Vacation Rentals & House Rentals in Hawaii

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Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$218

Exclusive area, heated infinity pool, ocean view, private yard, putting green

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$1,605

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$2,524

Ko Olina Ocean View 9th Floor 3 Bedroom Penthouse

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$851

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$919

“Restful Vacation in Paradise” We were fortunate to have almost two weeks to enjoy this lovely home located just a few minutes walk from beautiful Po'ipu Beach. We enjoyed hours on the lanai over coffee in the AM, and cocktails in the evening. Our long flight from the east coast meant our bodies were ready for the day at 5AM so we took advantage by observing the amazing stars giving way to the sunrise on both Shipwreck and Po'ipu beaches. The helpful hints inside the house binder gave us directions to some "off the grid" activities like waterfall hikes and rope swings - which our teenagers loved. (Bear in mind that the directions assume you're coming from Lihue, not the house - so plan your route accordingly!) The layout of the house is perfect for privacy whether you are traveling with teens or other couples. The house was stocked with the essentials and then some, which made our trip relaxed and fun. We didn't need to contact the caretakers during our trip, as everything we could have needed had been anticipated and provided for -the house was spotless upon arrival and easy to maintain while we were there. We can't wait to return.

Responds fast! avg. 3 hours 49 minutes

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$1,206

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.

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$373

Kona View Estate

Holualoa villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing, Spectacular, Beautiful and Highly recommended!” We arrived at night to Kona View and just the drive there was awesome! Once we arrived we were greeted by Randy and atsumi. The house was lit up and we could see the infiniti pool and some of the beautiful vegetation in front of the house. The house was clean and bright and modern. Our first morning at Kona View Estates was quiet and we had fresh Kona ground coffee delivered hot to us by Randy. The next 12 days were full of rest and relaxation and its finest! We will definitely be returning next year if we can!!!

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$517

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$4,415

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

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$5,559

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.

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$339

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

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$681

“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!

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$424

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

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$458

Responds fast! avg. 2 hours 20 minutes

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$224

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$326

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$497

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$281

Honolulu's Luxurious Cliff House (Min 30-days)

Hawaii Kai house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,442

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

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

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Price per night from

$194

“Wonderful, Beautiful, Comfortable Home!” This home was everything it was advertised and so much more! 12 of us stayed here in great comfort and relaxation. This house was perfect for a week getting ready for a destination wedding. Our sincere gratitude to Ning and her family for having everything ready and organized for our stay. I highly recommend this house and all of us can’t wait to plan our next trip to use this home again. Thank you again! Amber & Ryan Lowe

Responds fast! avg. 3 hours 49 minutes

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,721

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$600

KONA REEF D-32: Absolute Oceanfront, Top Floor, Private

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$328

Kona Isle C28. Corner Unit, 2nd Floor, Ocean Views, & Air Conditioning!

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$250

“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!

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$392

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$476

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

“Great 2 bdrm condo in central location” Very nice home away from home.Great location, convenient to lots of activities. Will recommend to friends and family.

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$621

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$856

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,699

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$567

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$506

Palms at Wailea #1902 Garden View, A/C Throughout, Fast Wifi, Shared Hot Tub

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A breath of fresh air” I have stayed at many different rentals never knowing if the pictures show what the condo really looks like. This rental was exactly what was shown and more! We were impressed with the updated features and location. The balcony was our favorite and the condo was very clean and accommodating for all our needs. Thank you for having a beautiful place that added to a wonderful vacation!

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$500

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$670

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$490

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$358

1 of 2 match: Private fishing lake or river, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$354

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