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

Lymans Bay Hale-Oceanfront

Kailua-Kona
A/C in every room. 180 degree unobstructed view of Lymans Bay, favorite surf spot. 2 story open floo...
Home 5 / 4 / 12

*
Online booking available

$500 - $500
Per Night

$3500 - $4200
Per Week

Hale Alaula (Sea Village1105)

Kailua-Kona
Spectacular location, spectacular view, spectacular decor! This newly remodeled suite is committed t...
Condo 2 / 2 / 6

*
Online booking available

$150 - $175
Per Night

$1050 - $1645
Per Week

Your Own, Private Oceanfront Oasis right on Keiki Beach!

Kailua-Kona
Tucked away in the quiet enclave of Kona Bay Estates, just a short walk from Kailua Bay, your oceanf...
Home 3 / 4 / 6

*
Online booking available

$250 - $350
Per Night

$1750 - $2450
Per Week

Keauhou Kona Surf and Racquet Club 2204 - Direct Ocean Fr...

Kailua-Kona
Keauhou Kona Surf and Racquet Club 2204 - Direct Ocean Front Corner Unit~ The Keauhou Surf and Racq...
Condo 2 / 2 / 4

*
Online booking available

$125 - $205
Per Night

$875 - $1435
Per Week

Casa De Emdeko 310- 1/1 Deluxe 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

$110 - $120
Per Night

$770 - $840
Per Week

Kona Coast Resort 5203 Comfortable 1 b/r condo/Kona Hawaii

Kailua-Kona
Book online and receive a 5% discount excluding Ironman and year end holidays. Book with a licensed ...
Condo 1 / 1 / 2

*
Online booking available

$200 - $290
Per Night

$904 - $1561
Per Week

Blue Hawaii is a lovely home with a private pool and spa/...

Kailua-Kona
Blue Hawaii is a lovely home with a private pool and spa/online discount Book online and receive a ...
Home 3 / 4 / 6

*
Online booking available

$4751 - $5740
Per Week

Oceanview house in Kona, New Pool and Outdoor Kitchen !

Kailua-Kona
This spacious, upgraded and tastefully decorated three bedroom home has sweeping ocean view in the q...
Home 3 / 3 / 6

*
Online booking available

$350 - $425
Per Night

$2450 - $2975
Per Week

Ocean Front Community 2 bedroom with loft!

Kailua-Kona
Come and enjoy this community at the Kona Makai, vacationers number one choice for return guests. Th...
Condo 2 / 2 / 6

*
Online booking available

$150 - $175
Per Night

$1050 - $1400
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 Bay Oceanfront Romance with Great Rates!

Kailua-Kona
Escape to your own romantic, vintage Hawaiian style beach house located within walking distance to K...
Home 4 / 4 / 10

*
Online booking available

$699 - $699
Per Night

$4893 - $6965
Per Week

Hale Honu-Oceanfront

Kailua-Kona
Hale Honu is an oceanfront 2 story 4bedroom 4 bath home located just South of Kailua-Kona on Alii Dr...
Home 4 / 4 / 10

*
Online booking available

$599 - $599
Per Night

$4193 - $4550
Per Week

Upscale 3 bedroom bungalow in oceanfront estate

Kailua-Kona
This estate, located on a private cove features a pool, spa and koi pond and offers the finest in ac...
Condo 3 / 2 / 8

*
Online booking available

$365 - $446
Per Night

$2555 - $3122
Per Week

2 Bedroom Bungalow

Kailua-Kona
2 Bedroom Bungalow Unit Description: These comfortable bungalows feature a king size bed in each be...
Condo 2 / 1 / 6

*
Online booking available

$187 - $499
Per Night

$1309 - $3493
Per Week

Keauhou Kona Surf & Racquet 4204 2 b/r oceanfront Kona Ha...

Kailua-Kona
Keauhou Kona Surf & Racquet 4204 2 b/r oceanfront Kona Hawaii Spacious absolutely direct oceanfront...
Condo 2 / 2 / 4

*
Online booking available

$203 - $314
Per Night

$972 - $1983
Per Week

Casa De Emdeko 324

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

*
Online booking available

$85 - $110
Per Night

$595 - $770
Per Week

Absolute Ocean Front Kona Magic Sands 313

Kailua-Kona
This third floor condo has such a beautiful view! Sit on your lanai and sip mai tai's or just hang o...
Condo 0 / 1 / 2

*
Online booking available

$98 - $150
Per Night

$686 - $1050
Per Week

Alii Point - Luxury Villa in Private and Gated Oceanfront...

Kailua-Kona
Alii Point - Luxury Villa in Private and Gated Oceanfront Community Almost Oceanfront. Spend your v...
Home 3 / 2 / 6

*
Online booking available

$499 - $499
Per Night

$3493 - $4550
Per Week

Ali'i Villas 139 Big Island oceanfront complex/online boo...

Kailua-Kona
Ali'i Villas 139 Big Island oceanfront complex/online booking discount Book online and receive a 5%...
Condo 1 / 1 / 4

*
Online booking available

$140 - $252
Per Night

$582 - $1332
Per Week

Kona Coast Resort 10104 1 b/r ocean views/ Hawaii Island

Kailua-Kona
Book online and receive a 5% discount excluding Ironman and year end holidays. Book with a licensed ...
Condo 1 / 1 / 4

*
Online booking available

$159 - $254
Per Night

$683 - $1334
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

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

$135 - $155
Per Night

$945 - $1575
Per Week

Keauhou Palena 1003 Golfers delight Stay 6 nights, 7th ni...

Kailua-Kona
Keauhou Palena 1003 Golfers delight Stay 6 nights, 7th night is free Kona Hi Second floor condo wit...
Condo 1 / 2 / 4

*
Online booking available

$179 - $194
Per Night

$854 - $1332
Per Week

Jasmine 3b/r Oceanviews, private pool/ Great location oce...

Kailua-Kona
Jasmine 3b/r Oceanviews, private pool/ Great location oceanviews . . Book online and receive a 5% d...
Home 3 / 3 / 6

*
Online booking available

$352 - $523
Per Night

$1988 - $3866
Per Week

This is the epitome of a vacation location

Kailua-Kona
Casa De Emdeko, an oceanfront condominium complex, is located on famous Ali'i Drive just 1.5 miles s...
Condo 1 / 1 / 2

*
Online booking available

$130 - $130
Per Night

$910 - $1435
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