Family-friendly vacation rentals in Kihei

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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 favorite

Home in Kihei

4.96 out of 5 average rating, 389 reviews

Stunning ocean view, heated pool at home by Wailea

Last minute bookings 5 days before arrival, and week long stays are 10% off. 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

Sep 19 – 26

G$107,456 GYD per night

Guest favorite

Condo in Kihei

4.98 out of 5 average rating, 113 reviews

Maui-Time! at Maui Sunset - 2 Q beds/2 full baths

Located in Kihei, on the leeward, sunny side of Maui, this condo has everything you'll need to enjoy a relaxing vacation. Nicely decorated 1 bedroom condo with fully equipped kitchen and 2 bathrooms (rare for condos on Maui)! Murphy bed with real queen-size mattress. Lanai overlooks the lush gardens and a peek-a-boo view of the ocean. Great place for couples or families. The Maui Sunset condo complex has 5 acres of oceanfront, a swimming pool, tennis courts, a putting green and so much more.

Jan 30 – Feb 6

G$60,899 GYD per night

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 139 reviews

1-Bedroom Tropical Getaway, Kihei Bay Vista

You home away from home in Maui! Kihei Bay Vista is steps away from white sand beaches while still conveniently located near shops, restaurants, and transportation; 5 mins. in any direction. This 1-bdrm unit is a newly converted rental and shows pride of ownership. Kihei Bay Vista is known as the choice for many returning Maui vacationers due to its quiet low key ambiance yet resort-like amenities, with pool, jacuzzi, bbq area, and private lanai for hanging out and enjoying the breeze.

May 11 – 18

G$41,812 GYD per night

Guest favorite

Townhouse in Kihei

4.79 out of 5 average rating, 283 reviews

Kihei Bay Surf #149 / HI Taxes included in price

Kihei Bay Surf #149 is a first floor studio with patio and grass area. The unit is located across the street from the State Beach and the National Humpback Whale Sanctuary. Quiet split system A/C (no noisy window unit) 55 inch Samsung TV, DVD, Wireless and wired internet. Full Kitchen with all amenities. In addition, there is a large pool, hot tub, tennis court and gas grills in the pool area for your use. Free parking and no additional resort fees or taxes are added to your daily rate.

Oct 8 – 15

G$38,625 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 949 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Apr 16 – 23

G$32,776 GYD per night

Guest favorite

Condo in Kihei

4.96 out of 5 average rating, 164 reviews

Romantic and Modern Condo by the Beach!

Indulge in island luxury at our stunning condo in South Kihei. Recently remodeled to perfection, this oasis boasts a full kitchen, in-unit laundry, and a private outdoor lanai with breathtaking ocean views. Walk to fabulous shopping, dining, and pristine beaches just minutes from your front door. With 2 pools, 2 spas and lush tropical gardens, you'll enjoy one of the best condos in one of the best resorts in South Maui. BOOK NOW, endless summer awaits you!

Aug 2 – 9

G$48,851 GYD per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 212 reviews

Quiet Studio, Great location across from beach

My place is located in sunny Kihei and only 20 minutes from the airport. The studio is right across the street from Kalepolepo Beach and the Whale Sanctuary. The studio is centrally located in Maui near many beaches, restaurants, and shopping centers which is very convenient. The famous Ululani's shaved ice along with various fruit stands are only a few minutes away. You can whale watch, paddleboard, snorkel, sight see, and enjoy the most amazing sunsets in Maui!

Apr 15 – 22

G$31,715 GYD per night

Guest favorite

Apartment in Kihei

4.9 out of 5 average rating, 212 reviews

Cozy Central Kihei Condo

Aloha! My place and the surrounding Kihei area were unaffected by the recent fires. I would love to host you. Great Location, Great Views, Great Value! Centrally located and walking distance to beaches, restaurants, shopping and more! Kihei is known for its year round sun and amazing beaches. Make sure you get the most for your money by staying in a residential, well appointed and centrally located condo! This is a 3rd floor unit that requires the use of stairs.

Apr 19 – 26

G$42,670 GYD per night

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 207 reviews

Magnificent remodel with ocean View

South Maui, Kihei. Just a 5 minute walk across the street you will have your toes in the soft white sand at one of the nicest beaches in the world. Just put on your flip flops, S.P.F., grab a hat and chair, breathe in the ocean air, listen to the waves, and the songs of tropical birds, and enjoy breathtaking sunsets every night. Location is everything. You will love to stroll this walking town, for great food, bars, shopping and surf lessons.

Sep 26 – Oct 3

G$68,626 GYD per night

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 218 reviews

Hale Kai O Kihei 307 | Direct Beachfront

Hawaii Life Vacations presents a new addition to "The Hotel Collection". This fully remodeled top-floor suite boasts sweeping ocean views. Enjoy watching the waves lapping the golden sandy beach from your balcony. Light, bright, and well appointed, 307 @ HKOK offers A/C in the living room, fully equipped kitchen w/amenities, and on-site pool and lounge area for your enjoyment. GE/TA# - W-13763254-01

Mar 17 – 24

G$92,259 GYD per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 472 reviews

Hawaiian Paradise Escape Across Street from Beach

We are centrally located on the island and directly across the street from several lovely beaches. Our unit is on the first floor of a two story complex. This studio is in a very quiet and peaceful location over looking the central courtyard just steps from the beach. Price includes tax. ** Hawaii Tax I.D. TA and GE posted in unit**.

Mar 27 – Apr 3

G$35,061 GYD per night

Guest favorite

Apartment in Kihei

4.93 out of 5 average rating, 242 reviews

Spring Special, One Bedroom! Closest to beach!

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!

Nov 22 – 29

G$55,510 GYD per night