Kailua-Kona Vacation Rentals

187 Rentals

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Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Kailua-Kona Apartment

ATTENTION: There is approved construction at the Sea Village that will occur in Building 1 from July...

$119 - $199 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

Welcome to paradise. Our recently acquired 2 bedroom, 2 bath, 1161 sq. ft. condo is completely remodeled...

$239 - $359 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Kailua-Kona Home

Located in the cooler elevations, you can relax on the lanai, barbeque and watch Hawaiian sunsets night...

$375 - $700 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

5BR / 3BA - Sleeps 9 - Kailua-Kona Home

Our beautiful almost 3, 500 sq. ft. Plantation style home has 5 Bedrooms 3+ baths and offers stunning,...

$279 - $370 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

ATTENTION: There is approved construction at the Sea Village that will occur in neighboring Building...

$125 - $185 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

Located in Keauhou, approx four miles south of Kailua Kona town, the Surf & Racquet Club is a frequent...

$159 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Kailua-Kona Home

Spectacular oceanfront views! Enjoy sand, sun, and the ocean breeze from your luxury home and private...

$700 - $1,000 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 5BA - Sleeps 8 - Kailua-Kona Home

This spacious 4400 square foot, 4 bedroom, 4. 5 bath Private Estate is located in the gated community...

$425 - $575 / nt

Kailua-Kona Hawaii Vacation Rentals - Villa

2BR / 2BA - Sleeps 4 - Kailua-Kona Villa

Located on Alii Drive, the Keauhou Kona Surf and Racquet Club is a 4- star Oceanfront Resort located...

$135 - $195 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

5BR / 5BA - Sleeps 10 - Kailua-Kona Home

Experience the exquisite natural beauty of the Big Island. This beautiful 2008 home is located in an...

$525 - $725 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Kailua-Kona Home

This impressive Villa, located in the secluded, gated community of Kona Bay, is designed to showcase...

$795 - $1,095 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

Kanaloa at Kona spans sixteen acres of tropical grounds and is located approx. 4 miles south of Kailua...

$175 - $210 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Kailua-Kona Apartment

This unit is in immaculate condition and envelopes you with the fresh, cool comfort of tile floors and...

$99 - $145 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 6 - Kailua-Kona Apartment

Please note: The Recreational Area (Pool/Spa/Long House) will be closed for maintenance from Monday September...

$110 - $145 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Kailua-Kona Home

Spend your well- earned vacation in our luxurious ocean view Kona Vacation House located in the hills...

$600 - $750 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Kailua-Kona Home

12 Alii Point commands one of the best locations on the Big Island; it's an absolute ocean- front house...

$795 - $995 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

Enjoy your afternoons and evenings on the lanai listening to the sounds of the crashing waves, or watching...

$140 - $210 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

This unit will provide you with a calm and relaxing Hawaiian vacation. It's on the 5th Floor (top floor)...

$95 - $155 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Kailua-Kona Home

This newer home is the perfect vacation destination for families coming to the Big Island of Hawaii....

$199 - $325 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Kailua-Kona Apartment

Located within easy walking distance (1/2 mile) of charming downtown Kona, and only 3- 5 minutes from...

$135 - $199 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

5BR / 3BA - Sleeps 8 - Kailua-Kona Home

This resort- like ocean view 5 Bedroom 3 bath home with swimming pool, waterfalls, stream and outdoor...

$300 - $550 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Kailua-Kona Apartment

ATTENTION: There will be minimal disruption due to construction at the Sea Village that will occur between...

$99 - $155 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Kailua-Kona Home

Magnificent ocean views from every room. Surrounded by tropical fruit orchards. Totally private but,...

$375 - $550 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 5 - Kailua-Kona Apartment

This upgraded condo is so close to the ocean you might get wet. Enjoy great views of the surfers catching...

$175 - $225 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 3BA - Sleeps 6 - Kailua-Kona Apartment

ATTENTION: There is approved construction at the Sea Village that will occur in Building 1 from July...

$160 - $210 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Kailua-Kona Apartment

ATTENTION: There is approved construction at the Sea Village that will occur in Building 1 from July...

$89 - $155 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 2BA - Sleeps 2 - Kailua-Kona Apartment

Relax in this large one bedroom 2 bath condo located within Keauhou Palena! The condo features a remodeled...

$99 - $135 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

5BR / 3BA - Sleeps 10 - Kailua-Kona Home

Living Kona Style above the Kona Coast. Classic, voluminous , four bedroom vacation home, with attached...

$300 - $350 / nt

Kailua-Kona Hawaii Vacation Rentals - Villa

3BR / 2BA - Sleeps 6 - Kailua-Kona Villa

"Na Alapi'i Hau'oli" (Happy Steps) is beautifully decorated, close to pool and tennis courts, this...

$129 - $160 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Kailua-Kona Home

Kona Bliss is located within an exclusive gated community of 12 freestanding homes at Kona Onenalo next...

$445 - $795 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Kailua-Kona Home

We have named our Kona home Hale Aheahe (House of Gentle Breeze). It sits on a very secluded 6/10 acre...

$325 - $340 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 4BA - Sleeps 6 - Kailua-Kona Home

This impressive ocean view home is situated in the guarded gated community of Keauhou Estates. There...

$395 - $650 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 3BA - Sleeps 9 - Kailua-Kona Home

This home offers AC in the bedrooms for comfortable sleeping on warm Kona nights! Also, additional...

$275 - $395 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Kailua-Kona Home

The Maluna Palm home features 3 bedrooms, 2 baths, and a convertible bed which allows for sleeping...

$249 - $359 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 2BA - Sleeps 2 - Kailua-Kona Apartment

Kona Pacific is located on the South edge of downtown Kailua Kona, just off of Alii Drive. This complex...

$109 - $165 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 2BA - Sleeps 2 - Kailua-Kona Apartment

This condo is perfect for those who don't want to spend their time driving around in their car. You are...

$85 - $140 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

Welcome to Casa 317 a 2/2 condo located on the 3rd floor at the Casa de Emdeko complex just 1. 5 miles...

$130 - $185 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Kailua-Kona Apartment

Tastefully decorated with everything you'll need on a peaceful and relaxing vacation in Kona. From swaying...

$99 - $145 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Kailua-Kona Home

Private and secluded 3br/2bath home at the end of a cul de sac in the amazingly beautiful and prestigious...

$219 - $299 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Kailua-Kona Apartment

Featuring two swimming pools; a large free formed pool at the oceanfront, and another pool in the garden...

$80 - $135 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 1BA - Sleeps 2 - Kailua-Kona Apartment

Aloha, come see for yourself why Casa De Emdeko remains one of the most requested oceanfront condominiums...

$100 - $150 / nt

Kailua-Kona Hawaii Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

Let the essence of Hawaii embrace you at this amazing 2 bedroom, 2 bath oceanfront condo. Kona Alii...

$189 - $329 / nt

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