Kailua-Kona Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • 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
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

2 bedroom, 2 bath upscale bungalow in an oceanfront estate

Kailua-Kona
This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enj...
Cabin 2 / 2 / 4

*
Online booking available

$265 - $321
Per Night

$1855 - $2247
Per Week

Quaint upscale bungalow in oceanfront estate

Kailua-Kona
This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enj...
Cabin 1 / 1 / 4

*
Online booking available

$239 - $305
Per Night

$1673 - $2135
Per Week

Oceanfront 2 bedroom ground floor condo with amazing views

Kailua-Kona
This unit is located in a highly desirable location just a short walk from down town Kailua Kona. A ...
Condo 2 / 2 / 6

*
Online booking available

$155 - $196
Per Night

$1085 - $1715
Per Week

Fabulous Oceanview 3 BR Townhome Near Beach Summer Specia...

Kailua-Kona
Fabulous Oceanview 3 BR Townhome Near Beach Summer Special $175 per nt! From the moment you step in...
Condo 3 / 2.5 / 6

*
Online booking available

$275 - $275
Per Night

$1925 - $1925
Per Week

Stunning Accessible Oceanfront Condo on the Kona Coast

Kailua-Kona
Elegant yet simple luxury on the ocean in Kona Hawaii. And ONE OF ONLY TWO ACCESSIBLE OCEANFRONT CO...
Condo 2 / 2 / 6

$179 - $295
Per Night

$1113 - $2065
Per Week

Kona Coast Resort Spectacular condo Oceanview Resort, Aff...

Kailua-Kona
Kona Coast Resort Spectacular condo Oceanview Resort, Affordable Luxury #5203 The Kona Coast Resort...
Condo 1 / 1 / 2

*
Online booking available

$148 - $193
Per Night

$1001 - $1313
Per Week

Ocean view 2 BR condo with a loft located in Ocean front ...

Kailua-Kona
Ocean view 2 BR condo with a loft located in Ocean front Complex Come and enjoy this community at t...
Condo 2 / 2 / 6

*
Online booking available

$155 - $196
Per Night

$1085 - $1505
Per Week

Ac Included! Lovely Island Home- Casa De Emdeko #221

Kailua-Kona
AC Included! Lovely, One Bedroom, One Bathroom! The condo is tiled throughout with wood floors in t...
Condo 1 / 1 / 4

*
Online booking available

$89 - $119
Per Night

$623 - $1015
Per Week

Kona Isle B5 Ground Floor, Very Clean, Ac, Great Price!

Kailua-Kona
B5 at the Kona Isle is a fantastic ground floor unit that you will absolutely love. AIR CONDITIONING...
Condo 1 / 1 / 4

*
Online booking available

$95 - $110
Per Night

$665 - $1225
Per Week

Casa De Emdeko 204 - Air Conditioning! Elevators! Oceanfr...

Kailua-Kona
Casa De Emdeko 204 - Air Conditioning! Elevators! Oceanfront Complex! **$80 special for all of Dece...
Condo 1 / 1 / 4

*
Online booking available

$100 - $120
Per Night

$700 - $1225
Per Week

Keauhou Akahi 210- Top floor spacious condo that sleeps 4...

Kailua-Kona
Keauhou Akahi 210- Top floor spacious condo that sleeps 4! Large ocean view!! This Keauhou Akahi co...
Condo 1 / 2 / 4

*
Online booking available

$100 - $110
Per Night

$700 - $1050
Per Week

Casa De Emdeko 330 - Extra spacious, Top Floor, Oceanview...

Kailua-Kona
Casa De Emdeko 330 - Extra spacious, Top Floor, Oceanview, Air Conditioning! ***COMPLETE REMODEL CO...
Condo 1 / 1 / 4

*
Online booking available

$100 - $120
Per Night

$700 - $1225
Per Week

Casa De Emdeko 321 Remodeled , Top Floor, Ac included!!

Kailua-Kona
***$90 special for all of December!! Contact Blake Kessner at to get best rate!!*** Casa De Emdeko o...
Condo 1 / 1 / 4

*
Online booking available

$100 - $120
Per Night

$700 - $1050
Per Week

Kksr#36 Spacious, 3 BR townhome, sleeps 8!!! Amazing Price!

Kailua-Kona
Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8! New appliances, ...
Condo 3 / 2 / 8

*
Online booking available

$139 - $155
Per Night

$973 - $1225
Per Week

Right downtown, 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

$125 - $155
Per Night

$875 - $1575
Per Week

Kailua Bay Resort Fantastic In Town Location

Kailua-Kona
Kailua Bay Resort is a hidden gem, great location right in Historic Kailua Kona Village. Second floo...
Condo 1 / 1 / 2

*
Online booking available

$115 - $159
Per Night

$767 - $1196
Per Week

2 bedroom 2 bath Ocean front Penthouse at Kona Alii

Kailua-Kona
This 2 bedroom 2 bath at Kona Alii is a penthouse unit. Fully equiped to also include a sun deck! St...
Condo 2 / 2 / 4

*
Online booking available

$140 - $170
Per Night

$980 - $1680
Per Week

Oceanfront-Incredible Views, Surf Break & Romantic Sunset...

Kailua-Kona
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223 Lovely Oceanfront upgrad...
Condo 2 / 2 / 6

*
Online booking available

$149 - $169
Per Night

$1043 - $1225
Per Week

Kona Surf & Racquet Amazing Oceanfront townhouse Kona

Kailua-Kona
This experience is one of a kind- looks like a cottage by the sea. Enjoy the crashing surf at one of...
Condo 2 / 2 / 4

*
Online booking available

$160 - $232
Per Night

$1081 - $1783
Per Week

Oceanfront Condo with breathtaking Ocean and Sunset Views...

Kailua-Kona
Oceanfront Condo with breathtaking Ocean and Sunset Views, 2 BR, 2 bath Casa De Emdeko, an oceanfro...
Condo 2 / 2 / 4

*
Online booking available

$195 - $242
Per Night

$1365 - $1960
Per Week

Kona Isle E23 Direct Ocean Front, Wifi, 2nd floor, Gorgeo...

Kailua-Kona
Kona Isle E23 Direct Ocean Front, Wifi, 2nd floor, Gorgeous 1/1 E23 at the Kona Isle is a beautiful...
Condo 1 / 1 / 4

*
Online booking available

$105 - $140
Per Night

$735 - $1435
Per Week

Kms109 Groundfloor, Direct Oceanfront, Wifi, Kona Magic S...

Kailua-Kona
Kms109 Groundfloor, Direct Oceanfront, Wifi, Kona Magic Sands Welcome to DIRECT oceanfront living! ...
Condo 0 / 1 / 3

*
Online booking available

$110 - $135
Per Night

$770 - $1435
Per Week

Kona Makai Oceanfront splendor

Kailua-Kona
The Kona Makai is one of Kona's favorite repeat destinations. This oceanfront community offers ocean...
Condo 2 / 2 / 4

*
Online booking available

$180 - $265
Per Night

$1260 - $2170
Per Week

Kona Isle B8 Ground Floor, Updated, Amazing Price

Kailua-Kona
B8 at the Kona Isle is a wonderful option for your Hawaiian Vacation! TAKE A VIRTUAL TOUR OF THE PRO...
Condo 1 / 1 / 4

*
Online booking available

$95 - $110
Per Night

$665 - $1225
Per Week

Kona Makai Oceanfront complex on Alii Dr

Kailua-Kona
Kona Makai is one of Kona's most popular resorts. Kona Makai has tennis courts, a gorgeous oceanfron...
Condo 1 / 1 / 2

*
Online booking available

$141 - $197
Per Night

$936 - $1521
Per Week

Kailua-Kona Getaway Information

Kailua-Kona is the main hub for visitors to the western side of the Island of Hawaii. With a Kailua-Kona vacation home rental, you'll be able to enjoy all of the greatest aspects of Hawaii's biggest island with comfort and ease! It should be noted that Kailua-Kona is often referred to simply as "Kona" among the locals, as there is another community known as Kailua on Oahu. Beginning as the capital of the Kingdom of Hawaii, King Kamehameha I first established Kailua-Kona as the focal point of the land under his rule. Though Kamehameha I died almost 200 years ago, there are still remnants of the royal ancestry in Kailua-Kona.

If you are looking forward to having a great time outdoors during your stay in Hawaii, then Kailua-Kona is definitely the right place for you. Famous in the sports world for being the location of the annual Ironman Triathlon, Kailua-Kona has long, sandy beaches, beautiful clear water for swimming, and great hiking and biking trails. Another must-see location in Kailua-Kona is the Kaloko-Honokohau National Historical Park. Combining both natural and historical elements, this National Park showcases several aspects of traditional Hawaiian culture, such as fishponds (aquaculture), petroglyphs, and various religious sites. The entire area surrounding Kailua-Kona is abound with things to do and places to go. The Sadie Seymour Botanical Gardens has fantastic examples of native Hawaiian flora, Hulihee Palace was the former vacation home of Hawaiian royalty and still stands in Kailua-Kona, Hawaii's first church is worth a stop, and the Kona Brewing Company is also located in Kailua-Kona. With easy access from Kona International Airport, make your next vacation to Hawaii one to remember: choose a Kailua-Kona vacation home rental. Check out our listings here at forGetaway.com

More Getaway Locations and Properties