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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.

 

Featured Property
Hale Alana Estate


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: $4300  

Guests: Up to 8

Bedrooms: Up to 4

5 Unique Maui Getaways You Didn’t Know About

For most Maui visitors, staying in a luxurious resort or vacation condo is the status quo. But for intrepid travelers— or repeat visitors seeking a change of pace— typical Maui accommodations just don’t cut...See More →

Hale Alana Estate

The Hale Alana Estate vacation home is a beautiful, spacious, Polynesian-style home with 3 bedrooms and 3 bathrooms, 2 of which are master bedroom suites. This lovely vacation rental is situated on a 1/2-acre...See More →

Rates from: $350  

Guests: Up to 6

Bedrooms: Up to 3

Hale Ulu Lulu Cottage

Hale Ulu Lulu is an elegant one bedroom, one bath cottage  just 3 miles from Hana town. This guest house has warm tropical colors, original local artwork, Hawaiian antiques and Polynesian exotica. The furnishings...See More →

Rates from: $395  

Guests: Up to 1-2

Bedrooms: Up to 1

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: $1395  

Guests: Up to 4

Bedrooms: Up to 2

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: $4650  

Guests: Up to 10

Bedrooms: Up to 4

Hale Manu Cottage

Hale Manu is a large two-bedroom, one-bath guest house. The cottage name means “Bird House” and has a relaxed, fun and playful personality. You will wake up to the sounds and sights of the...See More →

Rates from: $395  

Guests: Up to 4

Bedrooms: Up to 2

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: $1099  

Guests: Up to 8

Bedrooms: Up to 4

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

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: $2695  

Guests: Up to 8

Bedrooms: Up to 4

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: $2995  

Guests: Up to 6

Bedrooms: Up to 3

Iao Valley Inn Cottage

Experience the REAL Maui. Stay in this detached private 1-bedroom cottage in Iao Valley with direct views of the West Maui Mountains and the Wailuku River flowing just steps away. The Iao Valley Inn...See More →

Rates from: $470  

Guests: Up to 2

Bedrooms: Up to 1

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

What You Should Know When Booking A Maui Vacation Rental

Booking Maui vacation rentals can be a great alternative to busy, high-priced resorts. Some visitors gravitate towards vacation rentals because many offer full kitchens, washer/dryers, and a homey atmosphere that hotels often lack. But...See More →

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: $3250  

Guests: Up to 6

Bedrooms: Up to 3

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