Hawaii Holiday Rentals
1173 Hawaii Holiday Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Hawaii, United States.
Get all the information you need about your Hawaii vacation rental. (We also have vacation rentals in other parts of the United States and around the world.)
Get all the information you need about your Hawaii vacation rental. (We also have vacation rentals in other parts of the United States and around the world.)
Select a location to narrow your vacation rental search or browse listings below:
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Home:
3 Bedroom, 3.5 Bathroom, Sleeps 7
Location: Poipu Beach, Hawaii, United States
Description: Secluded Tropical Oceanfront Hideaway - Very Private and Very Beautiful newly Decorated. AIR CONDITIONED with your own private pool. This beautifu... Learn More
Location: Poipu Beach, Hawaii, United States
Description: Secluded Tropical Oceanfront Hideaway - Very Private and Very Beautiful newly Decorated. AIR CONDITIONED with your own private pool. This beautifu... Learn More
Rates
$1000 - $1000 night
$4000 - $4000 week
$1000 - $1000 night
$4000 - $4000 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 3
Location: Kihei, Hawaii, United States
Description: 504 is a 1 bedroom, 2 bath beautifully remodeled condo with ocean and West Maui mountain views. Enjoy breakfast on the lanai, dinner at the beach f... Learn More
Location: Kihei, Hawaii, United States
Description: 504 is a 1 bedroom, 2 bath beautifully remodeled condo with ocean and West Maui mountain views. Enjoy breakfast on the lanai, dinner at the beach f... Learn More
Rates
$125 - $175 night
$875 - $1225 week
$125 - $175 night
$875 - $1225 week
Bed and Breakfast:
4 Bedroom, 5 Bathroom, Sleeps 12
Location: Volcano, Hawaii, United States
Description: Please book on our website: VolcanoForestInn.Com or call our toll free number: 800-481-0450 VOLCANO FOREST INN - BIG ISLAND OF HAWAII - VISIT T... Learn More
Location: Volcano, Hawaii, United States
Description: Please book on our website: VolcanoForestInn.Com or call our toll free number: 800-481-0450 VOLCANO FOREST INN - BIG ISLAND OF HAWAII - VISIT T... Learn More
Rates
$149 - $169 night
$149 - $169 night
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Koloa, Hawaii, United States
Description: Astounding panoramic ocean views dominate the experience from the only wrap around lanai (balcony) with luxury appointments delivering the style an... Learn More
Location: Koloa, Hawaii, United States
Description: Astounding panoramic ocean views dominate the experience from the only wrap around lanai (balcony) with luxury appointments delivering the style an... Learn More
Rates
$600 - $1000 night
$4200 - $7000 week
$600 - $1000 night
$4200 - $7000 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master and 2 twins in each of the guest bedrooms) and a prime oceanfront ground floor ... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master and 2 twins in each of the guest bedrooms) and a prime oceanfront ground floor ... Learn More
Rates
$995 - $1200 night
$6965 - $8400 week
$995 - $1200 night
$6965 - $8400 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kihei, Hawaii, United States
Description: Ocean views of the Pacific Ocean and clear blue Hawaiian Skies from the second floor location and steps to a long sandy beach make Wailana Kai a “h... Learn More
Location: Kihei, Hawaii, United States
Description: Ocean views of the Pacific Ocean and clear blue Hawaiian Skies from the second floor location and steps to a long sandy beach make Wailana Kai a “h... Learn More
Rates
$125 - $150 night
$875 - $1050 week
$125 - $150 night
$875 - $1050 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully remodeled with top of the line appliances and t... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully remodeled with top of the line appliances and t... Learn More
Rates
$594 - $795 night
$4158 - $5565 week
$594 - $795 night
$4158 - $5565 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort. This gated community was developed with six 2... Learn More
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort. This gated community was developed with six 2... Learn More
Rates
$396 - $640 night
$2772 - $4480 week
$396 - $640 night
$2772 - $4480 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kahuku, Hawaii, United States
Description: Photographs are of one of my actual 3-bedroom vacation villas. I have 9 identical ocean front 3-bedroom villas that you can choose from with optio... Learn More
Location: Kahuku, Hawaii, United States
Description: Photographs are of one of my actual 3-bedroom vacation villas. I have 9 identical ocean front 3-bedroom villas that you can choose from with optio... Learn More
Rates
$349 - $629 night
$2373 - $3983 week
$349 - $629 night
$2373 - $3983 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kihei, Hawaii, United States
Description: Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the daz... Learn More
Location: Kihei, Hawaii, United States
Description: Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the daz... Learn More
Rates
$224 - $295 night
$1568 - $1941 week
$224 - $295 night
$1568 - $1941 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilo, Hawaii, United States
Description: Enjoy the crashing surf, 180 degree sunrises, whale watching from your bed - while relaxing on a private 1/2 acre of landscaped oceanfront, with yo... Learn More
Location: Hilo, Hawaii, United States
Description: Enjoy the crashing surf, 180 degree sunrises, whale watching from your bed - while relaxing on a private 1/2 acre of landscaped oceanfront, with yo... Learn More
Rates
$289 - $449 night
$2023 - $3143 week
$289 - $449 night
$2023 - $3143 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kahuku, Hawaii, United States
Description: Photographs are of one of my actual 3-bedroom vacation villas. I have three identical ocean front, direct ocean view 3-bedroom villas that you can... Learn More
Location: Kahuku, Hawaii, United States
Description: Photographs are of one of my actual 3-bedroom vacation villas. I have three identical ocean front, direct ocean view 3-bedroom villas that you can... Learn More
Rates
$399 - $699 night
$2793 - $4613 week
$399 - $699 night
$2793 - $4613 week
Home:
2 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kilauea, Hawaii, United States
Description: Estate property, 2 bedroom main home plus poolhouse, 3 Baths (Sleeps 6) Located on private 2.5 acre estate property, you’ll enjoy the peace and so... Learn More
Location: Kilauea, Hawaii, United States
Description: Estate property, 2 bedroom main home plus poolhouse, 3 Baths (Sleeps 6) Located on private 2.5 acre estate property, you’ll enjoy the peace and so... Learn More
Rates
$900 - $1200 night
$900 - $1200 night
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Elegant yet simple luxury on the ocean in Kona Hawaii. And ONE OF ONLY TWO ACCESSIBLE OCEANFRONT CONDOS ON THE KONA COAST * Incredible Ocean ... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: Elegant yet simple luxury on the ocean in Kona Hawaii. And ONE OF ONLY TWO ACCESSIBLE OCEANFRONT CONDOS ON THE KONA COAST * Incredible Ocean ... Learn More
Rates
$179 - $295 night
$1113 - $2065 week
$179 - $295 night
$1113 - $2065 week
Home:
4 Bedroom, 4.5 Bathroom, Sleeps 6
Location: Mauna Lani, Hawaii, United States
Description: ThIS IS YOUR VACATION HOME., NOT JUST A PLACE TO STAY. Our home is an award winner Parade of Homes 2006. Detached, single story island style home,... Learn More
Location: Mauna Lani, Hawaii, United States
Description: ThIS IS YOUR VACATION HOME., NOT JUST A PLACE TO STAY. Our home is an award winner Parade of Homes 2006. Detached, single story island style home,... Learn More
Rates
$760 - $1000 night
$5320 - $7000 week
$760 - $1000 night
$5320 - $7000 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kihei, Hawaii, United States
Description: 203 is a 1 bedroom, 2 bath condo with central A / C and ocean views from the lanai and bedroom. This condo offers Polynesian comfort. It is bright ... Learn More
Location: Kihei, Hawaii, United States
Description: 203 is a 1 bedroom, 2 bath condo with central A / C and ocean views from the lanai and bedroom. This condo offers Polynesian comfort. It is bright ... Learn More
Rates
$125 - $175 night
$875 - $1225 week
$125 - $175 night
$875 - $1225 week
Condo:
Studio, 1 Bathroom, Sleeps 3
Location: Lahaina, Hawaii, United States
Description: Lahaina Shores Beach Resort is known in the travel business as a condo/hotel. Each unit is privately owned. Most owners have contracted with a firm... Learn More
Location: Lahaina, Hawaii, United States
Description: Lahaina Shores Beach Resort is known in the travel business as a condo/hotel. Each unit is privately owned. Most owners have contracted with a firm... Learn More
Rates
$120 - $165 night
$120 - $165 night
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Lahaina, Hawaii, United States
Description: This spacious seaside condo is perfect for families and small groups of up to 6 people. Everyone has room in which to relax after a full day of fun... Learn More
Location: Lahaina, Hawaii, United States
Description: This spacious seaside condo is perfect for families and small groups of up to 6 people. Everyone has room in which to relax after a full day of fun... Learn More
Rates
$162 - $210 night
$1134 - $1470 week
$162 - $210 night
$1134 - $1470 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Lahaina, Hawaii, United States
Description: ALOHA AND WELCOME TO HALE KAI # 118 Just pause a moment before you unpack, breathe out and listen to the gentle surf rolling onto the shore and ... Learn More
Location: Lahaina, Hawaii, United States
Description: ALOHA AND WELCOME TO HALE KAI # 118 Just pause a moment before you unpack, breathe out and listen to the gentle surf rolling onto the shore and ... Learn More
Rates
$126 - $175 night
$882 - $1225 week
$126 - $175 night
$882 - $1225 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Lahaina, Hawaii, United States
Description: ALOHA AND WELCOME TO HALE KAI # 108 Hale Kai # 108, our ?home by the sea?, was decorated to reflect the charm of old Hawaii but with all of the... Learn More
Location: Lahaina, Hawaii, United States
Description: ALOHA AND WELCOME TO HALE KAI # 108 Hale Kai # 108, our ?home by the sea?, was decorated to reflect the charm of old Hawaii but with all of the... Learn More
Rates
$113 - $160 night
$788 - $1120 week
$113 - $160 night
$788 - $1120 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Princeville, Hawaii, United States
Description: 1 bedroom, 1 bath condo. From Pali Ke Kua #118, you can walk to the on-site restaurant Sabella's. Golf and tennis are a short stroll away. Just out... Learn More
Location: Princeville, Hawaii, United States
Description: 1 bedroom, 1 bath condo. From Pali Ke Kua #118, you can walk to the on-site restaurant Sabella's. Golf and tennis are a short stroll away. Just out... Learn More
Rates
$160 - $195 night
$1120 - $1365 week
$160 - $195 night
$1120 - $1365 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 5
Location: Honolulu, Hawaii, United States
Description: Wake to sunrises, enjoy great ocean views and sunset reflections on world famous Diamond Head from this remodeled and upgraded one-bedroom with AC,... Learn More
Location: Honolulu, Hawaii, United States
Description: Wake to sunrises, enjoy great ocean views and sunset reflections on world famous Diamond Head from this remodeled and upgraded one-bedroom with AC,... Learn More
Rates
$150 - $165 night
$1050 - $1260 week
$150 - $165 night
$1050 - $1260 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 5
Location: Princeville, Hawaii, United States
Description: King bed, oceanfront views all the way to the lighthouse, only top floor condo in the building. Completely renovated in 2012, with all new stainle... Learn More
Location: Princeville, Hawaii, United States
Description: King bed, oceanfront views all the way to the lighthouse, only top floor condo in the building. Completely renovated in 2012, with all new stainle... Learn More
Rates
$119 - $165 night
$833 - $1155 week
$119 - $165 night
$833 - $1155 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Kona Surf & Racquet Club 5-301 Absolutely direct oceanfront condo with views down the Kona Coast. This is a corner condo with a huge wrap... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Kona Surf & Racquet Club 5-301 Absolutely direct oceanfront condo with views down the Kona Coast. This is a corner condo with a huge wrap... Learn More
Rates
$253 - $339 night
$1302 - $1753 week
$253 - $339 night
$1302 - $1753 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Direct Ocean Front Cottage where you can watch whales and surfers while relaxing on the large sunning deck, literally hanging over the oceans edge.... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: Direct Ocean Front Cottage where you can watch whales and surfers while relaxing on the large sunning deck, literally hanging over the oceans edge.... Learn More
Rates
$290 - $348 night
$2030 - $2436 week
$290 - $348 night
$2030 - $2436 week
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