Waterfront vacation rentals in Kaunakakai

4.95 out of 5 average rating, 110 reviews

A spacious living area provides comfortable seating with tropical-patterned furniture, complemented by large windows offering ocean views. Natural light fills the room, which features a ceiling fan and a wall-mounted television, enhancing the relaxed atmosphere.

Cottage in Molokai

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views

Aloha, relax & enjoy stunning sunset views of the Pacific Ocean, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, oceanfront cottage with a large covered lanai. This No Smoking two-Level 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 and relax. You will experience colorful sunsets, breezes, tropical birds, beaches, and whales in the winter.

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, 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.

4.93 out of 5 average rating, 105 reviews

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.

Condo in Molokai

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.

4.99 out of 5 average rating, 202 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

A comfortable living area is shown, featuring a sectional sofa and a turquoise coffee table. A large television is positioned on the wall. Soft lighting is provided by a lamp, and sunset views are visible through sliding glass doors leading to a balcony.

4.95 out of 5 average rating, 179 reviews

Oceanfront Kahana Reef Condo

Kahana Reef is a small, quiet boutique complex that has unparalleled views of the beautiful turquoise waters of the Pacific and neighboring islands, great water access for snorkeling, SUP, Kayaking or just lounging on the beach. Great cuisine, coffee and shopping are all very close to the complex and can be reached without even having to get into your car. Free on-sight parking, elevators, BBQ's and a Pool make Kahana Reef the perfect place to call home as you explore the wonders of Maui.

4.95 out of 5 average rating, 114 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 spacious studio is presented with a king bed, accompanied by comfortable chairs, and a large mirror. Sliding glass doors offer views of the lanai and West Maui Mountains. Soft lighting complements the neutral tones, while a television is positioned on a wooden media console.

4.92 out of 5 average rating, 168 reviews

Lahaina Studio: Beachfront, Mountain View, Hot Tub

Honu Lahaina Studio invites you to experience a tranquil Maui retreat in the heart of Lahaina. Nestled within a quiet rebuilding enclave, our bright, fully‑equipped studio offers modern comforts: king bed, kitchen, AC, and our resort pool and hot tub. Step outside to abundant nature: native trees, flowers, birds, and gentle ocean breezes. A quick drive brings you to vibrant dining, shopping, and the historic Old Lahaina Luau. Ideal for travelers craving peace and access to Maui’s culture.

A welcoming studio space features a king bed and comfortable seating area. A round dining table with chairs and a wooden coffee table are positioned beside the large window, which offers views of the outdoor landscape. Artwork adorns the walls, adding a touch of style.

4.95 out of 5 average rating, 179 reviews

Ocean Tropics Oasis, Beachfront, King bed, AC/pool

Welcome to the Royal Kahana! Views from your private lanai are first class. View includes ocean, sunset, neighboring islands, mountains, and even humpback whale breaches. Relax at our upgraded studio which has all the amenities you need for an amazing stay. Recent upgrades include updated lighting, artwork, furniture, all new bedding and pillows, new and additional seating on the lanai, and OLED tv. USB ports by bed and kitchen. Great for couples, with sofa bed we can accommodate 3.

4.88 out of 5 average rating, 155 reviews

Oceanfront- Corner-Winter Discounts-Turtles-View!

***DUE TO AN EMERGENCY REPAIR ELEVATOR DOWN UNTIL APPROX NOV 15 2025*** New AC! Third floor corner unit with one side all windows! View the ocean from your new queen size bed. Lovely upgrades include new furnishings, carpet and kitchen with all stainless steel appliances! Kaleialoha #304 West Maui Welcomes You Back! Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit.

An oceanfront balcony features a small table surrounded by four wooden chairs, each adorned with blue cushions. A floral arrangement is placed in the center, while the expansive ocean view and cloudy sky are visible in the background, creating a serene atmosphere.

4.9 out of 5 average rating, 338 reviews

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii -

Summer Special - HUGE SAVINGS! Brand new AC system being installed April 25, 2025. You may not need it but it's there if you do! HVAC units in the bedroom and living room areas. Right on the ocean! Super Clean! Great Location! High-speed WiFi, Free Parking, NO RESORT FEES! Our condo gives you incredible views of what you're coming to Maui to experience. Completely renovated, a touch of paradise luxuriously appointed for your stay. Easy elevator access. - InidgoMaui -

4.98 out of 5 average rating, 258 reviews

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.

Condo in Molokai

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.

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.