easy to deal with. The place was relaxing. Outdoor shower a standout.

Other great vacation rentals in Kaanapali

Guest favorite
Condo in Lahaina
4.95 out of 5 average rating, 44 reviews

Napili Bay Oceanview Hideaway

MadisonRating, 5 stars2 weeks ago
This place is perfect! Small but clean and has everything you need. It has a beautiful ocean view and is a perfect location. 6 minute walk to a lovely little beach and about 6 min drive to another very popular and fun beach for swimming and snorkeling. We loved our stay. Gabe is very reachable, responsive and accommodating host! Would recommend to anyone staying in Maui!
Guest favorite
A well-maintained shuffleboard court is positioned on lush green grass, with palm trees gently swaying nearby. The ocean glistens in the background, while a multi-story building with a thatched roof is visible to the left, complementing the tropical landscape.
Apartment in Lahaina
5 out of 5 average rating, 38 reviews

Oceanfront penthouse - stunning view!

JoeRating, 5 stars1 month ago
Truly amazing. This place was paradise. Amazing views, great walkable restaurants and other areas of interest. Our host was outstanding. Not only did she offer local recommendations, she accommodated a late checkout for us as we had a late flight off the island. Truly paradise at this location and we will definitely visit again!
Top guest favorite
The entrance to the beachfront cabana is framed by tropical greenery and palm trees. Wooden pathways lead directly to the ocean, with a clear view of the water from the entrance. Signage indicates the facility's name, enhancing the coastal atmosphere.
Home in Kaanapali
4.91 out of 5 average rating, 69 reviews

#1 Kaanapali Beach, Ocean View MER K218

AnneRating, 5 stars4 months ago
We loved our stay at this beautiful studio at the Maui Eldorado. So comfortable and beautifully decorated. Nice ocean view in distance and the beach front cabana is a wonderful asset - chairs and towels available on a lovely stretch of beach. Owners couldn’t have been nicer - highly recommend!
Top guest favorite
A modern living area features a spacious leather sofa facing floor-to-ceiling windows, providing views of the ocean. Two round marble side tables sit beside the sofa, and a sleek entertainment unit displays a mounted TV. A tropical plant adds a touch of greenery to the room.
Condo in Lahaina
5 out of 5 average rating, 25 reviews

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

MeganRating, 5 stars6 days ago
We loved our stay, would highly recommend! The condo is beautiful and had everything we needed. I wouldn’t hesitate to stay here again!
Guest favorite
The living room features expansive windows that frame ocean views, accompanied by tropical palm trees. Two stylish leather loungers and a cozy sofa are arranged around a wooden coffee table, while decorative shelving and vibrant accents enhance the contemporary design.
Condo in Kaanapali Beach
5 out of 5 average rating, 7 reviews

Kaanapali Alii | 335

GritRating, 5 stars3 months ago
Everything was perfect and we loved everything about the place! We would definitely return!!
Guest favorite
Home in Lahaina
5 out of 5 average rating, 5 reviews

Best Studio Ocean Views at Honua Kai -Hokulani 719

TomRating, 5 stars1 month ago
We, a small family, recently stayed in Kaanapali Maui and couldn’t have been happier with the experience. From the moment we arrived, everything exceeded our expectations. The unit was spotless, beautifully decorated, and fully stocked with all the essentials — from kitchenware including a blender and all of the beach necessities. After going around the island and picking up some fresh fruit, it was a nice afternoon treat to be able to make our own smoothies! Highly recommend it. The view from the lanai (balcony) was absolutely stunning. Every morning we enjoyed our coffee while watching the sunrise over the ocean, and in the evenings we were treated to the most spectacular sunsets. The sound of the waves crashing was the perfect background to a truly relaxing vacation. The location was ideal just a short walk to the beach, shops, and great local restaurants. We loved being close to snorkeling spots and whale watching opportunities. The complex also had a pool, hot tub, and BBQ grill
Superhost
A spacious outdoor pool surrounded by lush tropical landscaping invites relaxation. The area features sun loungers and an umbrella-shaded seating arrangement. The elegant home is visible in the background with large windows that reflect the bright blue sky.
Home in Maui County
4.79 out of 5 average rating, 38 reviews

Waterfall House with Ocean Views in Haiku, Maui

EllaRating, 5 stars3 months ago
Wow, what an amazing stay! The villa was absolutely stunning, with breathtaking views of the ocean, waterfall, and mountains. The private pool and hot tub were perfect spots to relax and soak in the scenery. We were delighted to discover a charming hidden nook upstairs overlooking the pool a delightful surprise! The bedroom was gorgeous, and while the outdoor shower took a moment to get used to, it turned out to be such a unique experience that we thoroughly enjoyed. Being nestled in a garden setting, we did encounter a few critters like cockroaches, spiders, lizards, and mosquito eaters, especially since we loved keeping the doors open to feel the refreshing breeze. It didn’t bother us much, though a quick sweep of some webs inside would have been appreciated. Now this is quite a drive from any towns/ restaurants so prepare in advance and stop somehwere before check in! Overall, the place was very clean, and our stay was incredibly peaceful. The tranquil garden and serene property mad
Guest favorite
A resort pool area is surrounded by palm trees and tropical landscaping. The clear blue water features an inset spa and is complemented by lounge chairs and tiki huts in the background. The ocean can be seen in the distance under a bright sky.
Condo in Lahaina
4.95 out of 5 average rating, 77 reviews

Beachfront Resort! Easy Access Ground Floor Condo

PhillipRating, 5 stars2 weeks ago
This very well maintained condo is in an excellent location in a resort with very good and attractive facilities. It is especially attractive for those that prefer a quieter, more relaxed atmosphere. There is much less competition for use of the great amenities than neighboring mega-resorts. Beach access is great, and the beachfront is the same size as resorts with many times the population. Additionally, there is access to the Kaanapali boardwalk that serves 5 other resorts’ beachfront restaurants and bars, and a 6th by a separate sidewalk.

Quick stats about vacation rentals in Kaanapali

  • Total rentals

    4K properties

  • Nightly prices starting at

    $20 before taxes and fees

  • Total number of reviews

    39K reviews

  • Family-friendly rentals

    1.8K properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    3.9K properties have a pool

Your guide to Kaanapali

Welcome to 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.


The best time to stay in a vacation rental in Kaanapali

Maui’s year-round climate is dependably mild, with the northern end of the island where Kaanapali is located more prone to wind and rain than its South Shore neighbors. Even so, very cold or very hot weather is rare in Kaanapali, and the likelihood of rain turning into sunshine in a short amount of time is nearly guaranteed. Even the rainiest summer months only add a slight increase to the chance of precipitation on this side of Maui. Generally the most pleasant months of the year to stay in one of the area’s vacation rentals are January, February, and March, where days are warm and evenings pleasantly cool. Like most Hawaiian destinations, Kaanapali becomes more crowded with holiday vacationers after Thanksgiving.


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.

Frequently Asked Questions

  • How is the weather in Kaanapali?

    Kaanapali experiences a tropical climate with warm temperatures year-round. The average high temperature is around 85°F (29°C), and the average low is about 65°F (18°C). It's a bit cooler from December through February, ideal for winter activities. Rainfall typically occurs in the winter, with drier conditions from April to October.

  • What are some of the best things to do in Kaanapali?

    Popular activities in Kaanapali include swimming and sunbathing at the Kaanapali Beach, snorkeling at Black Rock, shopping at Whalers Village, and playing golf at the Kaanapali Golf Courses. Whale watching tours are also popular from December to April.

  • What is the best time of year to visit Kaanapali?

    Kaanapali is busiest from December to April, when humpback whales can be seen off the coast. The Maui Invitational, a popular college basketball tournament, is held in November. The Kaanapali Fresh, a three-day culinary event, is held in August.

  • What are the best places to stay in Kaanapali?

    Visitors often choose to stay near Kaanapali Beach for easy access to water activities. The areas around Whalers Village are popular for shopping and dining options. The golf course areas also make for a serene and relaxing stay.

  • What are the best places to visit in Kaanapali?

    Visitors often explore Kaanapali Beach, Black Rock for snorkeling, and Whalers Village for shopping and dining. The Kaanapali Golf Courses and the Lahaina Historic District, just 4 miles (6.4 km) away, are also popular places to visit.

  • What are some hiking trails in Kaanapali?

    Kaanapali has several beautiful hiking trails. The Kaanapali Beach Walk and the Kahekili Beach Park Coastal Trail offer stunning ocean views. The Kapalua Coastal Trail, just 6 miles (9.6 km) north, offers more challenging hikes with scenic vistas.

  • What are some family activities to do in Kaanapali?

    Families frequently enjoy activities such as swimming at Kaanapali Beach, exploring the vibrant marine life while snorkeling at Black Rock, or learning about local history and culture at the Whalers Village Museum. Kids often adore animal encounters at the Maui Ocean Center, barely 29 miles (47 km) away.

  • What are some of the best day trip ideas in Kaanapali?

    Day trips from Kaanapali often include a drive to Hana, exploring the Iao Valley State Park, or visiting the Haleakala National Park. Molokini Crater, a popular snorkeling spot, can also be visited via boat tours.

  • Are there vacation rentals with a dedicated workspace in Kaanapali?

    Yes! Work meets play with ease at over 2,320 vacation rentals in Kaanapali featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in cottage rentals in Kaanapali?

    Experience the best of Kaanapali with our cottage rentals, starting at about $210 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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