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Holiday Homes in Island of Hawaii

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4314 rentals in Island of Hawaii.
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Alii Magic Sands Vacation Rental 3 min walk to Beach, holiday rental in Island of Hawaii
Alii Magic Sands Vacation Rental 3 min walk to Beach, holiday rental in Island of Hawaii
Alii Magic Sands Vacation Rental 3 min walk to Beach, holiday rental in Island of Hawaii

Alii Magic Sands Vacation Rental 3 min walk to Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Quintessential of luxury , holiday rental in Island of Hawaii
Quintessential of luxury , holiday rental in Island of Hawaii
Quintessential of luxury , holiday rental in Island of Hawaii

Quintessential of luxury

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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THIS is Peace & Quiet... *Kohala Lodge* Exceeded our Expectations! , holiday rental in Island of Hawaii
THIS is Peace & Quiet... *Kohala Lodge* Exceeded our Expectations! , holiday rental in Island of Hawaii
THIS is Peace & Quiet... *Kohala Lodge* Exceeded our Expectations! , holiday rental in Island of Hawaii

THIS is Peace & Quiet... *Kohala Lodge* Exceeded our Expectations!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Tranquil Kona estate 2 pools Hot Tub 6 Bdrms 3.5 bths, holiday rental in Island of Hawaii
Tranquil Kona estate 2 pools Hot Tub 6 Bdrms 3.5 bths, holiday rental in Island of Hawaii
Tranquil Kona estate 2 pools Hot Tub 6 Bdrms 3.5 bths, holiday rental in Island of Hawaii

Tranquil Kona estate 2 pools Hot Tub 6 Bdrms 3.5 bths

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Plenty Of Fun Things to Do Nearby! 3 Garden View Units, Full Kitchen, 2 Pools, holiday rental in Island of Hawaii
Plenty Of Fun Things to Do Nearby! 3 Garden View Units, Full Kitchen, 2 Pools, holiday rental in Island of Hawaii
Plenty Of Fun Things to Do Nearby! 3 Garden View Units, Full Kitchen, 2 Pools, holiday rental in Island of Hawaii

Plenty Of Fun Things to Do Nearby! 3 Garden View Units, Full Kitchen, 2 Pools

Condo/Apartment
6 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Oceanfront Aloha House, holiday rental in Island of Hawaii
Oceanfront Aloha House, holiday rental in Island of Hawaii
Oceanfront Aloha House, holiday rental in Island of Hawaii

Oceanfront Aloha House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Oceanfront 1bd in tropical area, near beach - Oceana Hawaii, holiday rental in Island of Hawaii
Oceanfront 1bd in tropical area, near beach - Oceana Hawaii, holiday rental in Island of Hawaii
Oceanfront 1bd in tropical area, near beach - Oceana Hawaii, holiday rental in Island of Hawaii

Oceanfront 1bd in tropical area, near beach - Oceana Hawaii

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!, holiday rental in Island of Hawaii
Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!, holiday rental in Island of Hawaii
Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!, holiday rental in Island of Hawaii

Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hale Honu - Spectacular Oceanfront Home w/ central A/C Wading Pool & Hottub, holiday rental in Island of Hawaii
Hale Honu - Spectacular Oceanfront Home w/ central A/C Wading Pool & Hottub, holiday rental in Island of Hawaii
Hale Honu - Spectacular Oceanfront Home w/ central A/C Wading Pool & Hottub, holiday rental in Island of Hawaii

Hale Honu - Spectacular Oceanfront Home w/ central A/C Wading Pool & Hottub

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Kona Bali Kai 317 Direct Oceanfront, holiday rental in Island of Hawaii
Kona Bali Kai 317 Direct Oceanfront, holiday rental in Island of Hawaii
Kona Bali Kai 317 Direct Oceanfront, holiday rental in Island of Hawaii

Kona Bali Kai 317 Direct Oceanfront

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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South Kona Studio, 2 mins from beach, holiday rental in Island of Hawaii
South Kona Studio, 2 mins from beach, holiday rental in Island of Hawaii
South Kona Studio, 2 mins from beach, holiday rental in Island of Hawaii

South Kona Studio, 2 mins from beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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One bedroom Kona Makai condo in Kailua-Kona Hawaii, holiday rental in Island of Hawaii
One bedroom Kona Makai condo in Kailua-Kona Hawaii, holiday rental in Island of Hawaii
One bedroom Kona Makai condo in Kailua-Kona Hawaii, holiday rental in Island of Hawaii

One bedroom Kona Makai condo in Kailua-Kona Hawaii

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 bdrm 2 ba condo across from White Sands Beach, holiday rental in Island of Hawaii
2 bdrm 2 ba condo across from White Sands Beach, holiday rental in Island of Hawaii
2 bdrm 2 ba condo across from White Sands Beach, holiday rental in Island of Hawaii

2 bdrm 2 ba condo across from White Sands Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Kona Reef 2 Bedroom Oceanfront Penthouse, holiday rental in Island of Hawaii
Kona Reef 2 Bedroom Oceanfront Penthouse, holiday rental in Island of Hawaii
Kona Reef 2 Bedroom Oceanfront Penthouse, holiday rental in Island of Hawaii

Kona Reef 2 Bedroom Oceanfront Penthouse

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Surf and Racquet 7-103, holiday rental in Island of Hawaii
Surf and Racquet 7-103, holiday rental in Island of Hawaii
Surf and Racquet 7-103, holiday rental in Island of Hawaii

Surf and Racquet 7-103

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Front Ocean View Penthouse (Top Floor) Corner Unit with FAST internet!, holiday rental in Island of Hawaii
Beach Front Ocean View Penthouse (Top Floor) Corner Unit with FAST internet!, holiday rental in Island of Hawaii
Beach Front Ocean View Penthouse (Top Floor) Corner Unit with FAST internet!, holiday rental in Island of Hawaii

Beach Front Ocean View Penthouse (Top Floor) Corner Unit with FAST internet!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waikoloa Beach Villas E33 - TOP FLOOR Villa with a BBQ!!, holiday rental in Island of Hawaii
Waikoloa Beach Villas E33 - TOP FLOOR Villa with a BBQ!!, holiday rental in Island of Hawaii
Waikoloa Beach Villas E33 - TOP FLOOR Villa with a BBQ!!, holiday rental in Island of Hawaii

Waikoloa Beach Villas E33 - TOP FLOOR Villa with a BBQ!!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Look No Further - HALE NAI`A Kealakekua Bay, holiday rental in Island of Hawaii
Look No Further - HALE NAI`A Kealakekua Bay, holiday rental in Island of Hawaii
Look No Further - HALE NAI`A Kealakekua Bay, holiday rental in Island of Hawaii

Look No Further - HALE NAI`A Kealakekua Bay

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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LAVA SANCTUARY, MainHouse Lava Loft, holiday rental in Island of Hawaii
LAVA SANCTUARY, MainHouse Lava Loft, holiday rental in Island of Hawaii
LAVA SANCTUARY, MainHouse Lava Loft, holiday rental in Island of Hawaii

LAVA SANCTUARY, MainHouse Lava Loft

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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The Sweet Spot Stay: Magical Grotto House Under Giant Trees-Walk to the Beach, holiday rental in Island of Hawaii
The Sweet Spot Stay: Magical Grotto House Under Giant Trees-Walk to the Beach, holiday rental in Island of Hawaii
The Sweet Spot Stay: Magical Grotto House Under Giant Trees-Walk to the Beach, holiday rental in Island of Hawaii

The Sweet Spot Stay: Magical Grotto House Under Giant Trees-Walk to the Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!, holiday rental in Island of Hawaii
Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!, holiday rental in Island of Hawaii
Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!, holiday rental in Island of Hawaii

Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!, holiday rental in Island of Hawaii
Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!, holiday rental in Island of Hawaii
Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!, holiday rental in Island of Hawaii

Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Black Sand Beach (Big Island of Hawaii)Sea Mountain Condos Naalehu, HI, holiday rental in Island of Hawaii
Black Sand Beach (Big Island of Hawaii)Sea Mountain Condos Naalehu, HI, holiday rental in Island of Hawaii
Black Sand Beach (Big Island of Hawaii)Sea Mountain Condos Naalehu, HI, holiday rental in Island of Hawaii

Black Sand Beach (Big Island of Hawaii)Sea Mountain Condos Naalehu, HI

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Kuuipo Cottage near Hawaii Volcanoes National Park, holiday rental in Island of Hawaii
Charming Kuuipo Cottage near Hawaii Volcanoes National Park, holiday rental in Island of Hawaii
Charming Kuuipo Cottage near Hawaii Volcanoes National Park, holiday rental in Island of Hawaii

Charming Kuuipo Cottage near Hawaii Volcanoes National Park

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Waiola Guesthouse & Zen Garden, holiday rental in Island of Hawaii
Waiola Guesthouse & Zen Garden, holiday rental in Island of Hawaii
Waiola Guesthouse & Zen Garden, holiday rental in Island of Hawaii

Waiola Guesthouse & Zen Garden

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Dolphin Cottage @  Kehena Beach, Hawaii , holiday rental in Island of Hawaii
Dolphin Cottage @  Kehena Beach, Hawaii , holiday rental in Island of Hawaii
Dolphin Cottage @  Kehena Beach, Hawaii , holiday rental in Island of Hawaii

Dolphin Cottage @ Kehena Beach, Hawaii

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Southernmost Hawaii Glamping Dome, holiday rental in Island of Hawaii
Southernmost Hawaii Glamping Dome, holiday rental in Island of Hawaii
Southernmost Hawaii Glamping Dome, holiday rental in Island of Hawaii

Southernmost Hawaii Glamping Dome

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Halawai Haven by Green Sands Beach , holiday rental in Island of Hawaii
Halawai Haven by Green Sands Beach , holiday rental in Island of Hawaii
Halawai Haven by Green Sands Beach , holiday rental in Island of Hawaii

Halawai Haven by Green Sands Beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Volcano Bamboo View Cottage only $135.00 hot tub, holiday rental in Island of Hawaii
Volcano Bamboo View Cottage only $135.00 hot tub, holiday rental in Island of Hawaii
Volcano Bamboo View Cottage only $135.00 hot tub, holiday rental in Island of Hawaii

Volcano Bamboo View Cottage only $135.00 hot tub

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Amazing Ohana Retreat on the Big Island 8 bedrooms, holiday rental in Island of Hawaii
Amazing Ohana Retreat on the Big Island 8 bedrooms, holiday rental in Island of Hawaii
Amazing Ohana Retreat on the Big Island 8 bedrooms, holiday rental in Island of Hawaii

Amazing Ohana Retreat on the Big Island 8 bedrooms

Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps
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Keauhou Gardens 3104, 1 BR.Garden view , holiday rental in Island of Hawaii
Keauhou Gardens 3104, 1 BR.Garden view , holiday rental in Island of Hawaii
Keauhou Gardens 3104, 1 BR.Garden view , holiday rental in Island of Hawaii

Keauhou Gardens 3104, 1 BR.Garden view

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanfrt 2br Condo-Halii Kai 14C-Oceanfront & newly renovated & Hilton Passes , holiday rental in Island of Hawaii
Oceanfrt 2br Condo-Halii Kai 14C-Oceanfront & newly renovated & Hilton Passes , holiday rental in Island of Hawaii
Oceanfrt 2br Condo-Halii Kai 14C-Oceanfront & newly renovated & Hilton Passes , holiday rental in Island of Hawaii

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai., holiday rental in Island of Hawaii
306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai., holiday rental in Island of Hawaii
306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai., holiday rental in Island of Hawaii

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanview 2Br Halii Kai Condo12A-Golf Course & Ocean View & Hilton Passes Incl, holiday rental in Island of Hawaii
Oceanview 2Br Halii Kai Condo12A-Golf Course & Ocean View & Hilton Passes Incl, holiday rental in Island of Hawaii
Oceanview 2Br Halii Kai Condo12A-Golf Course & Ocean View & Hilton Passes Incl, holiday rental in Island of Hawaii

Oceanview 2Br Halii Kai Condo12A-Golf Course & Ocean View & Hilton Passes Incl

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Makai Hideaway Phenomenal Deck with Oceanview!  , kayaks, Quiet hideaway, holiday rental in Island of Hawaii
Makai Hideaway Phenomenal Deck with Oceanview!  , kayaks, Quiet hideaway, holiday rental in Island of Hawaii
Makai Hideaway Phenomenal Deck with Oceanview!  , kayaks, Quiet hideaway, holiday rental in Island of Hawaii

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House, holiday rental in Island of Hawaii
OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House, holiday rental in Island of Hawaii
OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House, holiday rental in Island of Hawaii

OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kolea Condo 9E-Partial Ocean View & Newly Renovated, holiday rental in Island of Hawaii
Kolea Condo 9E-Partial Ocean View & Newly Renovated, holiday rental in Island of Hawaii
Kolea Condo 9E-Partial Ocean View & Newly Renovated, holiday rental in Island of Hawaii

Kolea Condo 9E-Partial Ocean View & Newly Renovated

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Great Ocean Views! 2007 Built Penthouse at Kahaluu, holiday rental in Island of Hawaii
Great Ocean Views! 2007 Built Penthouse at Kahaluu, holiday rental in Island of Hawaii
Great Ocean Views! 2007 Built Penthouse at Kahaluu, holiday rental in Island of Hawaii

Great Ocean Views! 2007 Built Penthouse at Kahaluu

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hale Kawehi Guesthouse in quaint downtown Hilo.  , holiday rental in Island of Hawaii
Hale Kawehi Guesthouse in quaint downtown Hilo.  , holiday rental in Island of Hawaii
Hale Kawehi Guesthouse in quaint downtown Hilo.  , holiday rental in Island of Hawaii

Hale Kawehi Guesthouse in quaint downtown Hilo.

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Kona View Estate, holiday rental in Island of Hawaii
Kona View Estate, holiday rental in Island of Hawaii
Kona View Estate, holiday rental in Island of Hawaii

Kona View Estate

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Carson's Mountain Cabin with hot tub and fireplace! , holiday rental in Island of Hawaii
Carson's Mountain Cabin with hot tub and fireplace! , holiday rental in Island of Hawaii
Carson's Mountain Cabin with hot tub and fireplace! , holiday rental in Island of Hawaii

Carson's Mountain Cabin with hot tub and fireplace!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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$75 OFF Special--BEACH Villa--Sweeping OCEAN  VIEWS! 2 Min. BEACH!, holiday rental in Island of Hawaii
$75 OFF Special--BEACH Villa--Sweeping OCEAN  VIEWS! 2 Min. BEACH!, holiday rental in Island of Hawaii
$75 OFF Special--BEACH Villa--Sweeping OCEAN  VIEWS! 2 Min. BEACH!, holiday rental in Island of Hawaii

$75 OFF Special--BEACH Villa--Sweeping OCEAN VIEWS! 2 Min. BEACH!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Keauhou Kona Surf & Racquet #5, Oceanfront Townhouse, holiday rental in Island of Hawaii
Keauhou Kona Surf & Racquet #5, Oceanfront Townhouse, holiday rental in Island of Hawaii
Keauhou Kona Surf & Racquet #5, Oceanfront Townhouse, holiday rental in Island of Hawaii

Keauhou Kona Surf & Racquet #5, Oceanfront Townhouse

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Volcano Mountain Haven in Hawaii, holiday rental in Island of Hawaii
Volcano Mountain Haven in Hawaii, holiday rental in Island of Hawaii
Volcano Mountain Haven in Hawaii, holiday rental in Island of Hawaii

Volcano Mountain Haven in Hawaii

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spectacular Ground Floor Condo on Resort , holiday rental in Island of Hawaii
Spectacular Ground Floor Condo on Resort , holiday rental in Island of Hawaii
Spectacular Ground Floor Condo on Resort , holiday rental in Island of Hawaii

Spectacular Ground Floor Condo on Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Seaside Zen Cottage on the Beach in Kailua Kona, holiday rental in Island of Hawaii
Seaside Zen Cottage on the Beach in Kailua Kona, holiday rental in Island of Hawaii
Seaside Zen Cottage on the Beach in Kailua Kona, holiday rental in Island of Hawaii

Seaside Zen Cottage on the Beach in Kailua Kona

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Fairway Villas Waikoloa O21-Beautiful Luxury Villa, Lake View, Close to Beach, holiday rental in Island of Hawaii
Fairway Villas Waikoloa O21-Beautiful Luxury Villa, Lake View, Close to Beach, holiday rental in Island of Hawaii
Fairway Villas Waikoloa O21-Beautiful Luxury Villa, Lake View, Close to Beach, holiday rental in Island of Hawaii

Fairway Villas Waikoloa O21-Beautiful Luxury Villa, Lake View, Close to Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Enchanting Rainforest Hideaway on 2 Private Acres, holiday rental in Island of Hawaii
Enchanting Rainforest Hideaway on 2 Private Acres, holiday rental in Island of Hawaii
Enchanting Rainforest Hideaway on 2 Private Acres, holiday rental in Island of Hawaii

Enchanting Rainforest Hideaway on 2 Private Acres

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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PRIVATE 3-ACRE CRAFTSMAN ESTATE, CLOSE TO NATIONAL PARK, 3 LUXURY SUITES,HOT TUB, holiday rental in Island of Hawaii
PRIVATE 3-ACRE CRAFTSMAN ESTATE, CLOSE TO NATIONAL PARK, 3 LUXURY SUITES,HOT TUB, holiday rental in Island of Hawaii
PRIVATE 3-ACRE CRAFTSMAN ESTATE, CLOSE TO NATIONAL PARK, 3 LUXURY SUITES,HOT TUB, holiday rental in Island of Hawaii

PRIVATE 3-ACRE CRAFTSMAN ESTATE, CLOSE TO NATIONAL PARK, 3 LUXURY SUITES,HOT TUB

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Retreat in Kona, holiday rental in Island of Hawaii
Spacious Retreat in Kona, holiday rental in Island of Hawaii
Spacious Retreat in Kona, holiday rental in Island of Hawaii

Spacious Retreat in Kona

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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