Guesthouses Island of Hawaii

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407 guest houses

TIKIS AND TREETOP: Hang out on our treetop deck or Walk to Beach

Kalapana guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$102

the Cliff House: Paradise Suite

Keaau guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$332

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$167

the Cliff House

Keaau guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$411

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HOLUALOA BAY VILLAS#103: REMODELED, SPACIOUS, OCEAN VIEWS, AIR CONDITIONING!

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$600

Kehena Honey House

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$129

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Price per night from

$300

5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, Unit#2-201!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$350

KKSR3102 Direct Oceanfront Ground Floor Remodeled Unit, Incredible Views W/AC

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$500

Hale Kale:Direct Oceanfront Masterpiece,Modern Spectacular One of a Kind Home

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$2,000

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$288

Responds fast! avg. 1 hour 27 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

A great oceanview !! Quite and Peacefull with pool

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$114

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

Oliana Cottage - Allergy Friendly - Near Kalapana

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Cozy retreat in paradise!” Oliana Cottage is a cozy retreat in paradise! Great place to stay and explore the parks and beaches of Puna. The cottage is secluded, quiet and just a minute or two walk to Kehena Black Sands Beach.

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Price per night from

$148

Dolphin Cottage @ Kehena Beach, Hawaii

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 17 minutes

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Price per night from

$167

Waterfall House

Kailua-Kona condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$937

Modern Luxury in Waikoloa Fairways!

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$310

Volcano Places Laukapu Forest Cottage

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$195

The Lookout - King Bed

Holualoa studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$178

New Naalehu Studio Apartment

Naalehu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$183

* 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

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

Waiola Guesthouse & Zen Garden

Naalehu house

  • 1 bathroom
  • sleeps 2

“Beautiful guesthouse, enjoy our vacation” My husband and I stayed at the Waiola guesthouse for 9 nights. We really enjoyed it. This was a wonderful place to stay, an overall wonderful experience. The house is bright, clean, and nicely built. David and Wendy are very nice and helpful, giving suggestions, providing delicious fruits and eggs. I really enjoyed limes there. It tastes very good. You should try it when u visit this place. The full kitchen had all the things you would have in your own house. It was quite from town, traffic jams and people. We had the pleasure of waking up to beautiful birds song every morning. Fresh air, beautiful view and u can see the ocean away in the distance. While its private, the main highway is still very close. It's easy to get there, and it's close to Point South and Green Sand Beach. We highly recommend this place those who like a peaceful vacation in beautiful area Jeab and Greg

Responds fast! avg. 2 hours 54 minutes

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Price per night from

$138

Rustic Relaxation Retreat Unique Fairytale Haven

Kurtistown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$114

* 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

Garden Cottage

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$205

Halawai Haven by Green Sands Beach

Naalehu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$144

Off-Grid Paradise w Ocean Views

Leilani Estates house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$217

Eco-Farm Tropical Modern Loft

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$224

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

$249

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

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$750

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

$249

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

$350

Bungalow-Beach House

Kailua-Kona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$379

Absolute Oceanfront, gorgeous 2 BR 2 BATH with AC

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$270

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