Kailua-Kona Vacation Rental Getaways


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  • Pets Allowed
  • Private Pool
  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Ski in/out
  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Holoholo "Place of pleasure fun and happiness"

Kailua-Kona
This spacious private three bedroom two and a quarter bath home offers lots of wide-open spaces and ...
Home 3 / 2.3 / 6

*
Online booking available

$175 - $225
Per Night

$1225 - $2065
Per Week

Kona Surf & Racquet Amazing views from your private ocean...

Kailua-Kona
Kona Surf & Racquet Amazing views from your private oceanfront lanai This recently upgraded and rem...
Condo 2 / 2 / 4

*
Online booking available

$144 - $232
Per Night

$990 - $1977
Per Week

Kona Pacific Lovely Affordable Condo in Great Location fo...

Kailua-Kona
Kona Pacific Lovely Affordable Condo in Great Location for Vacation Everything you need for an unfo...
Condo 1 / 1 / 4

*
Online booking available

$121 - $153
Per Night

$831 - $1312
Per Week

Orchid House at Kona Bay - Perfect Beach Hideaway! $99 sp...

Kailua-Kona
Orchid House at Kona Bay - Perfect Beach Hideaway! $99 special all September! Perfect beach hideawa...
Cottage 1 / 1 / 2

*
Online booking available

$225 - $275
Per Night

$1575 - $1925
Per Week

Luxurious 3 BR Townhome with Lovely Ocean Views! Close to...

Kailua-Kona
Luxurious 3 BR Townhome with Lovely Ocean Views! Close to Everything! Privacy abounds in the quiet,...
Condo 3 / 3 / 6

*
Online booking available

$1673 - $2065
Per Week

Ocean Front Kona Alii 2 bedroom

Kailua-Kona
Large 2 bedroom 3 bath with full kitchen overlooking the pool area. This unit has an ocean view fro...
Condo 2 / 3 / 6

*
Online booking available

$120 - $150
Per Night

$840 - $1540
Per Week

Ho'o Maluhia (to bring or cause Peace)

Kailua-Kona
Spectacular coastline views from this home located right above Kailua-Kona Village at about a 700 fe...
Home 3 / 3.5 / 6

*
Online booking available

$350 - $385
Per Night

$2450 - $4025
Per Week

Kona Isle A4 Beautifully upgraded condo. $69.00 special a...

Kailua-Kona
Kona Isle A4 Beautifully upgraded condo. $69.00 special all of May-June! Kona Isle Condos are locat...
Condo 1 / 1 / 4

*
Online booking available

$75 - $90
Per Night

$525 - $630
Per Week

Sea Village 3317 - 1 BR Direct Oceanfront $95.00 special ...

Kailua-Kona
Sea Village 3317 - 1 BR Direct Oceanfront $95.00 special May-July! Sea Village Resort reflects the ...
Condo 1 / 1 / 4

*
Online booking available

$100 - $125
Per Night

$700 - $875
Per Week

Pili Lani (Close to Heaven)

Kailua-Kona
This lavishly appointed single level home with 3 air-conditioned bedroom suites comes with all the m...
Home 3 / 3 / 6

*
Online booking available

$750 - $1250
Per Night

$5250 - $9800
Per Week

Kona Isle B31 Top Floor, Oceanview, & Ac!!!

Kailua-Kona
Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and are individually and...
Condo 1 / 1 / 4

*
Online booking available

$95 - $110
Per Night

$665 - $770
Per Week

5-Star Kona Coast Resort Gorgeous, King Bed, Ac, Spacious!

Kailua-Kona
Nestled along the scenic and historic Kona coast line, this completely remodeled/refurnished Unit is...
Condo 1 / 1 / 4

*
Online booking available

$150 - $150
Per Night

$1050 - $1099
Per Week

Beautiful single level 3 BR, 3 bath home with spectacular...

Kailua-Kona
Beautiful single level 3 BR, 3 bath home with spectacular ocean views Hale Aikáne (House of Hospita...
Home 3 / 3 / 6

*
Online booking available

$400 - $425
Per Night

$2800 - $4025
Per Week

Dreaming of your beachfront Paradise!

Kailua-Kona
Upgraded one bedroom oasis looking right over the ocean. You will love the unit, you will love the l...
Condo 1 / 2 / 4

*
Online booking available

$130 - $165
Per Night

$910 - $1505
Per Week

Ono Hale: Gorgeous Home with pool $229 nightly special al...

Kailua-Kona
Ono Hale: Gorgeous Home with pool $229 nightly special all of June-September We welcome you to stay...
Home 3 / 2.5 / 8

*
Online booking available

$275 - $275
Per Night

$1925 - $2275
Per Week

Kona Surf & Racquet Tropical oceanfront luxury condo in K...

Kailua-Kona
Kona Surf & Racquet Tropical oceanfront luxury condo in Kona Hawaii Absolutely wonderful oceanfront...
Condo 2 / 2 / 4

*
Online booking available

$144 - $232
Per Night

$990 - $1782
Per Week

Oceanfront, overlooking a pristine Bay along the Kona Coast

Kailua-Kona
This home sits on the bluff of one of the most pristine Bays of the Kona coast, (H) Heeia Bay. Keauh...
Home 4 / 5.3 / 10

*
Online booking available

$525 - $595
Per Night

$3675 - $5950
Per Week

Kona Surf & Racquet Tropical, oceanfront paradise. Perfec...

Kailua-Kona
Kona Surf & Racquet Tropical, oceanfront paradise. Perfect vacation condo Gorgeous, absolutely dire...
Condo 2 / 2 / 4

*
Online booking available

$144 - $232
Per Night

$990 - $1977
Per Week

Banyan Tree 404:top Floor Direct oceanfront $119.00 speci...

Kailua-Kona
Banyan Tree 404:top Floor Direct oceanfront $119.00 special June-July! *new!* Knutson & Associates ...
Condo 1 / 1 / 2

*
Online booking available

$129 - $159
Per Night

$903 - $1435
Per Week

Casa De Emdeko 111 - 2/2 $110.00 special all of May & June!

Kailua-Kona
Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens...
Condo 2 / 2 / 4

*
Online booking available

$140 - $155
Per Night

$980 - $1085
Per Week

Kalani Kai Walk to Ocean shops and restaurants. Affordabl...

Kailua-Kona
Kalani Kai Walk to Ocean shops and restaurants. Affordable #321 Great location right in Historic Ka...
Condo 1 / 1 / 3

*
Online booking available

$88 - $153
Per Night

$597 - $1273
Per Week

Km3203 $89.00 special July-September, amazing deal!

Kailua-Kona
The Kona Makai is a beautiful sunny highly sought after Ocean Front Complex located on famous Alii D...
Condo 1 / 1 / 4

*
Online booking available

$95 - $120
Per Night

$665 - $840
Per Week

$109.00 a night for ocean view in heart of Kailua-Kona, 2...

Kailua-Kona
$109.00 a night for ocean view in heart of Kailua-Kona, 2 BR, 2 bath Rates starting at $109.00 a ni...
Condo 2 / 2 / 4

*
Online booking available

$109 - $155
Per Night

$763 - $1323
Per Week

Kona Isle C24 Partial Oceanview, 2nd floor condo, Excella...

Kailua-Kona
Kona Isle C24 Partial Oceanview, 2nd floor condo, Excellant Price! This condo is a comfortable spot...
Condo 1 / 1 / 4

*
Online booking available

$95 - $110
Per Night

$665 - $770
Per Week

Holualoa Bay Villas: 106 Beautiful Oceanview, Ac, Elevato...

Kailua-Kona
Holualoa Bay Villas: 106 Beautiful Oceanview, Ac, Elevators, Wifi! Holualoa Bay Villas#106 is a bra...
Condo 2 / 2 / 6

*
Online booking available

$125 - $145
Per Night

$875 - $1435
Per Week

 

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