Kailua-Kona Vacation Rentals

Kailua-Kona is the Big Island's top vacation destination. Its sunny climate and pristine beaches make Kailua-Kona the perfect tropical destination for families and couples alike. You will find over 500 vacation rentals here, ranging from affordable studios and one-bedroom condos to spacious upscale apartments, houses and villas. There is so much to see and do in Kailua-Kona. The town is the perfect place for ocean and outdoor recreational activities. If you like watersport adventures, you can go surfing, diving, boating, snorkeling and swimming. If you enjoy shopping, you will find many shops, boutiques, art galleries and restaurants in Kailua-Kona, as well as numerous historical sites. Browse through this fine selection of Kailua-Kona vacation rentals below and find your perfect home away from home.

Browse Kailua-Kona Vacation Rentals by condo/hotel name:

Alii Cove
Alii Lani
Alii Park Place
Alii Villas
Banyan Tree
Casa De Emdeko
Hale Kona Kai
Holualoa Bay Villas
Kailua Bay Resort
Kalanikai
Kona Bali Kai
Kona Bay Estates
Kona by the Sea
Kona Hawaiian Resort
Kona Islander Inn
Kona Isle
Kona Magic Sands
Kona Makai
Kona Mansions
Kona Nalu
Sea Village
Kona Reef
Kona Shores
White Sands Village
Royal Kahili
Royal Sea Cliff

Punahele Penthouse Luxury Condo

Punahele Penthouse Condo will fast become your favorite place to stay in Kailua-Kona! Punahele Penthouse is on the 7th (top) floor of the Kona Ali'i Condo Complex which is located in the heart of Kailua-Kona. You're within walking distance to ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $530 
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Big Island Private Home Rental

Guests walk in and we see wow on their faces...gourmet kitchen, ocean views, huge bedrooms.

"perfect for a family reunion"
"cool at night was just right"
"close to the best beach in Hawaii"
"your own private estate"
"amazing...

  • 6 bedroom
  • 6 bathroom
  • Sleeps 18
Hawaii> Kailua-Kona
from $995 
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Penthouse Unit built 2007, Across from Kahaluu Beach, Fantastic Ocean Views!

Love to snorkel and want to see over 100 species of tropical fish & turtles? Then why not stay right across the street from Hawaii's best snorkeling beach?! Our modern beachfront unit offers gorgeous ocean/sunset views and the easiest access ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $289 
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Sunset in Paradise Oceanfront 1BR/1BA Condo at Kona Reef Fast WiFi & Central AC

Enjoy breathtaking sunset views every night from this beautifully updated condo steps from Downtown Kailua-Kona village with AC in both the living room and bedroom.

Sunset in Paradise is your private paradise with gorgeous ocean views ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $398 
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Kona Reef A22 - Direct Ocean Front Condo - Private Lanai - Next to Honl's Beach!

Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef A-22.

Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18.

Whether this is your ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $435 
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Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets

This breathtaking 3 Bedroom plus bunkroom, 2 bath single level home is located just minutes from Kailua, Kona and some of the most beautiful beaches in Hawaii. Everything in this house is new! Fresh full remodel just completed. This includes a ...

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $845 
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Stunning 5 Star Ocean View Condo with all the Amenities!

Our unit is spacious with high ceilings, ceiling fans, fabulous sunlight, and gorgeous ocean views. This elevated third story unit affords a wonderful lanai with a view overlooking manicured golf courses, tropical flowers, natural lava ...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $508 
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Magic Sands Home, Steps From The Beach! Air Conditioned!

Welcome to this wonderful 3 bedroom / 2 bathroom duplex home only a 3 min walk from Magic Sands Beach. Just remodeled and professionally decorated, this charming vacation getaway has all of the comforts you desire in your home away from home, ...

  • 4 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Kailua-Kona
from $644 
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Direct Oceanfront, Big Wave Penthouse-1,200 sq ft, Stunning View. Free WiFi

*** For more details and more pictures, go to our website at BIGWAVEHAWAII•COM***

The Big Wave Penthouse is arguably in the best location on the Big Island. Consider this:

• Facing west, you're guaranteed a front-row seat every...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $745 
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Kona Condo at Magic Sands Beach-Ocean Views-Top Floor-Quiet

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona and the Big Island Of ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $413 
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Oceanfront Condo, Free 5G Wi-Fi, King Bed, Hot Tub/Pool

Was recently completely remodeled.
Our oceanfront condo is 23ft. from the ocean and is located on the 2nd floor and offers spectacular sunsets.
Watch the surfers and the dolphins from your lanai.
A Short walk to town and over 20 ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $361 
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Stunning, Romantic Cottage on Slope of Hualalai

On the Kona side, safe and away from the volcanic activity, the Cottage awaits you.

The perfect, peaceful getaway for those on a honeymoon or looking for a relaxing, romantic experience. This warm, welcoming, newly-built and finely ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $352 
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Private Cottage In The Rain Forest TA065882726401

Cozy, private rain forest retreat cottage situated above Kona in the Kaloko Mauka Honua'ula Forest Reserve. Located on a 3-acre property, this cottage is set away in a lush forest of Ohia trees and Hapu'u tree ferns. Enjoy the sweet aroma of ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $216 
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Red Ginger Garden Studio

Peaceful, well appointed room with private entrance ,down a flight of stairs, overlooking our back yard garden of fruit trees and red ginger blooms. Private bath with shower, queen bed, walk in closet, kitchenette, outdoor seating; Wake up and ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $175 
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Wonderful Ocean View –Totally Renovated-On Golf Course

STVR-19-358846 - Relax and pamper yourself in luxury in this well-appointed condo. On the golf course with Spectacular Ocean views. This is NOT your average condo rental! This condo has had an extensive high-end renovation and interior ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $276 
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OCEANFRONT BEACH HOUSE WITH SUNSET VIEWS AND PRIVATE POOL

Kona Bay Estates is a gated and patrolled oceanfront community. The Sunset Beach House offers 2700 square feet of luxurious space. It is just 500 meters from the sea. Opening walls of glass offer indoor-outdoor living with spectacular views of ...

  • 3 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $1,242 
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Your Hawaiian vacation starts here!

Kona Shores is a great location right on Alii Drive, a Hawaii Scenic Byway (Ala Loa Foot Trail). A lovely complex with an oceanfront pool & BBQ area for easy island living! Ground floor, end unit with easy access to Alii Drive and just one mile ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $208 
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Your Hawaiian Vacation Starts Here! II

Kona Shores is a great location right on Alii Drive (Hawaii Scenic Byway). A lovely complex with oceanfront pool & BBQ area for easy island living! Ground floor with easy access to Alii Drive and just one mile to downtown Kona, shopping, ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $190 
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Hualalai Haliipua Villa 104

Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ceiling treatments, enhanced ...

  • 3 bedroom
  • 4 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,571 
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Hualalai Waiulu Villa 137D

This spacious 3 bedroom, 3.5 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and the ocean beyond. With 2642 square feet ...

  • 3 bedroom
  • 4 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,360 
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Hualalai Palm Villa 130A

One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii getaway. Extra bedding available with a "bonus" living room on the first level. The down-stairs suite ...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,713 
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Hualalai Palm Villa 140C

The spacious floor plan includes a downstairs primary bedroom suite with king bed and luxury spa-like bath. Just off the master is a large living room with queen sized sofa pull out that opens to the downstairs lanai, leading to the lawn and ...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,162 
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OCEAN VIEWS* LUXURY AND LOCATION AT HUALALAI RESORT ** TWO GOLF CARTS**

Located in the Award Winning Resort Community of Hualalai Four Seasons.

Enjoy the sounds of the ocean serenade, the magic of sunsets, and whale watching during the winter months, from this recently updated garden level Hillside Villa. ...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,064 
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Keauhou Convenience, Ocean Views, Newly Renovated, AC in Bedrooms, Wrap-Around Lanai

Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates.

Step into the grand entry of Keauhou Lani's 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered ...

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $1,537 
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Gorgeous Luxury Estate Home- Hualalai Resort - Spectacular Ocean and Golf Course Views- Private Pool and Spa- 3 Golf Carts included

Gorgeous, Contemporary, Newer Home Exemplifies Luxury and ease of Living in our Island Paradise. This 5-bedroom, 5 1/2 bath pod-style estate home is exceptionally appointed and designed to take full advantage of the temperate climate and island ...

  • 5 bedroom
  • 6 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $5,891 
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Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.

Newly renovated villa from top to bottom. A 3 bedroom, 3.5 bath luxury villa conveniently located in the heart of Hualalai Resort overlooking the 15th hole of the Jack Nicklaus designed Hualalai Golf Course. Ground floor single level floor plan ...

  • 3 bedroom
  • 4 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,672 
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🏖️Ocean View | Private | AC | Child Friendly | Salt Water Pool | vrKCV

vrKCV - Hawaiian Honu House, Professionally Managed by Kona Coast Vacations

Hawaiian Honu House
Welcome to Hawaiian Honu House, a stunning 3-bedroom, 2-bathroom home in the tranquil gated community of Kahakai Estates, just minutes from...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $1,038 
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Live Aloha! Pacific View, Lanai and Laundry-Kanaloa

Kanaloa at Kona #2203: Inside, you’ll find a bright living area with generous seating and a large flat screen television, perfect for entertaining your friends and family! The suite’s full size galley kitchen has Koa wood cabinetry, ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> KAILUA-KONA
from $608 
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Central A/C Double Master Suite Home in the Exclusive Ali'i Point community!

Exquisite 2-bedroom, 2.5 bath house located in a private gated community on Ali'i Drive! With only 16 homes in this community, you can expect peace and serenity staying here on your Hawaiian vacation.

Featuring an air-conditioned home ...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $643 
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Beautiful 180 Degree Ocean View With Spa And Pool

Unbelievable views from almost every room in the house!

Located just minutes above Kailua-Kona town, this spacious two-story home is a beautiful island getaway for your whole family. Two master bedrooms with king size beds and private ...

  • 4 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $956 
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306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

STVR-19-347215. This is a direct oceanfront corner unit with one of the largest lanais in Kona. The unit was recently remodeled with a new kitchen, bathrooms, living & dining areas, as well as the bedrooms. All new appliances in October 2023. ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $454 
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Kailua-Kona Cottage < 1 Mile to Magic Sands Beach!

Clear the calendar and say 'Aloha' to your next tropical getaway at this 1-bed, 1-bath vacation rental cottage in Kailua-Kona. Perched on the west coast of the Big Island, this quaint getaway showcases Hawaii's best snorkeling, surfing, diving ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $287 
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KJ’s Place, in the heart of the city.

KJ’s Place is a newly remodeled condo located in the heart of Kailua-Kona. The kitchen and living room open up to a covered lanai with view of the city and the ocean. Custom touches abound, from the granite countertops to the mahogany in the...

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $265 
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Private tropical villa in Kona: Resort style heated pool, Hot tub & Ocean views


This lovely home sits on over half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous views of the ocean. Resort style backyard with private pool with waterfall and a hot tub creates a relaxing oasis to ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $1,155 
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Gorgeous remodeled condo Oceanfront! SUNSET!

Elegance on a budget! This quiet third floor end unit has spectacular ocean views from throughout the condo. Our air-conditioned condo overlooks the beautifully manicured grounds with unobstructed ocean views. The kitchen has concrete ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $390 
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Elegant & Peaceful, Minutes Away From The Beach & Airport!

Tucked away in a friendly family neighborhood, this island jewel will provide you with a relaxing place to come home to after a satisfying day of Big Island adventures.

Key Features Include:
* 1,600 ft. elevation - while the ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $185 
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Panoramic Ocean and Golf Course Views ! Luxury Multi Level Townhouse at Hualalai Resort- includes 2 Golf Carts

Ke Alaula Villa 217B is located in the Award Winning Resort Community of Hualalai Four Seasons.

3 Bedrooms / 3 Baths
Living Area: 2,657 sqft and 940 sqft of Lanai
Ocean,Golf Course and Mountain Views
Spilt Level Townhouse
2 ~...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,267 
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Private Pool. Fully Air-conditioned .

This home is new on the rental market. Previously, it was reserved for our family use only. It has been completely refurbished this year. It is the perfect getaway for those that would like their private pool and is located in a peaceful ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $416 
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Ocean Views ! Excellent Proximity to Hualalai Resort Amenities ! Includes Golf Cart

Located in the Award Winning Resort Community of Hualalai Four Seasons.

Beautiful ocean views from this delightful two bedroom Garden Level Villa. Spacious Lanai with lounge seating extends seamlessly to a large lawn area. Enjoy the ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $1,795 
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5★Tropical Oasis, Heated Pool, Waterfall, Gazebo, OceanView,❤️of Kona,NEW Remodel

Located in a quiet, gated community, this house ticks off all the boxes. Located all on one level, there is room to spread out with the primary bedroom separated by a lovely open living/kitchen area from the second and third bedrooms. New ...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $1,221 
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Oceanfront Private Home, AC, Outdoor Kitchen, Magic Sands, Lymans Bay, Turtles!

**'LITTLE PIECE OF HEAVEN'** -Heavenly beach house on a little Bay!
*Incredible ocean views and the relaxing sound of the waves right outside your door! *ENJOY watching the Turtles sleep and play a few feet away from your lanai
* Stay...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $1,221 
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Kailua-Kona Condo w/ Resort Access & Ocean View!

Treat yourself to a delightful Hawaiian getaway when you stay at this 1-bedroom, 1-bathroom Kailua-Kona vacation rental condo. Set along the lush landscape of Kona Coast Resort, the corner unit condo offers access to pristine pools, hot tubs, ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $322 
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Oceanfront - Kanaloa at Kona - Newly Remodeled

OCEANFRONT CONDO - As Kona residents for 25 years, our desire is to share ALOHA. This is your opportunity to Experience Tropical Paradise, spectacular sunsets year-round, spouting whales in winter, and frolicking dolphins. This secluded and ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $522 
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Stunning Pool with Ocean View From Private Lanai 1200' Above Sea Level!

Relax and unwind in this NEW 2 bedroom, 1 bath property in the lower, self contained level of a two story home.Your complete privacy is assured as you have the entire lower level to yourself with your own private lanai (400 sq ft) and no ...

  • 3 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $349 
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Great Location - Snorkel, Surf & Sunsets!

Beach Villas at Kahalu’u is right across the street from the best snorkeling beach on the Big Island! See green turtles and reef fish!

The ground floor condo has 2 bedrooms, one with a king bed, the other with twin beds, and 2 ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $407 
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Luxury Oceanfront Experience in Historic Keauhou

E'Komo Mai to Keauhou Surf and Racquet 1-101

Walk among 3 Hawaiian Kings who lived in the beautiful area of Keauhou, Kona. This gated, 16 acre resort style complex boasts a meticulously maintained tropical landscape, 3 lit tennis courts,...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $720 
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Walk to Ocean - Cool & Cozy - AC & Fiber Wi-Fi

Enchanting private guest house only 4 blocks from the ocean. Sparkling clean & cool. 5 minute drive to Magic Sands Beach or Kona Town featuring food, shopping & entertainment. Newly built. Air Conditioning & fast fiber optic WiFi. Cool down ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kailua-Kona
from $213 
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Private home at Hualalai Resort, near Four Seasons. Pool, Spa, Exclusive!

This beautiful and meticulously maintained home situated on the 9th hole of Hualalai's Jack Nicklaus golf course with Pacific Ocean views is available for private rentals. Perfectly located, the home is just a short walk or golf cart ride (two ...

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $3,965 
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Casa De Emdeko Oceanfront Condo with Private Beach on Water , AC,


Casa De Emdeko is one of the most popular waterfront Condo complexes in Kona; visit just once and, like most of our guests, you'll keep coming back. There is just something magical about Casa de Emdeko - there is a welcoming social ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $351 
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Beach House: Oversized Lanai with Indoor/Outdoor Flow. EZ Stroll to Magic Sands!

Check out this drone video showing the home, neighborhood and proximity to the ocean: https://youtu.be/4d2V5HbQ1cY

Upgrade your Vacation at our Magic Sands Beach House! Best Location, Lifestyle & Amenities! Maximizing Kona's beaches & ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $428 
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