Vacation rentals in Kaanapali

A living room space features a patterned couch and a wooden coffee table. A dining area with wooden chairs is visible beside a balcony door leading to ocean views. Large glass windows create an open atmosphere, allowing natural light to fill the room.

4.94 out of 5 average rating, 126 reviews

Oceanfront Two Bedroom at Kaanapali Shores #504

Enjoy oceanfront views from this 5th floor 2-bedroom / 2-bath condo at the popular Kaanapali Shores Resort. Central A/C, spacious living room, washer/dryer, full kitchen, wifi, cable tv & SNES classic Just steps away from the ocean Watch beautiful sunsets from the resort The resort has pools, hot tubs, restaurant and bar, and more Supermarket across the street *Wildfire Update* This condo is located in North Kaanapali outside the Lahaina wildfire burn zone. West Maui is now open to visitors

A private lanai features a round dining table with four chairs, surrounded by lush palm trees and stunning ocean views. The table is set with dinnerware and a vase of tropical flowers, offering an inviting space for outdoor dining.

4.97 out of 5 average rating, 231 reviews

Ka'anapali Oceanfront 1BR w/ Dream-views & AC!

This serene beachfront 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.

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.

4.99 out of 5 average rating, 135 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.

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.

4.99 out of 5 average rating, 132 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.

4.99 out of 5 average rating, 200 reviews

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

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

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.

4.89 out of 5 average rating, 134 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.

A glass table is paired with two cushioned chairs on the lanai, providing an oceanfront view of turquoise waters. A pineapple and decorative flowers are arranged on the table, complemented by two drinks. The serene sea and distant horizon complete the inviting atmosphere.

4.97 out of 5 average rating, 123 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.

A lanai offers a view of the ocean, framed by tall palm trees swaying in the breeze. In the foreground, a small table is set with two wine glasses, inviting relaxation and enjoyment of the coastal scenery.

4.86 out of 5 average rating, 285 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

The image captures a serene beachfront view, featuring soft sandy shores meeting clear turquoise waters. Gentle waves lap against the shore, with palm tree shadows gracefully cast upon the sand. A distant horizon showcases the outline of mountains under a clear blue sky.

4.97 out of 5 average rating, 105 reviews

True Beachfront Luxury! Downstairs unit oceanfont!

BEACHFRONT ON MAUI at the Pikake Escape to paradise with our comfortable ground floor condo at The Pikake in Maui! Experience true luxury with this one-bedroom. Has split unit air conditioning in bedroom only, a king tempur-pedic, one-bathroom rain shower, beachfront oasis located on the desirable West side of the island. You can experience amazing views of the ocean just steps away. With no deposits, resort fees, or check-in fees, your stay is hassle-free and unforgettable.

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.

4.99 out of 5 average rating, 138 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.

The image captures a vibrant pool surrounded by natural stone features and lush tropical landscaping. The resort's multi-story buildings are visible in the background, framed by swaying palm trees under a partly cloudy sky. A wooden bridge crosses the pool area, adding to the serene atmosphere.

4.99 out of 5 average rating, 157 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

*** NO RESORT OR PARKING FEES! *** Honua Kai is a Four Star resort with four pools, five spas, a fitness center, Aina Gourmet Market, and beachfront Dukes Restaurant on premises. Our one bedroom condo has a partial ocean view from the lanai, has a KING sized bed in the bedroom AND queen SOFA SLEEPER for additional guests. We stock our condo with four beach chairs, umbrella, two coolers, boogie boards, and pool toys for you to use.

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.

4.97 out of 5 average rating, 132 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.

Vacation rentals for every style

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Apartments

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Luxury Stays

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Popular amenities for Kaanapali vacation rentals

Beachfront

Self check-in

Free parking on premises

Gym

BBQ grill

Kaanapali beach vacation rentals

A tranquil pool area is surrounded by lush tropical vegetation, with a mix of vibrant flowers and palm trees. Relaxing lounge chairs are positioned near the water, offering scenic views of distant mountains and the ocean. The sky is clear, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 178 reviews

Crazy Good Deal MKV Resort Ka'anapali - Ocean View

4.96 out of 5 average rating, 136 reviews

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

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

A spacious lanai features outdoor seating, including two cushioned chairs and a dining table. The scene showcases a panoramic view of the beach and ocean, with palm trees swaying in the gentle breeze. The clear blue sky complements the tranquil waters in the distance.

4.93 out of 5 average rating, 152 reviews

Absolute Beachfront with Million-Dollar Views!

Lush tropical gardens and palm trees are visible alongside a well-manicured lawn. A blue ocean stretches into the distance under a partly cloudy sky. In the foreground, a swimming pool area features lounge chairs, while a community building can be seen to the left.

4.87 out of 5 average rating, 119 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

A spacious living area features large windows offering expansive ocean views. Comfortable seating options, including a lounge chair and a sofa, are arranged around a wooden coffee table. A dining table and a TV are visible, enhancing the inviting atmosphere of the space.

4.86 out of 5 average rating, 121 reviews

A jewel on Oceanfront & Breath Taking Views.

A bright studio features a spacious layout with a kitchen area and a dining table. Large glass sliding doors provide a view of the ocean, with comfortable seating arranged nearby. Tropical decor accents the room, contributing to a serene coastal atmosphere.

4.87 out of 5 average rating, 125 reviews

Stunning Oceanfront, Sunset and Marine Life Views

A private lanai showcases a round table with two chairs, facing stunning ocean views. A pink conch shell rests on the table, alongside two glasses. The vibrant blue of the ocean contrasts with the sandy shore, inviting relaxation.

4.89 out of 5 average rating, 167 reviews

Amazing Sunsets~Direct Oceanfront Kaanapali

A colorful rainbow arches across the sky, visible through expansive glass doors. The view extends over a serene landscape, framed by a spacious private lanai with outdoor seating. Light clouds add depth to the picturesque backdrop of the West Maui mountains.

4.95 out of 5 average rating, 108 reviews

HUGE 1 Bdrm Penthouse @ luxurious Honua Kai Resort

Kaanapali house rentals

4.98 out of 5 average rating, 115 reviews

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 Wailea

Mana Hale Vacation Rental

4.97 out of 5 average rating, 151 reviews

The kitchen features light-colored cabinetry paired with granite countertops and stainless steel appliances. A large refrigerator and microwave are visible, along with an oven and stove. A central island with a wooden top provides additional workspace. Soft lighting enhances the functional layout.

Home in Kihei

12 Minute Walk Kamaole Beach II-Quiet Private Easy

4.93 out of 5 average rating, 175 reviews

Home in Paia

PAIA HALE Walk to beach and town

4.96 out of 5 average rating, 440 reviews

A welcoming living area features a comfortable sectional sofa beside a modern coffee table, with natural light filtering through large windows. An outdoor patio is visible, with an umbrella-shaded table and chairs overlooking lush tropical gardens and ocean views.

Home in Wailea

Stunning ocean view, heated pool at home by Wailea

4.93 out of 5 average rating, 361 reviews

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

Kula Jewel - Pool, Hot Tub & Awesome Views!

4.94 out of 5 average rating, 589 reviews

The spacious studio features a comfortable bed and a seating area with colorful cushions. Large glass doors provide access to a private balcony with stunning ocean views. A flat-screen TV and a ceiling fan are visible, alongside a wooden dresser and a coffee table.

Home in Lahaina

Maui direct ocean front . Super private

4.96 out of 5 average rating, 249 reviews

The exterior of the cottage is presented, showcasing a spacious structure with a covered front porch and a driveway. Lush green grass surrounds the cottage, bordered by low, rustic fencing. A clear blue sky complements the tranquil setting, creating a serene ambiance.

Home in Haiku

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

Superhost

A wide sandy beach extends along the shoreline, meeting clear blue waters. Guests are seen relaxing under umbrellas, while others stroll along the water's edge. Lush palm trees provide shade in the background, contributing to a serene island atmosphere.

Home in Lahaina

4.92 out of 5 average rating, 121 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Kaanapali condo rentals

A scenic view showcases the resort's lush landscaping, with vibrant greenery leading to the beach. The ocean reflects the blue sky, while a pool area with loungers can be seen below, surrounded by palm trees and tropical plants.

5 out of 5 average rating, 15 reviews

Westin Ka'anapali Resort Studio King Bed

A vibrant cultural performance takes place on an outdoor stage. Performers in traditional attire, featuring skirts made from green leaves and floral necklaces, are seen dancing with wooden sticks. The backdrop is enhanced by tiki torches, creating an immersive atmosphere.

4.94 out of 5 average rating, 187 reviews

Crazy Good Deal Eldorado Beach Resort Ka'anapali

A serene ocean view is captured from a fifth-floor balcony, showcasing gentle waves lapping against the sandy shore. Palm trees frame the scene, adding to the coastal ambiance, while clear blue skies stretch above, offering a sense of tranquility and connection to nature.

4.9 out of 5 average rating, 10 reviews

Premier Oceanfront Retreat in Lahaina

A hallway leads to an outdoor area with views of the turquoise ocean and swaying palm trees. The scene is framed by a solid railing, showcasing the tropical coastal environment and vibrant colors of the water, with gentle waves visible in the distance.

4.89 out of 5 average rating, 324 reviews

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking

A dining table is positioned on a balcony, featuring a scenic ocean view. Two place settings are arranged with woven placemats and blue dishware. A bottle of wine and glasses are set at the center, while a palm tree is visible in the background against a clear blue sky.

4.94 out of 5 average rating, 195 reviews

OCEAN FRONT CONDO IN KAHANA NEAR NAPILI! ,KAPALUA

An outdoor dining space is positioned on a balcony, featuring a round dining table set with tableware. Comfortable wicker chairs surround the table, with a lounge chair nearby. The ocean view stretches to the horizon, while a sun design adorns the wall.

5 out of 5 average rating, 20 reviews

Beachfront on Kaanapali The Mahana 1106!

The image shows a spacious ground floor lanai with sliding glass doors that open to a cozy outdoor seating area. Wicker chairs and a dining table are positioned on tiled flooring, surrounded by green grass and tropical landscaping, creating an inviting space for relaxation.

4.94 out of 5 average rating, 121 reviews

Honua Kai Ground Floor~steps to pools/beach! K142

A wooden outdoor table with two matching chairs overlooks the ocean. The setting sun casts a warm glow over the scene, enhancing the view of the distant islands. Wine glasses and a bottle are placed on the table, inviting relaxation and enjoyment.