Guesthouses Island of Hawaii

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369 guest houses

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$166

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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Surf and Racquet 7-103

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$218

Villa To Mar Steps to Pool Custom made Bedrooms

Waikoloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$142

Kona Heaven

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$171

Waikoloa Villas G 201 w Ocean views

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$196

Waikoloa Villas B 202 Golf and Ocean Views

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$161

Colony Villa | Paradise among the Palm Trees

Puako townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$264

Ground floor 2 bedroom 2 bath Condo in Waikoloa

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$149

Penthouse Condo in Waikiloa Beach

Puako condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$297

Luana Ola Villa near Waipio Valley

Honokaa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 1 minutes

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Price per night from

$144

Idyllic Waikoloa Retreat w Ocean View Easy Golf

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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$203

Shores Banyan Tower 322

Puako condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$246

Shores Golf Villa #17

Puako villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$263

Waikoloa Villa The House of Heavenly Aloha

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$173

Vista Waikoloa G306

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$283

Vista Waikoloa F104 with views

Puako condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$235

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

$2,002

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

$501

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$308

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$288

ROMANTIC WAIKOLOA COLONY VILLAS - WAIKOLOA BEACH

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$314

Just what your looking for, in Mauna Lani Resort!

Waimea townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$337

hawaiianjourneys, vacation yurt

Ocean View yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful Stay” Hawaiian Journeys is an excellent eco-friendly, economical option for vacationing on the Big Island! We enjoyed are stay and had a great time experiencing staying in the yurt. We would stay there again in a heartbeat!!!

Responds fast! avg. 3 hours 4 minutes

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Price per night from

$97

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

$137

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

$113

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$143

Waterfall House

Kailua-Kona condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$933

Kailua Kona Oceanview - Keauhou Akahi

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$155

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$343

Modern Luxury in Waikoloa Fairways!

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$309

Kona Coast Captivating 1BR Condo w Basketball Hoop and Pool

Kahaluu-Keauhou apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$294

Lively 3BR Condo w Sauna and Hot Tub

Kahaluu-Keauhou apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$294

Beautiful Cottage Home in the Sunbelt, Located on the Big Island

Keaau b&b

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 28 minutes

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Price per night from

$343

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Price per night from

$547

* 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

$205

Sunny Kona Coast 2BR Condo with Pool & Balcony

Kahaluu-Keauhou apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$179

Magnificent 2BR Condo 1 Mile away from Kahaluu Beach

Kahaluu-Keauhou apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$179

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