Waterfront holiday rentals in Kaunakakai

A spacious studio features large windows that offer panoramic ocean views. A cozy seating area with a sofa and table complements a queen-size bed adorned with turquoise accents. A television is mounted on the wall, while a sliding door provides access to a private lanai.

4.99 out of 5 average rating, 279 reviews

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

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, 102 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.

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, 145 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.

4.96 out of 5 average rating, 115 reviews

A large oceanfront pool area is surrounded by lush tropical landscaping and swaying palm trees. The inviting pool features a gradual entry and a spacious deck for relaxation, with the ocean visible in the background under a clear blue sky.

Cottage in Molokai

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views

Relax & enjoy stunning ocean & sunset views, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, two-story oceanfront cottage with a large covered lanai. This no-smoking cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore, or unplug & relax. You will enjoy blue ocean & beach views, colorful sunsets, breezes, tropical birds, waves, and whales in the winter.

Silhouetted palm trees stand against a vibrant sky filled with pink, purple, and orange hues at sunset. The horizon meets the serene ocean, creating a tranquil atmosphere. Fluffy clouds add depth to the colorful backdrop.

4.93 out of 5 average rating, 107 reviews

Molokai Premier Condo & Car Special Package

Kepuhi Beach Resort. Newly remodeled extra large 565 sq. ft. condo with breathtaking sunset and ocean views from the lanai. Master bedroom with a queen bed and full bath on main floor. Open bedroom with full bed, and 1/2 bath in the loft. • Fully supplied with all kitchen appliances, utensils, food storage containers, etc. • Fast WI-FI for working vacationers. • Office space niche • Large flat screen smart TV, clothes washer and dryer FREE CAR TO USE WHILE STAYING AT THE CONDO.

4.95 out of 5 average rating, 118 reviews

Silhouetted palm trees frame a serene ocean view at sunset. Gentle waves roll onto the shore, creating a soft mist. Two figures can be seen sitting close to the water's edge, surrounded by lush greenery, capturing a tranquil moment of nature.

Apartment in Molokai

Peace of Paradise at Kepuhi Beach Resort #2224

(TA#086363955201) Molokai oceanfront condo. View amazing sunsets, beautiful grounds and occasional whale sightings from our 2nd floor lanai. Updated with custom art, fresh linens, full size futon, gel topper for the king size bed, fully equipped kitchen and vanity areas. Ceiling fans and trade winds will keep you cool and comfortable. Washer/dryer, stereo, flat screen TV, free Wi-Fi all add to your comfort. Spend idyllic days lounging at the beach/pool or off on an island adventure!

A modern living area is depicted, featuring a gray sectional sofa, a sleek coffee table, and a wall-mounted TV. Large sliding glass doors provide a view of the ocean, while the space is illuminated by natural light, enhancing the open, airy feel.

4.98 out of 5 average rating, 182 reviews

Oceanfront Napili Retreat | 1Br Oasis w/Lanai & AC

Welcome to Napili Point! This resort-zoned, oceanfront 1-bedroom condo on stunning Honokeana Bay offers a relaxed, contemporary space designed to create unforgettable memories. Fully remodeled and air-conditioned, this stylish retreat is surrounded by water and just a short walk to Napili Beach, one of Maui’s finest. Enjoy the convenience of no hidden resort or parking fees. Perfect for anyone seeking a serene and comfortable base to explore all that Maui has to offer!

An inviting interior is captured from an elevated perspective, featuring a spacious bed with white linens and blue accent pillows. Warm wood floors enhance the cozy ambiance, while large windows frame outdoor views. A dining area with chairs is visible through the glass doors, complemented by soft lighting.

4.98 out of 5 average rating, 264 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

A bright studio condo features a spacious bed with decorative pillows, complemented by a seating area with a chair and small table. Floor-to-ceiling glass doors provide unobstructed views of the ocean, leading to a covered lanai, where the tranquil sea can be seen.

4.93 out of 5 average rating, 147 reviews

WOW! What a view! Ka’anapali condo w/AC, King Bed!

Enjoy the relaxing, peaceful Maui vacation you have been dreaming of! Maui Kai #202 greets you with breathtaking ocean views as soon as you open the door! You’ll love being right on the ocean in this recently updated studio condo at Maui Kai. You're so close to the ocean, you'll feel like you're on a cruise (without the swaying of the ship!). Let your troubles melt away with each crashing wave… Note: This is a permitted vacation rental located in the “hotel zone”.

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, 148 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.

An outdoor dining area is presented on a private lanai, featuring a table set with two glasses and plates of food. In the background, palm trees sway against a clear blue sky, overlooking stunning ocean views that include distant islands.

4.98 out of 5 average rating, 198 reviews

Sunsets and Turtles and Whales, Oh My!

Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

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.

4.99 out of 5 average rating, 206 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.

Popular amenities for Kaunakakai waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

A picturesque view of the ocean is captured, framed by swaying palm trees. The foreground features a swimming pool area surrounded by lounge chairs, providing a serene space to relax. Gentle waves can be seen in the distance, merging with a clear blue sky.

4.93 out of 5 average rating, 85 reviews

Coastal Remodeled ocean view Papakea Resort condo

5 out of 5 average rating, 31 reviews

Palm trees sway gently in the breeze, framing a view of the ocean. The water shimmers under a clear blue sky, while the lush greenery in the foreground adds a sense of tranquility to the coastal landscape.

Apartment in Molokai

Ocean View 1 Bdrm #228 To Nani Kei Kepuhi Molokai

Aerial view reveals a stunning coastal landscape with palm trees lining the shore. The azure ocean meets the horizon, while the surrounding community showcases green spaces, swimming pools, and nearby beach access. Mountainous terrain is visible in the distance under a partly cloudy sky.

4.96 out of 5 average rating, 52 reviews

Spacious Studio Steps from Napili Bay Beach

A well-appointed bedroom features a spacious bed dressed in soft linens, complemented by decorative wooden panels. Floor-to-ceiling sliding glass doors provide a view of the ocean, ensuring ample natural light. Stylish seating is positioned nearby, emphasizing a blend of comfort and elegance.

4.99 out of 5 average rating, 72 reviews

Lahaina Shores Ocean Front Luxury Condo 525

4.96 out of 5 average rating, 26 reviews

A tranquil outdoor setting features a wooden table adorned with a bowl of candles, glowing softly. In the background, palm trees silhouette against a vibrant sunset over the ocean, creating a serene and inviting atmosphere.

Apartment in Molokai

Hale Bali - Includes Taxes and Vehicle

Apartment in Napili-Honokowai

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.

4.94 out of 5 average rating, 100 reviews

Stunning Sunsets and Direct Oceanviews at Paki Mau

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.

4.9 out of 5 average rating, 107 reviews

Great Deals April/May Beautiful Ocean Front!

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

Waterfront house rentals

KBV 22G2 Oceanfront Views and Luxury Living

A serene view of the ocean pool area is framed by lush palm trees. The azure water reflects the afternoon sky, while a rainbow arches over the horizon. Comfortable lounge chairs surround the pool, creating an inviting space for relaxation.

4.85 out of 5 average rating, 93 reviews

Clean, Ocean Front, Big 1 Bd, 1st Fl, Royal Kahana

4.96 out of 5 average rating, 49 reviews

A living area features a spacious couch and a matching armchair arranged around a low table. A modern kitchen area with dark cabinetry and stainless appliances is visible, along with decorative artwork on the walls. Natural light fills the space through large windows.

Home in Molokai

Getaway at Molokai Shores

A modern kitchen island is visible in the foreground, with a bowl filled with fresh fruit. A spacious dining area with a wooden table and stylish chairs is shown, adorned with natural light from large windows that reveal tropical views of palm trees outside.

4.86 out of 5 average rating, 158 reviews

Oceanfront Loft Condo | Sunset views | Parking

5 out of 5 average rating, 10 reviews

Island-Inspired 2BD Oceanfront ~ Quam Properties

An outdoor dining table is set with plates and wine glasses, surrounded by a vibrant floral centerpiece. The tranquil ocean is visible in the background, complemented by a sunset sky with varying shades of orange and pink, creating a serene dining atmosphere.

Maui Oceanfront Penthouse Condo

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.

4.96 out of 5 average rating, 24 reviews

Oceanfront Napili Shores ~AC

The image captures a resort scene at sunset, featuring a large, lagoon-style pool with palm trees and tropical landscaping. The ocean can be seen in the background, reflecting the warm colors of the sky, with hills visible in the distance.

Special! Westin Kaanapali Ocean Resort North -2bd

Waterfront condo accommodation

A spacious lanai is furnished with two cushioned rocking chairs and a glass-top table, inviting relaxation. Lush palm trees are visible, framing a stunning view of the ocean and distant islands under a clear blue sky.

4.9 out of 5 average rating, 333 reviews

Oceanfront Bliss. Affordable Million Dollar Views!

The image features the exterior of the Molokai Shores condominium, showcasing two multistory buildings surrounded by vibrant greenery and palm trees. A sign reading 'Molokai Shores' is prominently displayed, and the entrance is marked by lush purple flowers and decorative lighting.

4.86 out of 5 average rating, 29 reviews

Condo at Molokai Shores 1-bedroom with loft

Two sparkling glasses of rosé wine are positioned beside a bottle on a tiled table. Softly flickering candles are set within arm's reach, while a scenic sunset casts warm hues across the sky, viewed through an open balcony overlooking the ocean.

5 out of 5 average rating, 66 reviews

Oceanfront Condo With Glorious Ocean View

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, 333 reviews

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

A vibrant outdoor landscape showcases lush greenery and swaying palm trees. The ocean is visible in the background, complemented by a serene sky. Tropical flowers and well-maintained paths enhance the natural beauty of the garden setting.

4.75 out of 5 average rating, 83 reviews

Hawaiian Hibiscus Hideaway+Beautiful Ocean Views!

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.

4.97 out of 5 average rating, 125 reviews

Oceanfront resort, Updated condo, Air Conditioned

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.

4.97 out of 5 average rating, 198 reviews

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

A vibrant sunset is captured through a foreground of palm trees, showcasing a blend of orange, yellow, and pink hues in the sky. The sun appears to dip into the ocean, with the silhouette of a coastline visible in the distance.