Home Vacation Rentals By Owner In Kailua Kona, HI

Showing 960 Of 2866 Vacation Rentals
Slider Thumb
Exceptional(117)

$311.1

/ Nightly
Condo

Kona Alii#410 Gorgeous 4th Flr Ocean v condo w/ Elevators,INCREDIBLE LOCATION

KAILUA KONA, Hawaii, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(8)

$458.7

/ Nightly
Condo

Kona Palms#201:Oceanfront with great views, AC, elevator and wraparound lanai

Kailua Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(14)

Select Dates for Price
Private Vacation Home

Hale Kope Kai: Ocean View Cliffside Home w/ Private Pool, Lanai and Jacuzzi Tub

Kailua-Kona, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(15)

$505.84

/ Nightly
Condo

Kanaloa 1104 | 3BR/3BA Keauhou | Resort & Golf Views

Kailua-Kona, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$262.36

/ Nightly
Condo

Kona Pacific A305, Top Floor, Ocean View, Walk to town! Elevators, AC!!

KAILUA KONA, Hawaii, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb

$197.89

/ Nightly
Condo

Alii Cove#EE22: Top Floor unit with Loft, Ac, Ocean Views, Sleeps 6!

Kailua Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(5)

$463.19

/ Nightly
Apartment

A Plush Two-level Condo with Ocean and Golf Course Views From its Lanais

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$333.48

/ Nightly
Condo

“Ocean View • Steps From the Water • Fresh New Look!

Kailua Kuna, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb
Exceptional(3)

$871.45

/ Nightly
Condo

Peaceful 2BR Condo Near Magic Sands—Pool, Tennis & Easy Beach Access!

Kailua Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$332.84

/ Nightly
Hotel Resort

Spacious 2BR Deluxe at Club Wyndham Royal Sea Cliff

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$306.17

/ Nightly
Hotel Resort

Spacious 2BR Deluxe at Club Wyndham Royal Sea Cliff

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(281)

$340.94

/ Nightly
Condo

KONA MAGIC SANDS 314 - Top Floor Oceanfront Corner Penthouse - Magic Sands Beach

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb
Exceptional(54)

$1561.48

/ Nightly
Private Vacation Home

Lush Private Tropical Estate, Epic Views w/ Salt Water Pool & Spa

Kailua-Kona, Hawaii, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(18)

$401.17

/ Nightly
Condo

Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb

$149.1

/ Nightly
Apartment

Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
Slider Thumb
Exceptional(34)

$305.4

/ Nightly
Apartment

Ocean view on Kona coast Alii Dr, condo full kit, Pool, Jacuzzi, BBQ, fast Wi-Fi

Kailua-Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb
Exceptional(46)

$582.28

/ Nightly
Condo

5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, Unit#2-201!

Kailua-Kona, Hawaii, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(44)

$403.87

/ Nightly
Condo

Kona/Big Island 3BR Ocean Views

KAILUA-KONA, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(15)

$273.35

/ Nightly
Condo

Kona Mansions#304 Top Floor unit in Best Building at Kona Mansions!

Kailua Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(18)

$271.67

/ Nightly
Condo

Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators!

Kailua Kona, Hawaii, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
map-loader

Home Rent a place that suits your needs

Hotel resort

Hotel resort

View 62 Hotel resort
Condo

Condo

View 1918 Condo
Private vacation home

Private vacation home

View 559 Private vacation home
Villa

Villa

View 48 Villa

Home Most popular vacation rentals in Kailua Kona

Slider Thumb
Exceptional(18)

$1857.83

/ Nightly
Villa

Sky Villa Estate Luxury Gated Retreat with Amazing Ocean View

Kailua-Kona, Hawaii, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(18)

$1992.35

/ 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
Exceptional(18)

$1958.10

/ 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
Exceptional(18)

$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
Exceptional(18)

$1933.80

/ 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
Exceptional(18)

$1913.71

/ 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
Exceptional(18)

$1826.36

/ 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
Exceptional(18)

$1764.48

/ Nightly
Villa

Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.

Kailua Kona, Hawaii, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(18)

$1801.52

/ 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
Exceptional(18)

$1993.64

/ 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

Most Popular Cities in Hawaii