Home Vacation Rentals By Owner In Waikoloa, HI

Showing 20 Of 1042 Vacation Rentals
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$465.38

/ Nightly
Condo

️Ground-Floor Waikoloa Condo | Corner Unit + Spacious Lanai

Waikoloa, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$577.52

/ Nightly
Hotel Resort

Big Island Family Resort Stay with Pools, Lazy River & Spacious 2BR Suite

Waikoloa Village, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$568.47

/ Nightly
Hotel Resort

Big Island Ocean Tower Stay with Partial Ocean View, Pools & Waikoloa Resort Fun

Waikoloa Village, Hawaii, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$608.26

/ Nightly
Condo

*New* Fall Special Haliʻi Kai Garden Calm with Ocean Club Pool Days

Waikoloa, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$585.15

/ Nightly
Hotel Resort

Spacious Penthouse Suite on Hawaii's Kohala Coast

Waikoloa Village, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$486.49

/ Nightly
Villa

Bay Club 2 bedroom Villa the heart of Waikoloa Village Beach-Kailua-Kona Coast

Waikoloa Village, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$525.78

/ Nightly
Condo

Family Friendly 3 Bedroom Condo Waikoloa Colony Villas

Waikoloa, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$247.06

/ Nightly
Hotel Resort

Ocean-View King at Ocean Tower – Waikoloa Beach Resort with Lanai

Waikoloa Village, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(49)

$205.85

/ Nightly
Condo

Best View for the Money! SPECIAL LOWER NIGHTLY RATE!

Waikoloa Village, Hawaii, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(85)

$427.03

/ Nightly
Villa

2026 Waikoloa Hilton pool pass included 6 guests daily, available through 2026!

Waikoloa, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$889.29

/ Nightly
Private Vacation Home

️Starry Nights | 2 King Ensuites, Central AC & Sleeps 10

Waikoloa, Hawaii, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$1430.61

/ Nightly
Condo

Spacious 2BR Condo On The Beach - Family Friendly - Beach Gear Rentals!

Waikoloa Beach, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$162.52

/ Nightly
Hotel Resort

Ocean-View King at Ocean Tower – Waikoloa Beach Resort with Lanai

Waikoloa Village, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$632.16

/ Nightly
Hotel Resort

Christmas in Paradise – Ocean View Studio in Waikoloa

Waikoloa Village, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$464.08

/ Nightly
Condo

Waikoloa Colony Villas Unit 2001 Garden 2BD 2BA

Waikoloa, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(17)

$596.18

/ Nightly
Condo

Hilton Pass for 2026/Private putting green! 21 Shores at Waikoloa

Waikoloa Beach Resort, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$380.05

/ Nightly
Condo

Beautiful, remodeled 1-bedroom condo with AC at serene Shores of Waikoloa

Waikoloa, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$1902.62

/ Nightly
Condo

Waikoloa, Kolea, Spacious 6 BR, Sleeps 16

Waikoloa Village, Hawaii, United States

Bed 6

Bed

Bath 7

Bath

Sleep 16

Sleeps
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$187.25

/ Nightly
Hotel Resort

Waikoloa Beach Resort 2BR Suite, Private Lanai – The Bay Club by HGV

Waikoloa Village, Hawaii, United States

Bed 3

Bed

Bath 2

Bath
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$999.55

/ Nightly
Hotel Resort

Christmas Week on the Big Island at Waikoloa Ocean Club - Ocean View 1BR Villa

Waikoloa Village, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Waikoloa

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$826.57

/ Nightly
Condo

Colony Villas 2802 | 3BR/2.5BA Waikoloa | Poolside

Waikoloa, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$779.99

/ Nightly
Private vacation home

8 Seat Minivan | Hilton Pass | BBQ | Sleeps 8 | M4

Waikoloa Village, Hawaii, United States

Bed 1

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$782.74

/ Nightly
Private vacation home

Catch the Sunset! Beautiful Ocean View Home with A/C, and Lots of Space!

Waikoloa Village, Hawaii, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$789.96

/ Nightly
Condo

Kolea 7F - 3 Bedroom Front Row Penthouse - Hilton Waikoloa Access Included

Waikoloa, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$806.56

/ Nightly
Private vacation home

Treasure Retreat 3 bed Villa, Kings, Stylish Remodel

Waikoloa Village, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$815.44

/ Nightly
Condo

Kolea 1E - 3 BR Oceanview Vacation Rental - Hilton Waikoloa Access Included

Waikoloa, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$816.74

/ Nightly
Condo

KOLEA 6D FALL SPECIAL!!! 500/NT+TAX PLUS 100 LLBC GIFT CARD!!!

Waikoloa, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$816.74

/ Nightly
Condo

Kolea 3B Fall Special!! Just 500/nt+tax AND ENJOY ABAY W/ 100 LLBC GIFT CARD!!!

Waikoloa, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$820.40

/ Nightly
Condo

?️Ocean View + Ocean Club Access & Golf Perks | Hali'i Kai

Waikoloa, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$864.75

/ Nightly
Private vacation home

1 Acre PRIVATE RESORT,4 bed, 3 bath, cinema, spa

Waikoloa Village, Hawaii, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps

Most Popular Cities in Hawaii