Vacation Rentals in Kailua Kona, Hawaii

50 Properties Available

Private vacation home

Piiuka 18 - Ocean Views | Game Room | Daily Housekeeping

$11728 / night

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Private vacation home

Luxury Estate at Hualalai Resort -Sweeping Ocean and Golf Course Views

$8535 / night

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Private vacation home

Hualalai private 4 bedroom home with 2 golf carts & Ocean View

$5794 / night

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Private vacation home

Golf Villa 5102 - Best Ocean Views | Daily Housekeeping

$5675 / night

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Private vacation home

Exclusive 4BR Ke Alaula Estate 124 at Hualalai – Infinity Pool & Ocean Views

$3807 / night

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Private vacation home

Ali'i Point #9: Lavish Oceanfront Home w/Pool & Spa- Relax & Watch the Waves

$3291 / night

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$Hale Pua: Private Oceanfront Luxury Home w\/Pool, Spa, AC & Lanai - Relax & Enjoy$ Private vacation home

Hale Pua: Private Oceanfront Luxury Home w\/Pool, Spa, AC & Lanai - Relax & Enjoy

$2803 / night

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Private vacation home

Luxury Beachfront Home w/ Pool, Spa, AC & Stunning Sunset Views at Mermaid Cove

$2653 / night

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Condo

Elegant & Serene Wai'ulu Villa 115D w/AC, Resort Pool & Golf Course Views

$2227 / night

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Private vacation home

Hualalai Resort Haliipua: Luxury & Panoramic Views

$2098 / night

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Villa

Hualalai Luxury Ocean View Ka'ulu Villa - Two Golf Carts Included!

$1929 / night

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$Luxurious Oceanview Home w\/Pool, AC & BBQ Lanai: Blue Hawaii$ Private vacation home

Luxurious Oceanview Home w\/Pool, AC & BBQ Lanai: Blue Hawaii

$1656 / night

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Private vacation home

Hale Nene | Pool, Hot Tub & Ocean Views!

$1549 / night

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Private vacation home

Dolphin House beachfront estate

$1500 / night

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Private vacation home

Kona Koa House by Gather: Oceanview 3BR Estate w/ Heated Pool & BBQ

$1368 / night

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Private vacation home

Ali'i Point #12: Oceanfront Getaway w/ Hot Tub, AC, Lanai & Shared Pool

$1362 / night

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$Luxurious Oceanview Villa at Hualalai w\/Resort Pool & AC - Ka'ulu 131C$ Villa

Luxurious Oceanview Villa at Hualalai w\/Resort Pool & AC - Ka'ulu 131C

$1271 / night

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Private vacation home

HOKU'EA HALE Oceanfront Private Home with Hot Tub

$1247 / night

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Private vacation home

Holua Moana Hale: Spectacular Oceanfront Home with Pool, Spa and Putting Green

$1242 / night

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Private vacation home

Holua Kai #20: Tropical Ocean View Retreat at Holua Kai w/ Private Pool/Spa & AC

$1133 / night

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Condo

Kona Reef with panoramic Ocean Views

$1111 / night

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Private vacation home

Kona Bubbles: Pristine Luxury 4 bedroom Home with Amazing Pool & Oceanviews!

$1086 / night

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$Luxury Oceanview Villa at Hualalai w\/Resort Pool & AC - Hainoa 2901D$ Villa

Luxury Oceanview Villa at Hualalai w\/Resort Pool & AC - Hainoa 2901D

$1020 / night

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$Hale Aikane: Gorgeous Oceanview Home w\/Private Pool & Relaxing Garden Lanai$ Private vacation home

Hale Aikane: Gorgeous Oceanview Home w\/Private Pool & Relaxing Garden Lanai

$996 / night

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Private vacation home

Kona Bay Oceanfront Home close to Town & Shopping

$944 / night

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Private vacation home

?Private Pool + 2 Suites | Walk to Pickleball

$887 / night

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$Private Luxury Estate w\/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'a$ Private vacation home

Private Luxury Estate w\/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'a

$839 / night

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Condo

Kksr#5302: Top Floor, Direct Oceanfront, 3 bedroom Remodeled/Gorgeous Views

$836 / night

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Private vacation home

Pahukoa Hale - Direct Ocean Front Hawaiian Style home in Kona Bay Estates.

$787 / night

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Private vacation home

Honu O Kai (Turtle of the Sea): Lush Oceanview Getaway w/ Heated Pool AC Views

$771 / night

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Private vacation home

Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.

$764 / night

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$KKSR#2303 OCEANFRONT, TOP FLOOR, OCEAN VIEWS, SLEEPS 8, 3 BED\/2 BATH WITH AC!$ Condo

KKSR#2303 OCEANFRONT, TOP FLOOR, OCEAN VIEWS, SLEEPS 8, 3 BED\/2 BATH WITH AC!

$754 / night

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Private vacation home

Holua Kai #32: Luxurious Coastalview Home w/Private Pool, AC: Golf Oceanfront

$751 / night

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Private vacation home

?Ocean Front | AC & WIFI | Great Location | vrKCV

$750 / night

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Private vacation home

Private Oceanview Oasis w/Pool, Spacious Lanai, & Stunning Sunsets: Ono Oasis

$739 / night

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Private vacation home

?Air-Conditioned Ocean Front Free Standing Townhome! | Sleeps 6 | vrKCV?

$732 / night

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Private vacation home

?Peaceful and Private | Pool | Ocean Views!

$709 / night

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Condo

KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED! AC!!!

$700 / night

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Condo

Kanaloa at Kona 3304: Delightful Oceanfront Condo w/ AC, Pool & Spa

$690 / night

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Private vacation home

???Enjoy Breathtaking Sunsets over Keauhou Bay | Concierge Included |vrKCV

$683 / night

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Condo

Oceanfront living - Floor to Ceiling wall of glass

$682 / night

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Condo

Two Bedroom, two bath condo in the heart of Kona at Kailua Bay Resort 2302

$681 / night

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Private vacation home

Magnificent! Private Pool & Hot Tub - 180 degree Ocean View; U pick Orchard

$674 / night

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$Ho'o Maluhia: Breezy Oceanview Retreat w\/Private Pool and Stunning Views$ Private vacation home

Ho'o Maluhia: Breezy Oceanview Retreat w\/Private Pool and Stunning Views

$645 / night

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Condo

Aloha Condos, Kanaloa at Kona, Condo 2204, Oceanfront, AC

$639 / night

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Condo

?Across Kahalu‘u Beach | 3BR Ocean View Condo

$632 / night

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$The Cottage: Oceanfront Honeymoon Retreat w\/Gorgeous Views, By Kahalu'u Beaches$ Private vacation home

The Cottage: Oceanfront Honeymoon Retreat w\/Gorgeous Views, By Kahalu'u Beaches

$622 / night

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Private vacation home

HALE LIO KAI: GORGEOUS HOME WITH POOL, HOT TUB & STUNNING OCEAN/SUNSET VIEWS

$618 / night

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Private vacation home

Koana Breeze-Breathtaking Sunset & Ocean Views, Hot Tub Living at its finest!

$604 / night

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Condo

Aloha Condos, Kanaloa at Kona, Condo 1602, Oceanfront, Renovated

$602 / night

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