Hawaii Holiday Rentals
1176 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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Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Poipu, Hawaii, United States
Description: Ocean View condo with beautiful ocean and pool views, full kitchen, flat panel TVs, safe, Wi-fi, king bed in master, two extra- long twins in secon... Learn More
Location: Poipu, Hawaii, United States
Description: Ocean View condo with beautiful ocean and pool views, full kitchen, flat panel TVs, safe, Wi-fi, king bed in master, two extra- long twins in secon... Learn More
Rates
$340 - $365 night
$2380 - $2555 week
$340 - $365 night
$2380 - $2555 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Wailua, Hawaii, United States
Description: A true home of tranquility and privacy. With stunning views of the sacred Wai'oli mountain on one side and the magnificent Hawaiian ocean on the ot... Learn More
Location: Wailua, Hawaii, United States
Description: A true home of tranquility and privacy. With stunning views of the sacred Wai'oli mountain on one side and the magnificent Hawaiian ocean on the ot... Learn More
Rates
$725 - $738 night
$5075 - $5195 week
$725 - $738 night
$5075 - $5195 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home Located in the award winning gated ... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home Located in the award winning gated ... Learn More
Rates
$275 - $325 night
$1925 - $2625 week
$275 - $325 night
$1925 - $2625 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: The Casa de Emdeko is located just 1.5 miles from downtown Kona & away from traffic noise. It overlooks a very quiet, tropical courtyard that leads... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: The Casa de Emdeko is located just 1.5 miles from downtown Kona & away from traffic noise. It overlooks a very quiet, tropical courtyard that leads... Learn More
Rates
$85 - $99 night
$595 - $840 week
$85 - $99 night
$595 - $840 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kihei, Hawaii, United States
Description: Waipuilani is an intimate property fronting the Pacific ocean and miles of sandy beaches with a large lawn area for sunning and relaxing. There i... Learn More
Location: Kihei, Hawaii, United States
Description: Waipuilani is an intimate property fronting the Pacific ocean and miles of sandy beaches with a large lawn area for sunning and relaxing. There i... Learn More
Rates
$95 - $125 night
$665 - $875 week
$95 - $125 night
$665 - $875 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kihei, Hawaii, United States
Description: Renovated Two bedroom, two bath garden and ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo... Learn More
Location: Kihei, Hawaii, United States
Description: Renovated Two bedroom, two bath garden and ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo... Learn More
Rates
$162 - $195 night
$1021 - $1365 week
$162 - $195 night
$1021 - $1365 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kihei, Hawaii, United States
Description: This charming condo has been recently updated with new furnishings and quality appliances. The floors are tiled throughout and the rooms are very ... Learn More
Location: Kihei, Hawaii, United States
Description: This charming condo has been recently updated with new furnishings and quality appliances. The floors are tiled throughout and the rooms are very ... Learn More
Rates
$89 - $178 night
$624 - $1485 week
$89 - $178 night
$624 - $1485 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kihei, Hawaii, United States
Description: Maui Sunset is a fabulous oceanfront property in Kihei with lush tropical landscaping, a large pool, hot tub, gas grills, work out room and tennis ... Learn More
Location: Kihei, Hawaii, United States
Description: Maui Sunset is a fabulous oceanfront property in Kihei with lush tropical landscaping, a large pool, hot tub, gas grills, work out room and tennis ... Learn More
Rates
$299 - $324 night
$2093 - $2268 week
$299 - $324 night
$2093 - $2268 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their we... Learn More
Location: Wailea, Hawaii, United States
Description: We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their we... Learn More
Rates
$199 - $299 night
$1393 - $2268 week
$199 - $299 night
$1393 - $2268 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kihei, Hawaii, United States
Description: Maui Vista #2418 is a spectacular 2 Bd 2 Bath unit that has been completely remodeled. Everything in the entire unit is new. (Nov 2010). This prope... Learn More
Location: Kihei, Hawaii, United States
Description: Maui Vista #2418 is a spectacular 2 Bd 2 Bath unit that has been completely remodeled. Everything in the entire unit is new. (Nov 2010). This prope... Learn More
Rates
$174 - $224 night
$1218 - $1743 week
$174 - $224 night
$1218 - $1743 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Honolulu, Hawaii, United States
Description: (3-night minimum) Enjoy Ko'olau Mountain views from this one-bedroom condo (694 sq.ft. plus lanai with table and chairs) (see Diamond Head from lan... Learn More
Location: Honolulu, Hawaii, United States
Description: (3-night minimum) Enjoy Ko'olau Mountain views from this one-bedroom condo (694 sq.ft. plus lanai with table and chairs) (see Diamond Head from lan... Learn More
Rates
$125 - $135 night
$875 - $1050 week
$125 - $135 night
$875 - $1050 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Honolulu, Hawaii, United States
Description: Beautiful Pacific Ocean and Diamond Head views and a swimming beach at your back door! Full kitchen with dishwasher, washer/dryer, flat screen TV/B... Learn More
Location: Honolulu, Hawaii, United States
Description: Beautiful Pacific Ocean and Diamond Head views and a swimming beach at your back door! Full kitchen with dishwasher, washer/dryer, flat screen TV/B... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Unit 2108 is a 2 Bd 2 Ba second floor unit with a partial ocean view. Unit has a full kitchen, washer/dryer, A.C. in the living room / Master, and ... Learn More
Location: Wailea, Hawaii, United States
Description: Unit 2108 is a 2 Bd 2 Ba second floor unit with a partial ocean view. Unit has a full kitchen, washer/dryer, A.C. in the living room / Master, and ... Learn More
Rates
$225 - $275 night
$1575 - $2023 week
$225 - $275 night
$1575 - $2023 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kihei, Hawaii, United States
Description: This beachfront property features two six-story buildings (with elevators), making spectacular views! This property is located in central Kihei, cl... Learn More
Location: Kihei, Hawaii, United States
Description: This beachfront property features two six-story buildings (with elevators), making spectacular views! This property is located in central Kihei, cl... Learn More
Rates
$104 - $195 night
$725 - $1485 week
$104 - $195 night
$725 - $1485 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kihei, Hawaii, United States
Description: Beautifully remodeled two-bedroom ocean view condominium on Maui. It?s just a short walk to countless shops, restaurants, and a 24-hour grocery sto... Learn More
Location: Kihei, Hawaii, United States
Description: Beautifully remodeled two-bedroom ocean view condominium on Maui. It?s just a short walk to countless shops, restaurants, and a 24-hour grocery sto... Learn More
Rates
$126 - $205 night
$882 - $1625 week
$126 - $205 night
$882 - $1625 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Princeville, Hawaii, United States
Description: Sealodge G4 is a renovated 1br/1ba with amazing views, perfect for honeymoon or romantic getaway. Ground level, with full kitchen, washer/dryer, f... Learn More
Location: Princeville, Hawaii, United States
Description: Sealodge G4 is a renovated 1br/1ba with amazing views, perfect for honeymoon or romantic getaway. Ground level, with full kitchen, washer/dryer, f... Learn More
Rates
$99 - $150 night
$693 - $1050 week
$99 - $150 night
$693 - $1050 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Waikoloa Beach Resort, Hawaii, United States
Description: ~Aloha~Our condo is located in the sunny Waikoloa Beach Resort on the Big Island of Hawaii. It's not nicknamed the Gold Coast by coinsidence. It is... Learn More
Location: Waikoloa Beach Resort, Hawaii, United States
Description: ~Aloha~Our condo is located in the sunny Waikoloa Beach Resort on the Big Island of Hawaii. It's not nicknamed the Gold Coast by coinsidence. It is... Learn More
Rates
$149 - $199 night
$1043 - $2275 week
$149 - $199 night
$1043 - $2275 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kahuku, Hawaii, United States
Description: Condo has new furniture, new carpeting, remodeled bathrooms, and a bright and cheery loft with a window for good breezes. Digital phone service inc... Learn More
Location: Kahuku, Hawaii, United States
Description: Condo has new furniture, new carpeting, remodeled bathrooms, and a bright and cheery loft with a window for good breezes. Digital phone service inc... Learn More
Rates
$165 - $205 night
$1155 - $1435 week
$165 - $205 night
$1155 - $1435 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kahuku, Hawaii, United States
Description: One of the best! Newly remodeled. Extended loft. Lanai has table and chairs. TV has DVD player. Air conditioning in both bedrooms. Wireless Interne... Learn More
Location: Kahuku, Hawaii, United States
Description: One of the best! Newly remodeled. Extended loft. Lanai has table and chairs. TV has DVD player. Air conditioning in both bedrooms. Wireless Interne... Learn More
Rates
$170 - $275 night
$1190 - $1925 week
$170 - $275 night
$1190 - $1925 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kahuku, Hawaii, United States
Description: Gold Coast location, 42" TV VCR/DVD/CD, 2 window A/C units, new carpet and new bedroom/loft furniture. Upstairs end unit with golf course view. Fan... Learn More
Location: Kahuku, Hawaii, United States
Description: Gold Coast location, 42" TV VCR/DVD/CD, 2 window A/C units, new carpet and new bedroom/loft furniture. Upstairs end unit with golf course view. Fan... Learn More
Rates
$139 - $179 night
$973 - $1253 week
$139 - $179 night
$973 - $1253 week
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
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
$165 - $255 night
$1095 - $1785 week
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: Lihue, Hawaii, United States
Description: Find the perfect combination of ingredients at the Kauai Beach Resort . . . oceanfront location, fascinating pools, Polynesian entertainment, gourm... Learn More
Location: Lihue, Hawaii, United States
Description: Find the perfect combination of ingredients at the Kauai Beach Resort . . . oceanfront location, fascinating pools, Polynesian entertainment, gourm... Learn More
Rates
$89 - $109 night
$595 - $763 week
$89 - $109 night
$595 - $763 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This beautiful remodeled 2 bedroom, 2 bath unit is right in the heart of Kona Village! If you are looking for nice, clean and close to town, look ... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: This beautiful remodeled 2 bedroom, 2 bath unit is right in the heart of Kona Village! If you are looking for nice, clean and close to town, look ... Learn More
Rates
$125 - $160 night
$875 - $1120 week
$125 - $160 night
$875 - $1120 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kapaa, Hawaii, United States
Description: F301 is a very unique one bedroom with some partial ocean views from your lanai. Tucked into an ocean corridor this suite is close to the pool and... Learn More
Location: Kapaa, Hawaii, United States
Description: F301 is a very unique one bedroom with some partial ocean views from your lanai. Tucked into an ocean corridor this suite is close to the pool and... Learn More
Rates
$259 - $329 night
$2303 - $2303 week
$259 - $329 night
$2303 - $2303 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kihei, Hawaii, United States
Description: Kihei Kamaole Sands is located on a beautiful 15 acre property across from Kamaole Beach III. This beach is easily accessible from this condo comp... Learn More
Location: Kihei, Hawaii, United States
Description: Kihei Kamaole Sands is located on a beautiful 15 acre property across from Kamaole Beach III. This beach is easily accessible from this condo comp... Learn More
Rates
$158 - $295 night
$1103 - $2430 week
$158 - $295 night
$1103 - $2430 week
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