Waterfront holiday rentals in Kaanapali

A lush green lawn is framed by swaying palm trees, leading toward a vibrant blue ocean. In the background, a thatched-roof structure is visible, alongside tranquil water and distant islands. The bright sky adds to the serene coastal atmosphere.

4.99 out of 5 average rating, 127 reviews

Ocean View Studio steps away from Napili Bay! w/AC

Beautiful ocean view, air-conditioned studio is located at Napili Shores Resort! Napili Shores is a stunning, beautifully maintained, ocean front resort that offers 2 pools, hot tub, an onsite surf and snorkel rental shop, 2 restaurants, and is steps away from both Napili Bay and Kapalua Bay. The unit is located on the 2nd floor with privacy and an ocean view, with a king size bed, 55" TV, and a full size, fully equipped kitchen. The unit also includes Tommy Bahama beach chairs for guests use.

ViewBeachSleep quality

An open kitchen area features modern appliances, including a refrigerator and dishwasher, set against sleek cabinetry. A large island with countertop seating invites gatherings. Floor-to-ceiling windows present stunning ocean views, while natural light floods the space, enhancing a sense of openness and connection to the outdoors.

5 out of 5 average rating, 113 reviews

Luxury Mahana Studio-Great Views-WiFi-Free Park

Locally Owned and Operated Studio 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. Located on North Kaanapali Beach. Enjoy stunning views and the warm Maui sun inside while central AC keeps you cool and comfortable any time of day.

ViewBeachCleanliness

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.

4.87 out of 5 average rating, 316 reviews

Kaanapali Shores Double Oceanview Resort Living

It gets no better than world class Kaanapali Beach! Add our gorgeous yet sensibly priced condo great for singles, up to 3 couples and perfect for families saving the high cost of 2 bedroom units! We are hotel zoned in a beautiful resort, not being barred from short term rental. Wake to ocean views from the king bed and from the living room and lanai (balcony). Enjoy resort amenities with no resort fee! You're beach ready with included beach umbrella, chairs, boogie boards, cooler and toys!

ViewBeachLayout

4.99 out of 5 average rating, 161 reviews

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

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.

BeachViewComfort

Townhouse in Napili-Honokowai

A spacious studio features a large bed with a striped blanket. A comfortable seating area is visible, along with a dining table facing sliding glass doors that provide a view of the ocean and surrounding palm trees. Light streams in, highlighting the serene atmosphere.

4.98 out of 5 average rating, 107 reviews

Best Papakea Oceanfront *No resort fees* Unit A106

Relax at my ground floor direct oceanfront studio condo with stunning ocean views facing the island of Molokai and Lanai. Papakea Resort is located at North Kaanapali Beach and features 13 acres of lush landscaped grounds, fresh water Koi ponds, 2 swimming pools, 2 large jacuzzi's, 12 gas BBQ's, 2 putting greens, 2 shuffleboard courts and 3 tennis courts. ** PLEASE NOTE** that your quoted price includes the Hawaii State and Maui County TAT tax and GED taxes totaling 18.5%. No resort fees!!

BeachViewBathroom

A spacious balcony features a simple dining table surrounded by two chairs, offering an unobstructed view of the ocean. Palm trees frame the scene, while a bottle and glass sit on the table, reflecting the bright blue sky above and the serene water below.

4.97 out of 5 average rating, 102 reviews

Maui Full Oceanfront Paradise

Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

ViewBeachParking

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.

4.97 out of 5 average rating, 271 reviews

Ka'anapali Oceanfront Dream-view Retreat with AC!

This serene oceanfront retreat is located along the Kaanapali coast, less than 50' from the crashing waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue/green ocean, 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.

BeachViewCleanliness

An aerial view captures the lush green landscaping surrounding the property, featuring palm trees and well-maintained rolling lawns. The ocean sparkles in various shades of blue, while nearby buildings with solar panels are visible, creating a serene atmosphere just steps from the beach.

4.98 out of 5 average rating, 110 reviews

Napili Bay Oceanview Resort Hideaway

Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

BeachViewAccess

4.99 out of 5 average rating, 162 reviews

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 Kapalua

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.

ViewBeachCheck-in

Two outdoor chairs and a small table are positioned on a private lanai, offering unobstructed views of the ocean and distant island. The vibrant blue waters transition to teal, creating a serene atmosphere under a clear sky with scattered clouds.

4.97 out of 5 average rating, 242 reviews

*Oceanfront!* Panoramic Views on Kahana Beach!

Enjoy breathtaking panoramic views in this remodeled oceanfront corner condo located on Kahana Beach! With floor-to-ceiling windows in both the living and bedroom, gentle breezes and sunsets can be enjoyed lounging on the couch or relaxing in bed. Imagine falling asleep to the lull of ocean waves at your feet and waking to spouting whales in the background. Truly an oasis on the Valley Isle.

ViewBeachSleep quality

4.99 out of 5 average rating, 187 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.

BeachViewAccess

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.

4.99 out of 5 average rating, 134 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

ViewBeachDecor

Popular amenities for Kaanapali waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

The living room features a comfortable sofa and a glass coffee table, with natural light flooding through large sliding doors. An unobstructed ocean view can be seen beyond a private lanai, enhancing the tranquil atmosphere of the space.

4.85 out of 5 average rating, 125 reviews

Ocean View Condo @ The Paki Maui

ViewBeachGetting around

5 out of 5 average rating, 11 reviews

Large windows provide unobstructed ocean views, allowing natural light to fill the living area. A comfortable blue sofa and a textured chair are positioned near a stylish side table. Neutral tones enhance the serene ambiance, inviting relaxation while enjoying the scenery.

Apartment in Kaanapali

Mahana 1215 Penthouse

ViewBeachParking

4.92 out of 5 average rating, 159 reviews

An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.

Apartment in Kihei

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

BeachViewQuiet

4.89 out of 5 average rating, 211 reviews

Apartment in Kihei

Family Oceanview | Beach, Pool, Hot Tub, AC

BeachViewHot tub

A vibrant rainbow arches over the tranquil ocean waters, framed by two palm trees. The shoreline features calm waves and rocky areas, while several lounge chairs are positioned on the grassy area, inviting relaxation with scenic views.

4.95 out of 5 average rating, 113 reviews

Stunning Sunsets and Direct Oceanviews at Paki Mau

BeachViewLocation

4.94 out of 5 average rating, 134 reviews

A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.

Apartment in Kihei

High-end, On Beach, View Balcony, with Pool & BBQ!

ViewBeachCleanliness

Superhost

A private lanai features a round table surrounded by cushioned chairs, offering expansive ocean views. The shimmering blue water stretches toward the horizon, complemented by a distant landmass. The space is enhanced by a gentle coastal breeze and clear skies, inviting relaxation.

4.87 out of 5 average rating, 117 reviews

Summer/September Discounts Spectacular Oceanfront

ViewBeachQuiet

A view from a balcony captures a lush, green landscape dotted with palm trees. A pool is nestled amongst manicured lawns, with gentle ocean waves visible in the background under a partly cloudy sky.

4.87 out of 5 average rating, 236 reviews

Beautiful, Remodeled Ocean View Condo

BeachViewHot tub

Waterfront house rentals

4.87 out of 5 average rating, 119 reviews

The kitchen and dining area feature modern appliances and a large wooden table surrounded by a built-in bench. Natural light enters through the window, illuminating the granite countertops and stylish cabinetry, while a beach-themed artwork complements the tropical surroundings.

Home in Kihei

Chic Villa 2 | Modern Vibes by the Ocean

BeachViewLocation

5 out of 5 average rating, 25 reviews

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

Home in Kihei

Beautiful Beachfront Townhouse !

ViewBeachLayout

4.98 out of 5 average rating, 57 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Maalaea

Maalaea Kai 307 - Maui Prime Oceanfront

ViewBeachOutdoor spaces

4.93 out of 5 average rating, 43 reviews

The living area features light-colored furniture arranged around a wooden coffee table, with a large wall-mounted artwork depicting a beach scene. A kitchen can be seen in the background, and decorative elements include a ceiling fan and tropical details on the walls.

Home in Napili-Honokowai

Oceanfront Napili Shores ~AC

BeachViewWalkability

4.96 out of 5 average rating, 26 reviews

Home in Lahaina

Luxe 3BR Pualei Beach House Retreat

BeachConditionQuiet

5 out of 5 average rating, 11 reviews

A spacious lanai overlooks the ocean, with sleek lounge chairs positioned for relaxation. Palm trees frame the view, creating a tropical atmosphere. The clear blue sky complements the shimmering water, inviting guests to unwind and take in the stunning scenery.

Home in Lahaina

Puamana Retreat by Gather: Oceanfront Luxury

ViewBeachBathroom

5 out of 5 average rating, 8 reviews

Home in Lahaina

Aloha Oceanfront Retreat 327

BeachViewLocation

4.96 out of 5 average rating, 82 reviews

Two red chairs are positioned on a grassy area overlooking the ocean. Palm trees frame the scene, while gentle waves and a cloudy blue sky are visible in the background, creating a serene coastal setting.

Home in Paia

Hale Ho'okipa Kai Cottage, County Licensed

ViewBeachLayout

Waterfront condo accommodation

4.98 out of 5 average rating, 121 reviews

A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.

Condo in Maalaea

Coastal Dream Oceanfront Condo!

ViewBeachCondition

Ocean views are visible through expansive glass doors in a bright living area. Tropical plants add greenery, and comfortable seating options are arranged for relaxation. The sunlit space offers a seamless transition to the outdoor area, enhancing the beachside atmosphere.

4.95 out of 5 average rating, 151 reviews

Ocean Views- Beachfront- Steps to a Sandy Beach!

BeachViewAccuracy

Superhost

A spacious balcony offers a dining table set for six, with sweeping ocean views in the background. The scene is complemented by comfortable outdoor seating and lush greenery in a potted plant, all framed by the clear blue waters and sky.

4.94 out of 5 average rating, 108 reviews

Stunning Panoramic Oceanfront 2 Bed Bath with AC

ViewBeachHot tub

The lanai offers a table with a blue glass bottle as its centerpiece, surrounded by two comfortable chairs. Vibrant blue surfboards are positioned against the wall, while the ocean gently laps at the shore in the background, framed by swaying palm trees.

4.96 out of 5 average rating, 279 reviews

Soothing Waves with 180° View In Kahana, HI

ViewBeachPool

4.96 out of 5 average rating, 163 reviews

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

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

ViewBeachGetting around

4.94 out of 5 average rating, 140 reviews

Condo in Lahaina

Oceanfront Resort, Peaceful Mountain View Studio

BeachViewDecor

Superhost

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, 353 reviews

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

BeachViewHiking

A serene landscape features a tranquil pond surrounded by lush greenery and tropical plants. The setting is enhanced by Tiki torches casting a warm glow, with palm trees framing a colorful sunset over the ocean.