Villas Island of Hawaii

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105 villas

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

Kailua-Kona villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$327

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Elegant villa just 10-minute walk to beaches!

Waimea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$316

Newly Updated Condo at Waikoloa Colony Villas

Waikoloa townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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$292

Hali'i Kai 7C Golf Course and Ocean Views!

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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$341

Oceanfront Aloha House

Keaau house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 14 minutes

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$259

Honu Kai Hale - Oceanfront home on Kahalu'u Bay

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$1,033

Makai Hideaway Phenomenal Deck with Oceanview! , kayaks, Quiet hideaway

Milolii house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Family Vacation of a life time!” I'm in love with this beach house! This is our second out of many more stays here. Ours is a family of 5 with 3 children (6, 8, and 13) and we need room! This house is great as it has lots of room for our family. Loved the wrap around porch and we spent almost every evening grilling. We like this house because of the location as it is not your typical tourist trap setting. It has everything we needed plus more for our stay. We can't wait to come back!! Thank you for other amazing stay.

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$305

South Kona Studio, 2 mins from beach

Honaunau apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$155

See, Hear and Smell the Ocean

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$150

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

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$242

Pakalana Sanctuary at Puako Beach Individual Room

Puako private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 46 minutes

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$345

Hilo Ohana 30 Day Stay with car

Hilo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$150

New Naalehu Studio Apartment

Naalehu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$183

Kona Beach Bungalows- Two Private Oceanfront Homes on the coast of Kona, Hawaii

Kailua-Kona house

  • 13 bedrooms
  • 9 bathrooms
  • sleeps 22

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$5,450

Cargo Container HomeOnTheLava~ Ocean & Volcano View sleeps 4

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$153

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

Kalaoa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$259

Off-Grid Paradise w Ocean Views

Leilani Estates house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$217

Mika Kai - Blue Hawaii Oceanfront

Keaau house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$981

Close to ocean - 1750 sq ft Home with 4 Bedrooms 4 Baths

Keaau house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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$458

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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$174

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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$103

Halawai Haven by Green Sands Beach

Naalehu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$144

RELAX in paradise at The Salty Mermaid!

Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$316

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$1,125

Responds fast! avg. 1 hour 0 minutes

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$103

NEW! Charming 3 Bdrm Hilo Home

Hilo house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 38 minutes

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$194

* NEW! Sweet Seaview Sanctuary near Ocean! *

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

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$148

The Ohana House, Amazing Tiny Home on A Volcanic Lava Field

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

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$194

Paddles Hawaii quiet setting on 3 acres

Kawaihae house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 12 minutes

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Price per night from

$287

Ocean Front Luxury Home

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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$568

Koloha Hale "The Whale House" ~ Ocean View

Pahoa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$230

Oceanside Delight in the heart of the Hilo beaches, close to ALL

Hilo condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$92

Enchanting Rainforest Hideaway on 2 Private Acres

Keaau house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Magical” Connie and andrew's place is something out of paradise. It's even more gorgeous than in the pictures, and they supply absolutely everything you could want. We had a great time there. Watch out for the frogs in the region though -- loud!

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$155

Charming Tropical Hideaway, Pool, Hot Tub, Snorkel

Captain Cook apartment

  • 1 bathroom
  • sleeps 3

“We wanna go back!” The name, Tropical Hideway, is perfect. If you want fancy, go elsewhere. The cabin has all the basics plus Kathleen Carr's fabulous photos on the wall. The gardens complete with delicious fruit are wonderful. Quiet, peaceful. We would get up, get the morning's fruit, eat a fun breakfast (we would be joined by a little gecko that liked the honey in my tea apparently), then off to snorkel a few miles away - how much better does it get? then back to the cabin, shower in the great outdoor shower, then into the hot tub. Rest awhile, to go lunch at some of the wonderful nearby cafes, then maybe to the farmer's market. You get the drift - life is hard eh? This was absolutely a perfect place for us - back as soon as possible for us!

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Price per night from

$167

Responds fast! avg. 3 hours 16 minutes

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$138

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

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

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Price per night from

$190

Hale Kukui studio, ocean cliff, orchard

Kukuihaele studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$263

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