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Family-friendly holiday rentals in Kihei

Find and book unique family-friendly homes on Airbnb

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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Guest favourite
The image captures a serene view of a landscaped garden area with a central swimming pool. Surrounding palm trees provide shade, and sun loungers are arranged around the pool. The ocean is visible in the background, framed by a clear sky and gentle hills.
Apartment in Kihei
4.93 out of 5 average rating, 362 reviews

Oceanfront Kihei Condo Free SUP & Resort Pools!

This beautifully appointed 800 sq ft ground-floor condo features free paddleboard (a $50/day value) just 200 steps from sand. Enjoy resort-style amenities including a sparkling pool, soothing hot tub, kiddie pool, and pickleball courts nearby. Marvel at whale sightings (Dec-Apr) from your lanai or kitesurfing from shore. Stay productive with blazing 500 Mbps fiber WiFi and unlimited AC. We provide beach gear, parking, aon-site laundry. Our prime Kihei location offers the ultimate Maui escape

Guest favourite
The spacious living area features a comfortable leather sectional couch and a decorative area rug. A large glass coffee table sits in the center, complemented by a flat-screen TV on a rustic cabinet. Natural light fills the room, with ocean views visible through sliding glass doors.
Apartment in Kihei
4.93 out of 5 average rating, 141 reviews

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops

Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with surfers, paddlers and the breathtaking sunset views, and the incredible walk distance to everything Kihei has to offer including activities, shopping, dining, nightlife and more! Experience the best of Maui from our Luxe-design condo!

Top guest favourite
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
4.99 out of 5 average rating, 134 reviews

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.

Guest favourite
A modern living space features a comfortable sofa and a wooden coffee table. A wall-mounted TV displays a tranquil beach scene. Expansive glass doors lead to a balcony with ocean views, surrounded by tropical greenery. Natural light enhances the neutral tones of the decor.
Apartment in Kihei
4.99 out of 5 average rating, 148 reviews

Sea-rene & Tropical Views

Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

Top guest favourite
A balcony table is set with a bottle of wine and two glasses, overlooking lush palm trees and an ocean view. The space is bright and airy, creating a welcoming atmosphere complemented by a calm beach landscape in the background.
Apartment in Kihei
4.95 out of 5 average rating, 154 reviews

Top Floor Ocean Views | Beach & Restaurant Access

As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

Top guest favourite
A living room area features a comfortable blue sofa with decorative pillows placed thoughtfully. A large window provides clear views of palm trees and the ocean beyond. A wooden coffee table sits in front, and a TV is mounted on the wall, opposite the sofa.
Apartment in Kihei
4.95 out of 5 average rating, 197 reviews

Tranquil Oceanfront Vistas

Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

Top guest favourite
A stunning sunset is captured over the ocean, with a vibrant orange sun descending towards the horizon. Silhouetted palm trees frame the scene, their fronds gently swaying in the breeze. The calm waters reflect the warm colors of the sky, creating a serene coastal atmosphere.
Apartment in Kihei
4.88 out of 5 average rating, 396 reviews

Ocean View - Deluxe Unit #201

AMAZING location 1/2 mile from Wailea one of the most upscale/expensive and prestigious parts of the island, where there are GPA golf courses, and high end shops. You can walk to 13 restaurants, coffee shops, lots of souvenir shops. Snorkeling, boating, all kinds of water sports and sightseeing. And the beautiful Kam II white sand beach is across the street! Kamaole Shopping center is next door, has Coconut's fresh food restaurant, Cones on Maui icecream shop, and much more!

Superhost
Apartment in Kihei
4.9 out of 5 average rating, 129 reviews

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. 🌴☀️

Guest favourite
A comfortable living area features a neutral-toned sofa with two decorative pillows, flanked by matching lamps. A glass-topped coffee table provides a surface for books. A contemporary artwork hangs above the sofa, adding a subtle touch of interest to the space.
Flat in Kihei
4.84 out of 5 average rating, 129 reviews

Kihei Kai Nani 162 by Beach, King Bed, Wi-Fi, A/C

Beautiful and clean 1-bedroom vacation condo in South Kihei Maui. Kihei Kai Nani complex is directly across the street from Kamaole Beach 2. Walk to restaurants, shopping and fun beach activities. Sleeps 2-4; Cal King bed and Queen sofa bed plus comfy recliner chair. In-suite washer/dryer, digital safe box, air conditioner. Free parking, 50” cable TV and Wi-Fi internet and Tommy Bahama beach chairs with cooler at the back. 24-hour keyless smart lock check-in.

Top guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 116 reviews

Pickleball, Saltwater Pool, King Bed, AC, Ground

NO GUEST FEES – We Pay Them (taxes and cleaning still apply)! Escape to paradise at Rainbow Island Retreat! This tropical, professionally designed ground-level condo is perfect for couples, families, or groups of 4. Enjoy extra outdoor space, steps from the saltwater pool, tennis/pickleball courts, and Charley Young Beach across the street. Beach and child gear provided for a comfortable, fun, and memorable stay.

Guest favourite
An expansive view of the ocean and lush greenery is presented from the balcony. Two chairs are visible, positioned for relaxation while taking in the scenery. The distant mountains and vibrant sky add to the serene ambiance.
Apartment in Kihei
4.81 out of 5 average rating, 113 reviews

Penthouse Ocean View- Delux Remodel

Kauhale Makai Complex has great grounds and staff. Bedroom has king bed, brand new bamboo floor and flat screen tv. Livingroom has large flat screen tv and comfy pull out couch. Amazing new kitchen. Ocean views from every angle of the condo. **PLEASE NOTE THERE IS SOME CONSTRUCTION ON THE COMPLEX THRU 2021....PRICES HAVE BEEN DISCOUNTED FOR THE INCONVENIENCE. WORK HOURS ARE FROM 8:00 A.M. TO 4:30 P.M**

Top guest favourite
Apartment in Kihei
4.96 out of 5 average rating, 114 reviews

Aloha. Ground floor, A little different. AC. W/D.

This condo across the street from Charley Young Beach, restaurants and dining, nightlife, family-friendly activities all within walking distance. You’ll love it because of the location. Right across the street from the beach. This condo is good for couples, solo adventurers, and business travelers. 18000 BTU AC in living room and 6000 BTU Portable AC in bedroom. This will keep you cool. Aloha and Enjoy.

Popular amenities for Kihei family-friendly rentals

When is the best time to visit Kihei?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£237£243£237£210£201£208£206£193£177£186£207£249
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

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

  • Total holiday rentals

    Explore 1,140 holiday rentals in Kihei

  • Nightly prices starting at

    Kihei holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 44,860 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    1,060 properties feature pools

  • Rentals with dedicated workspaces

    480 properties have a dedicated workspace

  • Wifi availability

    1,120 of Kihei holiday rentals include wifi 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!

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