
Family-friendly vacation rentals in Kihei
Find and book unique family-friendly homes on Airbnb
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 G$14,648 GYD 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.

TTT#3 of 4 Awarded “Best in Maui” Remodel+Ocean Vw
***Tracy's Tropical Treasures were NAMED the #1 Vacation Rentals in all of Maui TWICE and #1 in Kihei for FOUR YEARS. I own 4 Tropical Treasures in Maui and have been a SUPERHOST over 46 times! We also made the shortlist of "Radical Businesses in the 50th State" Ocean View No Resort Fees Guests pay 14% tax NOT 18.712% Only 150 Steps to Beach Free Parking AC Washer/Dryer Fast/Reliable WIFI Pool Hot Tub Tennis BBQ TV/Cable/Streaming Fully Equipped Kitchen Fully Remodeled A+ ALOHA HOSPITALITY!

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.

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.

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.

Ocean View · King & Queen · Pool & Jacuzzi
Wake up to ocean views from your private balcony, then head down to the beach with chairs, umbrellas, and towels we provide. Back at the building, a heated pool and hot tub are waiting when you're ready to unwind. With a king bed in the private bedroom and a queen in the living area, there's comfortable space for the whole family — and a fully stocked kitchen so you're never scrambling for a meal. Downtown Kihei's shops and restaurants are just a 3-minute drive away.

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.

Amazing views at Oceanfront Studio
Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.

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.

Maui is Open - Come Support the Locals
This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Very Comfortable Kamaole Sands Condo Sleeps 4

Luxury Vacationing Modern Condo Aug Specials $249

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

A.R.A Retreats: The Hideaway

Beachfront Remodel with 180° Views! Epic Sunsets

Go Golfing from a Peaceful Apartment in a Beach Community

Sugar Beach Renovated 10% Discnt on 7 days Booking

BIG Ocean View, Hotel Zoned,3 minute walk to Kam 1
Family- and pet-friendly home rentals

Private Ocean View Cottage Near Wailea - Sunsets

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

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

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

Mermaid Bungalow, cozy and ready for action.

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

*Rare Find* Quiet Ocean View Condo in Sunny Kihei

Walk to Kam Beach! King Bed, Pools, Pet Friendly.
Family-friendly home rentals with a pool

Coastal Dream Oceanfront Condo!

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

High-end, On Beach, View Balcony, with Pool & BBQ!

Stunning ocean view Villa, Heated pool, Wailea

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

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

OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views

Oceanfront Condo on magic Sugar Beach - Ocean View
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$69,264 GYD | G$68,427 GYD | G$65,707 GYD | G$62,568 GYD | G$60,057 GYD | G$61,731 GYD | G$57,546 GYD | G$53,988 GYD | G$49,594 GYD | G$52,105 GYD | G$57,755 GYD | G$69,473 GYD |
| 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 |
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- Family-friendly rentals Maui County
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- Maui
- Kaanapali Beach
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- Whalers Village
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- Kihei Kai Nani
- KOA Resort
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- Maui Arts & Cultural Center
- Aston Mahana at Kaanapali
- Maui Ocean Center
- PacWhale Eco-Adventures
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