Family-friendly holiday rentals in Kapalua

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, 131 reviews

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

Beautiful ocean view, air-conditioned studio is located at Napili Shores Resort! Napili Shores is a stunning, beautifully maintained, ocean front resort that offers 2 pools, hot tub, an onsite surf and snorkel rental shop, 2 restaurants, and is steps away from both Napili Bay and Kapalua Bay. The unit is located on the 2nd floor with privacy and an ocean view, with a king size bed, 55" TV, and a full size, fully equipped kitchen. The unit also includes Tommy Bahama beach chairs for guests use.

Indoor spacesFamilyQuiet

4.97 out of 5 average rating, 199 reviews

Modern Oceanfront Napili | 1br w/ stunning views

Watch sea turtles and sunsets from your private lanai just steps from the ocean!This hotel zoned, oceanfront 1-bedroom condo on stunning Honokeana Bay offers a contemporary space designed to create unforgettable memories. Fully remodeled and air-conditioned, this retreat is surrounded by water and just a short walk to Napili Beach, one of Maui’s finest. With no hidden resort or parking fees., this is perfect for anyone seeking a serene and comfortable base to explore all that Maui has to offer!

KitchenFamilyBreakfast

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.

4.88 out of 5 average rating, 153 reviews

Summertime in Napili Shores-Cozy, Oceanside Condo

Napili is the perfect place for your Maui vacation. This beautiful condo’s location is the best mix of resort life and local vibe. Our newly renovated condo is located oceanside and is only a short walk to soft, sandy, quiet beaches. This second floor, corner unit overlooks the beautiful gardens, the tranquil Koi pond and resort swimming pool. The private lanai is the perfect setting to relax and listen to the birds sing, the rustling of the Koi pond and take in the magical Maui ocean breeze.

FamilyIndoor spacesAir 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

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!! 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, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays

FamilyKitchenValue

4.99 out of 5 average rating, 223 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.

4.99 out of 5 average rating, 165 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 & 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.

KitchenIndoor spacesCheck-in

4.96 out of 5 average rating, 238 reviews

Townhouse in Kapalua

Spectacular views, prime location Kapalua, Maui.

Prime Kapalua location this stylish, romantic two-level villa offers elevated panoramic ocean views. Wake in a luxurious California King bed to stunning Pacific sunrises and fall asleep to the soothing sound of ocean waves. Relax on your private upstairs lanai or spacious patio and take in the breathtaking views. Walk to beaches, scenic trails and dining. Peaceful, magical- your perfect Maui escape. A/C on both levels and bright, airy interiors, this villa is a tranquil upscale Maui retreat.

Indoor spacesFamilyTV

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 !

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.

KitchenIndoor spacesAmenities

A view from the lanai features lush green grass and palm trees swaying gently in the breeze. A glimpse of the ocean is visible in the distance, with neighboring buildings set against a clear blue sky.

4.96 out of 5 average rating, 281 reviews

Ocean View Oasis at Napili, West Maui

This air-conditioned studio with beautiful ocean views is located at the oceanfront Napili Shores Resort. The well-maintained resort offers two swimming pools, a hot tub, an on-site surf and snorkel rental shop, and two restaurants, just steps from Napili Bay and Kapalua Bay. The studio is on the second floor for added privacy and ocean views. Inside is a comfortable king-size bed and a fully equipped kitchen. Beach gear and a guitar are provided for easy, relaxed island living.

FamilyIndoor spacesWalkability

An aerial view captures the lush green landscaping surrounding the property, featuring palm trees and well-maintained rolling lawns. The ocean sparkles in various shades of blue, while nearby buildings with solar panels are visible, creating a serene atmosphere just steps from the beach.

4.98 out of 5 average rating, 114 reviews

Napili Bay Oceanview Resort Hideaway

Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Indoor spacesFamilyAir conditioning

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.

4.97 out of 5 average rating, 158 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 the Resort at Kapalua Bay, Ritz Carlton, Honolua Store, restaurants, tennis. Free parking/wifi. Up to 4 people (including infants).

FamilyIndoor spacesCheckout

4.97 out of 5 average rating, 173 reviews

NapiliBayStudio $169nightly guest’s fee included

Aloha! Corner unit . 43 vizio TV(Smart) Free WiFi 1 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. Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

KitchenIndoor spacesHospitality

A furnished lanai features a round glass dining table surrounded by four metal chairs, offering expansive views of the Pacific Ocean and greenery. The sky is bright with clouds, enhancing the serene outdoor space ideal for relaxation.

4.97 out of 5 average rating, 29 reviews

Experience Unmatched Comfort with Magnificent Pano

Welcome to your Kapalua Maui escape—Villa 21T 5‑6! Freshly remodeled and perched above the coastline, this Golf Villa offers stunning panoramic views of the Pacific Ocean and Kapalua’s two world‑class championship golf courses. Whether you’re relaxing in the living room, waking up in the master bedroom, or unwinding on the lanai, you’ll be surrounded by the beauty that makes Kapalua one of Maui’s most unforgettable destinations.

KitchenIndoor spacesOutdoor spaces

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 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.

4.95 out of 5 average rating, 234 reviews

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

Indoor spacesFamilyCleanliness

A comfortable lanai features a dining table surrounded by cushioned chairs, with an unobstructed view of the ocean and beach. Lush palm trees frame the scene, while gentle waves reflect the blue sky and distant islands.

4.94 out of 5 average rating, 171 reviews

Absolute Beachfront with Million-Dollar Views!

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 206 reviews

Condo in Kaanapali

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

FamilyIndoor spacesDecor

A spacious living area is furnished with a large, comfortable blue sofa and patterned accent pillows. A round, woven coffee table sits at the center on a textured area rug. A ceiling fan rotates above, and a large wall art piece complements the modern decor.

4.95 out of 5 average rating, 258 reviews

Come And Enjoy Summer Days! Walk To The Beach!

FamilyIndoor spacesCleanliness

4.99 out of 5 average rating, 158 reviews

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.

Condo in Kaanapali

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

Indoor spacesFamilyBeach

4.94 out of 5 average rating, 147 reviews

Condo in Lahaina

Beachfront Resort, Peaceful Mountain View Studio

FamilyIndoor spacesAir conditioning

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.

4.88 out of 5 average rating, 139 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

Indoor spacesKitchenBathroom

A balcony setting is presented with a round table surrounded by four high-back chairs. Two glasses filled with a red beverage sit on the table. Beyond, lush greenery and palm trees are visible, alongside a view of the ocean and resort buildings.

4.88 out of 5 average rating, 168 reviews

Newly Relisted! Discounted rates. No resort fees

FamilyKitchenValue

Family- and pet-friendly home rentals

Farm stay in Haiku-Pauwela

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.

Ocean View - Private Cabin

KitchenIndoor spacesHospitality

4.97 out of 5 average rating, 332 reviews

4.93 out of 5 average rating, 420 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!

FamilyKitchenDecor

4.89 out of 5 average rating, 569 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

Indoor spacesKitchenParks

4.86 out of 5 average rating, 107 reviews

A bright living area is showcased with large glass doors offering access to an outdoor space. Comfortable seating is provided by a gray sofa and wicker chairs, accented with blue and patterned cushions. A glass coffee table is placed centrally, complemented by a mounted flat-screen TV.

Condo in Kihei

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

FamilyKitchenParking

4.97 out of 5 average rating, 145 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

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 232 reviews

Cottage in Maui County

Haleakala Cottage - private hot tub, pool access

KitchenFamilyAccess

Superhost

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

KitchenFamilyAccuracy

4.81 out of 5 average rating, 113 reviews

4.87 out of 5 average rating, 120 reviews

Home in Paia

Two Bedroom Green turtle House

KitchenIndoor spacesWalkability

Family-friendly home rentals with a pool

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

Indoor spacesKitchenWalkability

4.97 out of 5 average rating, 105 reviews

Superhost

5.0 out of 5 average rating, 10 reviews

Amazing Ocean View-Sleeps 6-Kapalua Golf Villa 21P

KitchenIndoor spacesDecor

Superhost

A clear swimming pool is bordered by a deck featuring several lounge chairs under straw umbrellas. Lush greenery surrounds the pool area, with a covered outdoor seating space visible in the background, providing a relaxing atmosphere for guests.

4.73 out of 5 average rating, 33 reviews

Winter in Maui - Kapalua Golf & Beach Retreat

KitchenFamilyCheckout

4.91 out of 5 average rating, 79 reviews

Villa in Kapalua

Stunning Maui Villa/ Kapalua HI

FamilyIndoor spacesBarbecue

5.0 out of 5 average rating, 25 reviews

Townhouse in Kapalua

Epic Ocean View. Remodeled. Luxury condo. 2 Pools

Indoor spacesKitchenCheckout

4.93 out of 5 average rating, 72 reviews

Villa in Kapalua

Kapalua Ridge 2821-22- Luxury FULL Ocean Views

KitchenIndoor spacesView

4.92 out of 5 average rating, 13 reviews

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.

Apartment in Kapalua

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

FamilyKitchenBarbecue

Large windows frame expansive views of the ocean and swaying palm trees, allowing natural light to fill the living space. The room features a glass table and two armchairs, creating an inviting area to enjoy the scenic surroundings.