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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

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Price per night from

$1,434

Paddles Hawaii quiet setting on 3 acres

Kawaihae house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 12 minutes

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Price per night from

$287

Magical Lava Temple on Big Island, Hawaii

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 38 minutes

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Price per night from

$114

The Pineapple Palace

Milolii house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 28 minutes

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Price per night from

$546

“The best...” Thank you to the owners for supplying us with everything we could possibly require for a beach vacation. Your attention to detail is exceptional. The use of the beach towels to the usage of snorkel and surf gear made the difference. Just meant one less thing for us to worry about. Your home is the cleanest ... Hats off to your wonderful cleaners. This is certainly Kona Paradise.. In comparison to the other islands we found the local people the kindest right here,the culture and authenticity to be real, and the natural habitat fascinating. We will be back. Thank you again for the the phenomenal hospitality...

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$270

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Price per night from

$224

“Hawaii home away from home.” Service was excellent: prompt, thorough and pleasant. The room was as presented in the pictures, and was so clean and well supplied, it felt like home within minutes of arriving. Location is as stated, except that it was a 15 minute drive, not 10 minutes, to downtown Kona where all the restaurants and hotels are. It is very well situated for getting to other places on the island. The area is quiet. Just received a new road. I can't think of a single thing we didn't like.

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Price per night from

$258

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$3,902

“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

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Price per night from

$861

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Price per night from

$212

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Price per night from

$607

Cargo Container HomeOnTheLava~ Ocean & Volcano View sleeps 4

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$153

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$919

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

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Price per night from

$775

The Pineapple Express

Milolii house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 28 minutes

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Price per night from

$155

Responds fast! avg. 3 hours 49 minutes

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Price per night from

$2,044

Beautiful Home One Block to Beach Hanalei, Kauai

Hanalei house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Perfect House for Family Trip!” My family and I spent seven nights at the house and had a simply amazing time. The house is lovely and spacious. We had all three suites for our group of 12 (which included three children) and felt that we had plenty of room the entire time. The ambience is relaxing and the house is well cared for and well stocked with everything you need for your vacation. And you can't beat the location - just a block and a half to the beach and a few extra blocks to the shops and restaurants Hanalei. We loved every second of our time there and can't wait to go back.

Responds fast! avg. 2 hours 47 minutes

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Price per night from

$1,263

Large Family Friendly, Re-modeled Princeville Home

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,032

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$173

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

Hawaii Kai house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$913

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Price per night from

$458

Ocean/Mountain View Cottage. Private Island Retreat.

Haiku house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$286

Kaneohe Bay's Best BnB, Bayfront with views galore!❤️

Kaneohe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$632

“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

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Price per night from

$1,205

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Price per night from

$861

“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

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Price per night from

$414

“AMAZING!!!” We rented this for our honeymoon and the place was amazing. The place was immaculate and we had a great view of the mountains and partial ocean view off the 10th floor. If you have a chance, stay here!!!

Responds fast! avg. 31 minutes

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Price per night from

$441

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Price per night from

$281

Diamond Head Luxury Hawaiian Estate/ Your perfect place in Paradise!

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$1,378

“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

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Price per night from

$479

“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

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Price per night from

$397

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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!

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Price per night from

$1,033

AS SEEN ON TV - Rated #1 Multi-Million Property!!

Kilauea house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,028

Amazing Ohana Retreat on the Big Island 8 bedrooms

Kailua-Kona house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$1,604

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$1,125

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Price per night from

$186

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

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

Match: Rental types Mountain Views Water sports

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Price per night from

$194

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