
Family-friendly vacation 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.

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
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!

Spacious garden oasis near 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 lush garden patios!

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.

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

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.

Spring Special / One Bedroom- Closest to beach!
We're happy to assure you that our condo in South Maui is fully compliant and properly zoned for short-term rentals. Book with confidence! As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan.. We bought our condo with a long-term goal in mind.. retirement later but fun now. We ask that if you choose to stay with us that the rental agreement that will be sent to you is respected and followed. Welcome to paradise!

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.

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

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.

Maui Hill Resort with Netflix and huge pool
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.

*Tropical luxury at South Maui Surf Shack*
South Maui Surf Shack is a beautifully renovated (Feb 2022) 1-bedroom, 2-bath condo in Maui Kamaole with over 1,050 sq ft of beach-style living. Features include a king bed, queen Murphy bed, and fully stocked kitchen. Located on the Kihei–Wailea border, you’re minutes from Maui’s best beaches, golf, dining, and activities. We’re happy to help make your stay memorable, relaxing, and fun!
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Vacationing Modern Condo June Special $379

Aloha Chic Penthouse Vistas

3BR spacious Condo with Ocean View in top location

Close to the beach-2Bd/1Bath Condo-Great Location!

BIG Ocean View, Hotel Zoned,3 minute walk to Kam 1

Amazing views at Oceanfront Studio

Lovely Oceanfront Condo with pool

Oceanfront, Beautiful View, Newly Renovated!
Family- and pet-friendly home rentals

Maui Meadows Ocean View Cottage

The Lava Shack

Tropical resort studio-steps to beach and dining

Cozy Cute Condo | Maui Vista | Walk to The Beach

NEW! 1 bed | Walk to town/beach (S. Kihei)

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

Mermaid Bungalow, cozy and ready for action.

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
Family-friendly home rentals with a pool

Ocean View, 1 minute walk to the beach 2BR/2BA

Kihei Maui Getaway

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108

Next to Beach, Foods & Shops - Updated w/ View!

Gorgeous Ocean View Condo steps to the beach

Partial Ocean View King Condo at Maui Vista Kihei

*Last Min Sale * Across Beach, Big 2BDRM 2BATH #8F

Wailea Ekahi Ocean View Unit | Walk to Beach | AC
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,216 | ﺩ.ﺇ 1,201 | ﺩ.ﺇ 1,153 | ﺩ.ﺇ 1,032 | ﺩ.ﺇ 988 | ﺩ.ﺇ 1,021 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 948 | ﺩ.ﺇ 870 | ﺩ.ﺇ 914 | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 1,219 |
| 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 |
Quick stats about vacation rentals that are family-friendly in Kihei

Total vacation rentals
Explore 1,250 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 46,970 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
1,230 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wi-Fi availability
1,240 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!
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- Maui
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