Family-friendly vacation rentals in Kapalua

4.96 out of 5 average rating, 207 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, 136 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

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.

4.95 out of 5 average rating, 167 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, 136 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

The kitchen area features a modern countertop with two white bar stools, each adorned with blue cushions. Cabinets line the walls, accompanied by a refrigerator and other appliances. Natural light fills the space, creating a bright and open atmosphere.

4.93 out of 5 average rating, 459 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island. Although we are zoned "HOTEL", we offer a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

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, 130 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, 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 bright living space features a dining area with a round table and four blue chairs. Natural light floods in from large windows, complementing the neutral walls. A cozy seating area is visible in the background, showcasing a TV and vibrant decor.

4.95 out of 5 average rating, 106 reviews

3-min Walk to Beach, Modern & Fun Condo

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach Bag, Beach Towels, Beach Chairs and Umbrella Included Free - See sea turtles and monk seals swimming in the ocean - 8 minute drive to Ka'anapali and Kapalua golf courses - Arcade machine with classic 80's games - Drop down bar on the lanai - A/C in the bedroom and living room - King size bed and queen sleeper sofa - Cable TV and smart TV, WiFi stereo - Walk to nearby groceries, restaurants, and bars - Fast WiFi

A spacious room features a king-size bed, complemented by wooden accents and natural light streaming through sliding glass doors. The kitchen area includes a granite countertop with cabinets. A private balcony with chairs overlooks a lush outdoor setting, enhancing the serene atmosphere.

5 out of 5 average rating, 140 reviews

Napili bay Studio October Special$129

Aloha🙏🙏🙏 Corner unit . 50’ vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 18000 BTU Balcony’s chair and table 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 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, 173 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!

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.

4.97 out of 5 average rating, 121 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*

Popular amenities for Kapalua family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A fully equipped kitchen features granite countertops, a refrigerator, microwave, and stove with an oven. Two wooden bar stools are positioned at the counter. The open layout allows for easy movement between the kitchen and living areas.

4.98 out of 5 average rating, 191 reviews

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

4.95 out of 5 average rating, 130 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, 159 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

4.96 out of 5 average rating, 623 reviews

A well-lit studio suite features a comfortable leather sofa and two wooden chairs placed beside a table near a large window. Light drapes filter in through sheer curtains, enhancing the inviting interior, while a decorative piece and soft lamp contribute to a relaxed ambiance.

Condo in Wailea

Wailea Resort studio suite

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, 120 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

4.94 out of 5 average rating, 167 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.

Condo in Wailuku

Boho Beach Retreat *OCEAN VIEWS*

4.98 out of 5 average rating, 131 reviews

The bedroom features a plank headboard with a spacious bed dressed in soothing seafoam colors. Soft accent pillows adorn the bed, including one that reads 'aloha', while a bedside lamp provides gentle illumination.

Condo in Kihei

Tropical Kihei Resort | 3 Min Walk to Beach | A/C

A balcony view captures the serene ocean and lush landscape. Palm trees sway gently alongside a well-maintained pool area. Vibrant flowers add color to the greenery, while the clear blue sky complements the tranquil setting.

4.98 out of 5 average rating, 133 reviews

Papakea Fall Sale - Best Location in Complex

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 115 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, 501 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

4.96 out of 5 average rating, 107 reviews

An open living area features a comfortable red leather sofa with decorative pillows. A dining table with wooden chairs is set nearby, and a well-equipped kitchen can be seen in the background. Natural light illuminates the space, enhancing its welcoming ambiance.

Home in Lanai

The Artists House

4.85 out of 5 average rating, 129 reviews

Condo in Kihei

Updated 2-Bed Studio Steps from the Beach/Shops

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, 124 reviews

A jewel on Oceanfront & Breath Taking Views.

4.93 out of 5 average rating, 367 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 Paia North Shore Beach House

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 44 reviews

The living area features comfortable seating with a sofa and armchair. A wooden coffee table is centered in front of the sofa. Natural light enters through large glass doors that lead to an outdoor patio, creating an inviting space for relaxation.

Villa in Lahaina

Ground floor, ocean view, private, Kapalua Ridge

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, 50 reviews

Spacious Studio Steps from Napili Bay Beach

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, 206 reviews

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

5 out of 5 average rating, 15 reviews

Townhouse in Lahaina

Luxury Panoramic Ocean Views!

The exterior of the villa is shown with a spacious private lanai accessible from the living area. Lounge chairs provide seating for relaxation in the landscaped garden. The structure features multiple levels of the surrounding buildings and showcases clear blue skies.

5 out of 5 average rating, 5 reviews

Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views

4.92 out of 5 average rating, 13 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, 94 reviews

Napili Oceanfront Paradise, beach, AC

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