Family-friendly holiday rentals in Kapalua

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

The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.

4.97 out of 5 average rating, 136 reviews

3 Min to Beach, King Bed and Beach Gear

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

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, 138 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, 134 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 serene outdoor view of lush greenery and ocean in the distance is presented. In the foreground, a white coffee cup rests next to an open book, while colorful flowers add a touch of warmth to the setting.

4.85 out of 5 average rating, 296 reviews

Romantic Maui Gateway with Ocean View & Garden

Two minutes walk to the beach. Escape to this private Oasis in a corner of paradise. Panoramic unobstructed view over the trees and the ocean, close to many restaurants and bars, assigned parking in front of the unit. Clean, spacious, detail oriented, peaceful, with a breathtaking view over the trees and the ocean . Top quality king size bed with tall memory foam mattress and 100% egyptian cotton white linens. A nice breeze, big ceiling fans, a portable fan and a small AC will refresh.

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, 176 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!

4.97 out of 5 average rating, 147 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*

A bright living area is furnished with a comfortable couch and a wooden coffee table. A patterned rug lies underfoot, and the space features large windows reflecting natural light. The area includes a TV and shelves with decorative items, creating a functional and inviting ambiance.

4.96 out of 5 average rating, 210 reviews

Cozy Clean Quiet 1 BD/1BA with A/C in Napili

1Bed/1Bath condo A/C in living room and bedroom Comfortable king size bed Fully equipped kitchen Queen size sleeper sofa in living room WiFi 1 reserved parking spot It’s located in the second floor in a quiet residential area Beach towels, beach chairs, beach umbrella and a cooler are provided BBQ area Shared swimming pool Credit card operated laundry room Close to Napili Bay, Kapalua Bay, coastal path, walk village trails of Kapalua… NO resort fee

Popular amenities for Kapalua family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 131 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.

Apartment 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, 133 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.

Apartment 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, 166 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

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, 214 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!

4.94 out of 5 average rating, 171 reviews

An outdoor dining table is set for four, featuring plates and cutlery, with a backdrop of lush greenery and panoramic ocean views. Palm trees frame the scene, and the sky displays soft hues of sunrise or sunset, enhancing the tranquil atmosphere.

Apartment in Wailuku

Boho Beach Retreat *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, 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

4.97 out of 5 average rating, 129 reviews

The open living area showcases vaulted ceilings and warm wood beams. A modern kitchen island with a marble finish is complemented by stylish pendant lights. A cozy seating area invites relaxation, while large windows offer views of the surrounding landscape, enhancing the bright and airy atmosphere.

Townhouse in Wailea

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

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 cozy studio condo includes two double beds covered with white bedding and a blue accent thrown. Large glass doors lead to a private patio, offering natural light. A small seating area and a TV are visible, adding to the comfort of the space.

Apartment 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, 374 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.

Flat 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

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 59 reviews

The airy living room features large wrap-around windows that provide views of the lush green fairway. A comfortable sectional sofa and two armchairs face a wooden coffee table, complementing a large TV. A dining table for four is visible near the sliding glass door leading to the patio.

Villa in Lahaina

Tranquil Luxury Villa with Endless Maui Views

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.

Flat in Lahaina

Spacious Studio Steps from Napili Bay Beach

4.85 out of 5 average rating, 13 reviews

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

An outdoor dining area is set for a meal, featuring a large black table with white plates, woven placemats, and decorative tropical flowers. Lush greenery and ocean views are visible in the background, providing a serene setting for dining.

5 out of 5 average rating, 16 reviews

KRV 2614 Remodeled Villa w Ocean Views Whale Watch

Superhost

An aerial view showcases the luxurious Kapalua Golf Villas, nestled among lush greenery and expansive golf courses. The Pacific Ocean glimmers in the background under a clear blue sky, while rows of villas are framed by gently sloping hills and tall trees.

5 out of 5 average rating, 4 reviews

Kapalua Golf 16P3 | FREE CAR | KBM Resorts

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, 141 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.

Apartment 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.