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 44 minutes

Match: Garden Private pool

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Price per night from

$1,433

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: Garden Private pool

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Price per night from

$680

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Private pool

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Price per night from

$2,523

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

Match: Garden Private pool

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Price per night from

$5,556

Mika Kai - Blue Hawaii Oceanfront

Keaau house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Garden Private pool

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Price per night from

$981

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: Garden Private pool

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Price per night from

$1,594

Hawaii kona home 2 miles from the beach,

Kailua-Kona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Match: Garden Private pool

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Price per night from

$258

Kona Palm House 3 Bed/2.5 Bath with Pool

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden Private pool

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Price per night from

$453

“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: Garden Private pool

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Price per night from

$1,720

Diamond Head Seaside Hideaway

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private pool

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Price per night from

$2,007

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

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Garden Private pool

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Price per night from

$1,715

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Garden Private pool

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Price per night from

$918

Match: Garden Private pool

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Price per night from

$592

Responds fast! avg. 3 hours 49 minutes

Match: Garden Private pool

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Price per night from

$2,044

Relaxed Home in Oahu's best neighborhood

Honolulu house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 45 minutes

Match: Garden Private pool

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Price per night from

$2,236

Spacious Waterfront with Gorgeous Views & Private Pool

Kaneohe villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Garden Private pool

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Price per night from

$2,007

NEW Luxury Rental! Kahala Oceanside-6bed/6bath - Sleeps 14

Honolulu house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Garden Private pool

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Price per night from

$4,014

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden Private pool

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Price per night from

$1,824

Kona House of Palms

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden Private pool

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Price per night from

$831

“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: Garden Private pool

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Price per night from

$1,203

Match: Garden Private pool

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Price per night from

$1,204

Honu Kai Hale - Oceanfront home on Kahalu'u Bay

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden Private pool

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Price per night from

$1,032

Responds fast! avg. 2 hours 20 minutes

Match: Garden Private pool

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Price per night from

$224

Quintessential of luxury

Keauhou house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 47 minutes

Match: Garden Private pool

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Price per night from

$1,316

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: Garden Private pool

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Price per night from

$1,032

Hale Hokuu T00 - Poipu-/Ocean Front/AC/Spouting Ho

Koloa house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Garden Private pool

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Price per night from

$1,548

Match: Garden Private pool

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Price per night from

$458

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

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Private pool

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Price per night from

$1,605

Kona Beach Bungalows- Two Private Oceanfront Homes on the coast of Kona, Hawaii

Kailua-Kona house

  • 13 bedrooms
  • 9 bathrooms
  • sleeps 22

Match: Garden Private pool

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Price per night from

$5,447

Match: Garden Private pool

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Price per night from

$803

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden Private pool

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Price per night from

$144

Match: Garden Private pool

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Price per night from

$2,382

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

Hawaii Kai house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

Match: Garden Private pool

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Price per night from

$3,440

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

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Garden, Private pool

1 of 2 filters match

Price per night from

$497

Stunning 4-BR Villa Kailua Beach

Kaneohe house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Garden, Private pool

1 of 2 filters match

Price per night from

$630

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Garden, Private pool

1 of 2 filters match

Price per night from

$326

Luxury Bed Oceanfront Villa with Beach Access and Pool in Kailua-Kona

Kailua-Kona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Garden, Private pool

1 of 2 filters match

Price per night from

$2,173

Walking distance to fabulous Waikiki beach!

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Garden, Private pool

1 of 2 filters match

Price per night from

$148

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