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: Air conditioning Private pool Mountain Views

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Price per night from

$1,431

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: Air conditioning Private pool Mountain Views

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Price per night from

$679

Waipouli Beach Resort C105 - Ground Floor, Garden views, central A/C, W/D

Kapaa apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“will go back for sure” it was a great experience great location, great place I will definetly go back

Match: Air conditioning Private pool Mountain Views

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Price per night from

$350

“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.

Match: Air conditioning Private pool Mountain Views

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Price per night from

$465

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: Air conditioning Private pool Mountain Views

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Price per night from

$345

Ko Olina Ocean View 9th Floor 3 Bedroom Penthouse

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Air conditioning Private pool Mountain Views

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Price per night from

$749

“Recomendation” It would be nice to have ceiling fans in the bedrooms and a light over the dining table. I did not receive a conformation with my room entry code number, had to get security to let us in. A guest from Billings, MT

Match: Air conditioning Private pool Mountain Views

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Price per night from

$350

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: Air conditioning Private pool Mountain Views

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Price per night from

$1,592

Match: Air conditioning Private pool Mountain Views

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Price per night from

$350

“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: Air conditioning Private pool Mountain Views

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Price per night from

$1,718

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Air conditioning Private pool Mountain Views

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Price per night from

$218

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

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Air conditioning Private pool Mountain Views

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Price per night from

$1,712

“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: Air conditioning Private pool Mountain Views

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Price per night from

$423

Walk to Beach, Condos Garden View #253

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

Match: Air conditioning Private pool Mountain Views

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Price per night from

$320

Responds fast! avg. 3 hours 49 minutes

Match: Air conditioning Private pool Mountain Views

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Price per night from

$2,044

Hanalei Bay Resort 6101/2

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Air conditioning Private pool Mountain Views

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Price per night from

$344

"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: Air conditioning 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: Air conditioning Private pool Mountain Views

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Price per night from

$1,203

Hanalei Bay Resort 8133/4

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Air conditioning Private pool Mountain Views

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Price per night from

$329

Responds fast! avg. 2 hours 20 minutes

Match: Air conditioning Private pool Mountain Views

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Price per night from

$224

Match: Air conditioning Private pool Mountain Views

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Price per night from

$600

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: Air conditioning Private pool Mountain Views

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Price per night from

$1,596

Match: Air conditioning Private pool Mountain Views

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Price per night from

$733

These homes match some but not all of your filters. Clear all filters

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Air conditioning, 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: Air conditioning, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$700

Red Ginger, just steps from the beach!

Honolulu apartment

  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$149

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

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$218

Honomu Inn Gate way to Akaka Falls, Big Island 11 miles from Hilo

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$172

Heavenly Hale Moi Near Hideaways Beach Side A

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 41 minutes

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$241

Private guest suite on Golf Course

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$200

Hanalei Happy Place Bungalow - 2-minutes to the beach! TVNC #4339

Hanalei studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$500

Island Style Homebase * 2 bedroom * 1 bath * AC* full kitchen *Washer/Dryer

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$197

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$360

Emmalani Oasis - Luxe designer home with stunning mountain views

Princeville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$400

Ti Hale - Gorgeous and expansive Princeville home

Princeville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$400

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$482

Puamana 25A:AC, spacious corner unit,8min hike to Anini,walk to shopping&more

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 15 minutes

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$232

Air conditioned elegance, indoor/outdoor living, walk to beach/dining/shops

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 15 minutes

2 of 3 match: Private pool, Mountain Views, Air conditioning

2 of 3 filters match

Price per night from

$225

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