Family-friendly holiday rentals in Kihei

Gary’s Kihei Condo, Sun-Sand-Surf KKN 234

Our Kihei retreat. A deluxe condo located on the second floor in the Kihei Kai Nani complex. We are across the street from the 5-star Kama’ole beach II. Short walk to local restaurants, pubs, coffee shops, and grocery stores. Location, location, location! Popular amenities included with your stay are a spacious outdoor pool, bbq, free parking, air conditioning, in-suite laundry, wifi, cable TV, and beach essentials- chairs, snorkel gear, toys, boogie boards! Relaxation, rest, and tranquility.

Spacious S. Kihei Suite New A/C across from Kam 3

This spacious suite is perfect a relaxing stay for two. Brand new split system A/C in bedroom & living room to keep you cool. Peak-a-boo ocean views from the suite with glimpses of Kahoolawe. Located in S. Kihei across from one of the BEST beaches on Maui, Kamaole Beach III and steps from the Kihei Boat Ramp. Walk to shops and restaurants in South Kihei. Keawakapu Beach and Wailea is just minutes away. Choose from 2 pools or play a round of tennis or pickle ball. Large lawns and BBQ areas.

Bungalow by the Sea: This is the one! By the beach

~ Now Open: March/April🤙😎 Bungalow by the Sea, #125, is hosted by Tracy O’Reilly, a SUPER HOST who has been w/Airbnb since 2009 & has earned SUPERHOST status 46+ times w/1000s of 5 Star Reviews! Tracy is also a licensed realtor on Maui so you are in great hands. ~ The beach+whale center is directly across the street. Pool, jacuzzi, tennis court, BBQ area, laundry center all onsite ~ If your dates aren't available or if you’re with a group, contact Tracy on Airbnb as she manages 16 units.

Tropical & Serene Garden Vistas

Newly remodeled 1 bedroom, 1 bath ground floor condo. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Resort, you will be embraced in the lush & tranquil landscaping. We provide beach chairs, umbrellas, luxury beach towels and a cooler to ensure your beach day is set for success. Our kitchen is fully stocked, ready for the home chef to prepare any meal, or for the master baker to tackle any recipe. Incredible dining options close by!

Newly Renovated Corner Unit w/ View at Maui Vista

Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

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 - King Bed - Closest to Ocean!

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!

Awesome Maui home. Discounted stays. Includes tax

A/C throughout. Work desk with dependable wi-fi. SMart TV in living area. Cable TV in master bedroom. Grass area off lanai. Walk to the beach, stores, restaurants, the park or bus stop. Full kitchen, W/D, 2 queen beds and 1 queen sofabed, 4 beach chairs, 4 beach towels, a beach umbrella and travel cooler, Pak-n-Play, Booster Seat, 2 pking spaces. This condo is comfortable and well-eqipped for a wonderful stay and vacation on Maui. New pool and jacuzzi.

Stunning Remodel-Well Equipped-Great Location

Book with confidence this brand new, stunning remodeled, 1 bedroom, 1 bathroom (655 sq. ft) condo that provides an exceptional vacation experience. The condo offers tremendous value with it's beautiful level of finishes, and location. Everything in the unit is brand new. PMI Maui manages many units in South Maui. Please let us know if you are interested in any of our units and we will send you the Airbnb link to view all of our listings and reviews.

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

Maui Ocean View Condo ~ Walk to Beach

Stay at our beautifully remodeled fourth floor condo at Kihei Akahi in the heart of Kihei. This quiet 655 square foot retreat features an open layout, tile flooring throughout, and elegant island inspired décor. Relax on your private lanai with fresh local fruit and tropical breezes. Located directly across from Kamaole Beach Park II, the property offers two pools, tennis court, barbecue areas, and easy beach access.

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.