Home Vacation Rentals By Owner In Kailua Kona, HI

Showing 2860 Of 2860 Vacation Rentals
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Condo

Fabulous 2-bedroom 2-bath in Royal Sea Cliff Resort in sunny Kailua-Kona

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(391)

$168.76

/ Nightly
Condo

Top Floor Cozy Condo Nestled Among Tropical Kailua Kona Treetops

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(67)

$575.54

/ Nightly
Condo

Ocean Front 2 BR Condo-ocean views from every room. 2nd floor Kona Reef A bldg

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$351.27

/ Nightly
Condo

️Across from Magic Sands | Top Floor Condo w/ AC

Kailua Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(6)

$837.64

/ Nightly
Condo

Kksr#4303 Direct Oceanfront, Top Floor, Ac, Remodeled, Sleeps 8

KAILUA KONA, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$870.64

/ Nightly
Private Vacation Home

4BR/3BA Ocean-View Home + Private Pool & Separate Ohana Suite | 2 Full Kitchens

Kailua-Kona, Hawaii, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(170)

$745.88

/ Nightly
Condo

Oceanfront! Largest - and only - 2 bedroom that Sleeps 5 in beds! D18

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(179)

$437.41

/ Nightly
Condo

Ocean and Surfer Beachfront/AC/Elevator

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(100)

$290.19

/ Nightly
Condo

Kona Reef F13 - Nicely Renovated - Ocean View - Free WiFi, 3 minute walk to town

Kailua Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(106)

$361.8

/ Nightly
Private Vacation Home

Delightful Ocean/Beach Front - Budget Friendly with AC in Both Bedrooms!

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(207)

$327.52

/ Nightly
Condo

2BR/2BA White Sands Village-Ocean View Condo-footsteps from Magic Sands Beach !

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(107)

$340.76

/ Nightly
Condo

1 Bedroom Ocean View Kona Reef Condo-Recent Remodel & AC Throughout - Free WiFi

Kailua Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(71)

$385.03

/ Nightly
Condo

KKSR#197 Direct Oceanfront Air Conditioned Townhome, Extended Lanai & Yard

KAILUA KONA, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(22)

$380.04

/ Nightly
Condo

️Ocean View Kona Condo | Ground Floor + Pool

Kailua Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$164.84

/ Nightly
Condo

Kona Coast - 1BR Getaway with Resort Amenities

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$506.55

/ Nightly
Condo

Wyndham Kona Coast Resort| Two 2BR/2BA Suites!

Kailua-Kona, Hawaii, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(10)

$359.82

/ Nightly
Private Vacation Home

Sunset Hale: Spectacular Oceanview Home w/Private Pool & Spa, AC & Lanai

Kailua Kona, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(97)

$424.56

/ Nightly
Condo

Sea Village 1105: Delightful Oceanfront Condo w/Shared Pool, Spa, & Lanai Views

Kailua Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$498.72

/ Nightly
Condo

Wyndham Kona Coast Resort| Two 2BR/2BA Suites!

Kailua-Kona, Hawaii, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(7)

$3827.12

/ Nightly
Private Vacation Home

Exquisite 4BR Hainoa Estate 122 at Hualalai – Ocean Views & Infinity-Edge Pool

Kailua Kona, Hawaii, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Kailua Kona

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Exceptional(7)

$1924.18

/ Nightly
Private vacation home

Magic Sands Oceanfront! Sleeps 18, 6-bedroom house in charming Kailua-Kona!

Kailua-Kona, Hawaii, United States

Bed 6

Bed

Bath 5

Bath

Sleep 18

Sleeps
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Exceptional(7)

$1980.24

/ Nightly
Private vacation home

Hualalai Palm Villa 126A - Perfect location along the15th Fairway!

Kailua-Kona, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(7)

$1973.10

/ Nightly
Condo

Beautiful Fairway Villa 104A at Hualalai w/Resort Pool, AC & Two Golf Carts

Kailua Kona, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(7)

$1972.45

/ Nightly
Private vacation home

Exclusive area. Private, Ocean view, Putting Green, SW Infinity pool

Kona, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(7)

$1957.89

/ Nightly
Private vacation home

HALE ONA LOA: DIRECT OCEANFRONT, GATED, ICONIC OCEANFRONT LUXURY WITH POOL

Kailua Kona, Hawaii, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(7)

$1953.22

/ Nightly
Villa

Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts

Kailua-Kona, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(7)

$1826.57

/ Nightly
Villa

Beautiful 2-BR Villa at Four Seasons Hualalai

Kailua Kona, Hawaii, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(7)

$1789.55

/ Nightly
Private vacation home

Fabulous Waterfront Modern Home on the Keiki Beach, Walking Distance to Town

Kailua-Kona, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(7)

$1824.43

/ Nightly
Villa

Luxury 3BR Palm Villa 130B at Hualalai – Ocean Views & Renovated 2026

Kailua Kona, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(7)

$1982.66

/ Nightly
Private vacation home

?️Kona Home w/ Pool, Ocean Views & A/C | Sleeps 10

Kailua Kona, Hawaii, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps

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