Guesthouses Island of Hawaii

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237 guest houses

the Cliff House

Keaau guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$412

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#3 ★Hidden Gem★ Private Studio/Apt Self CheckIn

Hilo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$105

Surf & Racquet Club Lovely open and airy 2bd/2bth 2nd floor unit.

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$250

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$288

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$202

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$288

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$384

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$220

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$240

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$307

ROMANTIC WAIKOLOA COLONY VILLAS - WAIKOLOA BEACH

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$316

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

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

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Price per night from

$144

Modern Luxury in Waikoloa Fairways!

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$310

Kona Coast Captivating 1BR Condo w Basketball Hoop and Pool

Kahaluu-Keauhou apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

Lively 3BR Condo w Sauna and Hot Tub

Kahaluu-Keauhou apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$295

New Naalehu Studio Apartment

Naalehu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$183

Modern condo with pool, <1mile from the ocean

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$230

* NEW! Comfy 3 Bedroom in Heart of Hilo!

Hilo apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 38 minutes

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Price per night from

$206

Magnificent 3BR Condo w Swimming Pool and Spa

Kahaluu-Keauhou apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$295

#5 Jungle Getaway - Hilo Keaau Pahoa - Self Check-in

Keaau studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$91

#1 ★NEW! Couples Getaway★ Self CheckIn★

Hilo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$91

#2 ✔Cozy Vacation Hideaway ★ Self CheckIn

Hilo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$91

#4 ✴Executive★Safe Private Apt! ★

Keaau studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$91

Eco-Farm Tropical Modern Loft

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$224

Off-Grid Paradise w Ocean Views

Leilani Estates house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$217

KKSR#5201 DIRECT OCEANFRONT, BEST 2ND FLOOR CORNER, REMODELED & EXQUISITE!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$601

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

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

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Price per night from

$194

* NEW! Sweet Seaview Sanctuary near Ocean! *

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

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Price per night from

$148

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site!

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$157

Surf & Racquet 3302 top floor 3bd/2bth penthouse unit with Central A/C.

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$351

Bungalow-Beach House

Kailua-Kona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$380

Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$250

Kona Bay Oceanfront Home close to Town & Shopping

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$600

Kona Bali Kai 317 Direct Oceanfront, Major Upgrade with Central Air

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“#317 needs help” Over all thhe place was clean. But the tile floors need to be steam cleaned they are very DIRTY my feet on the bottom looked like I had been walking in mud from the first day on.

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Price per night from

$250

Lovely Fairway Villas Penthouse unit. Mountain views

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would stay again” Great condo which was well equipped. Clean and great view

1 of 2 match: Rental types, Iron

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Price per night from

$276

Spacious 1 BR/1 BA Keauhou Gardens condo at Kona Coast Resort

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$180

Ali'i Point Spacious and Private Oceanfont Villa with A/C.

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Iron

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Price per night from

$751

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