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1,490 houses

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 Heated pool Mountain Views

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Price per night from

$1,433

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 Heated pool Mountain Views

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Price per night from

$325

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Rental types Heated pool Mountain Views

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Price per night from

$3,901

“Family Vacation” Fantastic! Wow! Super! Our family of 19 used this condo as our gathering place for meals, games, conversation and relaxing. The 6 of us who actually stayed there felt like we were in the "lap of luxury" - every detail was carefully planned in the condo right down to beach towels, beach chairs, boogie boards, etc. The kitchen area an was a superb place to prepare meals with assistance from the Viking grill on the lanai. The lanai provided breathtaking views of the ever-changing ocean and rainbows. The matriarch of our family had no trouble navigating the condo in her walker and wheelchair.

Responds fast! avg. 31 minutes

Match: Rental types Heated pool Mountain Views

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Price per night from

$829

“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 Heated pool Mountain Views

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Price per night from

$1,721

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Rental types Heated pool Mountain Views

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Price per night from

$1,254

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Rental types Heated pool Mountain Views

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Price per night from

$919

Responds fast! avg. 3 hours 49 minutes

Match: Rental types Heated pool Mountain Views

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Price per night from

$2,044

“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 Heated pool Mountain Views

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Price per night from

$1,206

“Fantastic!!” Everything you could hope for. Unit is amazing. Entire complex is exactly what you want and hope for! Will come back again

Responds fast! avg. 31 minutes

Match: Rental types Heated pool Mountain Views

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Price per night from

$385

“Perfect way to stay in Paradise” The location was great, unit was clean and the beds were amazing. We loved having a kitchen and space.

Responds fast! avg. 31 minutes

Match: Rental types Heated pool Mountain Views

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Price per night from

$448

“Maui vacation” This is our second time staying at Honua Kai but our first time in this unit. We thoroughly enjoyed our stay. Our experience has been wonderful with Maui Westside from our late night arrival to the unit and our subsequent dealings with them. They responded in a timely manner to all our concerns. The unit was well equipped with all the basics such as laundry soup, paper towels and dish soup. We were pleasantly surprised by the partial ocean view from the unit. We look forward to our next visit.

Responds fast! avg. 31 minutes

Match: Rental types Heated pool Mountain Views

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Price per night from

$358

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 Heated pool Mountain Views

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Price per night from

$1,596

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aloha on the ocean

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$201

Hawaii Golf & Sea Condo Waikoloa

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$275

“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, Heated pool

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Price per night from

$465

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

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Price per night from

$600

Come to paradise! Enjoy the calmness & birds singing in the morning!

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$218

Lopaka's Family Lodge in Hilo

Hilo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Terrific!” Bev is so nice and kind. She really looks out for her guests! Beautiful condo style cottage . We love it here and will definitely stayhere the next time we come!

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

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Price per night from

$155

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: Heated pool, Rental types, Mountain Views

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Price per night from

$1,595

Seaview Home Stay

Pahoa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$114

Sacred Garden Retreat—Unique Log House on Maui!

Makawao house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$1,119

4 Bdrm Luxury Golf Course Home with A/C

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$695

“We loved the Hanalei area and can't wait to return.” The Kauai Tree House is an exceptional experience. Our family really enjoyed the openness of the house, the wonderful tropical breezes, and the sounds of the birds, the rain, the frogs, etc. The dogs in the kennel - across the river from the house - bark at different times and that can be annoying when you're trying to sleep, but we acclimated to them quickly and hardly noticed them by the time we left. The kitchen is well-stocked, expect that there was no coffee pot. For a group of caffiene fiends, that was a problem. The house is extremely well-located, with easy access to all of the wonderful beaches and hikes in the Hanalei area. We had a wonderful time here and look forward to returning. Please buy a coffee pot by then!

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

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Price per night from

$325

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: Heated pool, Rental types, Mountain Views

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Price per night from

$785

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: Heated pool, Rental types, Mountain Views

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Price per night from

$286

Custom Built Stone Sided 3 Bedroom Home on 10 acre Private Estate

Hawi house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Heaven in Hawi” Beautiful setting, beautiful home, gracious hosts. Plus superb organic produce, eggs and lamb available from owners. Everything that you need for a peaceful and fun vacation. Spotlessly lean, well appointed kitchen and plenty of space for a family. My family spent 12/21/12 and Christmas 2012 in this beautiful home. One of the best vacations ever! Thank you

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

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Price per night from

$453

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

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Price per night from

$360

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

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$700

Koana Breeze-Breathtaking Sunset & Ocean Views, Hot Tub Living at its finest!

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$600

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: Heated pool, Rental types, Mountain Views

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Price per night from

$208

THIS is Peace & Quiet... *Kohala Lodge* Exceeded our Expectations!

Kohala Coast house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Absolument Magnifique!” Visited from the South of France in January 2013 and just loved it! These buccolic and splendid homestead, far enough from the heat and crowds of Kona, is set in the middle of rolling pastures, with a splendid view of the ocean! The cabin is rustic, yet refined and extremely comfortable! Chris and Carol have a wonderful eye for details and a great sense of aesthetics. The house is located near the charming and laid back town of Hawi which, by the way, has a gorgeous banyan tree, and a lovely farmers market under it, where Chris and his band play bluegrass music! It doesn't get any better...This is truly paradise!!!

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

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Price per night from

$572

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: Heated pool, Rental types, Mountain Views

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Price per night from

$171

Hanalei Bay Villas 26-ocean view, short walk to beach, with lots of extras!

Princeville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 22 minutes

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

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Price per night from

$297

Hale Maile - Adorable, beautiful Hanalei home TVNC #1352

Hanalei house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$500

Haena Place - Walk to the beach! TVNC #4232

Hanalei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$495

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

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$500

Ti Hale - Gorgeous and expansive Princeville home

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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

2 of 3 filters match

Price per night from

$400

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