Vacation Rentals in Waikoloa, Hawaii

50 Properties Available

Kolea Family Retreat - Heated Pool, Outdoor Kitchen, Steps to Ocean! Private vacation home
Kolea Family Retreat - Heated Pool, Outdoor Kitchen, Steps to Ocean!
$3576 / night
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Waikoloa Colony | Ocean View 5 BR, Sleeps 12 | Car Incl. w/ 6+ Nights | WCV ML-1299 by KBM Condo
Waikoloa Colony | Ocean View 5 BR, Sleeps 12 | Car Incl. w/ 6+ Nights | WCV ML-1299 by KBM
$3405 / night
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?PiH?Aloha Paradise ? Large Private Heated Pool & Spa ? PLUS 2026 Hilton Resort Pass Private vacation home
?PiH?Aloha Paradise ? Large Private Heated Pool & Spa ? PLUS 2026 Hilton Resort Pass
$1360 / night
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?PiH? Island Seabatical ? Large Private Pool ? Private Ohana Studio ?Free Hilton Resort Passes Private vacation home
?PiH? Island Seabatical ? Large Private Pool ? Private Ohana Studio ?Free Hilton Resort Passes
$1310 / night
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Roomy 3 Bedroom Villa - Hali'i Kai Waikoloa 6H Condo
Roomy 3 Bedroom Villa - Hali'i Kai Waikoloa 6H
$1036 / night
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2-Story w/Modern Kitchen–Halii Kai at Waikoloa 1G Condo
2-Story w/Modern Kitchen–Halii Kai at Waikoloa 1G
$962 / night
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?PiH? Sunset Breeze ? 2026 Hilton Pool & Waterslide Passes Included ? Bikes Private vacation home
?PiH? Sunset Breeze ? 2026 Hilton Pool & Waterslide Passes Included ? Bikes
$960 / night
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KOLEA 6D ~ OCEAN VIEW GARDEN HOME Condo
KOLEA 6D ~ OCEAN VIEW GARDEN HOME
$914 / night
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2-Level Privacy! AC, Modern Kitchen, Lanai, Laundry, WiFi+TVs–Hali’i Kai Waikoloa 19G Condo
2-Level Privacy! AC, Modern Kitchen, Lanai, Laundry, WiFi+TVs–Hali’i Kai Waikoloa 19G
$875 / night
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Kolea - Stay with Us and Save! the Best Rates in Kolea! Villa
Kolea - Stay with Us and Save! the Best Rates in Kolea!
$862 / night
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Halii Kai Waikoloa Resort 3BR Ocean View Villa #11E Condo
Halii Kai Waikoloa Resort 3BR Ocean View Villa #11E
$850 / night
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?PiH? Sunsets in Paradise ? Ocean and Golf View ? Waikaloa Resort ? Condo
?PiH? Sunsets in Paradise ? Ocean and Golf View ? Waikaloa Resort ?
$840 / night
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Kolea 10B ~ The Heart of Kolea with Unforgettable Ocean Views Condo
Kolea 10B ~ The Heart of Kolea with Unforgettable Ocean Views
$839 / night
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Mini resort; house with salt water private pool, near the best beaches! Private vacation home
Mini resort; house with salt water private pool, near the best beaches!
$809 / night
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Ground Floor and Ocean View! Lanai, Gourmet Kitchen, Laundry, AC+WiFi–Halii Kai Waikoloa 9C Condo
Ground Floor and Ocean View! Lanai, Gourmet Kitchen, Laundry, AC+WiFi–Halii Kai Waikoloa 9C
$796 / night
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Offers a setting that is great for children - Hilton Waikoloa Access Included Villa
Offers a setting that is great for children - Hilton Waikoloa Access Included
$789 / night
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Kolea Villas 15M Luxury 2 BR, 2 BA, Direct Beach Access. Within Waikoloa Beach Resort. Condo
Kolea Villas 15M Luxury 2 BR, 2 BA, Direct Beach Access. Within Waikoloa Beach Resort.
$772 / night
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Relax in Paradise, Waikoloa Beach Villas P1 Villa
Relax in Paradise, Waikoloa Beach Villas P1
$750 / night
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Ground Floor 3 Bedroom Kolea Condo with a Nice Lawn Area In Front Condo
Ground Floor 3 Bedroom Kolea Condo with a Nice Lawn Area In Front
$728 / night
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Enjoy luxurious furnishings and a short walk to the beach from this villa! Condo
Enjoy luxurious furnishings and a short walk to the beach from this villa!
$721 / night
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Best Deal! Boogie Boards, Snorkel Gear, Baby Gear, Golf! Its all in the deal! Condo
Best Deal! Boogie Boards, Snorkel Gear, Baby Gear, Golf! Its all in the deal!
$716 / night
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This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms. Condo
This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms.
$701 / night
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Ground Floor Ease w\/Lanai, Gourmet Kitchen, Laundry, AC+WiFi–Halii Kai Waikoloa 3H Condo
Ground Floor Ease w\/Lanai, Gourmet Kitchen, Laundry, AC+WiFi–Halii Kai Waikoloa 3H
$663 / night
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Easy Island Living w\/Gourmet Kitchen, Lanai, AC, WiFi+Laundry–Halii Kai Waikoloa 21C Condo
Easy Island Living w\/Gourmet Kitchen, Lanai, AC, WiFi+Laundry–Halii Kai Waikoloa 21C
$656 / night
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Waikoloa | Island Family Adventure | Pool & Resort | 2BR Condo
Waikoloa | Island Family Adventure | Pool & Resort | 2BR
$656 / night
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Second Floor 3 BR Kolea Condo with an Ocean View -Hilton Waikoloa Access Incl Condo
Second Floor 3 BR Kolea Condo with an Ocean View -Hilton Waikoloa Access Incl
$654 / night
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Kolea 11C Premier Beachfront Community Condo
Kolea 11C Premier Beachfront Community
$644 / night
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?Garden View Waikoloa Condo w/ A/C + Ocean Club Access Condo
?Garden View Waikoloa Condo w/ A/C + Ocean Club Access
$591 / night
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Waikoloa Big Island | Golf Retreat | Pool & Tennis | 2BR Plus Hotel resort
Waikoloa Big Island | Golf Retreat | Pool & Tennis | 2BR Plus
$583 / night
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Marriott's Waikoloa Ocean Club Hotel
Marriott's Waikoloa Ocean Club
$580 / night
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Experience Waikoloa in this spacious 3BR condo, perfect for getaways! Condo
Experience Waikoloa in this spacious 3BR condo, perfect for getaways!
$571 / night
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Waikoloa | Family Hawaii Escape | Pool + Golf | 2BR Condo
Waikoloa | Family Hawaii Escape | Pool + Golf | 2BR
$569 / night
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Fairway Villas | 3BR Golf View Townhome with Central AC Condo
Fairway Villas | 3BR Golf View Townhome with Central AC
$568 / night
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Luxurious 2-story end villa w\/Waikoloa Gold Golf benefits & shared pool, hot tub Condo
Luxurious 2-story end villa w\/Waikoloa Gold Golf benefits & shared pool, hot tub
$568 / night
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Tropical Townhome w\/Sunset & Ocean Views, Resort Pool & AC: Hali'i Kai 12G Condo
Tropical Townhome w\/Sunset & Ocean Views, Resort Pool & AC: Hali'i Kai 12G
$558 / night
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?PiH? BY THE SEA VILLA ? Amazing Golf View ? Waikoloa Beach Resort Private vacation home
?PiH? BY THE SEA VILLA ? Amazing Golf View ? Waikoloa Beach Resort
$551 / night
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?Waikoloa Golf Discount | Views of Ocean & Golf Course | vrKCV Condo
?Waikoloa Golf Discount | Views of Ocean & Golf Course | vrKCV
$547 / night
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Beautiful 3 bedroom condo in the heart of Waikoloa Condo
Beautiful 3 bedroom condo in the heart of Waikoloa
$543 / night
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Waikoloa Vista Condo with a View! Condo
Waikoloa Vista Condo with a View!
$534 / night
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Upgraded Condo on Golf Course, Walking Distance to Beach and Shops! Condo
Upgraded Condo on Golf Course, Walking Distance to Beach and Shops!
$526 / night
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KING SIZE BED, SOLAR HEATED POOLS/SPAS, OCEAN VIEWS Villa
KING SIZE BED, SOLAR HEATED POOLS/SPAS, OCEAN VIEWS
$519 / night
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VISTA F205 Sleeps 6, 2 Primary Suites, Golf discounts, 5 min Walk to Beach Condo
VISTA F205 Sleeps 6, 2 Primary Suites, Golf discounts, 5 min Walk to Beach
$508 / night
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Sun-Soaked Waikoloa Retreat w/ Private Lanai! Condo
Sun-Soaked Waikoloa Retreat w/ Private Lanai!
$501 / night
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Vehicle to Rent, Hilton Pass, BBQ on lanai, Sleeps 6, L23 Condo
Vehicle to Rent, Hilton Pass, BBQ on lanai, Sleeps 6, L23
$486 / night
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Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa Condo
Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa
$484 / night
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Oceanview and golf course views. Close to the Ocean Club Condo
Oceanview and golf course views. Close to the Ocean Club
$482 / night
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?Waikoloa Penthouse w/ Golf & Lake Views | Walk to A-Bay | Fairway Villas J34 Condo
?Waikoloa Penthouse w/ Golf & Lake Views | Walk to A-Bay | Fairway Villas J34
$474 / night
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Best Penthouse Villa at the Fairway Villas! Condo
Best Penthouse Villa at the Fairway Villas!
$459 / night
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KOLEA 15J ~ 450\/NT+TAX PLUS A LAVA LAVA BEACH CLUB DINING CARD Condo
KOLEA 15J ~ 450\/NT+TAX PLUS A LAVA LAVA BEACH CLUB DINING CARD
$450 / night
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Kolea Penthouse16F\"ALWAYS-ON-MY-MIIIND\". DIRECT BEACH ACCESS, Beach gear & More Condo
Kolea Penthouse16F\"ALWAYS-ON-MY-MIIIND\". DIRECT BEACH ACCESS, Beach gear & More
$446 / night
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