Home Vacation Condo Rentals By Owner In Kailua Kona, HI

Showing 94 Of 94 Vacation Rentals
Slider Thumb

$519.19

/ Nightly
Hotel

Plenty Of Fun Things to Do Nearby! OCeanfront, Whale-watching, Pool

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(1)

$516.05

/ Nightly
Hotel

Island Hopping! Resort View, Oceanfront, Game Room, Onsite Restaurant and Bar

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb

$516.05

/ Nightly
Hotel

Great Place to Stay! Oceanfront, 2 Pools, Game Room, Near Magic Sands Beach

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(7)

$236.04

/ Nightly
Hotel

Studio Condo in town and across from the Ocean with a Pool

Kailua Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb

$469.12

/ Nightly
Hotel

Big Island Getaway! Oceanfront Property Just Minutes to Keauhou Bay, Hulihee Pal

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb

$459.49

/ Nightly
Hotel

Delight in the Beauty of Action-Packed Kona Coast! Ocean View, Game Room

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb

$459.49

/ Nightly
Hotel

Beautiful Resort! Close to Kaloko-Honokohau National Historical Park, 2 pools

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb

$452.56

/ Nightly
Hotel

Discover a Stay with Built-in Island Calm: Pool, Yoga, Bikes & Explore Parks

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
Slider Thumb

$452.56

/ Nightly
Hotel

Discover a Stay with Built-in Island Calm: Pool, Yoga, Bikes & Explore Parks

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
Slider Thumb

$444.48

/ Nightly
Hotel

Welcome to Paradise on Earth! Oceanfront, Game Room, 2 Pools, Sports Courts!

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb

$436.22

/ Nightly
Hotel

Soak, Stretch, Explore – Pool, Yoga & Bikes Ready for Your Island Days

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb

$436.22

/ Nightly
Hotel

Pool, Bikes, Daily Yoga – The Ultimate Getaway

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb

$436.22

/ Nightly
Hotel

Soak, Stretch, Explore – Pool, Yoga & Bikes Ready for Your Island Days

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb

$436.22

/ Nightly
Hotel

Pool, Bikes, Daily Yoga – The Ultimate Getaway

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
map-loader

Home Rent a place that suits your needs

Hotel resort

Hotel resort

View 62 Hotel resort
Condo

Condo

View 1915 Condo
Private vacation home

Private vacation home

View 557 Private vacation home
Villa

Villa

View 48 Villa

Home Most popular vacation rentals in Kailua Kona

Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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