Guesthouses Hawaii

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748 guest houses

Kolea Palms Guesthouse

Ewa Beach guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Rental types Mountain Views Fishing

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Price per night from

$149

the Cliff House: Paradise Suite

Keaau guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Mountain Views Fishing

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Price per night from

$331

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Rental types Mountain Views Fishing

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Price per night from

$166

the Cliff House

Keaau guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Mountain Views Fishing

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Price per night from

$411

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Premium 3 bedroom OV at Royal Garden. Minimum rental 2 nights.

Honolulu apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 19 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$911

Premium Studio w/kitchen and FREE parking.

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$201

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$173

Cargo Container HomeOnTheLava~ Ocean & Volcano View sleeps 4

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$153

Waikiki Renovated Modern Studio

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$126

Kahala Beach Condo

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 58 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$210

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$1,123

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

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$194

BAMBOO 2 at Tiki Moon Villas: 2 bdrm/2ba

Laie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 42 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$498

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$229

Paddles Hawaii quiet setting on 3 acres

Kawaihae house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 12 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$287

Fabulous, Main-floor Ocean Front Condo!

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$101

Responds fast! avg. 3 hours 16 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$138

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$228

Hale Kukui studio, ocean cliff, orchard

Kukuihaele studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$263

2BR**Sleeps 6**Direct Beach Access**Overlooking the Pool and Ocean

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Kihei stay” The condo was wonderful. Plenty of room for our family of six. Clean and well stocked with necessities. Great having the beach chairs, umbrella, beach towels and more, ready to use. So nice to have the washer and dryer to keep up with everything! Cable and wifi, really all the comforts of home.

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$801

Ocean front pool, Private corner unit, Affordable

Kailua-Kona apartment

  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$161

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$1,252

Maui Vacation Condo - 2BR\2BA Corner Unit, Steps from the Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$223

“A Maui trip to remember” What a great birthday getaway!!! The condominium, its location and proximity to the beach, and its overall amenities exceeded all of my and my mate’s expectations. I would positively jump at the chance to stay there again. A great place for both relaxation and celebration. So a mahalo nui loa to the renters and to Flip Key for making this holiday one for the ages.

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$327

Gorgeous 2 br/2ba condo in 5-star resort

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$745

Enjoy Your Oceanside Dream at Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$441

Breezy Beachfront Getaway w/Amazing 180 Degree Oceanview

Hauula condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$350

Sea turtle's home

Ko Olina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$442

Ocean View #200

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$343

Oceanfront, Oceanview! 1Bedroom 1Bath, Full Kitchen

Maalaea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$286

Pakalana Sanctuary at Puako Beach Ocean View Room

Puako private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 46 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$344

Living Aloha! Walk to Beach, Free Parking

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$155

Super Luxury, Direct Oceanfront

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$378

Affordable Vacation in Hawaii

Molokai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$98

Ko Olina Ocean View 9th Floor 3 Bedroom Penthouse

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$849

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!

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$1,031

2 of 3 match: Rental types, Mountain Views, Fishing

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Price per night from

$606

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

Kaneohe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Rental types, Mountain Views, Fishing

2 of 3 filters match

Price per night from

$630

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