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. All vacation rentals on our site are operating with the required Maui County permits.

Hale Heavenly Hana

Imagine your own secluded tropical paradise, with all the comforts of home. Hale Heavenly Hana has hosted many people seeking the solitude and serenity of the Hana coast for over 30 years. The charm...See More →

Rates from: $300  

Guests: Up to 4

Bedrooms: Up to 2

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: $995  

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: $105  

Guests: Up to 12

Bedrooms: Up to 6

Kaanapali Hale Home

Kaanapali Hale is a beautifully remodeled 2,200-square-foot 5-bedroom 3 1/2-bath home located on the Kaanapali south golf course, a short walk to Kaanapali Beach. Amenities include a private pool, a comfortable pool area with...See More →

Rates from: $850  

Guests: Up to 10

Bedrooms: Up to 5

Hale Nui Kaanapali Home

If you have been searching for a luxurious, spacious property to call your Maui home while you are on vacation, then look no further. . .Hale Nui awaits! Just a two-minute drive to Airport...See More →

Rates from: $1800  

Guests: Up to 10

Bedrooms: Up to 5

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

Hale Holokai Home

Hale Holokai is a newly remodeled six-bedroom home with a private pool located across from Maui's famed Kaanapali Beach Resort. The house features two master suites and additional bedrooms to comfortably fit two to...See More →

Rates from: $1200  

Guests: Up to 12

Bedrooms: Up to 6

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: $825  

Guests: Up to 8

Bedrooms: Up to 4

MauiHouse4Rent

Great for large families or couples traveling together! Our MauiHouse4Rent Kihei vacation home is a 5-bedroom 3-bath house, beautifully decorated in cozy Hawaiian beach style decor with all the amenities and comforts of home. Featuring two full...See More →

Rates from: $550   - $ 1100

Guests: Up to 10

Bedrooms: Up to 5

Hale Mauka Makai

This beautiful 3 bedroom, 3 bath Haiku home conquers your heart and soul the moment you step in, with its simple elegance and unbelievable feeling. Set on over 4 acres of estate-like gardens, Hale...See More →

Rates from: $600  

Guests: Up to 9

Bedrooms: Up to 3

Hana Oceanfront Cottages

Dreaming of Paradise? Join us at Hana Oceanfront Cottages in either our Hamoa Beach Cottage or Villa and experience romance, serenity, adventure, and breathtaking natural views at our elegant oceanfront hideaway. The seclusion and...See More →

Rates from: $335  

Guests: Up to 2

Bedrooms: Up to 1

Ho’okipa Bayview Cottage

Ho'okipa Bayview Cottage in Haiku has a spectacular ocean/sunset view. Luxurious king bed, deep soaking tub for 2. Spacious walk-in luxury shower plus 2 side-by-side outdoor showers off the private sundeck overlooking a peaceful...See More →

Rates from: $289  

Guests: Up to 2

Bedrooms: Up to 1

Kaanapali Vista Home

Kaanapali Vista is a beautiful 4-bedroom private resort home located in the Kaanapali Resort, walking distance to Kaanapali Beach and Whalers Village. Amenities include a private pool and outdoor jacuzzi tub. Kaanapali Vista's master...See More →

Rates from: $795  

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 these rare gems. Step out of this modern luxury beachfront...See More →

Rates from: $2150  

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: $2600  

Guests: Up to 8

Bedrooms: Up to 4

KNV Oceanfront Home

Featuring 4 direct beachfront suites, this beautiful Maui oceanfront home is a private 6-bedroom 4.5-bath property with pool and spa. KNV is located in Kahana, West Maui, and sleeps up to 12 guests. The Bali...See More →

Rates from: $1800  

Guests: Up to 12

Bedrooms: Up to 6

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: $2700  

Guests: Up to 8

Bedrooms: Up to 4

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: $1695  

Guests: Up to 8

Bedrooms: Up to 4

Menehune House

Menehune House in Paia is located within easy walking distance to Mama’s beach (the Kuau Channel) for surfing and windsurfing access. This charming “beach house” style home offers three bedrooms (all with queen size...See More →

Rates from: $425  

Guests: Up to 6

Bedrooms: Up to 3

Maui by the Sea

Maui by the Sea is a beautiful vacation rental—an ideal oceanview cottage located on an oceanfront property between Paia and Hookipa, on Maui's scenic and exciting North Shore. Our two-story plantation-style cottage has gorgeous...See More →

Rates from: $275  

Guests: Up to 2

Bedrooms: Up to 1

Hamoa Bay House and Bungalow

Tucked away behind large stands of graceful bamboo is the very private and peaceful Hamoa Bay House and Bungalow. Enjoy sea views from the verandas. Listen to the sounds of nature, the breezes, the...See More →

Rates from: $285  

Guests: Up to 4

Bedrooms: Up to 2

Milo Bungalow and Palm Cottage

Four-bedroom Milo Bungalow and two-bedroom Palm Cottage are Hawaiian themed and are located on the same ocean front lot in the heart of Paia, but are surprisingly private. One or both are perfect for...See More →

Rates from: $325  

Guests: Up to 11

Bedrooms: Up to 6

Kamaole Villa

Location, location, location! Kamaole Villa is a favorite amongst our guests who have stayed elsewhere on the island. Let go of your stress here in this lovely, lavish home on one of the best...See More →

Rates from: $1700  

Guests: Up to 6

Bedrooms: Up to 3

Huelo Point Lookout

Especially popular with honeymoon couples, Huelo Point Lookout is a unique hideaway with gorgeous views sweeping along Maui’s north shore cliffs to Hana, then back inland right up to the 10,000-foot summit of Mt...See More →

Rates from: $250  

Guests: Up to 8 + kids

Bedrooms: Up to 4

Friendly Beach Vacation Suite

Our Friendly Beach Vacation Suite is located on what some people call the best watersports vacation beach in the world...others call it the best "chill spot" on Maui. Situated between Kanaha and Baldwin Beach...See More →

Rates from: $325  

Guests: Up to 4

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: $115  

Guests: Up to 4

Bedrooms: Up to 1

Koali Ranch Cottage

Koali Ranch Cottage offers a billion dollar view of pasture lands and shoreline that makes visitors exclaim "WOW" as they enter the Dutch doors of this cozy cottage. This is a place to relax....See More →

Rates from: $170  

Guests: Up to 2

Bedrooms: Up to 1

Shambala Tropical Estate

Shambala Tropical Estate is a secluded and very private six bedroom, 11,000-square-foot enclave on 2 acres perched on a gentle slope overlooking Wailea Resort, Kihei Town and the sunny coastline of South Maui. Double-gated...See More →

Rates from: $6500  

Guests: Up to 12

Bedrooms: Up to 6

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: $1650  

Guests: Up to 6

Bedrooms: Up to 3

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