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1,227 houses

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

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private pool Mountain Views

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Price per night from

$700

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

Match: Rental types Private pool Mountain Views

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Price per night from

$1,431

The Pineapple Palace

Milolii house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 28 minutes

Match: Rental types Private pool Mountain Views

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Price per night from

$544

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 !!

Match: Rental types Private pool Mountain Views

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Price per night from

$345

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.

Match: Rental types Private pool Mountain Views

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Price per night from

$1,592

“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

Match: Rental types Private pool Mountain Views

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Price per night from

$1,718

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

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Rental types Private pool Mountain Views

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Price per night from

$1,712

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Rental types Private pool Mountain Views

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Price per night from

$916

Responds fast! avg. 3 hours 49 minutes

Match: Rental types Private pool Mountain Views

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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: Rental types Private pool Mountain Views

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Price per night from

$911

"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

Match: Rental types Private pool Mountain Views

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Price per night from

$1,821

“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: Rental types Private pool Mountain Views

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Price per night from

$1,203

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: Rental types Private pool Mountain Views

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Price per night from

$1,031

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: Rental types Private pool Mountain Views

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Price per night from

$1,596

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Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Mountain Views, Private pool

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Price per night from

$144

“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: Rental types, Mountain Views, Private pool

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Price per night from

$465

2 of 3 match: Rental types, Mountain Views, Private pool

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Price per night from

$600

NEW! Gorgeous 4/2 Home w OceanView on a Fruit Farm

Honomu house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 38 minutes

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$286

COZY OFF GRID LAVA HOME - 2 Stories, Ocean View

Pahoa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$171

The Phoenix House-Tiny Home on Volcanic Lava Field

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 38 minutes

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$208

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$360

Beautiful, spacious 4 bedroom/4.5 bath home with Ocean views, A/C, and sauna

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$785

Hanalei Happy Place Main House - TVNC#1158

Hanalei house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$1,000

Lola Hale - Spacious Hawaiiana home, A/C & Hot Tub

Princeville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$450

Papio Place - Upscale Hanalei home TVNC#5126

Hanalei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$3,500

La'au Hale - Ultimate home comfort

Princeville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$395

Emmalani Oasis - Designer home with mountain views

Princeville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$400

Laule'a 'Ohana Hale - Luxurious 'Ohana home with A/C

Princeville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$395

Hale Alaula - Exclusive home at Sunset Drive

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$475

Hale Maile - Adorable, beautiful Hanalei home TVNC #1352

Hanalei house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$500

Hale Ko'olau - A tropical paradise! TVNC#1017

Hanalei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$600

Ti Hale - Gorgeous and expansive Princeville home

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$400

Kealoha - Spacious home on golf course lake with A/C

Princeville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$325

Haena Place - Walk to the beach! TVNC #4232

Hanalei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Rental types, Mountain Views

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Price per night from

$495

Hale Hina - Upgraded Hawaiian luxury home TVNC #1297

Hanalei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$700

Surf Hale - Elegant and luxurious retreat

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$495

Hanalei Ohana - The ultimate home TVNC#5128

Hanalei house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$900

Posa Jiva - Newly built, high-quality Kauai luxury residence

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private pool, Rental types, Mountain Views

2 of 3 filters match

Price per night from

$500

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