Maui Monthly Rentals

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$100 - $199

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Monthly Rentals with pools

Monthly Rentals with air conditioning

Monthly Rentals with kitchen

Monthly Rentals with internet

Top-rated monthly rentals in Maui

Browse our top rated monthly rentals offers

May 3 - May 10

$5,999 for 7 nights

House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Kihei with Yard, Pool & Grill

4.8

Outstanding (91 ratings)

Kihei, Maui, Hawaii, United States

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Mar 2 - Mar 9

-40%

$34,965

$20,965 for 7 nights

House ∙ 32 guests ∙ 11 bedrooms

Vacation Home in Napili-Honokowai with Private Pool + Gorgeous View

4.9

Outstanding (74 ratings)

Napili-Honokowai, Maui, Hawaii, United States

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Oct 24 - Oct 31

$5,950 for 7 nights

House ∙ 8 guests ∙ 4 bedrooms

House in Paia with Yard & Grill + Ocean View

5.0

Outstanding (29 ratings)

Paia, Maui, Hawaii, United States

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Best Deals and Discounts on Monthly Rentals

Save up to 48%

Oct 6 - Oct 13

-15%

$3,325

$2,816 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Kihei with Grill

4.4

Very good (88 ratings)

Kihei, Maui, Hawaii, United States

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Oct 15 - Oct 22

-26%

$2,793

$2,080 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Kapalua with Free Parking

4.9

Outstanding (65 ratings)

Kapalua, Maui, Hawaii, United States

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Sep 21 - Sep 28

-48%

$5,250

$2,744 for 7 nights

Condo ∙ 4 guests ∙ 1 bedroom

Lovely Condo in Kaanapali with Grill, Pool & Yard + Ocean Views + Next to Beach

4.9

Outstanding (55 ratings)

Kaanapali, Lahaina, Maui

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Monthly Rentals in Maui: Top Accommodations

Oct 24 - Oct 31

$8,393 for 7 nights

House ∙ 8 guests ∙ 4 bedrooms

Private House in Wailea with Pool, Yard & Grill

5.0

Outstanding (87 ratings)

Wailea, Wailea-Makena, Maui

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Sep 21 - Sep 28

-35%

$4,312

$2,786 for 7 nights

Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Kihei with Grill + Garden Views

4.3

Very good (25 ratings)

Kihei, Maui, Hawaii, United States

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Dec 8 - Dec 15

-51%

$4,375

$2,128 for 7 nights

Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Napili-Honokowai with Pool, Grill & Yard + Incredible View + Next to Beach

4.6

Excellent (113 ratings)

Napili-Honokowai, Maui, Hawaii, United States

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Oct 24 - Oct 31

-68%

$5,856

$1,853 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Tropical Garden + Pleasant Views

4.5

Excellent (80 ratings)

Wailea, Wailea-Makena, Maui

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Oct 10 - Oct 17

-63%

$4,215

$1,577 for 7 nights

House ∙ 4 guests ∙ 2 bedrooms

House in Lahaina with Pool & Grill

4.3

Very good (26 ratings)

Lahaina, Maui, Hawaii, United States

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Nov 28 - Dec 5

-62%

$7,487

$2,839 for 7 nights

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea with Botanical Garden + Ocean View

5.0

Outstanding (6 ratings)

Wailea, Wailea-Makena, Maui

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Sep 30 - Oct 7

-33%

$4,193

$2,793 for 7 nights

Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Napili-Honokowai with Open Parking + Ocean Views

4.6

Excellent (86 ratings)

Napili-Honokowai, Maui, Hawaii, United States

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Sep 14 - Sep 21

-33%

$8,365

$5,572 for 7 nights

Villa ∙ 8 guests ∙ 3 bedrooms

Villa in Wailea with Grill, Sauna & Pool + Location View

4.9

Outstanding (38 ratings)

Wailea, Wailea-Makena, Maui

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Dec 1 - Dec 8

-18%

$1,325

$1,084 for 7 nights

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Wailea with Large Pool

4.5

Excellent (108 ratings)

Wailea, Wailea-Makena, Maui

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Budget-friendly monthly rentals in Maui

Our top value vacation rentals for monthly rentals

Oct 21 - Oct 28

-34%

$2,443

$1,617 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Beautiful Condo in Maalaea with Oceanfront Pool + Garden Views + Beach Nearby

4.2

Very good (18 ratings)

Maalaea, Maui, Hawaii, United States

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Oct 10 - Oct 17

-59%

$7,510

$3,087 for 7 nights

Condo ∙ 10 guests ∙ 3 bedrooms

Beautiful Condo in Napili-Honokowai with Grill, Yard & Pool + Incredible Views

4.9

Outstanding (99 ratings)

Napili-Honokowai, Maui, Hawaii, United States

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May 25 - Jun 1

-18%

$5,775

$4,725 for 7 nights

Condo ∙ 10 guests ∙ 4 bedrooms

Spacious Condo in Kihei with Grill, Yard & Pool

4.5

Excellent (62 ratings)

Kihei, Maui, Hawaii, United States

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Monthly Rentals with Kitchens

May 18 - May 25

-20%

$4,076

$3,279 for 7 nights

Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Kihei with Free Parking + Mountain Views

4.7

Excellent (154 ratings)

Kihei, Maui, Hawaii, United States

Kitchen

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Jul 6 - Jul 13

$847 for 7 nights

Condo ∙ 2 guests ∙ 1 bedroom

Spacious Condo in Kihei with Patio, Grill & Pool + Mountain View

4.8

Outstanding (105 ratings)

Kihei, Maui, Hawaii, United States

Kitchen

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Dec 1 - Dec 8

-28%

$2,619

$1,878 for 7 nights

House ∙ 5 guests ∙ 3 bedrooms

Beautiful House in Haiku with Botanical Garden

5.0

Outstanding (35 ratings)

Haiku, Haiku-Pauwela, Maui

Kitchen

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Soak Up the Sun: Monthly Rentals with Patios

Sep 30 - Oct 7

-46%

$3,213

$1,743 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Spacious Condo in Napili-Honokowai with Open Parking + Ocean Views

4.6

Excellent (58 ratings)

Napili-Honokowai, Maui, Hawaii, United States

Balcony/Patio

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Jun 15 - Jun 22

$3,171 for 7 nights

House ∙ 10 guests ∙ 4 bedrooms

House in Makawao with Botanical Garden + Ocean Views

5.0

Outstanding (242 ratings)

Makawao, Maui, Hawaii, United States

Balcony/Patio

Details

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Oct 6 - Oct 13

$2,251 for 7 nights

Condo ∙ 5 guests ∙ 1 bedroom

Condo in Kaanapali with Yard, Pool & Grill + Beautiful View

4.8

Outstanding (106 ratings)

Kaanapali, Lahaina, Maui

Balcony/Patio

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Vrbo

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Stay Connected: Monthly Rentals with Internet

Nov 11 - Nov 18

-58%

$3,353

$1,393 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Beautiful Condo in Napili-Honokowai with Oceanfront Pool + Ocean Views

4.4

Very good (15 ratings)

Napili-Honokowai, Maui, Hawaii, United States

Internet

Details

Vrbo

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Oct 26 - Nov 2

-57%

$2,443

$1,043 for 7 nights

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Napili-Honokowai with Pool, Yard & Grill + Ocean Views

4.8

Outstanding (82 ratings)

Napili-Honokowai, Maui, Hawaii, United States

Internet

Details

Vrbo

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Sep 30 - Oct 7

-46%

$3,217

$1,742 for 7 nights

Condo ∙ 7 guests ∙ 2 bedrooms

Luxurious Condo in Napili-Honokowai with Open Parking

4.7

Excellent (30 ratings)

Napili-Honokowai, Maui, Hawaii, United States

Internet

Details

Vrbo

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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Nov 4 - Nov 11

-37%

$5,530

$3,493 for 7 nights

Condo ∙ 8 guests ∙ 3 bedrooms

Charming Condo in Kaanapali with Jacuzzi, Pool & Yard + Close to Beach

5.0

Outstanding (123 ratings)

Kaanapali, Lahaina, Maui

Details

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Oct 26 - Nov 2

-60%

$4,778

$1,924 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Beautiful Condo in Napili-Honokowai with Ample Parking + Expansive Views

4.7

Excellent (83 ratings)

Napili-Honokowai, Maui, Hawaii, United States

Details

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Sep 21 - Sep 28

$3,465 for 7 nights

Condo ∙ 11 guests ∙ 2 bedrooms

Condo in Napili-Honokowai with Grill, Pool & Jacuzzi + Ocean View

4.9

Outstanding (71 ratings)

Napili-Honokowai, Maui, Hawaii, United States

Details

Vrbo

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Monthly Rentals in Maui for Any Type of Traveler

Need a place to stay with a group of eight or more people in Maui?

Begin searching our top cabins for 8+ people and plan the perfect getaway! October is the most affordable month to stay in Maui with a large group, when nightly prices for Monthly Rentals will range from $560 to $991 per night. Book luxurious Monthly Rentals for big groups in Maui, complete with private pool, large kitchen, and plenty of space to relax. HomeToGo offers many Monthly Rentals in Maui with 8+ bedrooms and 8+ bathrooms.

Trying to plan a big family vacation in Maui?

Most Monthly Rentals in Maui will cost around $1,609 per day for a family of 6 people but there are lots of affordable options in Maui to choose from. Lots of Monthly Rentals in Maui come with family-friendly options, including hot tubs, private pool, TV, games, and many others. Maui has lots of fun family-friendly activities to do, including hiking, swimming, biking, and many other activities. Take a look at HomeToGo's selection of spacious Monthly Rentals in Maui, suitable for a large family with five or more rooms and many bathrooms. Start searching for family-friendly Monthly Rentals now!

Looking for a romantic trip in Maui with your loved one?

Search HomeToGo's best Monthly Rentals for couples in Maui today! The cheapest time to book is October with prices starting at $96 per night. There are lots of fun things to do with your partner during your couples vacation, including swimming, hiking, biking, and many other outdoor activities. Book cozy Monthly Rentals in Maui for a couples getaway, equipped with hot tub, sauna, and a beautiful view of Maui's surrounding scenery.

Information about Maui Monthly Rentals

💳 Highest rates	in December
🥳 Busiest month	September
🛏️ Popular home types	Apartment rental and House rental
🌡️ Hottest months	August and July
❄️ Coldest months	64 °F in February and January
🌧️ Rainiest months	January and March

Frequently Asked Questions

How many home rentals in Maui are available to book for a month or longer?

You can find more than 6,349 homes to rent in Maui. The best time to find availability for longer stays is in May when home rentals have high availability.

What kinds of vacation rentals can I find for Maui Monthly Rentals?

There are many House rental and Apartment rental that are perfect for Maui Monthly Rentals.

Maui Monthly Rentals: How much does it cost to rent a vacation home in Maui?

The average price for a vacation rental in Maui is usually around $560 and $991 per night.

Can I find a vacation home for a group for Maui Monthly Rentals?

in Maui, medium-sized groups and families should look for Apartment rental since they usually fit 5 people.

How much does a monthly vacation rental in Maui cost?

Prices for a longer stay in vacation rental in Maui range from $96 per night, but many hosts can offer discounts for stays of 14 days or longer.

Can you find seasonal vacation rentals in Maui have a pool?

Absolutely, over 83% of accommodations in Maui offer a pool.

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