Family-Friendly Vacation Rentals in Kihei, HI: Compare 10+ Sites & Save

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2232 Best Family Vacation Rentals in Kihei (Starting from $219)

Beach House Getaway
Beach House Getaway
House
Kihei, HI, USA
0.6k from Kihei center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$540
Average price / night
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PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
House
Kihei, HI, 96753, United States
0.4k from Kihei center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

188 reviews

$918
Average price / night
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103 Kihei Holiday
103 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

1 Bedroom7 Guests
9.3

Superb

3 reviews

$469
Average price / night
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2BD/2BA! Charming Retreat: Ground Floor w/King, AC, Garden/Lanai
2BD/2BA! Charming Retreat: Ground Floor w/King, AC, Garden/Lanai
Condo
Kihei, HI, 96753, United States
0.5k from Kihei center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$328
Average price / night
Check Availability
110 Kihei Holiday
110 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom7 Guests
1.0

Review score

1 reviews

$469
Average price / night
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☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
Condo
Kihei, HI, 96753, United States
0.5k from Kihei center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$538
Average price / night
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214 Kihei Holiday
214 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom7 Guests
9.3

Superb

3 reviews

$491
Average price / night
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Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
House
Kihei, HI, 96753, United States
0.5k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet

6 Bedrooms18 Guests
10.0

Exceptional

42 reviews

$3133
Average price / night
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Kihei Holiday 311
Kihei Holiday 311
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms7 Guests
8.3

Very Good

9 reviews

$434
Average price / night
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Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Cottage
Kihei, HI, 96753-7716, United States
0.6k from Kihei center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

55 reviews

$568
Average price / night
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107 Kihei Holiday
107 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$249
Average price / night
Check Availability
Steps to Sugar Beach!
Steps to Sugar Beach!
Condo
Kihei, HI, 96753, United States
0.7k from Kihei center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$449
Average price / night
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Your Maui Adventure Awaits - Sugar Beach
Your Maui Adventure Awaits - Sugar Beach
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Condos

2 Bedrooms5 Guests
New to Booking
$336
Average price / night
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Beautiful sunsets with pool, lanai & easy beach access!
Beautiful sunsets with pool, lanai & easy beach access!
Condo
Kihei, HI, 96753, United States
0.7k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
9.6

Exceptional

36 reviews

$556
Average price / night
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Nona Lani Cottages
Nona Lani Cottages
Apartment
Kihei, Hawaii, USA
0.7k from Kihei center

Apartments, Accommodations, Parking, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

11 Bedrooms10 Guests
9.3

Superb

106 reviews

$446
Average price / night
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Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
House
Kihei, HI, 96753, United States
0.7k from Kihei center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms17 Guests
9.6

Exceptional

216 reviews

$2489
Average price / night
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Kihei Holiday 116
Kihei Holiday 116
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

2 Bedrooms6 Guests
7.8

Good

15 reviews

$314
Average price / night
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Ocean-View Kihei Condo w/ Pool Access!
Ocean-View Kihei Condo w/ Pool Access!
Condo
Kihei, HI, 96753, United States
0.7k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Kitchen

2 Bedrooms4 Guests
9.2

Superb

91 reviews

$349
Average price / night
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Ocean-View Kihei Condo with Pool Access!
Ocean-View Kihei Condo with Pool Access!
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Hot tubs, Places to stay

2 Bedrooms4 Guests
9.7

Exceptional

16 reviews

$312
Average price / night
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Newly Remodeled Steps to Sugar Beach!
Newly Remodeled Steps to Sugar Beach!
Condo
Kihei, HI, 96753, United States
0.7k from Kihei center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms7 Guests
8.6

Fabulous

14 reviews

$428
Average price / night
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Maui Beach Retreat
Maui Beach Retreat
Apartment
Kihei, Hawaii, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Hot tubs

2 Bedrooms4 Guests
9.4

Superb

8 reviews

$228
Average price / night
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Best Oceanview on property! Modern, luxury unit. Whales, Beach, Pool, AC!
Best Oceanview on property! Modern, luxury unit. Whales, Beach, Pool, AC!
Condo
Kihei, HI, 96753, United States
0.8k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$414
Average price / night
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Newly Remodeled Boutique Beachside 2bd | Aloha Pualani Suite 1
Newly Remodeled Boutique Beachside 2bd | Aloha Pualani Suite 1
Condo
Kihei, HI, 96753, United States
0.8k from Kihei center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

2 Bedrooms7 Guests
New to Booking
$623
Average price / night
Check Availability
Oceanview Family Fave! Whale Season Views! Beach, Pool, Hot Tub, AC.
Oceanview Family Fave! Whale Season Views! Beach, Pool, Hot Tub, AC.
Condo
Kihei, HI, 96753, United States
0.8k from Kihei center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.6

Exceptional

87 reviews

$338
Average price / night
Check Availability
Amazing Ocean Views, Quiet Complex Two Bedroom, King Bed, Private.  Great place.
Amazing Ocean Views, Quiet Complex Two Bedroom, King Bed, Private. Great place.
Condo
Kihei, HI, 96753, United States
0.8k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
9.6

Exceptional

134 reviews

$324
Average price / night
Check Availability
Your Maui Beachfront Retreat & Private Observation Deck - PERMIT #STKM 2015/0003
Your Maui Beachfront Retreat & Private Observation Deck - PERMIT #STKM 2015/0003
House
Kihei, HI, 96753, United States
0.9k from Kihei center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

154 reviews

$771
Average price / night
Check Availability
Luxury Meets Affordability!  Permit Number:  BBKM20150003
Luxury Meets Affordability! Permit Number: BBKM20150003
House
Kihei, HI, 96753, United States
1.0k from Kihei center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking

1 Bedroom3 Guests
9.4

Superb

117 reviews

$219
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Kihei.

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Kihei Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 2232 verified family-friendly vacation rentals in Kihei. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Kihei vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $219 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Kihei offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Kihei are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Kihei often include amenities such as Child Friendly, Wellness Facilities, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.