Vacation Rentals & Condos in Maalaea

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Milowai #204--Tropical Maui Oceanfront Condo

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Breathtakingly beautiful” From the morning sunrises with coffee on the lanai to the afternoon/evenings watching the turtles this place is simply amazing. It is very quiet away from the hustle and bustle of being near all the hotels yet very centrally located and easy to get anywhere on the island. We didn't want to leave and can't wait to come back. This will be our Maui home unless we do something crazy and invest in our own piece of paradise

Responds fast! avg. 27 minutes

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Price per night from

$229

Luxury Maalaea Banyans- Perfect Honeymoon Spot! FABULOUS OCEAN VIEWS.

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“What a wonderfully relaxing get-a-way!” From the moment we arrived, we received such a warm welcome! Every detail thought of: a welcome basket of fruit, beautiful flowers in the room & all amenities you need in the condo. We loved this unit & thought it was really cozy. The balcony view was fantastic & we could not get enough of whale & turtle watching along with all the daily boat activities.

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Price per night from

$338

Great rentals within 20 miles that match your search

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$1,821

Luxurious and Private Maui Home with Swimming Pool

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

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Price per night from

$1,031

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$218

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

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$373

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$4,403

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

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$5,548

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$1,431

Grand Champions #48 Stunning 180 Degree Ocean Views. Top Floor Paradise Home

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Best experience ever in USA. Loved every minute of our stay.” #51 @ #48 condos were by far even better than the reviews and pictures described. My family from Canada and myself were truly impressed by the attention to detail and how well the units were presented. From the moment we walked in til the moment we left, we felt right at home with absolutely everything we could have needed or wanted to make our vacation complete.

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Price per night from

$1,009

ROMANTIC MAUI BEACH HOME, 3-BR/3 BATH, 3 MINUTES TO BABY BEACH

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$1,712

Walk to Beach, Condos Garden View #253

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

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Price per night from

$320

“This Place Has Everything You're Looking for on Maui” We really enjoyed staying at Maui Kai 806. The setting suns and moons as well as the layout of the unit, and the extremely helpful staff (especially Rowena) made our stay wonderful. We would recommend this place to our closest friends and relatives. It is ideally situated with access to all that Maui has to offer. Close to terrific beaches (snorkeling, sunning, etc.), close enough to beautiful sightseeing around Maui, and access to wonderful Lahaina, this place is simply amazing. It was my first trip to Hawaii and definitely a 5 star stay. This place rocks!

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Price per night from

$423

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$2,519

Ocean Views from Heliconia 2302 Residences

Lahaina apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 31 minutes

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Price per night from

$1,112

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

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Price per night from

$325

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

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$496

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$280

Wailea Ekolu #503 Panoramic Ocean View, Great Location near Ulua Beach, Wifi

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$814

OCEANFRONT 1 BEDROOM CONDO SPECTACULAR VIEWS!

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“You Should Be Here!!!” Within the pat 2 years, we have experienced an amazing time in Lahaina. Julie is an amazing person to deal with. Her hospitality has always been sincere and genuine. The condo location is ideal good people. Everything is within walk-in distance. Very clean, comfortable, relaxing with an amazing view of the sunset, sunrise, fresh crosswinds,turtles, whales, and that amazing sound of the ocean that serenade you 24/7. As I said before "You Should Be Here." I plan to every year!!!

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Price per night from

$395

Maui Parkshore #304 Gorgeous, Partial Ocean View, Across Kamaole Beach III

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$562

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$500

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$800

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$847

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$392

Maui Parkshore #212 Ocean View, Great Location, Across from Kamaole Beach

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$473

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$414

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$1,042

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$374

Wailea Ekolu #201 Ground Floor Unit, Ocean View Condo, Near Beach, Wifi, A/C

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$625

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Price per night from

$1,001

Palms at Wailea #1507 Ocean View, A/C, Spacious and Beautiful, Near Pool

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$1,069

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$442

“The view... sigh, the view” We stayed on Maui for a week and really enjoyed the central location and ocean view from this property. It's big and comfortable enough for two people and the updates to the unit did not go unnoticed. Would definitely stay again if we were lucky enough to come back!

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Price per night from

$392

Maui Kamaole #L-202 Full Ocean View, Full A/C, Great Location, Great Rates

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$589

Kihei Garden Estates #E-204 Garden View, Across from Beach, Great Rates!

Kihei apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“BEST VACATION EVER !!!!!!!” It was a great rental had everything we needed and more. The location was the best. Pool spa BBQ area for lots of family fun. We are back at home and planing already to come back in February 2014 the kids had so much fun and that is what vacation is all about fun fun and more fun !!!

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$450

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$470

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Price per night from

$1,065

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