Family-friendly holiday rentals in Kapalua

4.96 out of 5 average rating, 212 reviews

The image captures the exterior of Villa 1615, set within a lush green landscape. Palm trees and other tropical plants surround the two-story villa, which features multiple balconies. The expansive ocean view is visible in the background, highlighting the natural beauty of the location.

Townhouse in Kapalua

Spectacular views, prime location Kapalua, Maui.

Stylish, romantic two-level villa enjoying spectacular direct views of the Ocean. Relax and rejuvenate on the upstairs BR private lanai or the ground floor patio both are ideal for viewing the stellar coastal landscape. Start the day by watching the sunrise over the ocean from the comfort of your luxurious California King bed. Walking distance to everything that makes Kapalua Resort a special, magical and unforgettable place. A/C units on both levels. Kapalua is unaffected by the Lahaina fire

A patio table is set with decorative plates, glasses, and a bottle of wine, accompanied by a vibrant flower. Lush green grass extends in the background, with palm trees and a cloudy sky completing the serene view.

4.98 out of 5 average rating, 139 reviews

Best Location in Kapalua, walk to beach, spacious

Best location spacious 1-bedroom 1-bath Kapalua Bay Villa, walk to Kapalua Bay Beach and Napili Bay -best for swimming and snorkeling. Ideal for families and couples. Modern interior with lots of natural light. Enjoy views and fresh island air from this ground-level unit with large bay windows and a walk-out patio. Walk to Montage, Ritz Carlton, Honolua Store, restaurants (Cane & Canoe, Merriman's, Taverna, Sansei, Seahouse), golf, and tennis. Free parking/wifi. Up to 4 people (including infants

4.92 out of 5 average rating, 158 reviews

A serene beach scene features soft, golden sand and calm turquoise waters under a clear blue sky. The gentle waves lap at the shore, while the shadow of a palm tree gracefully stretches across the sand, adding depth to the tranquil setting.

Townhouse in Lahaina

Awesome Beach Home - Elegant 3 bed w AC - Families

Elegant, Spacious Villa – Perfect for Family Celebrations & Getaways Steps from Napili Bay’s famous white sands, this villa is an ideal retreat; enjoy a gourmet quartz kitchen, central air, plush bedding, and fine teak furnishings. Gather in the theater-style living area with an 80-inch smart TV, or toast to special moments on the private lanai with a gas BBQ. The garage is stocked with beach gear. You can snorkel with turtles, paddleboard, body surf, and watch breathtaking sunsets together.

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, 141 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.

4.95 out of 5 average rating, 168 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 Lahaina

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

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

A serene beach scene is depicted with soft sand leading to calm turquoise waters. Palm trees line the shore, creating a natural frame for the horizon. The sky is partially covered with clouds, allowing patches of blue to shine through, enhancing the tranquil atmosphere.

4.86 out of 5 average rating, 137 reviews

Newly Remodeled 1-Bedroom Condo in Napili Bay

Escape to Paradise at Napili Ridge! Our modern decorated 1-bedroom condo is the perfect getaway for you and your loved ones. With a comfortable queen-size bed in the bedroom, you'll have a peaceful space to relax and unwind. The bright and open living area is perfect for lounging after a day at the beach, offering a cozy and inviting atmosphere to make you feel right at home. Step out the door and immerse yourself in the beautiful surroundings of Napili Bay Beach, just a short walk down the

A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 133 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

4.99 out of 5 average rating, 203 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 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, 175 reviews

Oceanfront Napili Getaway | Modern + Serene w / 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!

4.98 out of 5 average rating, 145 reviews

Napili bay Studio November special$99

Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

A spacious studio interior is depicted, featuring a firm, round bed with soft bedding. A large wall-mounted TV is positioned above a wooden dresser. Natural light enters through expansive glass doors, revealing lush greenery outside. A comfortable chair and a desk with a chair are included.

4.96 out of 5 average rating, 125 reviews

★Island Charm Studio, 10 Minutes to Napili Beach★

This charming studio is a ground floor corner-unit located near the highly renowned Napili Bay beach. It features a firm, round bed and a large wall-mounted TV for optimal relaxation following a long day of island exploration. You will have access to all of the features offered by the Napili Ridge association, including a laundry facility, swimming pool, BBQ area, and free parking. Kitchen is fully stocked with cooking utensils. *This unit does not have AC*

4.96 out of 5 average rating, 442 reviews

Home in Wailea

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Popular amenities for Kapalua family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 129 reviews

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

Condo in Wailuku

Oceanfront Getaway, Brand New, Steps To Beach

A clear blue sky and palm trees frame a sparkling pool surrounded by lounge chairs. A thatched-roof pavilion stands nearby, providing a shaded area with tropical landscaping all around, emphasizing the inviting atmosphere of the resort.

4.87 out of 5 average rating, 135 reviews

Cozy, Oceanside Condo, A/C in Maui's Napili Shores

4.95 out of 5 average rating, 131 reviews

An open-concept living area features a spacious dining table with blue upholstered chairs, complemented by a calming color palette. The kitchen, equipped with modern appliances, is visible in the background, while natural light fills the space through large windows.

Condo in Wailea

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

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, 165 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

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, 121 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

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, 135 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

4.99 out of 5 average rating, 213 reviews

A scenic view captures the sunset over a lush landscape, with a pool reflecting the colorful sky. Tall trees frame the scene, and the distant ocean is visible beneath the dramatic clouds. The vibrant greens of the surrounding vegetation provide a serene backdrop.

Cottage in Makawao

Rustic Upcountry retreat with breathtaking 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, 122 reviews

Oceanfront resort, Updated condo, Air Conditioned

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 117 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

4.89 out of 5 average rating, 510 reviews

An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

4.85 out of 5 average rating, 130 reviews

A private balcony is depicted overlooking a lush garden landscape. Two outdoor chairs with striped cushions surround a circular table, while vibrant green foliage and flowering plants add to the tropical setting. Soft sunlight filters through the foliage, creating a serene atmosphere.

Condo in Kihei

Resort 2-Bed Studio- Steps to Beach/Shops/Dining

The image captures a serene beach scene with clear turquoise waters gently lapping against a sandy shore. Distant islands are visible on the horizon under a bright blue sky adorned with soft white clouds. The tranquil ocean setting suggests opportunities for swimming and snorkeling.

4.85 out of 5 average rating, 125 reviews

A jewel on Oceanfront & Breath Taking Views.

4.93 out of 5 average rating, 373 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!

4.88 out of 5 average rating, 251 reviews

An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.

Apartment in Wailuku

2B/2B Cottage/Cozy/Central/Private/Historic town

4.86 out of 5 average rating, 115 reviews

A comfortable living area features a green sofa with decorative pillows, complemented by a wooden coffee table and matching lamps. A dining space with a table and chairs is visible in the background, alongside a kitchen area with a bright, airy atmosphere enhanced by natural light.

Home in Paia

Two Bedroom Green Turtle House

4.97 out of 5 average rating, 306 reviews

The exterior of a private cabin is surrounded by lush greenery, featuring vibrant tropical plants. A porch with rocking chairs offers a welcoming spot to relax. The cabin's distinctive architecture includes a sloping roof and decorative wooden details, providing a harmonious blend with the natural environment.

Farm stay in Haiku

Ocean View - Private Cabin

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 50 reviews

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.

Apartment in Lahaina

Spacious Studio Steps from Napili Bay Beach

A private lanai features a round glass table surrounded by four chairs, offering an ideal spot for outdoor dining. Lush greenery and ocean views extend beyond the railing, while the sky is bright and partially cloudy, with distant islands visible on the horizon.

4.85 out of 5 average rating, 13 reviews

Large Kapalua Bay Villa with A/C and Ocean Views!

Superhost

A tranquil pool area is framed by palm trees and overlooks the ocean. The pool is shaped like a figure eight, with several lounge chairs arranged around it. Lush greenery and colorful flowers surround the space, enhancing the serene oceanfront setting.

Townhouse in Lahaina

5 out of 5 average rating, 4 reviews

Luxury POOL & OCEAN VIEW Snorkel With Sea Turtles!

4.94 out of 5 average rating, 17 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 Lahaina

Oceanfront Napili Shores ~AC

4.93 out of 5 average rating, 14 reviews

The open-concept living area showcases a light-filled space with a plush sofa, adjacent dining area for six, and a large TV. Panoramic ocean views are framed by expansive windows, while decorative touches, including a colorful ottoman and textured rug, enhance the inviting atmosphere.

Villa in Lahaina

Unparalleled Platinum Luxury Meets Ocean Views

Lush green lawns surround the manicured gardens, while palm trees sway gently in the ocean breeze. A vibrant blue ocean is visible in the background under a clear sky, inviting relaxation and leisure by the water.

4.97 out of 5 average rating, 95 reviews

Napili Oceanfront Paradise, beach, AC

4.98 out of 5 average rating, 140 reviews

An inviting kitchen area features modern cabinetry and a spacious island with three stools. Stainless steel appliances are complemented by elegant light fixtures, and natural light brightens the room through a nearby window.

Condo in Wailuku

Makani A Kai A7 modern beachfront, pool, a/c, w/d

An aerial view displays the lush, green landscape of Kapalua, featuring the Bay Golf Course and nearby beaches. The coastline is marked by vibrant blue waters contrasting with the greenery, while a mix of residential areas and golf facilities can be seen in the distance.