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Big Island Vacation Rentals

Hamakua Coast
Ka'u District
Kona Coast
Hilo
Puna District
Kohala Coast

Experience the magic of Hawaii with our exclusive selection of Big Island vacation rentals. Whether you're looking for a luxurious oceanfront villa or a charming cottage tucked away in lush greenery, the Big Island offers a range of unforgettable accommodations. Explore Kailua-Kona vacation rentals for easy access to pristine beaches and vibrant nightlife, or relax in serene countryside escapes near Waimea and Hawi.

Our handpicked vacation homes place you close to top attractions like Hawaii Volcanoes National Park, Mauna Kea Observatory, and the breathtaking Big Island beaches. Each property offers unique amenities-from private pools and ocean views to spacious lanais perfect for stargazing. Start planning your tropical adventure today by browsing our complete collection of Big Island vacation rentals and find the perfect home base for your Hawaiian journey!

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 $504 
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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 $1,020 
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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 $404 
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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 $326 
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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 $892 
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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 $312 
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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 $502 
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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 $404 
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Oceanfront Condo, 5G Wi-Fi, King Bed, Hot Tub/Pool, Free Parking

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

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $331 
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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 $345 
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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 $236 
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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 $183 
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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 $254 
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Spacious, Waterfront Condo in the Kanaloa at Kona Resort. 3 Pools, Central A/C.

(To watch a virtual photo tour; please go to the photo tour and look for the video start arrow on one of the photos.)

Overview of Location

We would love to have you stay in our remodeled and redecorated condo at the beautiful 18

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $364 
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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 $1,274 
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Your Hawaiian vacation starts here!

Welcome to Kona Shores, a complex situated right on Alii Drive, a designated Hawai‘i Scenic Byway (Ala Loa Foot Trail). This ground-floor, end-unit condo offers easy access to Alii Drive and is just one mile from downtown Kona, where you'll

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $173 
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Your Hawaiian Vacation Starts Here! II

Welcome to Kona Shores, a charming complex situated on Alii Drive, along the Hawai‘i Scenic Byway (Ala Loa Foot Trail). Just one mile from downtown Kailua-Kona, this well-maintained ground-floor condo offers easy access to shopping,

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $184 
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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 $1,968 
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Hualalai Fairway Villa 104D - overlooking the 15th tee

Upper level 2-bedroom, 2-bath villa overlooking the 15th tee of the Hualalai Golf Course with stunning Mauna Kea, Island of Maui and horizon views of the ocean. Designed by Honolulu-based Architect Warren Sunnland, the Fairway Villas at

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $1,617 
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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 $1,781 
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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 $2,117 
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Hualalai Golf Villa 4202

Whale watch while listening to the breaking waves from the shoreline from the Primary bedroom's private lanai with unobstructed ocean views! This beautifully appointed three bedroom villa has over 2,500 square feet of living area. Each of the

  • 3 bedroom
  • 4 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $2,520 
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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 $1,992 
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Aloha Condos, Kanaloa at Kona, Condo 1804, Oceanfront, AC

This luxury condo is as close to the beautiful blue waters of the Pacific Ocean as you can get at Kanaloa at Kona. Unit 1804 is a top-floor (second floor) oceanfront condo with over 1700 square feet of living space with all the amenities of

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $571 
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🏖️Beautiful | Private | Fablous Ocean Views! | Private Pool |vrKCV

vrKCV - Mahi Iulani, Professionally Managed by Kona Coast Vacations

Welcome to Mahi Iulani – Your Private Tropical Retreat

Nestled on the gentle slopes of Kona, Hawaii, Mahi Iulani is a luxurious tropical villa where tranquility

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $1,240 
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🏖️AC Thruout | Beautiful Ocean & Golf Views | 2 Bedrooms w/ Loft | vrKCV

vrKCV - Country Club Villas 315, Professionally Managed by Kona Coast Vacations

*CONSTRUCTION NOTICE - Complex began stair railing steel painting project for the month of August, 2024. This consists of sanding away old paint, which can be

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $410 
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🏖️Fully Air-Conditioned | Ocean View | Beautifully Renovated | vrKCV

vrKCV - Kona Isle B38, Professionally Managed by Kona Coast Vacations.

Welcome to your oceanfront retreat in scenic Kailua-Kona! This renovated one-bedroom condo offers stunning ocean views and is located right at the water's edge,

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua Kona
from $223 
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Spectacular Ocean and Golf Course Views ! Luxury Home with Separate Guest House ** 2 Golf Carts**

Spectacular Sweeping Views from this Four Bedroom Luxury Home with Separate Guest House is Paradise Perfected. Located on the #16 Fairway of the Hualalai Golf Course, this luxury home is recently redecorated by Willman Interiors, and boasts

  • 4 bedroom
  • 5 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $4,963 
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Aloha Condos, Kanaloa at Kona, Condo 2602, Oceanfront, AC

Hawaii STVR Registration Number:  STVR-19-355146 ************* Aloha and welcome to our luxury, oceanfront, island home!!      This is not your “ordinary vacation rental”, but rather a completely renovated, highly upgraded home, in an

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua Kona
from $479 
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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 $2,149 
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Aloha Condos, Na Hale O Keauhou, Townhome M-4, Ocean View, AC

Enjoy Panoramic Ocean Views from your private lanais.  Sunset views 365 days a year. Your only decision, whether to use the upstairs lanai with chaise lounge and cosy sitting area perfect for morning coffee or wine and cheese at sunset, or the

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $331 
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🏖️Connoisseurs of eye candy | Fanatics for light & space |vrKCV

vrKCV - GMH at Keauhou Estates 9, Professionally Managed by Kona Coast Vacations

Imagine a warm, welcoming place where families and friends can feel a sense of peace, and share in the wonderment of seeing the blue Pacific Ocean stretch

  • 4 bedroom
  • 5 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $1,160 
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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 $1,641 
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🏖️Beautiful Home | Private Pool | Fantastic Ocean View | vrKCV

vrKCV - Nani Kahakai, Professionally Managed by Kona Coast Vacations

Welcome to your tropical retreat! This beautiful 3-bedroom, 2.5-bath home offers breathtaking ocean views and a private pool, all nestled within a gated community.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $709 
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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 $6,623 
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Aloha Condos, Kanaloa at Kona, Condo 203, Fairway Front, AC

Prime fairway front location - great for bird watching or watching golfers along the 11th fairway of the Kona Country Club Ocean Course. Peaceful and spacious with lovely Hawaiian decor, this condo is the perfect escape for two couples or a

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $313 
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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 $802 
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🏖️Peaceful and Private | Pool | Ocean Views | vrKCV

vrKCV - Nakukui Elua, Professionally Managed by Kona Coast Vacations

Nakukui Elua- Peaceful and Private with Pool and Ocean Views!

Flowering hedges, rock walls and wooden fencing surround your island home. Located on 3/4 acre lot

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $617 
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🏖️Luxury Island Oasis | Spectacular Ocean Views & Pool | vrKCV

vrKCV - Aloha Place, Professionally Managed by Kona Coast Vacations

Aloha Place – Luxurious 3-Bedroom, 3-Bathroom Home with Spectacular Ocean Views

Experience the ultimate in luxury and tranquility at Aloha Place, a Bali-inspired

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $1,006 
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🏖️AC Included | Gated Community | Pool & Ocean Views | vrKCV

vrKCV - Kamilo Place, Professionally Managed by Kona Coast Vacations

Private 4-Bedroom Retreat with Ocean Views, Pool & AC in Gated Community

Escape to your own island oasis in this luxurious 4-bedroom, 3.5-bathroom vacation home

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $962 
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🏖️Spectacular Ocean Views | Beautiful Landscaping | Private | vrKCV

vrKCV - Puuwai Alii Place, Professionally Managed by Kona Coast Vacations

Pu'uwai Villa is on a landscaped half-acre on a private road with plenty of off-street parking.

Private, very quiet, one of only six homes on the private

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $671 
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🏖️Impressive Ocean Views & Sunsets | AC | Pool | Gated | vrKCV

vrKCV - Laulea Hale in Kahakai Estates, Professionally Managed by Kona Coast Vacations

Welcome to Laule'a Hale: Your Peaceful, Happy Home in Kona

Experience breathtaking panoramic ocean views and stunning sunsets at Laule'a Hale,

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $1,001 
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🏖️Ocean Front Villa| Concierge Included | Central AC | vrKCV

vrKCV - Royal Sea Cliff 109, Professionally Managed by Kona Coast Vacations

Welcome to Your Luxury Oceanfront Getaway!
This stunning 1,900-square-foot villa is an oceanfront paradise, perfect for those seeking relaxation and adventure.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $627 
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🏖️Ocean Views | Gated | Private Infinity Pool | vrKCV

vrKCV - Akoa Place, Professionally Managed by Kona Coast Vacations

Akoa Place - A Kahakai Beauty with Unmatched Panoramic Views

Perched at the top of a luxury gated community, Akoa Place offers breathtaking panoramic views of

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $865 
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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 $543 
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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 $333 
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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 $998 
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Beautiful Townhome with Exquisite Furnishings. Garage available for guest use.

Enjoy your vacation at this Ali'i Cove townhome. Decorated in an elegant island style, this 3 bed, 3 bath end unit is designed for comfort and ease. Located on Ali'i Drive, Ali'i Cove is conveniently near shops, restaurants, and activities in

  • 4 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua - Kona
from $282 
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Aloha Condos, Na Hale O Keauhou, Townhome C-4, Ocean View, AC

Best ocean view townhome in rhe resort:

Sunset Views Year Round
180 Degree Ocean Views
Walk to Kahalu'u Beach Park- the best snorkling beach in Kona
Adjacent to Restaurants, Cinema, Grocery Store
• Beautiful Ocean-View

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $415 
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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 $383 
View Property  

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