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About Kailua-Kona Vacation Rental Homes.
The perfect home base for exploring the big island of Hawaii. The weather on this side of the island is the best; usually mid 80's and most likely to be sunny, although lately the afternoons have been hazing over.
Old town Kailua-Kona has that classic resort feel of a seaside village with lots of restaurants and night life. There is shopping for South Sea Pearls as well as art and and glassware and something for every budget.
There is excellent snorkelling and body surfing, surfing or even nice beaches right here in town and along the way to Keauhou along Ali'i Drive. From "Kona town" you are 2 hours from Hawaii Volcano National Park. You are 2 hours to the old Hawaii town of Hilo, through the ranching town of Waimea and the dramatic cliffs along the Hamakua Coast.
There are great beaches to explore within easy driving distance from Kona. Charter a boat for a fishing trip from Kona, or take a tour up to the observatory on the top of Mauna Loa or actually ski on it's slopes. I could go on and on about all of the things to explore on this island. I have been exploring it for over 30 years and always find something new. .

Featured Vacation Rentals

Kailua-Kona Vacation Rentals
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36 Rentals found
Beds: 3
Baths: 3
Sleeps: 6-6
Big Island Townhome in Kailua-Kona
Luxury townhome overlooking Honl's Beach and Kailua Bay
$3,629
Month
Studio
Baths: 1
Sleeps: 2-4
$79 Romantic oceanfront studio condo
$79 best location in Kona oceanfront complex private white sands beach steps to famous Kona farmers market..
$79
Day
Beds: 2
Baths: 2
Sleeps: 4-4
Nahele Cottage & Nohea Studio
Nahele Cottage & Nohea Studio.Overlooking the Kona Coast
$130
Day
Beds: 3
Baths: 2
Sleeps: 6-6
Tropical Beauty 3/2 Pool Ocean View
Luxury tropical landscaped home with soal heated pool. Perfect place to spend time with family and friends.
$199
Day
Beds: 4
Baths: 3
Sleeps: 8-12
Mahuahua House
Luxurious Ocean view Home with Private Pool
$350
Day
Beds: 5
Baths: 5
Sleeps: 16-19
Hale Maluhia Country Inn
Kailua-Kona Bed and Breakfast Rentals
$67
Day
Beds: 2
Baths: 2
Sleeps: 4-4
Kailua Kona, Sunset Area
Sweeping Ocean Views, Gourmet Kitchen, Professionally Decorated
$1,000
Week
Beds: 2
Baths: 2
Sleeps: 4-6
Beautiful Kailua-Kona Resort
Oceanside 4-star luxury resort. Spacious 2B/2B condo w/ 2 lanais. Fully furnished. Tennis, golf, swimming pools.
$135
Day
Beds: 2
Baths: 2
Sleeps: 4-6
Beautiful view of Snorkel Beach
Across the street from Snorkel/Turtle Beach. Beautiful view. Recently remodeled. Check out the pictures. Kona.
$140
Day
Beds: 4
Baths: 5
Sleeps: 10-10
Ultimate Luxury Oceanfront Hawaiian Home
"OHIA OCEAN HOUSE" Newly built OCEANFRONT Custom Polynesian style Pod home. Perfect for Family Retreats & Weddings
$1,500
Day
Beds: 4
Baths: 4
Sleeps: 8-15
Bears' Place Guest House, Kailua Kona
Ocean view studios-kitchenette,WIFI,near beaches,town, golf & airport. Wir Sprechen Deutsch. Disc: 10% Wkly, 20% 2 Week.
$85
Day
Beds: 6
Baths: 6
Sleeps: 12-16
Hale Pua (Flower House) Oceanfront
Nothing better than oceanfront with beautiful pool in Kona on Alii Drive! Whales and Dolphins play in front!
$8,500
Week
Beds: 2
Baths: 2
Sleeps: 1-4
Sand & Ocean Steps Away Townhouse
Our home has spectacular views.Fantastic Oceanfront Retreat - Sand & Ocean Steps Away!
$140
Day
Beds: 1
Baths: 1
Sleeps: 2-4
Cozy and Affordable One Bedroom Condo
One bedroom with awesome oceanfront pool on the famous Alii Dr. Rent weekly or monthly or min. stay of 3 days
$65
Day
Beds: 1
Baths: 1
Sleeps: 2-4
Alihi Island
Walking distance to Kailua-Kona town and sandy beaches
$490
Week
Beds: 1
Baths: 1
Sleeps: 2-4
Absolute Oceanfront Kailua-Kona condo
2BR/2BA oceanfront condo in a small condo complex with swimming pool and security gate entrance.
$135
Day
Beds: 3
Baths: 3
Sleeps: 6-8
Kailua-Kona
A Place In Paradise - Four Star Resort - Beatuiful Tropical Grounds. 3B/3B fully furnished. Like New Condition
$155
Day
Beds: 2
Baths: 2
Sleeps: 4-6
Best Deal on White Sands Beach
This condo is directly across from White Sands Beach, one of the most beautiful beaches on the Kona coast.
$99
Day
Beds: 1
Baths: 1
Sleeps: 1-4
Kona Reef
Kona Reef offers Dramatic ocean views from an Oceanfront building..Hear the surf!!
$695
Week
Beds: 1
Baths: 2
Sleeps: 2-4
OCEANFRONT Condo - Spectacular 180° View
Condo Plus Master BDRM Has 180 Degree View. Private Lanai Only 30'To The Ocean. A/C, Free WiFi, Beachfront BBQ
$145
Day
Beds: 3
Baths: 3
Sleeps: 6-6
Kona Sunset Paradise
Our Big Island Hawaii Condo at Na Hale O’Keauhou is truly a Private, Kona Sunset Paradise!
$165
Day
Beds: 2
Baths: 2
Sleeps: 2-4
Beautiful Direct Ocean Front Condo
Our second home is beautifully appointed. The oceanfront lanai awaits you.
$145
Day
Beds: 5
Baths: 5
Sleeps: 12-16
Kona Shangrila / Kona Hawaii
Private Home: Oceanfront 5 BDR/5 BTH Estate w/Pool & Spa - Swim & snorkel with Turtles- Surf or Boogie Board
$750
Day
Beds: 1
Baths: 1
Sleeps: 2-4
Oceanfront Hawaii Condo Rental
1-Bedroom/1-Bath Oceanfront Condo. Beautiful Sunsets, direct views Pacific Ocean, Oceanfront Pool, Spa & BBQ
$145
Day
Beds: 2
Baths: 2
Sleeps: 4-4
Beach Villas at Kahaluu Beach
Overlooking Kahalu'u Beach Park. The best snorkeling that Hawaii has to offer. Great Surfing.
$165
Day


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