Vacation Rentals & Condos in Waikoloa

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34 condos

Hilo Private Luxury Suite

Hilo studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Staffed property Pets allowed

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Price per night from

$207

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

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$172

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$344

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

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$344

Hilo HAWAII~PRIVATE COTTAGE in GATED BOTANICAL GARDEN with KOI POND

Hilo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$178

Beautiful, Quiet, Grand Ocean View in the cool Mountain above Kona

Kalaoa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$258

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$228

Hale Kawehi B&B Guesthouse in downtown Hilo.

Hilo house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Authentic, laid-back, non-touristy Hawaiian experience.” My husband and I just spent a week at Hale Kawehi. We loved every minute of it. Full disclosure: we both love cats and this charming Hawaiian home came with an especially loving tabby cat who greeted us every time we returned from an outing as soon as he discovered he was welcome. The house is much larger than the average guest house. It is charming and homey. It has a fully equipped kitchen and two covered patios where breakfast is a treat. Its location is central and easy to find as well as having easy access to local shops and restaurants. We were looking for a relaxed, non-touristy visit to get a sense of every day Hawaiian life and we achieved that goal well beyond what we might have hoped. Kawehi is a kind, generous and knowledgeable hostess. Lucky are those who choose Hale Kawehi. Anne Kass

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$189

2019 Christmas Hawaiian Vacation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$148

Robertson's Beach House - Kailua Kona

Kailua-Kona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Kinda Beach House” The house was well supplied for our group of eight. Everyone enjoyed the yard and access to the ocean. The turtles were a special hit. We appreciated the spacious lanai. Great sunset views. Neighborhood and road were busy, but not intrusively so. The downstairs bathroom off the kitchen could use a better privacy curtain.

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$1,309

Seaside Zen Cottage on the Beach in Kailua Kona

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great for family vacation. Awesome setting.” I was worried about this Beach House before renting but we would up loving it. The reviews seemed to range. There are some comments that the beach in front of house is small, yes the beach is small but it is also quite perfect for snorkeling, looking at or a quick dip. It was great sleeping to the sound of the ocean, the view is so nice you don't want to stop looking at it. One important note which it is hard to discover unless you stay here. The beach in front of the house is NOT your personal private beach, Visitors mostly locals and other renters visit the beach pretty much every day via a public walkway. There is a short wall separating you from the beach which is nice. It was never crowded it just has probably at most I have seen 10 people. The only issue with this is that it feels like your beach, but people keep coming to it. I got over this after the first day. The mornings and evenings the beach was usually empty and all to ourselves. The turtles come near you non stop at this beach which is really cool. The House upstairs is basically one giant room with 2 bathrooms, the rooms separate via closable walls which was convenient for us and well designed. The downstairs has a living area, kitchen and another bathroom. For our family this house was perfect. Something to note: There were lizards and occasional insects which appeared to be some kind of roach, however this did not bother us as a tropical hawaiian roach is not nearly as bad as a NYC roach. The furnishings of the house are in good shape, there are no frills in this house it is basically an older beach cottage. The house had beach gear and snorkeling gear available which was great. If you rent it, we left one of our little girls life jackets so you may see that there LOL. The place was clean with clean linens and towels. There is a property manager who lives on the grounds. She was very helpful. I would stay here again and would also recommend this house. I attached 3 pics. One is of the beach, There is sand you just can't see from the shot, two is from one of the rocks outside - house is on right, and 3 is of the sunset. Side note if you don't know anything about big island: Kona is where you want to be on the Big Island if you like nice weather. I did not realize there are basically two sides to stay. Kona side and Hilo Side. Luckily this is on Kona side. Hilo has a bunch of stuff to do and hikes, waterfalls, museums etc, also closer to volcanos but its the "rainy" side. I would rather be on the sunny side and travel to the other side.

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$916

Club Wyndham Mauna Loa Village

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$298

Club Wyndham Mauna Loa Village 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$287

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$492

Hualalai Fairway Villa 104D Apr/May Special - 1 night free with 5+ night stay

Kailua-Kona villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect Getaway” Superb, even for the most descerning customer!!Everything was perfect.

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$2,830

Rent your own 6500 sf Bed and Breakfast

Kalaoa b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$951

1BR Suite at HGVC Bay Club

Waikoloa villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$264

Renovated Kona Mansion infinity pool & ocean views

Kailua-Kona villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 13

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$3,434

Responds fast! avg. 3 hours 8 minutes

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$287

Iron man Raceweek 2bdrm 2bath Condo Oct.8-15 2017

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$242

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$344

Oceanview Beach Villa, 2 bedroom, 2 bath, Sleeps 5

Kailua-Kona villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 11 minutes

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$327

VOLCANO RAINFOREST LODGE

Volcano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$395

Condo at Magic Sands: Brand New Rental, Top Floor, Ocean Views and Quiet

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Staffed property

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Price per night from

$274

Volcano Retreat

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Staffed property, Pets allowed

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Price per night from

$92

Jungle Beauty Long Term Nurse Housing

Kurtistown house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Staffed property, Pets allowed

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Price per night from

$50

NEW! Lovely, Peaceful 3Bd 2Bath Home near HILO

Keaau house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 38 minutes

1 of 2 match: Staffed property, Pets allowed

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Price per night from

$228

* NEW! Comfy 3 Bedroom in Heart of Hilo!

Hilo apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 38 minutes

1 of 2 match: Staffed property, Pets allowed

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Price per night from

$205

NEW! Gorgeous 4/2 Home w OceanView on a Fruit Farm

Honomu house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 38 minutes

1 of 2 match: Staffed property, Pets allowed

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Price per night from

$286

Last minute cancelation availability Of several studios

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

1 of 2 match: Staffed property, Pets allowed

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Price per night from

$110

1 of 2 match: Staffed property, Pets allowed

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Price per night from

$457

Fern Forest Estates Cottage

Volcano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Pets allowed

1 of 2 filters match

Price per night from

$138

Ilio Hale

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Staffed property, Pets allowed

1 of 2 filters match

Price per night from

$567

Big Island tropical Victorian on 3 acres /Events

Hilo house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

1 of 2 match: Staffed property, Pets allowed

1 of 2 filters match

Price per night from

$400

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