Homes and Cottages: Maui Rentals

Privacy, Comfort, Convenience -- And Surprisingly Affordable

Think Maui home rentals are too expensive for you to consider? Not so! A Maui rental home can provide a very affordable travel experience. For friends and families traveling together, or for large families, the extra space—with multiple bedrooms and bathrooms—and the option to dine “at home” can make homes an economical and practical choice. Maui vacation rentals can range from small, cozy beach cottages to exquisite, ultra-luxurious estates. 

For your protection, all vacation rentals on our site are operating legally with the required County permits (when applicable), and permit numbers are listed on each property’s page.

Pacific Paradise Kaanapali

Lovingly remodeled in tropical, contemporary elegance gathered from around the world, Pacific Paradise Kaanapali will accommodate up to 8 of your family and friends with 4 bedrooms and 4 bathrooms. ENVISION sunning by the...See More →

Rates from: $950  

Guests: Up to 8

Bedrooms: Up to 4

Wailea Sunset Bungalow

The Wailea Sunset Bungalow is a little slice of heaven on earth in a prime location nestled between two sandy swimming beaches along one of Maui’s most sought-after stretches of coast. This vintage 2-bedroom,...See More →

Rates from: $1450  

Guests: Up to 4

Bedrooms: Up to 2

Moana Hideaway

Moana Hideaway includes both a 3-bedroom/3-bath main house and a free-standing traditional-style cottage home with an additional 1-bedroom/1-bath for a total 4-bedroom/4- bath accommodation. Here you will find intimate luxury with an elegant beach...See More →

Rates from: $2650  

Guests: Up to 8

Bedrooms: Up to 4

Dreams Come True on Maui

We welcome you to discover "Aloha" here at Dreams Come True on Maui Bed and Breakfast and Cottage rental in South Maui. We offer two bed and breakfast suites--each with private entrance, private bath...See More →

Rates from: $135  

Guests: Up to 4

Bedrooms: Up to 1

Opal Seas at Baby Beach

In all of Maui island there are very few homes that are set directly on a sandy beach, and Opal Seas is one of those rare gems. Step out of this modern luxury beachfront...See More →

Rates from: $2850  

Guests: Up to 6

Bedrooms: Up to 3

iTrip Vacations Maui/Vacation Rentals

iTrip Vacations Maui offers a collection of private homes and studio, one- and two-bedroom condos located in the most popular areas of West and South Maui.  Our fully furnished Maui vacation rentals provide spacious living...See More →

Rates from: $133  

Guests: Up to 12

Bedrooms: Up to 6

Wailea Sunset Estate

Wailea Sunset Estate is a beautiful 4,400-square-foot modern luxury estate with four bedrooms and five and a half bathrooms. The home has a stunning panoramic ocean front setting. A sprawling manicured lawn slopes down...See More →

Rates from: $3925  

Guests: Up to 10

Bedrooms: Up to 4

Sea Shells Beach House

Sea Shells Beach House is a beautiful beachfront vacation home with 3 bedrooms and 5 bathrooms (3 full baths, 2 half baths), set directly on famed Kaanapali Beach. This west-facing home serves up glorious...See More →

Rates from: $2595  

Guests: Up to 6

Bedrooms: Up to 3

Coral Gardens Estate at Makena Bay

One of the most striking four-bedroom four-bath luxury vacation homes on Maui, Coral Gardens Estate at Makena Bay features breathtaking panoramic ocean views from its expansive open-air great room as well as from three...See More →

Rates from: $3000  

Guests: Up to 8

Bedrooms: Up to 4

Hale Napua Maui

Hale Napua Maui is a lovely 4-bedroom private home in Kihei, newly permitted for vacation rentals. Our South Maui rental home accommodates up to eight guests, providing  2,400 square feet of living space. Hale...See More →

Rates from: $545  

Guests: Up to 8

Bedrooms: Up to 4

Hana’s Finest Rentals

Aloha and welcome to Hana's Finest Rentals, featuring a selection of beautiful places to stay while vacationing in secluded Hana. We are a small group of private owners, offering a variety of oceanfront and ocean view vacation...See More →

Rates from: $275  

Guests: Up to 4

Bedrooms: Up to 2

Mango Surf Beachfront Villa

Mango Surf Beachfront Villa offers intimate luxury with an elegant beach house ambiance on a half-acre property with gated back yard, sumptuous pool area, and a sprawling emerald green lawn that reaches to the...See More →

Rates from: $2500  

Guests: Up to 6

Bedrooms: Up to 3

Sapphire Seas Beach Estate

A rare gem, Sapphire Seas offers the ideal Maui luxury escape ─ seamless indoor-outdoor living on a flowering half-acre and privacy-gated property set back on the ocean side of a quiet residential street, yet...See More →

Rates from: $3395  

Guests: Up to 8

Bedrooms: Up to 4

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