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:
Hawaii Top Cities
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Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Princeville, Hawaii, United States
Description: Perched on an ocean bluff near HANALEI BAY, Pali Ke Kua Unit #204 is a two bedroom, two bath, second floor unit with sweeping ocean views. Pali ... Learn More
Location: Princeville, Hawaii, United States
Description: Perched on an ocean bluff near HANALEI BAY, Pali Ke Kua Unit #204 is a two bedroom, two bath, second floor unit with sweeping ocean views. Pali ... Learn More
Rates
$175 - $200 night
$1225 - $1505 week
$175 - $200 night
$1225 - $1505 week
Featured
Villa:
5 Bedroom, 5 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: This expansive retreat features tasteful elegance, opulence and privacy. You will never want to leave, very spacious, secluded with spectacular vie... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: This expansive retreat features tasteful elegance, opulence and privacy. You will never want to leave, very spacious, secluded with spectacular vie... Learn More
Rates
$800 - $1260 night
$5600 - $8820 week
$800 - $1260 night
$5600 - $8820 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Honolulu, Hawaii, United States
Description: This lovely ocean view unit in Tower 2 at the Waikiki Banyan is a one bedroom/one bath condo with full kitchen and lanai. There is a king bed in t... Learn More
Location: Honolulu, Hawaii, United States
Description: This lovely ocean view unit in Tower 2 at the Waikiki Banyan is a one bedroom/one bath condo with full kitchen and lanai. There is a king bed in t... Learn More
Rates
$150 - $225 night
$950 - $1750 week
$150 - $225 night
$950 - $1750 week
Featured
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Poipu, Hawaii, United States
Description: Premium oceanview one bedroom, one and a half bath on ground level, excellent views, newly remodeled, flat panel TVs, Wi-Fi, Bose stereo w/I-pod do... Learn More
Location: Poipu, Hawaii, United States
Description: Premium oceanview one bedroom, one and a half bath on ground level, excellent views, newly remodeled, flat panel TVs, Wi-Fi, Bose stereo w/I-pod do... Learn More
Rates
$265 - $295 night
$1855 - $2065 week
$265 - $295 night
$1855 - $2065 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Honolulu, Hawaii, United States
Description: Located at 1777 Ala Moana Blvd. the Ilikai is located right at the entrance to sunny Waikiki. You can't imagine a more prime location for experienc... Learn More
Location: Honolulu, Hawaii, United States
Description: Located at 1777 Ala Moana Blvd. the Ilikai is located right at the entrance to sunny Waikiki. You can't imagine a more prime location for experienc... Learn More
Rates
$180 - $203 night
$1197 - $1292 week
$180 - $203 night
$1197 - $1292 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Makai is a very popular complex within walking distance to Kona town. This first floor condo has tropical garden views.The complex is oceanfr... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: Kona Makai is a very popular complex within walking distance to Kona town. This first floor condo has tropical garden views.The complex is oceanfr... Learn More
Rates
$162 - $220 night
$647 - $985 week
$162 - $220 night
$647 - $985 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Lahaina, Hawaii, United States
Description: Beautiful two bedroom, two bathroom interior condo unit with oceanfront balcony. Newly remodeled, with fully equipped kitchen, granite countertops... Learn More
Location: Lahaina, Hawaii, United States
Description: Beautiful two bedroom, two bathroom interior condo unit with oceanfront balcony. Newly remodeled, with fully equipped kitchen, granite countertops... Learn More
Rates
$189 - $280 night
$1323 - $1960 week
$189 - $280 night
$1323 - $1960 week
Featured
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 VISION... Learn More
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 VISION... Learn More
Rates
$250 - $570 night
$1665 - $3990 week
$250 - $570 night
$1665 - $3990 week
Featured
Home:
5 Bedroom, 4 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: A/C in every room. 180 degree unobstructed view of Lymans Bay, favorite surf spot. 2 story open floor plan with 20 foot ceilings. Downstairs includ... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: A/C in every room. 180 degree unobstructed view of Lymans Bay, favorite surf spot. 2 story open floor plan with 20 foot ceilings. Downstairs includ... Learn More
Rates
$500 - $500 night
$3500 - $3850 week
$500 - $500 night
$3500 - $3850 week
Featured
Home:
5 Bedroom, 5 Bathroom, Sleeps 10
Location: Poipu, Hawaii, United States
Description: Alohilani is a breathtaking vacation choice nestled above the Poipu coastline. Recently built, Alohilani is an immaculate, spacious estate, gated ... Learn More
Location: Poipu, Hawaii, United States
Description: Alohilani is a breathtaking vacation choice nestled above the Poipu coastline. Recently built, Alohilani is an immaculate, spacious estate, gated ... Learn More
Rates
$850 - $850 night
$5750 - $5750 week
$850 - $850 night
$5750 - $5750 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beautifully decorated, full renovation 2011! Garden view, some ocean and mountain view two bedroom condominium. Beautiful hardwood floors throughou... Learn More
Location: Wailea, Hawaii, United States
Description: Beautifully decorated, full renovation 2011! Garden view, some ocean and mountain view two bedroom condominium. Beautiful hardwood floors throughou... Learn More
Rates
$255 - $255 night
$1610 - $1610 week
$255 - $255 night
$1610 - $1610 week
Featured
Condo:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Waikoloa, Hawaii, United States
Description: 3 bedroom 3 Bathroom with queen bed in the loft Waikoloa Beach Villas Townhome Stay, relax & enjoy in our spacious & comfortable poolside home tha... Learn More
Location: Waikoloa, Hawaii, United States
Description: 3 bedroom 3 Bathroom with queen bed in the loft Waikoloa Beach Villas Townhome Stay, relax & enjoy in our spacious & comfortable poolside home tha... Learn More
Rates
$229 - $325 night
$1603 - $4193 week
$229 - $325 night
$1603 - $4193 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Honolulu, Hawaii, United States
Description: Great ocean-view one-bedroom with central AC! Excellent location; 5 min walk to best beach in Waikiki, restaurants, and shopping. WIFI and free l... Learn More
Location: Honolulu, Hawaii, United States
Description: Great ocean-view one-bedroom with central AC! Excellent location; 5 min walk to best beach in Waikiki, restaurants, and shopping. WIFI and free l... Learn More
Rates
$120 - $130 night
$840 - $945 week
$120 - $130 night
$840 - $945 week
Featured
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beatuiful deluxe 1 bedroom, 2 bath partial ocean view unit in Wailea Ekahi Lower Village - Larger floor plan with Gas BBQ grill on your own lanai. ... Learn More
Location: Wailea, Hawaii, United States
Description: Beatuiful deluxe 1 bedroom, 2 bath partial ocean view unit in Wailea Ekahi Lower Village - Larger floor plan with Gas BBQ grill on your own lanai. ... Learn More
Rates
$225 - $320 night
$1575 - $2240 week
$225 - $320 night
$1575 - $2240 week
Featured
Condo:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Lahaina, Hawaii, United States
Description: ALOHA AND WELCOME TO HALE KAI # 120 Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfor... Learn More
Location: Lahaina, Hawaii, United States
Description: ALOHA AND WELCOME TO HALE KAI # 120 Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfor... Learn More
Rates
$176 - $225 night
$1229 - $1575 week
$176 - $225 night
$1229 - $1575 week
Featured
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kahuku, Hawaii, United States
Description: Cute upstairs end unit. Screened-in lanai. Across from pool. Air conditioning in the bedroom. Wireless accessability. No sleeper. 2 Twin Aerobeds... Learn More
Location: Kahuku, Hawaii, United States
Description: Cute upstairs end unit. Screened-in lanai. Across from pool. Air conditioning in the bedroom. Wireless accessability. No sleeper. 2 Twin Aerobeds... Learn More
Rates
$135 - $165 night
$945 - $1155 week
$135 - $165 night
$945 - $1155 week
Featured
Home:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Poipu, Hawaii, United States
Description: Ho`o Walea is an Elegant 3 Bedroom Ocean Front Villa with a Pool. The name means "to do well with ease" and matches the ambience and the breathtak... Learn More
Location: Poipu, Hawaii, United States
Description: Ho`o Walea is an Elegant 3 Bedroom Ocean Front Villa with a Pool. The name means "to do well with ease" and matches the ambience and the breathtak... Learn More
Rates
$950 - $950 night
$6600 - $6600 week
$950 - $950 night
$6600 - $6600 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Princeville, Hawaii, United States
Description: Spacious and elegantly appointed, you are certain to enjoy this new, air-conditioned 2 bedroom, 2 bath villa with a contemporary Hawaiian feel. Wit... Learn More
Location: Princeville, Hawaii, United States
Description: Spacious and elegantly appointed, you are certain to enjoy this new, air-conditioned 2 bedroom, 2 bath villa with a contemporary Hawaiian feel. Wit... Learn More
Rates
$159 - $189 night
$903 - $1323 week
$159 - $189 night
$903 - $1323 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Princeville, Hawaii, United States
Description: Welcome to Nihilani, a little piece of paradise, and happens to be the newest development in Princeville, with building just completed by Brookfiel... Learn More
Location: Princeville, Hawaii, United States
Description: Welcome to Nihilani, a little piece of paradise, and happens to be the newest development in Princeville, with building just completed by Brookfiel... Learn More
Rates
$179 - $219 night
$903 - $1533 week
$179 - $219 night
$903 - $1533 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kihei, Hawaii, United States
Description: This TOTALLY renovated 1 bedroom 1 bath condo is an amazingly comfortable place to stay while enjoying your trip to Maui. Our condo is completely u... Learn More
Location: Kihei, Hawaii, United States
Description: This TOTALLY renovated 1 bedroom 1 bath condo is an amazingly comfortable place to stay while enjoying your trip to Maui. Our condo is completely u... Learn More
Rates
$104 - $205 night
$725 - $1625 week
$104 - $205 night
$725 - $1625 week
Featured
Condo:
2 Bedroom, 3 Bathroom, Sleeps 5
Location: Mauna Lani, Hawaii, United States
Description: Enjoy one of the finest vacation rentals that the Mauna Lani Terrace has to offer! From amazing views to the stuuning sunset walks on the beach, th... Learn More
Location: Mauna Lani, Hawaii, United States
Description: Enjoy one of the finest vacation rentals that the Mauna Lani Terrace has to offer! From amazing views to the stuuning sunset walks on the beach, th... Learn More
Rates
$375 - $425 night
$2625 - $4028 week
$375 - $425 night
$2625 - $4028 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Come and enjoy this community at the Kona Makai, vacationers number one choice for return guests. The Kona Makai offers guests lovely lush grounds,... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: Come and enjoy this community at the Kona Makai, vacationers number one choice for return guests. The Kona Makai offers guests lovely lush grounds,... Learn More
Rates
$150 - $195 night
$1050 - $1365 week
$150 - $195 night
$1050 - $1365 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Lahaina, Hawaii, United States
Description: Our recently remodeled condo is just steps from the ocean and features scenic views of the neighboring islands from its lanai. Perfect for a roman... Learn More
Location: Lahaina, Hawaii, United States
Description: Our recently remodeled condo is just steps from the ocean and features scenic views of the neighboring islands from its lanai. Perfect for a roman... Learn More
Rates
$126 - $175 night
$882 - $1225 week
$126 - $175 night
$882 - $1225 week
Featured
Condo:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Honolulu, Hawaii, United States
Description: Enjoy a beautiful fully furnished Condo in the heart of Waikiki only two blocks from the world famous Waikiki Beach. The condo has a full kitchen i... Learn More
Location: Honolulu, Hawaii, United States
Description: Enjoy a beautiful fully furnished Condo in the heart of Waikiki only two blocks from the world famous Waikiki Beach. The condo has a full kitchen i... Learn More
Rates
$175 - $275 night
$1200 - $1800 week
$175 - $275 night
$1200 - $1800 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kahuku, Hawaii, United States
Description: Great location on the first fairway, closest to the hotel and beach! New, high-quality furniture. TV with premiium cable channels- DVD player. Wir... Learn More
Location: Kahuku, Hawaii, United States
Description: Great location on the first fairway, closest to the hotel and beach! New, high-quality furniture. TV with premiium cable channels- DVD player. Wir... Learn More
Rates
$155 - $195 night
$1085 - $1365 week
$155 - $195 night
$1085 - $1365 week
Featured
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