Home Vacation Condo Rentals By Owner In Kailua Kona, HI

Showing 40 Of 94 Vacation Rentals
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$761.29

/ Nightly
Hotel

Action-Packed Fun on the Kona Coast! Game Room, Pool, Near Keauhou Bay Beach!

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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$648.23

/ Nightly
Hotel

Authentic Charm Of The Action-Packed Kona Coast! 3 Spacious Suites, Dining, Pool

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$648.23

/ Nightly
Hotel

A Vacation day is always a great idea! Close to Pahoehoe Beach Park, Spa

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$685.3

/ Nightly
Hotel

Wake Up to Wellness: Garden Yoga, Pool Dips & Bike Rides Included

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$685.3

/ Nightly
Hotel

Wake Up to Wellness: Garden Yoga, Pool Dips & Bike Rides Included

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$697.4

/ Nightly
Hotel

Perfect Place to Stay! Oceanfront, Game Room, Close to White Sands Beach Park

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$697.4

/ Nightly
Hotel

Live the Island Life! Oceanfront, 2 Pools, Spa, Dining, Near Haleo Luau, Kona Sn

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$746.18

/ Nightly
Hotel

Lush Garden Retreat l Pool, Urban Bikes & Curated Island Experiences

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$746.18

/ Nightly
Hotel

Lush Garden Retreat l Pool, Urban Bikes & Curated Island Experiences

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$761.29

/ Nightly
Hotel

Your Kona Coast Adventure Starts Here! Outdoor Swimming Pool, Pet-Friendly Hotel

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$1002.32

/ Nightly
Hotel

Club Oceanfront Suite 2 Double Beds at Outrigger Kona Resort and Spa

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$778.87

/ Nightly
Hotel

Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$778.87

/ Nightly
Hotel

Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$794.05

/ Nightly
Hotel

Great Place to Stay! 2 Resort View Units, 2 Pools, Game Room!

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$794.05

/ Nightly
Hotel

Plenty Of Fun Things to Do Nearby! 2 Relaxing Units, Whale-watching!

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$818.56

/ Nightly
Hotel

Kona Dream! 2 Spacious Units, 2 Pools, Spa, Near Keauhou Bay Beach/Haleo Luau!

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$840.81

/ Nightly
Hotel

Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$840.81

/ Nightly
Hotel

Live the Island Life: 2 Modern Rooms, Pool, Bikes, Daily Poolside Yoga

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$840.81

/ Nightly
Hotel

Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$840.81

/ Nightly
Hotel

Live the Island Life: 2 Modern Rooms, Pool, Bikes, Daily Poolside Yoga

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Kailua Kona

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$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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$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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$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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$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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$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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$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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$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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$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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$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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$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

Most Popular Cities in Hawaii