Vacation rentals in Kaanapali

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Top-rated vacation rentals in Kaanapali

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Top guest favorite
A private balcony features a cozy seating area with plush cushions, overlooking the ocean. The blue water extends into the horizon under a bright sky, while a bottle of wine and two glasses rest on a small table, inviting relaxation amid scenic views.
Condo in Lahaina
4.97 out of 5 average rating, 190 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES! *** Our Studio condo is Unit 1013, located in The Lanai Building at The Mahana. We recently had our roof replaced summer of 2024, so there will be no construction work in our building this year. Newly renovated 10th-floor OCEANFRONT studio condo with the best views on Maui! Drift to sleep on the new KING-sized memory foam mattress and awaken to the sounds of crashing waves. The Mahana on Kaanapali Beach offers a prime location near shops, restaurants, and the best beach!

Top guest favorite
A private lanai features a dining table set for two, overlooking palm trees and the ocean. Fresh fruit and beverages are arranged on the table. The interior space, visible through open sliding glass doors, includes a smart TV and stylish furnishings.
Condo in Lahaina
4.97 out of 5 average rating, 240 reviews

Ka'anapali Oceanfront Dream-view Retreat with AC!

This serene oceanfront retreat is located along the Kaanapali coast, less than 50' from the beach and waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue/green ocean, crashing waves, swaying palm trees, adjacent islands, starry skies and sea life (sea turtles and monk seals all year long, migrating humpback whales from late Dec through April). The interior is clean, nicely appointed, & has lots of amenities to make your stay comfortable & enjoyable.

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 Lahaina
4.99 out of 5 average rating, 139 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 & centrally located next to the Montage Resort. 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, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

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 Lahaina
4.99 out of 5 average rating, 135 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 favorite
A charming bungalow is surrounded by lush greenery and tropical landscaping, with tall palm trees framing the entrance. A dark blue SUV is parked in the driveway, positioned beside the front door. Bright sunlight highlights the vibrant plants and landscaping, creating a welcoming atmosphere.
Bungalow in Lahaina
4.99 out of 5 average rating, 202 reviews

Ka Hale Aloha (The Love Shack)

Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

Guest favorite
The living area showcases a spacious seating arrangement facing an unobstructed ocean view through large windows. A dining table is visible nearby, accompanied by a ceiling fan and modern decor. Natural light enhances the airy feel, while the tranquil ocean can be seen in the distance.
Condo in Lahaina
4.89 out of 5 average rating, 140 reviews

Absolutely Oceanfront - Corner Unit- Amazing Views

Absolutely Best Direct Ocean Front With Unobstructed Views if Molokai and Lanai Not from the side of a building or overlooking other units - Deluxe Corner High Floor Apartment - Additional Side Window - Plus Bedroom and Bathroom View Windows - Guests tell us the views from our high floor apartment is better than whale watching tours - Closest building to the Ocean on Maui - Memory Foam King Bed (not Queen) - No Bedbugs here/Bed Bug Protective King Mattress and pillow covers.

Top guest favorite
Condo in Lahaina
4.97 out of 5 average rating, 125 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.

Guest favorite
A spacious living area is furnished with a soft gray sofa adorned with decorative pillows, complemented by a wooden coffee table with glass top. A vibrant ocean view is framed by large windows, and a cozy dining set is positioned on the lanai, enhancing the inviting space.
Condo in Lahaina
4.96 out of 5 average rating, 109 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. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

Top guest favorite
The living room features comfortable seating with a light-colored sectional sofa and matching ottoman. A large wall-mounted TV displays a serene beach scene. Natural light streams in through expansive glass doors, offering views of the outdoors and creating an airy atmosphere.
Condo in Lahaina
4.99 out of 5 average rating, 147 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

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
4.97 out of 5 average rating, 140 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean View

Watch the Whales breach during their migration and boats sailing by while sitting up in your dreamy oceanfront bedroom with a cup of coffee! If you love the sound of the ocean, then this is the place for you. Luxuriously remodeled Island Oasis, just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Super private, secluded corner unit located on the 5th floor of Valley Isle Resort in Kahana. Inside the Hotel Zone.

Top guest favorite
An outdoor lanai features a small table and two wicker chairs, offering a direct view of the expansive Pacific Ocean. The ocean's vibrant blue waters stretch toward the horizon under a partly cloudy sky, creating a serene and inviting area for relaxation.
Condo in Lahaina
4.98 out of 5 average rating, 198 reviews

DIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

Top guest favorite
An oceanfront lanai features a small table with two black woven chairs, framed by a railing that offers an unobstructed view of the blue ocean and sky. The gentle waves can be seen meeting the horizon.
Condo in Lahaina
4.99 out of 5 average rating, 137 reviews

Honu Hideaway, Maui Kaanapali Oceanfront Penthouse

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 top 10th floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Popular amenities for Kaanapali vacation rentals

When is the best time to visit Kaanapali?

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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.

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.

  • What types of vacation rentals are available in Kaanapali?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kaanapali. From over 2,410 condo rentals, over 70 house rentals to over 10 cottage rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 2,510 vacation rentals in Kaanapali featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Kaanapali

  • Total vacation rentals

    Explore 4,230 vacation rentals in Kaanapali

  • Verified guest reviews

    Over 42,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,010 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    4,030 properties feature pools

  • Rentals with dedicated workspaces

    2,780 properties have a dedicated workspace

  • Wi-Fi availability

    4,200 of Kaanapali vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in, and Free parking on premises across Kaanapali rentals

  • 4.8 Average rating

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

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