Family-friendly vacation rentals in Lahaina

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.

4.88 out of 5 average rating, 321 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!

4.99 out of 5 average rating, 168 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.

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, 160 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.

4.93 out of 5 average rating, 151 reviews

Cottage in Kaanapali

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

Apartment in Napili-Honokowai

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.

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.

4.97 out of 5 average rating, 107 reviews

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, 281 reviews

Soothing Waves with 180° View In Kahana, HI

Valley Isle Resort 306 We are located beachfront with an amazing view of the ocean and sunset. We can look right down into the water and watch the turtles swimming. We offer a full kitchen including poolside barbecue grills. Within a block of our Resort are several restaurants and bars. Our condo has a comfy queen-size wall bed along with a small sofa bed. We offer a well stocked kitchen. The ambiance is soothing and relaxing. Our place is good for couples and solo adventurers.

4.94 out of 5 average rating, 149 reviews

Condo in Lahaina

Beachfront Resort, Peaceful Mountain View Studio

Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island

An expansive ocean view showcases gentle waves lapping against the shore, with a backdrop of distant islands and clear blue skies. The image captures the tranquility of the ocean, framed by a black balcony railing in the foreground.

4.83 out of 5 average rating, 230 reviews

Amazing Sunsets Oceanfront Views, Maui, HI AC

Summer Special - HUGE SAVINGS! Brand new AC system installed March 2025. You may not need it but it's there if you do! HVAC units are 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.

4.98 out of 5 average rating, 207 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

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.

4.98 out of 5 average rating, 140 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

4.81 out of 5 average rating, 118 reviews

A spacious outdoor area features a private pool with clear blue water, framed by stone landscaping. An arched structure offers shade near the pool, and a red bowl sculpture adds a pop of color. Lush greenery surrounds the space, enhancing the serene environment.

Villa in Kaanapali

Kaanapali Fairway Villa 3BR/3BA.

Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

4.84 out of 5 average rating, 159 reviews

Gorgeous 2bed/2bath Papakea Oceanview!

Our spacious, remodeled two bedroom/two bathroom condo on the 4th floor is fully air conditioned with separate AC controls in each room. With its vaulted ceilings and a gorgeous ocean view from a roomy lanai, this is the perfect home base for up to 6 people to relax and enjoy all that Maui has to offer. Everything you need to enjoy your vacation is provided.

Popular amenities for Lahaina family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with air conditioning

Bungalow in Napili-Honokowai

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.

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack

4.99 out of 5 average rating, 223 reviews

4.97 out of 5 average rating, 130 reviews

A dining setup is presented on a patio table with bowls and turquoise glasses. A decorative pineapple stands at the center. The background features a stunning ocean view with clear blue waters and a line of greenery, under a bright sky with soft clouds.

Apartment in Kaanapali

Mahana at Kaanapali- Beachfront Walkout Jewel

4.98 out of 5 average rating, 252 reviews

On Top of Water View-5 Stars-Pohailani 303

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, 150 reviews

Oceanfront resort, Updated condo, Air Conditioned

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, 135 reviews

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

4.91 out of 5 average rating, 170 reviews

Oceanfront Condo at Napili Bay | Newly Refreshed

4.99 out of 5 average rating, 185 reviews

Quiet Luxury Awaits: Partial Ocean-View Gem

4.95 out of 5 average rating, 182 reviews

A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.

Townhouse in Kapalua

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Family-friendly home rentals with a pool

4.79 out of 5 average rating, 112 reviews

2 BdRm - Cozy Condo near Kaanapali! B5

4.94 out of 5 average rating, 141 reviews

Hotel room in Lahaina

Lahaina Shores Oceanfront Condo | Mountain Views

4.94 out of 5 average rating, 31 reviews

Ocean View Kaanapali Shores Condo | Pool & Beach

4.88 out of 5 average rating, 42 reviews

A tropical outdoor area features lounge chairs beside a heated swimming pool. Palm trees sway in the gentle breeze, with a shaded seating area visible under a pergola. The expansive ocean view is framed by lush landscaping, creating a serene atmosphere for relaxation.

Home in Lahaina

Serene and Peaceful with Heated Pool

5.0 out of 5 average rating, 17 reviews

A bright living area shows comfortable seating arrangements with two armchairs and a cozy sofa, overlooking a scenic ocean view through large sliding glass doors. Soft natural light illuminates the space, and a round table sits at the center, accentuated by decorative elements.

Townhouse in Lahaina

Beachfront Surf Hale Puamana 272-4

4.97 out of 5 average rating, 59 reviews

Honokeana Cove Oceanfront w/ Turtle Snorkeling

4.96 out of 5 average rating, 55 reviews

2BR/2BA | @ Alii Beachfront Resort | Sleeps 8

4.93 out of 5 average rating, 29 reviews

An open balcony view showcases the ocean and horizon, with gentle waves visible. The glass doors lead to the outdoors, where patio furniture offers a place to relax. Sunlight creates a shimmering effect on the water, reflecting the clear blue sky.

Apartment in Lahaina

Beautiful Lahaina Roads Condo

Family-friendly home rentals with a kitchen

5.0 out of 5 average rating, 3 reviews

Apartment in Kaanapali

Honua Kai - Konea 510

4.87 out of 5 average rating, 71 reviews

An open-concept living area is designed with high vaulted ceilings and large windows, allowing natural light to brighten the space. A comfortable sectional sofa faces a stylish coffee table, while the kitchen island offers seating with sleek barstools. Tropical wallpaper adds a pop of color.

Home in Kaanapali

Beach Bungalow w/ Cruiser Bikes & Pickleball!

Apartment in Napili-Honokowai

A dining table is set for breakfast on the lanai, featuring colorful flowers in a vase and plates with food. The ocean can be seen in the background, along with distant islands and a clear blue sky, creating a serene beachfront setting.

Oceanfront penthouse - stunning view!

5.0 out of 5 average rating, 80 reviews

4.99 out of 5 average rating, 76 reviews

A serene sandy beach is shown with gentle waves lapping against the shore. Sunbathers are positioned leisurely on the sand, and a few umbrellas provide shade nearby. Lush palm trees line the back of the beach, creating a tranquil atmosphere under a clear blue sky.

Home in Kaanapali

Newly Remodeled Cottage

Apartment in Napili-Honokowai

Steps to Sand & Surf - Fully Renovated Condo

4.95 out of 5 average rating, 21 reviews

4.73 out of 5 average rating, 41 reviews

The Perfect Spot for Your Dream Vacation!

A bright interior space features a spacious bed adorned with decorative pillows, positioned beside large floor-to-ceiling windows offering sweeping ocean views. A dining table with two chairs is set near the window, complemented by a painting of tropical foliage on the wall.

4.73 out of 5 average rating, 113 reviews

Kaanapali Breeze and 180 degrees Ocean View!