Maui Vacation Rentals

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1,541 condos

Ko Olina Beach Villa BT1003 - Ocean Views 10th Floor Sunset and Ocean Views

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“First rate all the way” This location goes beyond all expectations. Everyone visiting Hawaii has preconceived ideas and expectations, this condo goes well beyond what you are expecting. I highly suggest this triple a location and enjoy the area! Fabulous

Match: Iron Private outdoor pool (heated) Private outdoor pool (unheated)

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Price per night from

$679

Ko Olina Ocean View 9th Floor 3 Bedroom Penthouse

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Iron Private outdoor pool (heated) Private outdoor pool (unheated)

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Price per night from

$849

Responds fast! avg. 2 hours 7 minutes

Match: Iron Private outdoor pool (heated) Private outdoor pool (unheated)

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Price per night from

$1,603

Hualalai 72-105 Pakui~private residence~pool~spa~walking distance to resort

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

Match: Iron Private outdoor pool (heated) Private outdoor pool (unheated)

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Price per night from

$5,888

Steps to Kailua Beach; Newly Remodeled, Spacious home w/heated pool.

Kailua house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 7 minutes

Match: Iron Private outdoor pool (heated) Private outdoor pool (unheated)

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Price per night from

$1,596

Luxury Home w/heated pool/spa steps from Kahala Beach

Honolulu house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

Match: Iron Private outdoor pool (heated) Private outdoor pool (unheated)

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Price per night from

$1,586

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Exclusive Home at Hualalai | Heated Pool | Hot Tub | Ocean Views | Cottage

Kailua-Kona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$6,975

Kolea 16A

Waikoloa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$591

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$592

Kahana Sunset A2 - Direct Oceanfront - Pristine Pacific Views - Free Fun

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$457

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$284

Kahana Sunset C2C - Need a break from the Cold? Sunshine and Sandy Beach Maui St

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$225

Kahana Sunset E4E - Beautiful Sandy Beach - Swimming and Snorkeling!

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$209

Napili Shores D-125 - Napili Bay and Complimentary Activities

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$207

Kahana Sunset A9 - Spacious Oceanfront Condo with Two Lanais!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$423

Napili Shores A-102 - Summer Specials! - Oceanfront on Napili Bay

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$243

Napili Shores H-268 - Views of the Pacific from your private Lanai

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$313

Maalaea Banyans 418 - Oceanfront! - Free Fun! - Special Winter Rates

Wailuku condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$347

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$243

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$410

Private home at Hualalai Resort, near Four Seasons. Pool, Spa, Exclusive!

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$5,888

Kahana Sunset A8 - Direct Oceanfront - Two Lanais - Free Fun

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$434

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$284

Kahana Sunset B4 - Ocean View! $750 Free Daily Activities!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$376

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$283

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$365

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$3,603

Napili Shores G-155 - Summer Specials - Free Activities

Kapalua studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$260

Responds fast! avg. 2 minutes

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$272

WAIKIKI 1BD CRN,FREE PKG,WIFI,NETFLIX,YOU TUBE, BEACH ITEMS,CALLS,

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Great” We arrived late after 3 weeks in usa mainland, where we did not stop. Getting our keys and into theunit was so easy. It was so close to get to everything from the unit. We had a family of five and with the sofa bed out it was quite tight. Maybe not so many little tables and trinkets. But that would be our only complaint. Everything was just as the photos showed and a great place for a family. We went and did food shopping at safeway, but then found Wallmart cheaper. Thanks heaps for having us

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$194

ULTRA LUXURY SOLARA LUXE POOL VILLA D101, NEWLY RENOVATED, SLEEPS 8!

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Even more beautiful than the pictures.” We highly recommend Tropical Villa Vacations. Irene helped us find the perfect spot for our vaction. D101 is a beautiful addition to their inventory. The unit is spectacular. The Wailea Beach Villas property is a perfect spot for anyone looking for a luxurious condo in the heart of Wailea. Beautiful property, great ocean views and top notch service from a team that truly cares about your vacation experience!

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$1,650

REMODELED BEACHFRONT ESTATE, MAGNIFICENT MANGO SURF

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Kihei Private Home” Wanted to try "villa" living on Maui and this was spectacular! Private, modern, fully equipped and right on the beach. Easy to get to anyplace on Maui. Able to but local seafood and vegetables and cook great meals rather than dine out every night. There was nothing we wanted for and will likely return again!

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$1,595

NEWLY RENOVATED, PRIVATE BEACHFRONT HIDEAWAY ^MOANA^ SLEEPS 8!!

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Paradise vacation” Moana Hideaway met all of our families needs. We didn’t even have to rent snorkel equipment because the property provided enough sets for all eight of us. The house is spacious and a single story so the older relatives didn’t have to climb stairs. The sunsets and sunrises were spectacular. Watching the green sea turtles while in the pool made our trip the ultimate Hawaiian experience. The property mgmt group was available for our questions and made sure everything was to our liking. Hoping to return to this amazing property some time in the future.

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$2,995

LUXURY BEACHFRONT KA'ANAPALI BEACH! FABULOUS SEA SHELLS BEACH HOUSE – Slee

Ka'anapali house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“A Fantastic Home Right on the Beach Where You Wouldn't Expect it” We were looking for a beachfront house on Maui for a family of 7 (one an infant). In the end, we liked the options in Kihei but most were in an area where the beach wasn't great, so we looked at West Maui. This house caught our eye. The house is located on the property where the old Ka'anapali airport used to be until the mid-1980s. While this area is mostly full of resorts, this house is wedged in with a few other properties between the big hotels. The house itself is all about the big family room/sitting area/kitchen which is huge and great. There is a big master bedroom and two other standard bedrooms with one open office corner. The layout of the house is a bit strange - it's not how I would allocate space in my own place, but it was great for a rental. There is a ton of natural light and a great view straight out to the water. The yard area is great with a hammock between two palm trees, a full bbq area, an above ground spa, and a shallow pool. Even though the walkway along the beach is nearby, the landscaping is done so well that you rarely see it. You feel isolated. It's a short walk through that landscaping and you're on a great beach. It's a bit narrower than some other parts of Ka'anapali but it's also much less crowded since it's not in front of a resort. The sand is great, and a reef begins in the ocean just to the north of the property for snorkeling. (We had a nice swim with a turtle.) Our concierge that met us there was very helpful and stayed with us initially to get us oriented, as did the property manager.

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$1,850

“A terrific experience.” The location and unit were perfect (except for the large sliding doors which never closed well.) We had little contact with your staff but what we had was great.

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$1,199

“Total luxury - we would definitely stay here again!” The villa itself (G102) was perfect. The finishings and furnishings are top quality. Much better than staying at one of the hotels. This villa is so spacious with the grass area and plunge pool. The beds are amazing!! Tropical villa vacations staff were so helpful and friendly, extremely professional. We would definitely recommend this villa.

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$999

“The unit far exceeded out epectations!!” Th villa was as beautiful as presented on line. Very spacious and , well appointed. The kitchen featured high end appliances not normally seen in rental units. Beautiful decor. The owner has clearly put a lot of thought and resources into the comfort of his guests, right down to a fully stocked executive bar to every kitchen gadget you could possibly think of!!! The location was perfect. The unit was strategically located between the adults only and family pools... just s two minute walk to the beach. The concierge and rental agents were a pleasure to deal with and usually responded to any request within a hour. Great unit! Great experience!

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$999

SOUTH MAUI'S SPECTACULAR OCEANFRONT WAILEA SUNSET ESTATE WELCOMES YOU!

Wailea house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

“Truly Spectacular” This house is nothing short of spectacular. We chose this home for a family get-together and it worked perfectly. The Master Suite gave my husband and me the privacy we wanted, while our children and grandchildren had their own privacy. Each bedroom has its own bath. Everything was provided and ready for us upon arrival. We had T-times for golf, paddle boards, sea kayaks, snorkeling gear, as well as high chairs and cribs. Nothing was overlooked. We even took the opportunity to have a private chef (highly recommend just for the experience) cook dinner four different evenings, as well as adding on some additional cleaning. The sunsets were beautiful, the whales were breeching and the turtles surfed up to the rocky beach every night. Because of a tropical storm, we were able to watch professional surfers from our chairs on the grass. The larger hotels are within walking distance, but other than using the Spa facility at the Four Seasons, we felt no reason to leave this beautiful property. The management of Tropical Villa Vacations were extremely professional and easy to work with. For a group I would highly recommend this home. Everyone in our family had such a relaxing get-away that we plan to make this a bi-annual vacation and can't wait for 2016. There is nothing better than spending quality time with family, and this is the house to spend it in...truly spectacular!

2 of 3 match: Iron, Private outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$2,895

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