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Island of Hawaii Vacation Rentals

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2288 rentals in Island of Hawaii.

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Alii Magic Sands Vacation Rental 3 min walk to Beach, vacation rental in Island of Hawaii

Alii Magic Sands Vacation Rental 3 min walk to Beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kolea Condo 11K - 50% OFF TO JANUARY 14 (CLEANING XTRA), vacation rental in Island of Hawaii

Kolea Condo 11K - 50% OFF TO JANUARY 14 (CLEANING XTRA)

3 bedrooms
2 bathrooms
Sleeps 7
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Quintessential of luxury, vacation rental in Island of Hawaii

Quintessential of luxury

6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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A Perfect 10 *** Ocean View Pool Waterfall Hot Tub, vacation rental in Island of Hawaii

A Perfect 10 *** Ocean View Pool Waterfall Hot Tub

5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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The Grand Melemele Home with mineral pool!, vacation rental in Island of Hawaii

The Grand Melemele Home with mineral pool!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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**AWESOME OCEAN FRONT 7th FL PENTHOUSE** Kona Ali'i Complex, vacation rental in Island of Hawaii

**AWESOME OCEAN FRONT 7th FL PENTHOUSE** Kona Ali'i Complex

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai., vacation rental in Island of Hawaii

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

2 bedrooms
2 bathrooms
Sleeps 6
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Ocean View Estate, vacation rental in Island of Hawaii

Ocean View Estate

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Rare Oceanfront, Richardson's Beach Park. Sleeps 12. Kayaks ect., swim w/turtles, vacation rental in Island of Hawaii

Rare Oceanfront, Richardson's Beach Park. Sleeps 12. Kayaks ect., swim w/turtles

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Private apartment at Killino Kona Coffee Farm SPECIAL RATE check us out, vacation rental in Island of Hawaii

Private apartment at Killino Kona Coffee Farm SPECIAL RATE check us out

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Kailua Kona Oceanview - Keauhou Akahi, vacation rental in Island of Hawaii

Kailua Kona Oceanview - Keauhou Akahi

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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2 bdrm 2 ba condo across from White Sands Beach, vacation rental in Island of Hawaii

2 bdrm 2 ba condo across from White Sands Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Kipuka Cottage, vacation rental in Island of Hawaii

Kipuka Cottage

1 bedroom
1 bathroom
Sleeps 4
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Waterfall House, vacation rental in Island of Hawaii

Waterfall House

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Casa De Emdeko 219 2 Bdrm DIRECT Ocean Front CORNER unit, Wrap around Lanai!, vacation rental in Island of Hawaii

Casa De Emdeko 219 2 Bdrm DIRECT Ocean Front CORNER unit, Wrap around Lanai!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Whale House w/ AC at Kehena - near 5 black sand beaches., vacation rental in Island of Hawaii

Whale House w/ AC at Kehena - near 5 black sand beaches.

1 bedroom
1 bathroom
Sleeps 4
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Comfortable Oceanfront Getaway in a Tranquil Setting, vacation rental in Island of Hawaii

Comfortable Oceanfront Getaway in a Tranquil Setting

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Island Escape | Gorgeous Ocean Views, 2 Lush Acres, vacation rental in Island of Hawaii

Private Island Escape | Gorgeous Ocean Views, 2 Lush Acres

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pahala Plantation House, vacation rental in Island of Hawaii

Pahala Plantation House

7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Extra Large studio room 2x size of pictured room, vacation rental in Island of Hawaii

Extra Large studio room 2x size of pictured room

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Koana Breeze-Breathtaking Sunset & Ocean Views, Hot Tub Living at its finest!, vacation rental in Island of Hawaii

Koana Breeze-Breathtaking Sunset & Ocean Views, Hot Tub Living at its finest!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Magic Sands olukai Cabana Kailua Kona, Hawaii - 1500 sq ft, vacation rental in Island of Hawaii

The Magic Sands olukai Cabana Kailua Kona, Hawaii - 1500 sq ft

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Keauhou Kona Surf & Racquet #5, Oceanfront Townhouse, vacation rental in Island of Hawaii

Keauhou Kona Surf & Racquet #5, Oceanfront Townhouse

2 bedrooms
2 bathrooms
Sleeps 5
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Kahaluu Bay Across from Snorkel Beach - Ocean View, vacation rental in Island of Hawaii

Kahaluu Bay Across from Snorkel Beach - Ocean View

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hulili Tropical Fruit Farm Cottage, vacation rental in Island of Hawaii

Hulili Tropical Fruit Farm Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kona Surf & Racquet Unit 7-103, vacation rental in Island of Hawaii

Kona Surf & Racquet Unit 7-103

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Ground Floor Condo on Resort, vacation rental in Island of Hawaii

Spectacular Ground Floor Condo on Resort

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Kona Bali Kai 317 Direct Oceanfront, vacation rental in Island of Hawaii

Kona Bali Kai 317 Direct Oceanfront

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waipio Ridge Home, vacation rental in Island of Hawaii

Waipio Ridge Home

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Kona Makai 1-301 DIRECT OCEANFRONT, TOP FLOOR, BEST CORNER IN KONA MAKAI!, vacation rental in Island of Hawaii

Kona Makai 1-301 DIRECT OCEANFRONT, TOP FLOOR, BEST CORNER IN KONA MAKAI!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Kailua-Kona Apartment w/ Pool, Deck & Ocean Views!, vacation rental in Island of Hawaii

Kailua-Kona Apartment w/ Pool, Deck & Ocean Views!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Upscale Guest Cottage with Swimming Pool in Historic Estate, vacation rental in Island of Hawaii

Upscale Guest Cottage with Swimming Pool in Historic Estate

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Oceanfront Paradise - Whales, Turtles, Nenes. Close to Volcano/Lava/Snorkeling, vacation rental in Island of Hawaii

Oceanfront Paradise - Whales, Turtles, Nenes. Close to Volcano/Lava/Snorkeling

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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‘Living Aloha’ Condo w/ 2 Master Suites & A/C!, vacation rental in Island of Hawaii

‘Living Aloha’ Condo w/ 2 Master Suites & A/C!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!, AC!!!, vacation rental in Island of Hawaii

KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!, AC!!!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Tropical Hideaway, Pool, Hot Tub, Snorkel, vacation rental in Island of Hawaii

Charming Tropical Hideaway, Pool, Hot Tub, Snorkel

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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One bedroom Kona Makai condo in Kailua-Kona Hawaii, vacation rental in Island of Hawaii

One bedroom Kona Makai condo in Kailua-Kona Hawaii

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean View Couples Cottage on Orchard w/ Stream, vacation rental in Island of Hawaii

Ocean View Couples Cottage on Orchard w/ Stream

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr, vacation rental in Island of Hawaii

KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dual-Suite Escape | AC, Ocean & Sunset Views | Oceanfront Pools, Spa & Tennis, vacation rental in Island of Hawaii

Dual-Suite Escape | AC, Ocean & Sunset Views | Oceanfront Pools, Spa & Tennis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stylish Ocean-View Apartment with Pool & Spa | Walk to Kahalu’u Beach Park, vacation rental in Island of Hawaii

Stylish Ocean-View Apartment with Pool & Spa | Walk to Kahalu’u Beach Park

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luana Ola Villa near Waipio Valley, vacation rental in Island of Hawaii

Luana Ola Villa near Waipio Valley

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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♥ Somewhere Over the Rainbow Loft Hilo Downtown ♥, vacation rental in Island of Hawaii

♥ Somewhere Over the Rainbow Loft Hilo Downtown ♥

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Majestic Volcano Villas (TM), vacation rental in Island of Hawaii

Majestic Volcano Villas (TM)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Amazing Ohana Retreat on the Big Island 8 bedrooms, vacation rental in Island of Hawaii

Amazing Ohana Retreat on the Big Island 8 bedrooms

8 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps
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OCEANFRONT Cliff house with unobstructed 180 degree views of the pacific ocean., vacation rental in Island of Hawaii

OCEANFRONT Cliff house with unobstructed 180 degree views of the pacific ocean.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Holualoa Bay Villas: 106 Beautiful Oceanview, AC, Elevators, Wifi!, vacation rental in Island of Hawaii

Holualoa Bay Villas: 106 Beautiful Oceanview, AC, Elevators, Wifi!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kona Isle C28. Corner Unit, 2nd Floor, Ocean Views, & Air Conditioning!, vacation rental in Island of Hawaii

Kona Isle C28. Corner Unit, 2nd Floor, Ocean Views, & Air Conditioning!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kolea 'ALWAYS-ON-MY-MIIIND' DIRECT BEACH ACCESS - Beach gear Best value, vacation rental in Island of Hawaii

Kolea 'ALWAYS-ON-MY-MIIIND' DIRECT BEACH ACCESS - Beach gear Best value

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hilo Hawaiian Beach House, vacation rental in Island of Hawaii

Hilo Hawaiian Beach House

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Frequently Asked Questions about Island of Hawaii

Island of Hawaii Vacation Rentals
If you are planning a trip to the Big Island, you know you are headed to a destination full of ocean adventures, beautiful sights, and fascinating local culture. To make your trip to Island of Hawaii even more unforgettable, why not try staying in your very own vacation rental instead of a hotel? From a cozy oceanfront condo in Kailua-Kona, to a spacious rental house in Waikoloa, to a luxury villa in Keauhou that can accommodate the whole family, there is sure to be an Island of Hawaii vacation rental to suit your needs and your style. Even if you are traveling on a budget, there are amazing deals available on the perfect Island of Hawaii rental home for you.
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Island of Hawaii Vacation Rentals
If you are planning a trip to the Big Island, you know you are headed to a destination full of ocean adventures, beautiful sights, and fascinating local culture. To make your trip to Island of Hawaii even more unforgettable, why not try staying in your very own vacation rental instead of a hotel? From a cozy oceanfront condo in Kailua-Kona, to a spacious rental house in Waikoloa, to a luxury villa in Keauhou that can accommodate the whole family, there is sure to be an Island of Hawaii vacation rental to suit your needs and your style. Even if you are traveling on a budget, there are amazing deals available on the perfect Island of Hawaii rental home for you.
An Island of Hawaii Vacation
Whether you are looking to relax on pristine beaches, explore the depths of the ocean, or absorb amazing local sights and sounds, there is something for everyone on Island of Hawaii. Coffee lovers can take a trip to Holualoa and visit Big Daddy Kona Coffee for free tastings and fascinating tours of the award winning coffee farm. Adrenaline junkies will love getting a bird's eye view of the island with Big Island Eco Adventures Ziplining in Hawi. Kilauea Iki Trail offers a scenic hike into a living caldera, and Sunlight on Water in Kailua-Kona allows you to take a guided swim or snorkel with the beautiful local wildlife. Relax in the sun and melt your troubles away at Hapuna Beach in Kamuela. There are so many great Island of Hawaii activities it can be hard to choose just how to spend your days, but renting a vacation home is not a choice you will have second guesses about. Enjoy all the benefits of a home away from home with our Island of Hawaii vacation rentals on your next trip.
Money Saving Vacation Rentals
In addition to being a comfortable and convenient option for you and your family, did you know vacation rentals can also save you money? Hotels can be expensive, especially when traveling with a large group. Being able to rent a spacious home that can fit even the largest group instead of booking separate hotel rooms means you can cut off a lot of the cost of your trip. Island of Hawaii vacation rentals often offer discounted rates for extended stays, so if you are planning on staying a while you can actually save money while staying longer. It is easy to see that for your next vacation to Island of Hawaii, renting a vacation home is truly a win-win situation.