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Office Location:
Hilo, HI, United States

Total Properties: 30

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For all 30 properties:
 
  1770 reviews

Hawaii Holiday Vacation Rentals

Planning a trip to paradise? Hawaii Holiday Vacation Rentals offers stunning vacation rentals on the Big Island and Maui. A vacation rental's the best place to stay when you're in Hawaii. These luxurious Hawaiian homes feature private amenities, all the space you want, proximity to beaches, attractions, dining, golf and shopping, full kitchens and more.

Stay in one of our Big Island vacation rentals and you'll have easy access to Volcanoes National Park, the Kohala Coast, Kailua-Kona, Keahou, Waimea, Hilo and more. Visit Hawaiian cattle ranches and see real paniolo (Hawaiian cowboys). On the Hilo side, check out botanical gardens and beautiful waterfalls. Find golf courses all around the island, or chill out on uncrowded beaches. The southern tip of the island even features unique black sand and green sand beaches.

Maui's an island the spills over with heavenly natural wonders and tempting beaches. It's often voted the "Best Island" in a variety polls. One visit will tell you why. Take in Haleakala National Park, explore the arts in Kahului and Upcountry Maui. Golf all around the island, take in the scenery on Hana road, or head out on a boat watch Maui's world famous humpback whale migration.

The vacation experts at Hawaii Holiday Vacation Rentals will be there to assist you with your vacation plans with advice and help on booking excursions, the best beaches, best places to eat and more. Review all our properties below, book your vacation rental, and then get ready for a relaxing vacation in paradise!
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Listings 1 - 25 of 30
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3 bedroom Vacation Rental Home in Pahoa - Ocean View
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Pahoa, Hawaii, United States
Description: It's back! After almost 2 years of being a private residence, Hale Kakahi is available again for your enjoyment! HALE KAKAHI IS YOUR VISIO... Learn More
Rates
$250 - $400 night
$1665 - $2800 week


Non Smoking   Swimming Pool   High-Speed Internet


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Featured


1 bedroom Vacation Rental Condo in Kihei - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kihei, Hawaii, United States
Description: WE CALL UNIT D-614 AT KIHEI AKAHI "MAKAI VISTA" because of its spectacular 180-degree panoramic views. Makai Vista is a top-floor, 1-bedroom, 1-bat... Learn More
Rates
$90 - $225 night
$770 - $1575 week


Non Smoking   High-Speed Internet


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Featured


3 bedroom Vacation Rental Home in Keaau - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Keaau, Hawaii, United States
Description: YES THE WHALES ARE THIS CLOSE! Mele Kohola means "Singing Whale" in Hawaiian and they will entertain you day and night (in season, of course, Decem... Learn More
Rates
$100 - $225 night
$700 - $1575 week


Non Smoking


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1 bedroom Vacation Rental Condo in Hilo - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Hilo, Hawaii, United States
Description: MAUNA LOA SHORES #304 is a colorful, comfortable and affordable one bedroom, one bath oceanfront condo on the third floor of the six floor condo bu... Learn More
Rates
$80 - $150 night
$560 - $1050 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilo - Ocean View
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilo, Hawaii, United States
Description: NEWLY REMODELED AND TASTEFULLY DECORATED, 508 is one of the nicest condos at Maunaloa Shores. Why stay in a hotel when for about the same rate you ... Learn More
Rates
$90 - $175 night
$600 - $1225 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Waikoloa - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 5
Location: Waikoloa, Hawaii, United States
Description: Why Stay in a Condo or Hotel When You Can Have All This for Less?! ENJOY VIEWS OF WEST HAWAII'S WORLD-FAMOUS OCEAN SUNSETS, the island of Maui, th... Learn More
Rates
$160 - $180 night
$1050 - $1435 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Kapoho
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Kapoho, Hawaii, United States
Description: ORCHID ELUA MEANS "SECOND ORCHID," the newer of two fantastic co-owned homes. Located in Kapoho Vacationland, Orchid Elua and its sister property W... Learn More
Rates
$150 - $260 night
$1000 - $1820 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Pahoa
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Pahoa, Hawaii, United States
Description: In the Middle of Everything, Yet Away From it All - Hale Pueo HALE PUEO (HOUSE OF THE OWL) Step into this well-appointed vacation rental and yo... Learn More
Rates
$99 - $99 night
$693 - $693 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilo - Ocean View
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilo, Hawaii, United States
Description: COME EXPERIENCE THE BIG ISLAND while staying in this gorgeous, exquisitely appointed oceanfront penthouse condo. The high vaulted ceilings give you... Learn More
Rates
$110 - $175 night
$730 - $1225 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Kihei - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kihei, Hawaii, United States
Description: UNIT 604 IS A 1-BEDROOM, 1.5-BATH CONDOMINIUM on the top floor of the very popular oceanfront complex, Kihei Surfside. You will wake to panoramic o... Learn More
Rates
$150 - $275 night
$1000 - $1925 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Kapoho
Home: 3 Bedroom, 2 Bathroom, Sleeps 4
Location: Kapoho, Hawaii, United States
Description: Honu's Hideaway - A Warm, Inviting Tide Pool Just Outside Your Door! HONU'S HIDEAWAY IS ONE OF THOSE HIDDEN GEMS that you appreciate more with eve... Learn More
Rates
$135 - $215 night
$945 - $1505 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in Pahoa
Home: 2 Bedroom, 3 Bathroom, Sleeps 5
Location: Pahoa, Hawaii, United States
Description: Hale Mahana (House of Rest) offers a true experience of Paradise! IMAGINE FLOATING LANGUIDLY IN A WARM VOLCANIC POND, GENTLY CARESSED BY WAVES OF ... Learn More
Rates
$155 - $225 night
$1030 - $1575 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Keaau
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Keaau, Hawaii, United States
Description: MALUHIA HALE IS A BEAUTIFUL 2-story light, bright, open-air home with 3 bedrooms, 3 baths, and a wraparound lanai. Located on a very private, lands... Learn More
Rates
$115 - $225 night
$765 - $1575 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kihei - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kihei, Hawaii, United States
Description: THE SUNSETS ARE STUNNING from D-612, a top-floor, 1-bedroom, 1-bath oceanview condo at Kihei Akahi. With near perfect weather almost year-round you... Learn More
Rates
$105 - $175 night
$728 - $1365 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in Kihei - Ocean View
Condo: Studio, 1 Bathroom, Sleeps 3
Location: Kihei, Hawaii, United States
Description: STYLISH, AFFORDABLE AND A GREAT VIEW! This ocean-view 5th-floor unit at Kihei Akahi has a fun, Asian tropical decor, an outdoor lanai with a nice o... Learn More
Rates
$69 - $125 night
$448 - $875 week


Non Smoking


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2 bedroom Vacation Rental Home in Pahoa - Ocean View
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Pahoa, Hawaii, United States
Description: IF YOU WANT THE FEELING OF BEING ON A SHIP without the movement, this is the place to be! Located in Hawaiian Beaches (about 20 miles south of Hilo... Learn More
Rates
$135 - $240 night
$930 - $1680 week


Non Smoking   Handicap Accessible   High-Speed Internet


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1 bedroom Vacation Rental Condo in Kihei - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kihei, Hawaii, United States
Description: KIHEI SURFSIDE IS LOCATED ON THE OCEAN SIDE of South Kihei Road at the southernmost end of Kihei. Unit 405 has a gorgeous oceanfront unobstructed v... Learn More
Rates
$172 - $275 night
$1225 - $1925 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Kihei - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kihei, Hawaii, United States
Description: KIHEI SURFSIDE 513 IS ANOTHER WONDERFUL 1-bedroom, 1.5-bath unit at this popular condominium resort. Rich furnishings offer a classy look that pale... Learn More
Rates
$150 - $285 night
$1000 - $1925 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in Kapoho
Home: 2 Bedroom, 3 Bathroom, Sleeps 5
Location: Kapoho, Hawaii, United States
Description: YOUR OWN PRIVATE SWIMMABLE TIDE POOL is just outside the door! White Orchid Retreat is located in Vacationland, a popular area of Kapoho famous for... Learn More
Rates
$155 - $260 night
$1030 - $1820 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilo - Ocean View
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilo, Hawaii, United States
Description: THIS VACATION RENTAL IS IN KEAUKAHA, the part of Hilo where the beach parks are located. It's a perfect location for a holiday stay or if you are i... Learn More
Rates
$90 - $175 night
$600 - $1225 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Home in Kapoho
Home: Studio, 1 Bathroom, Sleeps 2
Location: Kapoho, Hawaii, United States
Description: HULA COVE IS ONE OF THOSE SWEET OLD COTTAGES built many years ago specifically as a beach house. It has the true vintage feel of a simpler time wit... Learn More
Rates
$159 - $180 night
$1055 - $1260 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilo
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilo, Hawaii, United States
Description: MAUNALOA SHORES IS LOCATED IN KEAUKAHA in the heart of a great recreational area but less than 10 minutes from downtown Hilo with shopping, enterta... Learn More
Rates
$90 - $175 night
$600 - $1225 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in Kapoho
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kapoho, Hawaii, United States
Description: FALL ASLEEP TO THE HYPNOTIC SOUND OF THE OCEAN WAVES. Plop into the hammock under the wonderful fragrant plumeria tree. Snorkel in the crystal-clea... Learn More
Rates
$95 - $150 night
$630 - $1050 week


Non Smoking


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4 bedroom Vacation Rental Home in Kapoho - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kapoho, Hawaii, United States
Description: ONE OF THE PREMIER VACATION HOMES in one of the Big Island's premier vacation spots, Champagne Cove at Kapoho Beach features 4 bedrooms plus 2 dens... Learn More
Rates
$150 - $275 night
$1050 - $1925 week


Non Smoking   Swimming Pool


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3 bedroom Vacation Rental Home in Kapoho
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kapoho, Hawaii, United States
Description: HONU KAI IS LIGHT, OPEN, and completely remodeled with your comfort in mind. This 3-bedroom 3-bath home is located in a special area of Kapoho call... Learn More
Rates
$165 - $255 night
$1095 - $1785 week


Non Smoking   High-Speed Internet


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