Kailua-Kona Vacation Rental Getaways


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

Dreaming of your beachfront Paraidse. You have found it!

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 - $155
Per Night

$910 - $1505
Per Week

Keauhou Kona Surf & Racket #3-Direct Ocean Front Townhome

Kailua-Kona
This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Televisio...
Condo 2 / 2 / 4

*
Online booking available

$125 - $150
Per Night

$875 - $1050
Per Week

Spacious Two BR, Two Bath Ocean and Golf Course View Villa

Kailua-Kona
On the sun-drenched Kohala coast on the Big Island of Hawaii, the elements have come together to cre...
Condo 2 / 2 / 6

*
Online booking available

$298 - $395
Per Night

$2086 - $4186
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 - $450
Per Night

$2800 - $4025
Per Week

Kona Isle B21 Enjoy the ocean and pool.1 b/r condo/Kona H...

Kailua-Kona
Kona Isle B21 Enjoy the ocean and pool.1 b/r condo/Kona Hawaii Book online and receive a 5% discoun...
Condo 1 / 1 / 4

*
Online booking available

$179 - $235
Per Night

$660 - $1474
Per Week

Orchid House at Kona Bay - Perfect Beach Hideaway!

Kailua-Kona
Perfect beach hideaway for two! Tropical entrance. No stairs to climb. Coconut palms. Sweet smel...
Cottage 1 / 1 / 2

*
Online booking available

$225 - $275
Per Night

$1575 - $1925
Per Week

Casa De Emdeko 114 - 1/1 in an Oceanfront Community

Kailua-Kona
Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens...
Condo 1 / 1 / 4

*
Online booking available

$105 - $120
Per Night

$735 - $840
Per Week

Ono Hale: Gorgeous 3 BR Home with pool & breathtaking views

Kailua-Kona
We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua...
Home 3 / 3 / 8

*
Online booking available

$275 - $275
Per Night

$1925 - $2275
Per Week

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 / 4 / 8

*
Online booking available

$525 - $575
Per Night

$3675 - $5775
Per Week

Spacious Two BR, Two Bath Ocean View Elegance (Resort Fee...

Kailua-Kona
Spacious Two BR, Two Bath Ocean View Elegance (Resort Fees Included) On the sun-drenched Kohala coa...
Condo 2 / 2 / 4

*
Online booking available

$220 - $240
Per Night

$1540 - $2310
Per Week

Kona Isle C24 Partial Oceanview, 2nd floor newly remodele...

Kailua-Kona
Kona Isle C24 Partial Oceanview, 2nd floor newly remodeled condo! This unit has a newly remodeled, ...
Condo 1 / 1 / 4

*
Online booking available

$95 - $110
Per Night

$665 - $770
Per Week

1 Bedroom, 1 Bath unit with a Loft

Kailua-Kona
The unit is fully redecorated and updated in Hawaiian decor to enhance your vacation. This beautiful...
Condo 1 / 1 / 4

*
Online booking available

$125 - $140
Per Night

$875 - $1295
Per Week

White Sands - Beach House "No Worries"

Kailua-Kona
No Worries is a lovely newly renovated 3bd/2bth beach house with outside private shower and A/C unit...
Home 3 / 2 / 8

*
Online booking available

$229 - $249
Per Night

$1603 - $2093
Per Week

Kalani Kai 321 1 b/r Walk to ocean. Great in town locatio...

Kailua-Kona
Kalani Kai 321 1 b/r Walk to ocean. Great in town location in Kona Hawaii Great location right in H...
Condo 1 / 1 / 3

*
Online booking available

$128 - $228
Per Night

$860 - $1561
Per Week

Beautiful home with unobstructed ocean views

Kailua-Kona
Beautiful 4 bedroom, 4 bath home with a private pool and an outdoor shower. Unobstructed oceanview ...
Home 4 / 4 / 8

*
Online booking available

$450 - $525
Per Night

$3150 - $5425
Per Week

Kona Isle B5 Well Kept Ground floor condo in Ocean Front ...

Kailua-Kona
Kona Isle B5 Well Kept Ground floor condo in Ocean Front Complex Kona Isle Condos are located on th...
Condo 1 / 1 / 4

*
Online booking available

$95 - $110
Per Night

$665 - $770
Per Week

Sea Village 4207

Kailua-Kona
 *Free economy car with 7 night stay or more, valid 4/9 thru 12/18, while cars are available. Not va...
Condo 2 / 2 / 4

*
Online booking available

$205 - $330
Per Night

$1435 - $2310
Per Week

Groundfloor Oceanfront Unit

Kailua-Kona
This Keauhou Surf and Racquet unit offers a spacious family environment for your vacation. These uni...
Condo 2 / 2 / 4

*
Online booking available

$160 - $180
Per Night

$1120 - $1435
Per Week

Kona Coast Resort 1201 2br on the Big Island in Kona Hawaii

Kailua-Kona
Book with a licensed company to avoid any problems with your Hawaii Island vacation rental. This is...
Condo 2 / 2 / 6

*
Online booking available

$190 - $325
Per Night

$1095 - $2015
Per Week

Alii Villas 207 Great oceanfront complex on the Big Islan...

Kailua-Kona
Alii Villas 207 Great oceanfront complex on the Big Island Kona Hawaii Alii Villas on Alii Drive is...
Condo 1 / 1 / 4

*
Online booking available

$98 - $217
Per Night

$648 - $1480
Per Week

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 / 6

*
Online booking available

$175 - $225
Per Night

$1225 - $2065
Per Week

Casa De Emdeko 324 Gorgeous Top Floor Condo with Ocean View!

Kailua-Kona
This a Gorgeous almost ocean front unit with beautiful updated teak furnishing and updated appliance...
Condo 1 / 1 / 4

*
Online booking available

$100 - $120
Per Night

$700 - $1050
Per Week

Kona Isle C3 great condo in oceanfront complex in Kona Ha...

Kailua-Kona
Kona Isle C3 great condo in oceanfront complex in Kona Hawaii Tastefully furnished ; you will love ...
Condo 1 / 1 / 4

*
Online booking available

$157 - $183
Per Night

$584 - $1197
Per Week

Sea Village 1-205-Oceanfront

Kailua-Kona
Lovely oceanfront 2nd floor unit recently upgraded and showing beautifully. Very popular vacation co...
Condo 2 / 2 / 6

*
Online booking available

$159 - $189
Per Night

$1113 - $1603
Per Week

Million Dollar O'oma Plantation! Large Custom Home

Kailua-Kona
This custom home is located in O'Oma Plantation a subdivision of 19 estate-sized, 2 acre parcels. E...
Home 7 / 7 / 17

*
Online booking available

$725 - $950
Per Night

$5075 - $8785
Per Week

 

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