Vacation Rentals & House Rentals in Hawaii

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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 58 minutes

Match: Private pool Mountain Views Water sports

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Price per night from

$1,317

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: Private pool Mountain Views Water sports

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Price per night from

$680

The Pineapple Palace

Milolii house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 30 minutes

Match: Private pool Mountain Views Water sports

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Price per night from

$545

Ko Olina Ocean View 9th Floor 3 Bedroom Penthouse

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private pool Mountain Views Water sports

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Price per night from

$749

“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!

Match: Private pool Mountain Views Water sports

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Price per night from

$423

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Private pool Mountain Views Water sports

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Price per night from

$917

Responds fast! avg. 3 hours 49 minutes

Match: Private pool Mountain Views Water sports

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Price per night from

$2,044

Hale Ohana, Pool, Ocean View Home/Hawaii Kai, Oahu 3+BD/3Bath

Hawaii Kai house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private pool Mountain Views Water sports

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Price per night from

$912

“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

Match: Private pool Mountain Views Water sports

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Price per night from

$1,204

Responds fast! avg. 2 hours 20 minutes

Match: Private pool Mountain Views Water sports

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Price per night from

$224

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!

Match: Private pool Mountain Views Water sports

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Price per night from

$1,032

Match: Private pool Mountain Views Water sports

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Price per night from

$458

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Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Water sports, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$144

Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Water sports, Mountain Views, Private pool

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Price per night from

$700

Nihilani 22C: Spacious Condo on Beautiful Kauai's North Shore, with A/C!

Princeville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Time in paradise” We all enjoyed to stay in this beautiful house in awesome location on Kauai . House has everything that you may need , from stuff to bake cupcakes to soft boards , beach chairs and toys for children . During our stay we had planty of time to check the whole island and can say that Princeville has the best views , beaches and it is the best place to be on the island. If you have a car it's 5-7 minutes ride to the mist beautiful Hanalei beach or also amazing Anini beach. I highly recommend this property and want to be back here the next year !!

2 of 3 match: Water sports, Mountain Views, Private pool

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Price per night from

$345

“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.

2 of 3 match: Water sports, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$465

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.

2 of 3 match: Water sports, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$1,593

2 of 3 match: Water sports, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$600

Laguna Surf

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Mountain Views, Water sports, Private pool

2 of 3 filters match

Price per night from

$344

Seaside Studio with A/C & Oceanview

Poipu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$316

BAMBOO 2 at Tiki Moon Villas: 2 bdrm/2ba

Laie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$499

High end 3 bedroom/2 bathrooms Ocean View. Minimum 5 nights.

Honolulu apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$797

Cargo Container HomeOnTheLava~ Ocean & Volcano View sleeps 4

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$153

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$1,124

Responds fast! avg. 3 hours 33 minutes

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$207

The Pineapple Express

Milolii house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 30 minutes

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$155

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$688

The Heavenly Valley Retreat

Kahala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$81

Oasis in Paradise

Aiea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$344

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$173

Large Family Friendly, Re-modeled Princeville Home

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$1,031

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$665

Premium Studio w/kitchen and FREE parking.

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$201

The Ohana House, Amazing Tiny Home on A Volcanic Lava Field

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$194

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$171

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$304

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$458

2 of 3 match: Private pool, Mountain Views, Water sports

2 of 3 filters match

Price per night from

$194

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