
Family-friendly holiday rentals in Kihei
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Kihei

Total holiday rentals
Explore 1,320 holiday rentals in Kihei

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

Verified guest reviews
Over 48,190 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
1,280 properties feature pools

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wifi availability
1,270 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!
Top-rated family-friendly rentals in Kihei
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Go Golfing from a Peaceful Apartment in a Beach Community
Unit #903 – Key Features Garden views, ground floor A/C (3 zones) Lanai seating Quiet Updated appliances; washer/dryer Primary: king bed Second: twins (convert to king) Sleeper sofa Kitchen TV, Wi-Fi Free U.S./Canada calls Amenities Beach chairs, umbrella, boards, cooler, towels Baby gear: Pack ’n Play Pool, hot tubs Location Wailea—near beaches, golf, shops, dining. Keawakapu Beach is a short walk. Guest Support On-island contact after booking. Parking Dedicated space + guest parking.

High-end, On Beach, View Balcony, with Pool & BBQ!
Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

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.

Stylish Kihei Condo in Oceanfront Resort Complex
This 2 bed 2 bath home away from home offers everything you need for your Maui vacation and sleeps up to 6. Situated in the Hotel zoned oceanfront Menehune Shores complex, the condo is just steps to the beach and features an oceanfront pool, shuffleboard courts, and acres of grassy lawn. Snorkel with the turtles in the ancient Hawaiian fishpond fronting the property or watch whales while you BBQ on the rooftop deck at sunset. The centrally located condo will have you never wanting to leave.

Luxurious Condo in South Kihei
Beautiful fully renovated condo. Located in Maui Kamaole, the best resort complex in South Kihei. Walking distance to the beach, shops, restaurants and bars. This condo has everything a renter needs during vacation. Full kitchen, washer and dryer, beach gear, towels, bedding and more. The complex has two swimming pools, barbecues, tennis courts and outdoor picnic areas. This location is next to fun activities such as swimming, snorkeling, diving, surfing, kayaking, fishing, and more.

BIG Ocean View, Hotel Zoned,3 minute walk to Kam 1
Enjoy the massive view-ocean and 2 Islands-billowy clouds and WHALES in season from your large, 150 square ft PRIVATE lanai and 900 square ft condo. A 4 minute walk to Kamaole 1, (Kam 1) a world class beach offering snorkeling, SUP, and boogie boarding, with gear rentals steps away. 3-15 mins walk to all S Kihei’s restaurants, food trucks, shops and bars, it's beach town life just down the driveway. Heated swimming pool, hot tub, sauna, and 2 BBQ areas! No more than 4 adults and 2 kids.

Spacious garden oasis next to Maui's best beaches!
Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located next to Keawakapu Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ a pull-out sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Soak in paradise on two garden patios!

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.

"Dancing Turtle's "Guest Suite"
CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

Live, Love, Loft in Beautiful Maui
Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

Fully remodeled, Ocean View, 3 mins walk to beach
You've found it! This beautifully renovated 750 sqft 2bd/2ba is your home away from home! This 3rd floor ocean view unit is in the most perfect location - short walking distance to world famous beaches like Charley Young, Cove Park (great for surfing), and Kamaole beaches, grocery stores, amazing restaurants, shopping & night life! Shopping at the Wailea Mall and world class golfing only 2 miles away. The complex also features a swimming pool and BBQ grills.

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.
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Very Comfortable Kamaole Sands Condo Sleeps 4

Ocean View · King & Queen · Pool & Jacuzzi

Wailea Resort studio suite

Amazing views at Oceanfront Studio

StunningReno*Palms in Wailea Condo-Beach*Golf*Pool

King Bed + Pools | Steps to Kamaole Beach

Luxury Vacationing Modern Condo Aug Specials $249

5 Stars, Chic 2BR/2BA, Steps to Beach - AquaMaui
Family- and pet-friendly home rentals

Across from Beach - Unit #253

Enjoy paradise living at the THERE Maui House!

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

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

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

Mermaid Bungalow, cozy and ready for action.

Oceanfront renovated luxury-best location! SBR 404
Family-friendly home rentals with a pool

Luxury condo • 180° Ocean Views • Steps to Beach

It's Always Sunny at Kihei Kai Nani!

September Openings! Maui Stay — Only $129/Night!

Oceanfront Condo on magic Sugar Beach - Ocean View

Stunning ocean view Villa, Heated pool, Wailea

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

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

Stunning Ocean Views
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £245 | £242 | £232 | £221 | £212 | £218 | £203 | £191 | £175 | £184 | £204 | £245 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Destinations to explore
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