Family-friendly holiday rentals in Kihei

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Top-rated family-friendly rentals in Kihei

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Guest favourite

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

19–26 Sep

$715 SGD per night

Guest favourite

Apartment 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.

7–14 Apr

$405 SGD per night

Superhost

Flat in Kihei

4.89 out of 5 average rating, 109 reviews

Sugar Beach Resort #532 - Maui HI

You will enjoy the incredible panoramic ocean views from your reclining patio chairs. Central air assures your comfort and an in-unit washer and dryer is convenient for an extended stay. Upgrades to this condo include tile flooring throughout, warm cherry finish solid wood cabinets, granite counter tops, stainless steel appliances and an open concept kitchen. A contemporary bathroom with curved glass blocks, custom shower, and a floating black granite sink. Dual flat screen TV’s/Blu-Ray.

4–11 Jun

$553 SGD per night

Guest favourite

Apartment 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.

10–17 May

$278 SGD per night

Guest favourite

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.

8–15 Oct

$257 SGD per night

Guest favourite

Flat 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)

21–28 Apr

$218 SGD per night

Superhost

Flat 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!

15–22 Apr

$211 SGD per night

Guest favourite

Apartment in Kihei

4.86 out of 5 average rating, 333 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled. This single property works like two connecting hotel rooms. It can split into TWO units simply by locking the bedroom door. One unit would be a hotel room with bath. The other unit would be a hotel room with bath + kitchen. The property has TWO entrance doors, TWO FULL BATH with Tubs, TWO KING BEDS, TWO AC's, and TWO TV's. The The property also has free parking!

2–9 Sep

$376 SGD per night

Guest favourite

Apartment 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

27 Feb – 6 Mar

$637 SGD per night

Superhost

Flat 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**.

14–21 Apr

$233 SGD per night

Guest favourite

Flat in Kihei

4.93 out of 5 average rating, 241 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!

20–27 Jul

$369 SGD per night

Guest favourite

Apartment in Kihei

4.87 out of 5 average rating, 240 reviews

Newly remodeled and close to beaches, shopping!

Newly remodeled condominium with all new furniture and appliances. Our condo is located within walking distance to restaurants and shopping. We are located directly across the street from Charlie Young Beach. Swimming pool and tennis courts, quiet location, nice views and plenty of parking. TA-143-927-7055-01

13–20 Apr

$302 SGD per night