Hawaii Holiday Rentals
1182 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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Apartment:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Lihue, Hawaii, United States
Description: **The CLIFF HOUSE @ Kalapaki Bay**Experience one of Kauai's most unique locations by staying in The Cliff House at Kalapaki Beach. Perched on Kalap... Learn More
Location: Lihue, Hawaii, United States
Description: **The CLIFF HOUSE @ Kalapaki Bay**Experience one of Kauai's most unique locations by staying in The Cliff House at Kalapaki Beach. Perched on Kalap... Learn More
Rates
$319 - $319 night
$2023 - $2233 week
$319 - $319 night
$2023 - $2233 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
Cabin:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this estate, located on a private cove featu... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this estate, located on a private cove featu... Learn More
Rates
$265 - $355 night
$1855 - $2485 week
$265 - $355 night
$1855 - $2485 week
Cabin:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this luxurious estate, located on a private ... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this luxurious estate, located on a private ... Learn More
Rates
$365 - $470 night
$2555 - $3290 week
$365 - $470 night
$2555 - $3290 week
Cabin:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this luxurious estate located on a private c... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this luxurious estate located on a private c... Learn More
Rates
$239 - $315 night
$1673 - $2205 week
$239 - $315 night
$1673 - $2205 week
Cabin:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this estate, located on a private cove featu... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this estate, located on a private cove featu... Learn More
Rates
$435 - $550 night
$3045 - $3850 week
$435 - $550 night
$3045 - $3850 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms unit 1105 is a ground floor ocean view 2 Bedroom 2 Bath unit with a full kitchen, AC in the master bedroom, high speed wireless internet serv... Learn More
Location: Wailea, Hawaii, United States
Description: Palms unit 1105 is a ground floor ocean view 2 Bedroom 2 Bath unit with a full kitchen, AC in the master bedroom, high speed wireless internet serv... Learn More
Rates
$249 - $299 night
$1743 - $2793 week
$249 - $299 night
$1743 - $2793 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:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beautiful Wailea Ekahi 1 bedroom, 2 bath - Oceanview, Deluxe unit - Located in the Lower Village close to the pool and beach. King size bed in Mas... Learn More
Location: Wailea, Hawaii, United States
Description: Beautiful Wailea Ekahi 1 bedroom, 2 bath - Oceanview, Deluxe unit - Located in the Lower Village close to the pool and beach. King size bed in Mas... Learn More
Rates
$225 - $320 night
$1575 - $2240 week
$225 - $320 night
$1575 - $2240 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: The Kona Coast Resort is one of the premier resorts on the Kona Coast and this condo fits right in. This condo has been completly redone with all n... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: The Kona Coast Resort is one of the premier resorts on the Kona Coast and this condo fits right in. This condo has been completly redone with all n... Learn More
Rates
$223 - $313 night
$996 - $1541 week
$223 - $313 night
$996 - $1541 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:
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
Condo:
1 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This one bedroom corner condo is roomy enough for six people. Having a huge wrap-around lanai with a breakfast table and ocean view. Cable TV, VCR,... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: This one bedroom corner condo is roomy enough for six people. Having a huge wrap-around lanai with a breakfast table and ocean view. Cable TV, VCR,... Learn More
Rates
$85 - $95 night
$595 - $875 week
$85 - $95 night
$595 - $875 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kona Bali Kai has a freshwater swimming pool, Jacuzzi, BBQ area, large lobby & grassy area near the waters edge for total enjoyment near the condo.... Learn More
Location: Kailua-Kona, Hawaii, United States
Description: Kona Bali Kai has a freshwater swimming pool, Jacuzzi, BBQ area, large lobby & grassy area near the waters edge for total enjoyment near the condo.... Learn More
Rates
$165 - $185 night
$1155 - $1575 week
$165 - $185 night
$1155 - $1575 week
Featured
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Poipu, Hawaii, United States
Description: Oceanfront two bedroom, three bath with king bed in master, A/C in master bdrm, two double beds in second bedroom & two Aerobeds for additional gue... Learn More
Location: Poipu, Hawaii, United States
Description: Oceanfront two bedroom, three bath with king bed in master, A/C in master bdrm, two double beds in second bedroom & two Aerobeds for additional gue... Learn More
Rates
$410 - $440 night
$2870 - $3080 week
$410 - $440 night
$2870 - $3080 week
Featured
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: Honolulu, Hawaii, United States
Description: Enjoy one of the first ultra-luxury properties in Hawaii, located just steps away from Waikiki's famous white sand beaches and the new Waikiki Beac... Learn More
Location: Honolulu, Hawaii, United States
Description: Enjoy one of the first ultra-luxury properties in Hawaii, located just steps away from Waikiki's famous white sand beaches and the new Waikiki Beac... Learn More
Rates
$369 - $429 night
$2454 - $3003 week
$369 - $429 night
$2454 - $3003 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kihei, Hawaii, United States
Description: 302 is a spacious 2 bedroom, 2 bath renovated condo, perfect for a family getaway. Central A / C and double-pane glass keeps the condo cool and qui... Learn More
Location: Kihei, Hawaii, United States
Description: 302 is a spacious 2 bedroom, 2 bath renovated condo, perfect for a family getaway. Central A / C and double-pane glass keeps the condo cool and qui... Learn More
Rates
$160 - $215 night
$1120 - $1505 week
$160 - $215 night
$1120 - $1505 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, 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, 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, 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
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, 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, 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: Beautifully renovated one-bedroom condo with central AC, great kitchen and ocean views. Excellent location; close to best beach in Waikiki, restaur... Learn More
Location: Honolulu, Hawaii, United States
Description: Beautifully renovated one-bedroom condo with central AC, great kitchen and ocean views. Excellent location; close to best beach in Waikiki, restaur... Learn More
Rates
$120 - $130 night
$840 - $945 week
$120 - $130 night
$840 - $945 week
Featured
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