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

Condo in Kihei

4.99 out of 5 average rating, 138 reviews

Spectacular ocean views Kihei @iconic IslandSurf

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANTS

Guest favorite

Home in Kihei

4.96 out of 5 average rating, 409 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

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 167 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on incredible Keawakapu beach! This location is ideal, right on the border of Wailea and Kihei. We have designed our remodel 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 come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests.

Superhost

Condo in Kihei

4.8 out of 5 average rating, 367 reviews

Tropical Resort Across Beach With Turtles!

Turtle to whale watching! Kihei Resort offers a true Hawaiian ambiance with a pool and a spa. 15 minutes to the airport and a reserved parking space next to the condo. 2 A/C units and many extras. Maui's one of the top beaches, Kalepolepo Beach Park, known for humpback whale watching and for its old fish pond that provides a family friendly swimming atmosphere with many turtles, is directly across the street. Major grocery stores and shopping centers are within a 10-minute walking distance.

Guest favorite

Townhouse in Kihei

4.79 out of 5 average rating, 310 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 smart TV, 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.

Guest favorite

Rental unit in Kula

4.91 out of 5 average rating, 1,010 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)

Superhost

Condo in Kihei

4.82 out of 5 average rating, 261 reviews

Sea Views entire 1 Bedroom Apartment Poolside

Unobstructed sea views. Small 16 unit property with Pool outside your door. Remodeled 478 sf sunny and cozy apartment. Queen Bed in master, sofa bed in living room. Island Counter has 3 stools and serves as a computer table. Very convenient location in central Kihei. 3-4 Short blocks to restaurants, marketing, shopping and entertainment at the Triangle. Cove Beach across the street for water sports and surf lessons. Pet Deposit is $800 and refunded 30 days after checkout.

Superhost

Condo in Kihei

4.78 out of 5 average rating, 253 reviews

Kihei Studio king bed Condo available long term *1

Enjoy Maui at our Kihei Bay Surf Condo! Last minute rates available depending on season and trip length. You are renting Entire Private Studio Condo with King Bed and Full Sofa/Futon Sleeper, sleeps 3 comfortably. Fully equipped kitchen, beach gear, free wifi, pool, and hot tub, and bbqs. Newly remodeled in 2023 with new floors and bathroom. Short walk to beach! Great central home base location in Kihei. The entire space is yours at a newly updated Condo Complex.

Superhost

Rental unit in Kihei

4.82 out of 5 average rating, 231 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!

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 204 reviews

Beautiful & clean condo w/ excellent location

This condo is marked with special touches to accent the beauty of the location. The condo is beautifully decorated with local and tropical art and furniture. We value cleanliness, comfort, beauty and exceptional service and hospitality. Whenever we have the chance, we escape to our condo and feel the peace and tranquility the space and surrounding location has to offer. We return to our busy lives feeling refreshed and invite you to do the same.

Guest favorite

Condo in Kihei

4.92 out of 5 average rating, 119 reviews

Convenient, Comfortable Sunny Kihei 1BR Beach Pool

1 Bedroom 1 Bathroom vacation rental condo that can sleep 4 comfortably . The bedroom has a queen size bed and the living room has a comfortable full size memory foam mattress on the sleeper sofa. It is located across the street from South Maui's best beaches Kam 1 and Charley Young beaches. Walk to restaurants, bars, cafes, stores and surf spot in minutes. Complex has pool/hottub. TA ID #TA-079-415-9104-01

Guest favorite

Rental unit in Kihei

4.89 out of 5 average rating, 218 reviews

Cozy Central Kihei Condo

Aloha I would love to host you at my cozy place in Kihei! 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.