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Family-friendly vacation rentals in Kihei

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Quick stats about vacation rentals that are family-friendly in Kihei

  • Total vacation rentals

    Explore 1,320 vacation rentals in Kihei

  • Nightly prices starting at

    Kihei vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 48,190 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    1,280 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wi-Fi availability

    1,270 of Kihei vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kihei rentals

  • 4.8 Average rating

    Kihei stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Kihei

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.
Condo in Wailea

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 105 reviews
Top guest favorite
A vintage toy van is positioned on a sandy beach, facing a vibrant sunset over the ocean. Warm golden light reflects off the waves, creating a serene scene. The gentle surf adds a sense of calm to the atmosphere, with small ripples lapping at the shore.
Condo in Wailea

Groovy bright condo 2 bed / 2 bath South Kihei

Enjoy our home away from home! Bright Groovy Beach Condo offers you a naturally lit and engaging space to relax with two bedrooms each with their own en suite bathrooms (4th bed is the pull out sofa bed in the living room). Enjoy your morning coffee on the lanai and listen to the birds. Haleakala Shores is located 300 meters from world famous Kamaole Beach III. You are also located within a casual stroll (or snorkel or paddle board) north to Kamaole Beach II, I and finally Charley Young Beach.

KitchenFamilySleep quality

4.93 out of 5 average rating, 205 reviews
Guest favorite
Condo in Kihei

Wake Up in Maui — Walk Out & Start Your Beach Day

Walk to the beach in minutes and enjoy a FREE paddleboard during your stay. This spacious Kihei condo features resort pools, beach gear, and a relaxed Maui vibe—perfect for couples or up to 4 guests 800 sq ft ground-floor condo just steps from the sand. Enjoy a pool, hot tub, and nearby pickleball courts. Watch whales (Dec–Apr) , Digital Nomads & Remote Work: property features premium Fioptics 1 Gig symmetrical internet the Wi-Fi is blazing fast , AC, beach gear, parking, and on-site laundry.

Indoor spacesKitchenTV

4.93 out of 5 average rating, 377 reviews
Top guest favorite
A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.
Condo in Maalaea

Coastal Dream Oceanfront Condo!

Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 124 reviews
Top guest favorite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Condo in Wailea

Mana Kai 608: Oceanfront Remod- February Now OPEN!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

FamilyIndoor spacesCondition

4.99 out of 5 average rating, 232 reviews
Top guest favorite
An expansive covered lanai features comfortable seating with plush cushions, accented by a decorative table. String lights adorn the ceiling, and panoramic ocean views showcase a vibrant sunset over palm trees and neighboring properties.
Guest suite in Wailea

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

FamilyIndoor spacesTV

4.99 out of 5 average rating, 143 reviews
Guest favorite
A scenic view showcases swaying palm trees against a vibrant blue sky, with a glimpse of the ocean in the background. Lush greenery frames a pool area, inviting relaxation, while the buildings provide a residential atmosphere. The beach appears just beyond the manicured lawns.
Condo in Kihei

Lovely Oceanfront Condo with pool

Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.

Indoor spacesKitchenComfort

4.92 out of 5 average rating, 174 reviews
Guest favorite
An aerial view of the Maui Sunset beachfront complex reveals manicured lawns and vibrant tropical landscaping. A central pool is surrounded by palm trees, with direct beach access visible in the background. Tennis courts are located adjacent to the lush green area.
Condo in Kihei

Spacious 2BR + Private Alcove @ Maui Sunset, AC

Welcome to Maui Sunset in beautiful Kihei, Maui! Our spacious 2 Bedroom (plus extra bonus room), 2 Bathroom condo comes with full kitchen, air conditioning, washer dryer, and kid-friendly extras like a Pack ’n Play. Rare bonus room adds extra space for groups. Great location and steps to the beach. Enjoy the pool, hot tub, tennis, fitness gym, BBQs, and free parking. Elevator and stair access to our 2nd floor unit. Easy beach access and excellent value for your Maui stay in Kihei.

Indoor spacesKitchenAccess

4.9 out of 5 average rating, 105 reviews
Top guest favorite
A sandy beach stretches along the coastline, framed by tall palm trees swaying gently. Gentle waves lap against the shore, creating a serene atmosphere. In the distance, lush green hills rise under a partly cloudy blue sky, enhancing the natural beauty of the location.
Condo in Wailea

Very Comfortable Kamaole Sands Condo Sleeps 4

Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.

Indoor spacesFamilyValue

4.99 out of 5 average rating, 150 reviews
Superhost
Condo in Kihei

Kihei Condo: Steps from Beach & Yummy Eats!

✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️

Indoor spacesFamilyPool

4.85 out of 5 average rating, 152 reviews
Guest favorite
A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.
Condo in Kihei

3BR spacious Condo with Ocean View in top location

Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

Indoor spacesKitchenBathroom

4.92 out of 5 average rating, 194 reviews
Guest favorite
A large swimming pool is surrounded by lounge chairs and tropical landscaping, offering views of palm trees and the ocean. The area features a sun deck, umbrellas, and a shaded seating spot, contributing to a relaxed resort environment.
Condo in Wailea

Spacious comfy unit Netflix & huge pool Maui Hill

Welcome to Aston Maui Hill Resort in the heart of Kihei right next to Wailea. We offer you the entire place with kitchen ,two bathrooms, one bedroom ,a living room with a queen bed. You’ll have the entire place, Its a real garden style resort close to beaches and restaurants. We always value our guests recommendations to improved and if there’s anything you we could do we are here to help.

Indoor spacesKitchenAccess

4.92 out of 5 average rating, 170 reviews

Popular amenities for Kihei family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.
Condo in Wailea

Spacious garden oasis next to Maui's best beaches!

Indoor spacesKitchenAir conditioning

4.99 out of 5 average rating, 139 reviews
Guest favorite
A scenic view reveals the ocean with soft waves meeting sandy shores, framed by palm trees. In the foreground, tennis courts are visible against a backdrop of rolling hills, showcasing lush greenery under a clear blue sky.
Condo in Kihei

Maui is Open - Come Support the Locals

Indoor spacesFamilyView

4.97 out of 5 average rating, 119 reviews
Top guest favorite
A serene beach scene is captured at sunset, with canoes resting on sandy terrain. The sky displays soft hues of orange and yellow, reflecting over the water. A sign stands nearby, providing information about the area, framed by gentle foliage and distant clouds.
Condo in Kihei

Beautiful Studio Condo with Partial Ocean View

FamilyKitchenView

4.91 out of 5 average rating, 166 reviews
Top guest favorite
The kitchen area features warm wood cabinetry, a stainless steel refrigerator, and a modern microwave. A spacious countertop provides ample room for meal preparation. Sunflowers are arranged in a vase on the counter. Two wooden stools are positioned at the breakfast bar, adjacent to a round dining table.
Condo in Wailea

Luxurious Condo in South Kihei

KitchenFamilyHot tub

4.95 out of 5 average rating, 128 reviews
Superhost
A view from the balcony showcases swaying palm trees against a backdrop of the ocean and partly cloudy sky. Vibrant greenery and blooming flowers add color to the landscape, while parked vehicles are visible in the foreground.
Condo in Kihei

Ocean View · King & Queen · Pool & Jacuzzi

Indoor spacesKitchenComfort

4.91 out of 5 average rating, 262 reviews
Guest favorite
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!

FamilyIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 154 reviews
Guest favorite
A serene pool is set amid palm trees and lounge chairs under umbrellas. The water reflects the clear blue sky, creating a calm and inviting atmosphere. The surrounding area includes tropical greenery and well-maintained landscaping.
Condo in Kihei

Well equipped ground floor with AC, Oceanside

FamilyKitchenLocation

4.91 out of 5 average rating, 128 reviews
Guest favorite
The image captures a serene evening view of the complex, featuring lush greenery and palm trees. Soft lighting from tiki torches illuminates the pathway leading to the pool area, with the ocean visible in the distance against a colorful sunset.
Apartment in Kihei

Stunning Luxury Oceanview Condo

KitchenFamilyBathroom

4.9 out of 5 average rating, 193 reviews

Family- and pet-friendly home rentals

Guest favorite
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

FamilyIndoor spacesCondition

4.86 out of 5 average rating, 107 reviews
Top guest favorite
A serene beach scene at sunset showcases soft hues of orange, pink, and purple in the sky. Silhouetted figures walk along the shoreline, while a tall palm tree stands nearby, framing the tranquil landscape and creating a sense of calm.
Condo in Kihei

Ocean View Superior Deluxe - 200

Indoor spacesFamilyLayout

4.84 out of 5 average rating, 431 reviews
Guest favorite
A cozy outdoor deck is showcased, featuring two wicker chairs and a small table, inviting relaxation. The inviting turquoise door stands adjacent to a wall with the word 'Aloha' elegantly displayed. String lights add a warm touch above, surrounded by tropical greenery.
Home in Kihei

Enjoy paradise living at the THERE Maui House!

FamilyIndoor spacesCondition

4.92 out of 5 average rating, 146 reviews
Top guest favorite
A private lanai features a round glass-top table surrounded by colorful cushioned chairs. Lush tropical plants and palm trees create a serene garden view, while a clear blue sky adds brightness to the scene.
Condo in Kihei

Walk to Kam Beach! King Bed, Pools, Pet Friendly.

FamilyIndoor spacesBathroom

4.95 out of 5 average rating, 114 reviews
Top guest favorite
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

Indoor spacesKitchenAmenities

4.97 out of 5 average rating, 145 reviews
Guest favorite
Condo in Kihei

Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach

Indoor spacesKitchenSleep quality

4.95 out of 5 average rating, 37 reviews
Top guest favorite
Condo in Kihei

Luxury condo 20 steps from beach/pool/hot tub #103

KitchenFamilyLayout

4.97 out of 5 average rating, 31 reviews
Guest favorite
Home in Kihei

Mermaid Bungalow, cozy and ready for action.

FamilyIndoor spacesParking

4.97 out of 5 average rating, 33 reviews

Family-friendly home rentals with a pool

Guest favorite
A modern loft interior features a spacious living area with a light grey sectional sofa adorned with various blue and white throw pillows. A simple wooden dining table with teal seating is visible alongside a kitchen with a white island. Large windows allow natural light, and a decorative wall clock adds charm.
Condo in Kihei

Live, Love, Loft in Beautiful Maui

FamilyKitchenAccess

4.98 out of 5 average rating, 201 reviews
Guest favorite
An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.
Condo in Kihei

Stylish Kihei Condo in Oceanfront Resort Complex

KitchenFamilyNearby

4.99 out of 5 average rating, 147 reviews
Top guest favorite
Apartment in Kihei

Updated 1st Floor Maui condo

Indoor spacesFamilyHiking

4.75 out of 5 average rating, 130 reviews
Guest favorite
A private beachfront lawn is shown, featuring several lounge chairs arranged on lush green grass. Umbrellas stand nearby, providing shade. A backdrop of palm trees frames the view of the ocean, with gentle waves lapping against the shore under a partly cloudy sky.
Condo in Kihei

Oceanfront Condo on magic Sugar Beach - Ocean View

FamilyIndoor spacesAccuracy

4.93 out of 5 average rating, 220 reviews
Top guest favorite
A dining area is presented with a light wood table surrounded by four wooden chairs featuring soft green cushions. A modern light fixture with decorative fish designs hangs above the table. A large window allows natural light to illuminate the space, complemented by a potted plant in the corner.
Condo in Kihei

15 Steps to Beach! 2 Bedroom w/XL Kitchen & Pool!

Indoor spacesKitchenGrill

4.86 out of 5 average rating, 341 reviews
Top guest favorite
A private patio features a round dining table and two chairs, offering views of palm trees and nearby streets. The ocean is visible in the distance, with vehicles passing along the road. The light-colored flooring complements the outdoor setting.
Condo in Kihei

Island Surf #206 Your South Maui Gem is here

FamilyIndoor spacesGrill

4.88 out of 5 average rating, 230 reviews
Guest favorite
A contemporary kitchen is presented, featuring sleek white cabinetry and modern stainless steel appliances. A large marbled countertop provides ample space for meal preparation. Two wooden bar stools are positioned at the counter, inviting casual dining. Soft lighting enhances the bright, airy atmosphere.
Condo in Kihei

Fully remodeled, Ocean View, 3 mins walk to beach

Indoor spacesKitchenLayout

4.96 out of 5 average rating, 247 reviews
Guest favorite
An oceanfront view captures gently swaying palm trees framing a tranquil beach. The clear blue waters reflect the sun, while grassy grounds lead to the shore. A spacious living area is seen indoors, featuring comfortable seating, and bright, welcoming decor, accented by large windows offering continued ocean views.
Condo in Kihei

Penthouse: Ocean View - Right on the Beach!

Indoor spacesFamilySleep quality

4.88 out of 5 average rating, 171 reviews

When is the best time to visit Kihei?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,216ﺩ.ﺇ 1,201ﺩ.ﺇ 1,153ﺩ.ﺇ 1,098ﺩ.ﺇ 1,054ﺩ.ﺇ 1,083ﺩ.ﺇ 1,010ﺩ.ﺇ 948ﺩ.ﺇ 870ﺩ.ﺇ 914ﺩ.ﺇ 1,014ﺩ.ﺇ 1,219
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

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