Guesthouses Island of Hawaii

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72 guest houses

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

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$166

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Kona Heaven

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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$171

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$75

Leilani Magikal Gardens Bed & Breakfast

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$155

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$103

New Naalehu Studio Apartment

Naalehu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$183

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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$345

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$550

Kona Islander Inn in the middle of ocean front Kona town.

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$182

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

Hilo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$178

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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$98

Dolphin Cottage @ Kehena Beach, Hawaii

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 17 minutes

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$166

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

$344

Kona Mansions C206

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 39 minutes

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$138

Responds fast! avg. 1 hour 12 minutes

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Price per night from

$480

Hilo Private Luxury Suite

Hilo studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$207

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

Keaau house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 38 minutes

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$228

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

Honomu house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 38 minutes

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$286

The Alala with fresh rainwater hot tub near Volcanoes National Park

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$229

COZY OFF GRID LAVA HOME - 2 Stories, Ocean View

Pahoa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

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$171

NEW! Charming 3 Bdrm Hilo Home

Hilo house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 38 minutes

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$194

Makana Kai Hale: Oceanfront House on Famous Ali'i Drive

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,000

Oceanfrt 2br Condo-Halii Kai 14C-Oceanfront & newly renovated & Hilton Passes

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Best Big Island Experience - Unit 14C” We decided to check out Halii Kai condo on our third trip to the Big Island. The condo complex was so beautifully maintained, peaceful and provides a very residential feel. Unit 14C was beautifully decorated and very well furnished. The kitchen was well equipped and came with all high end appliances. Peggy even provided bottled water and a six pack of Heineken in the refrigerator for us. We had plenty of linen, pillow, etc. to make us feel completely at home. We were able to use the beach chairs and body boards during our stay. We brought our own snorkeling equipment. Next time, we might try out the tennis and basketball courts since Peggy provide racquets and balls too. From the lanai, we had a beautiful ocean front view. We watched the whale cavorting in the water all week. There is access to the Trail by the Sea but the closest beach access are those by the Hilton or the Marriott. It was a pleasure to work with Peggy through out the process. We cannot wait to come back for another relaxing vacation at Halii Kai, Unit 14C.

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$516

HOKU'EA HALE Oceanfront Private Home with Hot Tub

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,387

SUZYS TROPICAL RETREAT STAY 6 NT & GET THE 7TH FRE

Hilo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$166

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

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$304

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

Volcano cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 35 minutes

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$148

Fairway Terrace

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$126

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

Kalaoa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$258

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$458

Hale Hahalua - Serenity and Ocean Views in Kona (now with AC)

Kahaluu-Keauhou condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$286

Renovated Kona Mansion infinity pool & ocean views

Kailua-Kona villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 13

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$3,434

The Shores at Waikoloa, Big Island Hawaii

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

Ocean Front Luxury Home

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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Price per night from

$567

Sunsets & Surfers - Kona Reef Ocean Front Unit

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“great location and views” awesome location, views, and accommodations. book early because from that calendar on the owners link it fills up fast. just an fyi when you arrive there is underground parking that i have noticed people don't realize. as in any vrbo please leave some pass it forward things. i left some spices, boggie board and a large fan. aloha.

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$332

A201 VISTA WAIKOLOA DELUXE - OCEAN VIEW-2 BDR

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Feels like home--but warm and sunny!” We traveled with family and were happy to be able to rent two units next door to each other (A201 & A202). We really loved the condos--the colors, furniture, and artwork really gave the units an island feel. The spacious units with cozy furnishings, comfortable beds, beach gear, well-stocked kitchen, and convenient location made our stay especially relaxing--just 10-15 min walk to shops, marketplace, and a-Bay beach. We cooked quite a bit, so the availability of olive oil, vinegars of all flavors, butter, spices, and other kitchen condiments and accoutrement's were especially appreciated. You even have the choice of brewed coffee or espresso! To save money and get more selection, rather than do most of our shopping at the Queen's marketplace, we stocked up at Costco in Kona and Foodland in Waimea. We contributed to the pantry and fridge by leaving goodies for the next visitors (just as the previous visitors had done). The 2nd floor was nice because we could keep the windows open to let the breeze through rather than use the air-conditioning. With the windows open, we were all up at 6am to the sound of squawking birds and noisy buses and trucks. Since we wanted to go running before it got too hot, the sound of birds in the morning was better than the buzzer of an alarm clock. Although we were surprised by the road noise (it was definitely enough to wake us up when the windows were open), it wasn't enough to discourage us from staying here. The other choice would be to stay on the golf course side of the building that doesn't have the sunset view and can get really windy). A202 is a bit larger (3 bathrooms) than a201, but both units had their own charm. 201 has brighter bedrooms and a bigger master bedroom, but 202 has a bigger patio table that easily seated 8 and a brighter kitchen. Last, but not least--Sylvia was a wonderful host!

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$401

VISTA WAIKOLOA F205 - LUXURY- GOLF DISCOUNT- VIEWS - 2 MASTER SUITES

Waikoloa apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great place, great golf view!!” Loved the location of this condo looking over the golf course and towards the mountains. Everything is so close, shopping, the beach, etc. It is beautifully decorated to feel so Hawaiian, and it is very comfortable.

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Price per night from

$401

Volcano Mountain Haven, minutes from Hawaii Volcanoes National Park

Volcano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Cozy cottage in quiet forest amid birdcalls” We so enjoyed our stay at Volcano Mountain Haven. It is close to the National Park, a focal point of our trip for hiking and birding. The grounds are full of flowers and ohia trees, which are full of apapane and other native birds. We appreciated the well-stocked kitchen, the owner's guidebooks and nature guidebooks, the hike and dinner recommendations, which we followed. It is such a beautiful house in a perfect setting, we plan to return soon.

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Price per night from

$161

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