Guesthouses Hilo

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380 guest houses

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$167

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The Alala with fresh rainwater hot tub near Volcanoes National Park

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$230

Hulili Tropical Fruit Farm Cottage

Hakalau cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$259

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$1,257

Hale Kiana: Quiet mountain-side retreat. Great Views

Kula house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$317

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$229

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, Cycling trips, Ceiling Fans

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Price per night from

$1,035

2019 Christmas Hawaiian Vacation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$149

Ocean/Mountain View Cottage. Private Island Retreat.

Haiku house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$287

Brand New Luxury House in Ainamalu Waikoloa

Waikoloa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$667

Koili Point Hilo Oceanfront, Eco. AC, Pool, Hot Tub, 2 Bdr/2 Bath w/Wifi,

Papaikou house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$551

Exclusive area, heated infinity pool, ocean view, private yard, putting green

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,609

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$920

KONA HAWAII GEM

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$252

Amazing Ohana Retreat on the Big Island 8 bedrooms

Kailua-Kona house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$1,607

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Price per night from

$213

K B M Resorts Colony Villas at Waikoloa CVW-2004: Golf Course Views!

Puako apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

1 of 3 match: Rental types, Ceiling Fans, Cycling trips

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Price per night from

$321

K B M Resorts: Islands at Mauna Lani IML-E4, Large 2 Bedroom Villa, Resort

Puako apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

1 of 3 match: Rental types, Ceiling Fans, Cycling trips

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Price per night from

$469

Spectacular Ground Floor Condo on Resort

Waikoloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$274

Ocean/Mountain View Cottage. Private Island Retreat. Great Rates.

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$225

Private, Romantic Cottage, Panoramic Ocean View, King-Bed, Hot Tub

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Even better than expected” I stayed at this cottage for 11 nights. I felt so much at home that I did not want to leave, not even to go to the beach. The views are stunning. It is very private and quiet. I really liked the sound of the water fall in the gulch below. The cottage offers anything one can dream of... fully equipped kitchen, washer, dryer, towels, beach chairs, sun umbrellas, deck chairs, BBQ, outside showers, TV, DVD and a very fast and stable internet. Haiku town is only a few minutes by car (3 minutes to be precise) where you can find groceries, restaurants and a fitness centre (which offers weekly and daily passes for tourists). Paia town and beaches can easily be reached within 15 minutes, Makawao town is also around the corner. Barbara and Hank, the owners of this beautiful property, are very nice people and extremely helpful.

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$412

**AWESOME OCEAN FRONT 7th FL PENTHOUSE** Kona Ali'i Complex

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$574

“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.

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$259

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$225

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing place!” We loved our stay at the Banyan Tree Condos. The highlight is, without a doubt, having breakfast on the deck watching the waves and the surfers. This condo has everything you'd possibly need for your stay and I highly recommend it. Next time we're on the Big Island, this is definitely where we'll be staying!

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$288

Kolea "ALWAYS-ON-MY-MIIIND" DIRECT BEACH ACCESS - Beach gear Best value

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect Vacation Condo” Our family stayed 2 weeks and everything was absolutely perfect. The unit is beautifully furnished and decorated. It was very clean and comfortable. It has everything you could possibly need. The kitchen is nicely equipped. All beach gear is available for use, cooler, towels, beach chairs, sand toys, etc. We so enjoyed drinking our morning coffee on the lanai with the gentle ocean breeze. The location is perfect. The kids really enjoyed the pool and walking to a'beach with direct access was a very nice perk. We also enjoyed a daily walk along the coast on the trail, the views are breathtaking. The grounds of the complex are beautiful and well kept. It was also nice being able to walk to the Kings Shops and Queens Marketplace for shopping and dining. We had such a wonderful time and are looking forward to returning sometime soon! Will stay again in 16F without question.

Responds fast! avg. 3 hours 23 minutes

2 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$462

'Ama'u Lani Cottage, minutes from Volcanoes National Park

Volcano cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 35 minutes

1 of 3 match: Rental types, Ceiling Fans, Cycling trips

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Price per night from

$149

Cargo Container HomeOnTheLava~ Ocean & Volcano View sleeps 4

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$153

Volcano Retreat

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Ceiling Fans, Cycling trips

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Price per night from

$92

Charming Kuuipo Cottage near Hawaii Volcanoes National Park

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 35 minutes

1 of 3 match: Rental types, Ceiling Fans, Cycling trips

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Price per night from

$160

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

2 of 3 match: Cycling trips, Rental types, Ceiling Fans

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Price per night from

$103

Kona Islander Inn 336

Kailua-Kona studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 47 minutes

1 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$155

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

1 of 3 match: Rental types, Ceiling Fans, Cycling trips

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Price per night from

$98

Magical Lava Temple on Big Island, Hawaii

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 38 minutes

1 of 3 match: Rental types, Ceiling Fans, Cycling trips

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Price per night from

$114

New Chic Pineapple Condo

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$344

the Cliff House: Paradise Suite

Keaau guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Cycling trips, Rental types, Ceiling Fans

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Price per night from

$333

Kona Heaven

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Cycling trips, Ceiling Fans

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Price per night from

$172

the Cliff House

Keaau guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Cycling trips, Rental types, Ceiling Fans

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Price per night from

$413

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