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

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  2. Family Vacation Rentals
  3.  USA

  4.  Hawaii

  5.  Wailuku

  6.  Wailuku Heights

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188 Best Family Vacation Rentals in Wailuku Heights (Starting from $127)

The Historic Wailuku Inn Maui
The Historic Wailuku Inn Maui
House
Wailuku, HI, USA
1.9k from Wailuku Heights center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay

11 Bedrooms40 Guests
8.8

Fabulous

53 reviews

$554
Average price / night
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Historic Maui Estate • Weddings & Groups
Historic Maui Estate • Weddings & Groups
House
Wailuku, HI, 96793, United States
1.9k from Wailuku Heights center

AC, Balcony, Breakfast Available, Dryer, Free Parking, Internet, Laundry, No Smoking, Outdoor Space

10 Bedrooms20 Guests
New to Booking
$4997
Average price / night
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Oceanfront Condo with Haleakala Sunrise Views
Oceanfront Condo with Haleakala Sunrise Views
House
Wailuku, HI, USA
2.2k from Wailuku Heights center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms6 Guests
New to Booking
$434
Average price / night
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4BR Maui Home | 3 Independent Suites, Deck + Views
4BR Maui Home | 3 Independent Suites, Deck + Views
House
Wailuku, HI, 96793, United States
2.1k from Wailuku Heights center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1299
Average price / night
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Lauloa 105
Lauloa 105
House
Wailuku, HI, USA
2.6k from Wailuku Heights center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms6 Guests
New to Booking
$486
Average price / night
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Now with optional car add-on
Now with optional car add-on
Cottage
Wailuku, HI, 96793, United States
6.0k from Wailuku Heights center

AC, Barbecue, Breakfast Included, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
10.0

Exceptional

148 reviews

$411
Average price / night
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Yonegan Central Maui Getaways
Yonegan Central Maui Getaways
Apartment
Wailuku, HI, USA
2.6k from Wailuku Heights center

Apartments, Accommodations, Parking, Lodgings, Places to stay

10 Bedrooms21 Guests
5.9

Review score

11 reviews

$127
Average price / night
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Charming Direct Oceanfront North Shore Beach House
Charming Direct Oceanfront North Shore Beach House
House
Wailuku, HI, 96793, United States
6.0k from Wailuku Heights center

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

4 Bedrooms8 Guests
9.2

Superb

40 reviews

$1119
Average price / night
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Unit 5 Waena Inn - Maui Private Suite
Unit 5 Waena Inn - Maui Private Suite
Apartment
Wailuku, HI, USA
3.8k from Wailuku Heights center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
7.0

Good

1 reviews

$236
Average price / night
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Epic Maui Camping - Affordable Adventure in Paradise SUV + gear
Epic Maui Camping - Affordable Adventure in Paradise SUV + gear
Condo
Kahului, HI, 96732, United States
8.1k from Wailuku Heights center

AC, Barbecue, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space

1 Bedroom3 Guests
10.0

Exceptional

10 reviews

$147
Average price / night
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Unit 1 Maui Ohana Modern Studio
Unit 1 Maui Ohana Modern Studio
Apartment
Wailuku, HI, USA
3.8k from Wailuku Heights center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
8.5

Very Good

8 reviews

$318
Average price / night
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Cool 1BD Entire Condo On The Beach in Maalaea Harbor
Cool 1BD Entire Condo On The Beach in Maalaea Harbor
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$199
Average price / night
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Unit 2 Maui Ohana Modern Studio
Unit 2 Maui Ohana Modern Studio
Apartment
Wailuku, HI, USA
3.8k from Wailuku Heights center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
8.1

Very Good

14 reviews

$259
Average price / night
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195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!
195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

140 reviews

$360
Average price / night
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Unit 3 Maui Ohana Modern Studio
Unit 3 Maui Ohana Modern Studio
Apartment
Wailuku, HI, USA
3.8k from Wailuku Heights center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
9.3

Superb

6 reviews

$289
Average price / night
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Kanai A Nalu Unit 318 Direct Oceanfront View
Kanai A Nalu Unit 318 Direct Oceanfront View
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

AC, Balcony, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.4

Superb

32 reviews

$450
Average price / night
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Unit 4 Maui Ohana Modern Studio
Unit 4 Maui Ohana Modern Studio
Apartment
Wailuku, HI, USA
3.8k from Wailuku Heights center

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

1 Bedroom4 Guests
8.0

Good

17 reviews

$289
Average price / night
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Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath
Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

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

2 Bedrooms4 Guests
10.0

Exceptional

195 reviews

$405
Average price / night
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Unit 6 Maui Ohana Modern Studio
Unit 6 Maui Ohana Modern Studio
Apartment
Wailuku, HI, USA
3.8k from Wailuku Heights center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
7.9

Good

11 reviews

$299
Average price / night
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Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.6

Exceptional

111 reviews

$344
Average price / night
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Steps To Beach, 180° View, Corner Lanai, Central Air, Sleep#'s King, Heated Pool
Steps To Beach, 180° View, Corner Lanai, Central Air, Sleep#'s King, Heated Pool
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

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

2 Bedrooms6 Guests
9.8

Exceptional

254 reviews

$481
Average price / night
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Oceanfront Affordable Luxury ~ 2 Bed/Bath En Suite Style ~ Top Floor
Oceanfront Affordable Luxury ~ 2 Bed/Bath En Suite Style ~ Top Floor
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

48 reviews

$407
Average price / night
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Coastal Chic Ocean Front Stunning View w AC
Coastal Chic Ocean Front Stunning View w AC
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

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

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$428
Average price / night
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Beachfront Complex on Sugar Beach
Beachfront Complex on Sugar Beach
Condo
Wailuku, HI, 96793, United States
8.6k from Wailuku Heights center

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

2 Bedrooms7 Guests
9.6

Exceptional

18 reviews

$513
Average price / night
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New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-Unit
New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-Unit
Condo
Wailuku, HI, 96793, United States
8.7k from Wailuku Heights center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$558
Average price / night
Check Availability
Oceanfront • AC • W/D • Desk • Central Maui
Oceanfront • AC • W/D • Desk • Central Maui
Condo
Wailuku, HI, 96793, United States
8.7k from Wailuku Heights center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$548
Average price / night
Check Availability
Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118
Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118
Condo
Wailuku, HI, 96793, United States
8.7k from Wailuku Heights center

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

2 Bedrooms4 Guests
10.0

Exceptional

150 reviews

$474
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 Wailuku Heights.

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Frequently Asked Questions

You can explore 188 verified family-friendly vacation rentals in Wailuku Heights. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Wailuku Heights vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $127 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Wailuku Heights 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 Wailuku Heights 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 Wailuku Heights often include amenities such as Child Friendly, View, and Laundry. 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.