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Private pool
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Heated pool
Private indoor pool
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Cot available
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Beach or lakeside relaxation
Skiing – property near ski resort
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269 condos

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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

$230

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

$339

Great rentals within 20 miles that match your search

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

3 bedrooms
3 bathrooms

sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

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Price per night from

$1,598

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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Price per night from

$374

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

3 bedrooms
4 bathrooms

sleeps 6

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Price per night from

$4,419

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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Price per night from

$5,568

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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$1,718

MAUI KAI 806 High 8th Floor Oceanfront RENOVATED Condo NO CLEANING FEES mk806com

Ka'anapali apartment

1 bedroom
1 bathroom

sleeps 2

“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

$424

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$2,529

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

Kihei house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$1,828

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

$1,035

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

1 bedroom
2 bathrooms

sleeps 4

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Price per night from

$219

Ocean Views from Heliconia 2302 Residences

Lahaina apartment

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 46 minutes

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Price per night from

$1,116

SUGAR BEACH RESORT, #535^

Kihei apartment

2 bedrooms

sleeps 6

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Price per night from

$327

MAKENA SURF RESORT, #C-102

Wailea apartment

2 bedrooms

sleeps 6

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Price per night from

$498

Mahina Surf Unit 227

Lahaina apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$281

Maui Paradise! Vast Ocean View! Amazing privacy. 4 bedroom. No tourists around

Haiku house

4 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$805

KBM Resorts: Kahana Reef KHR-408, 1 Bedroom Remodeled, Stunning Ocean Views for

Napili-Honokowai apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$231

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

$321

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

$1,436

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

Wailea Ekahi 46F Spacious 2 bedroom 2 Bath Condo in Wailea - In upper village

Wailea apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great trip to Maui” My family and I enjoyed our time at Ekahi. Loved the view from the balconies, and chairs and other beach equipment was there for our use. The property management was very accomodating and when we had one thing missing from the condo, it was there the next day. I think this is a great condo for a family of 2 adults 2 the layout offers privacy in the master suite and a pool, is just outside the condo. Just be advised, it is a bit of a walk to the beach, however, you can drive down and park. The grounds are beautifully maintained. Quiet and pleasant. Lovely pool and rec area at the beach. I would stay here again, just a little closer to the beach.

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Price per night from

$465