Guesthouses Hilo

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316 guest houses

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Rental types Shared outdoor pool (unheated) Cycling trips

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Price per night from

$167

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Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,254

2019 Christmas Hawaiian Vacation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$148

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

Papaikou house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$549

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, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$463

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, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$315

The Alala with fresh rainwater hot tub near Volcanoes National Park

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$230

Hulili Tropical Fruit Farm Cottage

Hakalau cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$258

'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, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$148

Volcano Retreat

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

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, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$160

Haleakala Cottage - Beautiful Garden Views

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$453

Villa To Mar Steps to Pool Custom made Bedrooms

Waikoloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 39 minutes

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$142

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

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$1,604

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$918

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, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$98

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!

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$1,032

Hale Kiana: Quiet mountain-side retreat. Great Views

Kula house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$315

KONA HAWAII GEM

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$251

Ocean/Mountain View Cottage. Private Island Retreat.

Haiku house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$286

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$228

Brand New Luxury House in Ainamalu Waikoloa

Waikoloa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$665

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, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$114

Royal Seacliff Resort in Kona, OCT. /22 during IRONMAN competition

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 44 minutes

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$574

Ocean view in Paradise

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$149

Hamakua Coast Retreat

Hakalau house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$166

Kona Coast Resort 2 bedroom villa!

Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$516

Colony Villa | Paradise among the Palm Trees

Puako townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$264

Waikoloa Villas G 201 w Ocean views

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

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 39 minutes

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$161

Penthouse Condo in Waikiloa Beach

Puako condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$297

Ground floor 2 bedroom 2 bath Condo in Waikoloa

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$149

Waikoloa Shores condo with large lanai and lawn

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Cycling trips, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$287

Amazing Ohana Retreat on the Big Island 8 bedrooms

Kailua-Kona house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$1,603

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.

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$411

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

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$573

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!

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$287

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

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Shared outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$224

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rentals in Hilo

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