Kailua-Kona Vacation Rentals

Kailua-Kona is a lively town on the Big Island's west coast, offering a mix of oceanfront relaxation, cultural landmarks, and vibrant dining and shopping. Popular beaches like Magic Sands, Kahalu'u Beach Park, and Honl's Beach provide excellent snorkeling and sunsets. Our curated vacation rental selection includes oceanfront condos, resort-style communities, and private homes - perfect for couples, families, or group travelers. Enjoy amenities like pools, lanais, and proximity to Ali'i Drive attractions. Start your Big Island adventure in Kailua-Kona today.

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Stunning Ocean View In Luxury Home In Keauhou Estates

Stunning Ocean View In Luxury Home In Keauhou Estates

Enjoy spectacular 180-degree ocean views from this 3 bedroom, 3700 square foot luxury home in Keauhou Estates on the Big Island of Hawaii. The house has an open floor plan, marble floors throughout most of the main living spaces, and large rooms with tasteful and comfortable furnishings.

3 bedroom
3 bathroom
Sleeps 8

from $876

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Experience luxury near golf courses, 4 mins to Four Seasons Resort

Experience luxury near golf courses, 4 mins to Four Seasons Resort

5 bath, resort home. Located within the Four Seasons Resort Hualalai on the Big Island of Hawaii.
The gourmet kitchen is fully equipped with high-end appliances that make cooking a mess free and enjoyable experience. Pocket doors unveil a large Lanai with a built in BBQ, icemaker, refrigerator/freezer, and wrap-around granite bar.

4 bedroom
1 bathroom
Sleeps 8

from $3,964

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Kona Lighthouse Hawaii - FAMILY BEACH HOUSE

Kona Lighthouse Hawaii - FAMILY BEACH HOUSE

The Kona Lighthouse is centrally located in a peaceful neighborhood along the Gold Coast of the Big Island, a 5-mile scenic, oceanfront drive between the towns of Kailua-Kona and Keauhou-Kona. —- Ideal for family and small group vacations. A block from White Sands Beach and across the street from the ocean.

4 bedroom
2 bathroom
Sleeps 8

from $634

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119 night April disc Alii Dr Fully Equipped, Pool, Jacuzzi, BBQ, High-Speed WiFi

119 night April disc Alii Dr Fully Equipped, Pool, Jacuzzi, BBQ, High-Speed WiFi

Welcome to Kona Bali Kai Ocean and Surf location! Your dream vacation awaits at our beautiful condo located in a prime spot close to downtown, Magic Sands Beach, and Kahalu'u Bay.
Picture yourself opening the slider and listening to the soothing waves at night.

1 bedroom
1 bathroom
Sleeps 2

from $210

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Gorgeous Keauhou Resort Condo!

1B/1b Short distance to beautiful Keauhou Bay (5 min walk)
Please read completely, so that there are no surprises upon your arrival! ❤

■ We love the open air lifestyle and find it comfortable with the doors and windows open and the fans going.

1 bedroom
1 bathroom
Sleeps 4

from $241

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$Adjacent beach front condos w\/ pools, private beach, balconies, W\/D, and AC$

Adjacent beach front condos w/ pools, private beach, balconies, W/D, and AC

Casa De Emdeko 316 & 317

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Immerse yourself in the ultimate Hawaiian experience by renting both of these charming Casa De Emdeko condos together. These adjacent accommodations strike the perfect balance of privacy and togetherness, ideal for families or groups traveling together.

3 bedroom
3 bathroom
Sleeps 8

from $720

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Keokis Kona Oceanfront Rental

Aloha!

This is Casa De Emdeko's premiere unit. It has been remodeled down to the studs. Everything is brand new and sparkling. Plus this is the only unit that literally is perched on the edge of the Ocean Front Salt Water Pool! No other unit has views like this one.

2 bedroom
2 bathroom
Sleeps 6

from $504

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***SPRING SPECIAL*** Charming Home, Just Minutes from Town and the Beach with Ocean View.

SPRING SPECIAL Charming Home, Just Minutes from Town and the Beach with Ocean View.

Welcome to Your Coastal Retreat!

Escape to our charming two-floor house, perfectly situated in a peaceful residential area just moments from town and the beach. With two separate entrances and 2 living areas, this spacious home offers privacy and flexibility for families or groups traveling together.

3 bedroom
3 bathroom
Sleeps 6

from $493

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Ocean-view condo with lanai, shared pool, hot tub, fitness center & bbq area

Ocean-view condo with lanai, shared pool, hot tub, fitness center & bbq area

Na Hale O Keauhou H5

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Perched in one of Kona's premier resort developments, Na Hale O Keauhou, this spacious 2-bedroom, 2-1/2 bath, 2-level townhome, Na Hale H-5, offers a luxurious retreat with breathtaking ocean and mountain views.

2 bedroom
2 bathroom
Sleeps 5

from $281

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Experience the perfect blend of privacy, tranquility, and luxury at Na Hale O Keauhou

Experience the perfect blend of privacy, tranquility, and luxury at Na Hale O Keauhou

**New Property Listing**

Welcome to Na Hale O Keauhou – Luxury Living in Paradise

Discover Na Hale O Keauhou, a prestigious gated community nestled in the heart of the Keauhou Resort area. 36-acre complex features 14 pods, each comprising six two-story townhouses, designed for comfort and elegance.

3 bedroom
2 bathroom
Sleeps 6

from $527

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Loft Style Completely Remodeled Condo

This stunning condo is located in the oceanfront building of the Kona Bali Kai, although not an oceanfront condo. Just a walk through the under building parking garage, and you're there!
The unit has everything you'll need for a wonderful home base while staying on the island and is an affordable option to the oceanfront choices!

1 bedroom
1 bathroom
Sleeps 2

from $298

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Kahaluu beach condo with infinity pool & spa, lanai, sunset view - walk to beach

Kahaluu beach condo with infinity pool & spa, lanai, sunset view - walk to beach

Kahaluu Beach Villas 1-203

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Set right across the street from Kahalu’u Beach, this three-bedroom condo is within steps of one of the best beaches in Hawaii for snorkeling and surfing.

3 bedroom
2 bathroom
Sleeps 6

from $435

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Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts

Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts

Beautifully maintained, this villa offers a welcomed amount of privacy from both the upper and lower levels without compromising stunning panoramic view of the ocean and the 4th fairway of the Jack Nicklaus signature Hualalai Golf Course. The retreat on the lower level provides an additional area for family and friends to gather.

3 bedroom
2 bathroom
Sleeps 6

from $1,790

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A Plush Two-level Condo with Ocean and Golf Course Views From its Lanais

A Plush Two-level Condo with Ocean and Golf Course Views From its Lanais

Description

Kanaloa at Kona is in Keauhou on the water between Heeia Bay and the Keauhou Kona Golf Course. This resort boasts three swimming pools, including one that is absolutely oceanfront. There are also three hot tubs, two tennis courts, and a game room.

2 bedroom
2 bathroom
Sleeps 6

from $445

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$Kailua-Kona Condo w\/ Resort Access & Ocean View!$

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, tennis courts, and more.

1 bedroom
1 bathroom
Sleeps 4

from $190

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Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC #3104

Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC #3104

Oceanfront condo with amazing views! Two bedroom, two full bathroom ground floor corner unit with extra large lanai and AC. Well equipped kitchen with everything you could need. Located in the Keauhou Surf and Racquet Club, which has a swimming pool, three beautiful tennis/pickleball courts and picnic/BBQ areas for your enjoyment.

2 bedroom
2 bathroom
Sleeps 4

from $390

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Tropical Living, Hawaiian-Style Home. 1 Mile from Kona Town.

Tropical Living, Hawaiian-Style Home. 1 Mile from Kona Town.

The Hula Hut is really much more than a hut. It's a private, 3 bedroom, 2 bath home located exactly 1-mile south of Kailua-Kona town. Decorated in a fun, relaxed, island-style funkiness, this home comfortably accommodates up to 6 people in a tropical living style.

3 bedroom
2 bathroom
Sleeps 6

from $688

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Spectacular Ocean and Golf Course Views ! Luxury Home with Separate Guest House ** 2 Golf Carts**

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 beautiful furnishings, an open floor plan and seamless indoor/outdoor living for your next vacation in Paradise.

4 bedroom
4 bathroom
Sleeps 8

from $5,119

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Comfy Surf Studio 2 Blocks From The Ocean

Comfy Surf Studio 2 Blocks From The Ocean

This comfy and clean Surf Studio is located 2 blocks from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more.

1 bedroom
1 bathroom
Sleeps 2

from $224

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$Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A\/C!$

Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A/C!

Banyan Tree Penthouse Condo 402 is a spacious, ocean front condo with an ocean view that will leave you breathless. Located on the quiet 4th floor, penthouse level yet so close to the water that you can actually look down and see tropical fish like the yellow tang!

2 bedroom
2 bathroom
Sleeps 4

from $530

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Private Oceanfront Top Floor Condo - Kona Reef D34

Private Oceanfront Top Floor Condo - Kona Reef D34

NEW OWNERS! NEW UPDATES AND IMPROVEMENTS!

Welcome to our private and comfortable ocean front condo in paradise - Kona Reef D-34.

As soon as you arrive to our very private top floor ocean front condo located on the romantic coastline of the Island of Hawaii you will begin to realize a sense of calm and comfort.

1 bedroom
1 bathroom
Sleeps 2

from $517

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Budget Friendly, ** starting at $ 145.00 Per. night** waterfront complex.

Budget Friendly, starting at $ 145.00 Per. night waterfront complex.

Before you consider booking with someone else in the Kona Isle Complex don’t get gouged and caught overpaying for you holiday, I offer you the best rate in the Kona Isle Complex without additional hidden fees.

I welcome you to truly a little piece of Hawaiian Paradise and my Condo at the Ocean Front Kona Isle Complex with one of the best nightly rates offered.

1 bedroom
1 bathroom
Sleeps 2

from $216

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Newly renovated, ocean view, steps from downtown

Newly renovated, ocean view, steps from downtown

This beautifully updated 2-bedroom condo has everything needed for your Kailua-Kona trip. The condo comes with 3 A/C units, in house washer and dryer and free parking. During your stay you can also enjoy using a convenient pool, hot tub and grilling area.

2 bedroom
2 bathroom
Sleeps 4

from $351

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Steps Away from Black Sand Beach

Unit 1

Our DIRECT OCEANFRONT corner unit (#1) has its own beach only 27 steps away from the lanai (patio). This end unit (no one below you or above you) has added privacy including a quiet grassy area. Experience sunsets year round and let the sound of the waves relax you.

2 bedroom
2 bathroom
Sleeps 4

from $435

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Steps to Keauhou Bay! Great Water Access! Pool! Foosball table!

Steps to Keauhou Bay! Great Water Access! Pool! Foosball table!

Beautiful home 120 steps from the warm waters of Keauhou Bay. House has 4 bedrooms, 2 1/2 baths and will comfortably sleep 8 in beds and up to 10 including futon couches. Fully equipped to give all the comforts of home while on holiday. Close to shopping, snorkeling excursions and other water activities.

5 bedroom
2 bathroom
Sleeps 10

from $920

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Stunning Ocean Front Home

Amazing location and views! Charming oceanfront bungalow with remodeled bathrooms and kitchen, including granite counters. Tile floors throughout the house. Easy walk to sandy beach. Enjoy soaking in oceanfront hot tub on lanai. There are two master suites (one is oceanfront) and a bunk room.

3 bedroom
3 bathroom
Sleeps 10

from $2,249

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Spectacular! Absolute Oceanfront ground floor corner condo 4-104 Panoramic views

Spectacular! Absolute Oceanfront ground floor corner condo 4-104 Panoramic views

EXPERIENCE TROPICAL PARADISE! From the large wrap-around lanai you have magnificent unobstructed views where you will enjoy spectacular sunsets year round, watch spouting whales in winter and playful dolphin all year. Our ground floor corner unit, which is just steps from the ocean, is considered to be the best location at the Surf and Racquet; it is very private.

2 bedroom
2 bathroom
Sleeps 4

from $358

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Ocean Views in Na Hale O Keauhou

Glorious Na Hale O Keauhou is an exclusive luxury gated community in the heart of Keauhou. 5 bath townhome with 2 covered lanais. Enjoy spectacular 180 degree unobstructed ocean and sunset views from almost every room of this condo. The open floor plan offers a living, dining, and family area on the main floor that opens to a large lanai for outdoor dining.

3 bedroom
2 bathroom
Sleeps 6

from $383

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Ocean Front at a Safe Distance! Plus Full View Garden & Pool!

Ocean Front at a Safe Distance! Plus Full View Garden & Pool!

Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, An easy 20 minute drive south of Kona Int'l Airport and one easy walk (approx 1 mile north) to downtown Kona. Your condo is just a short distance from Magic Sands Beach, one of Hawaii islands best body surfing areas and Kahaluu Beach Park considered by AAA to be one of Hawaii's best snorkeling areas.

2 bedroom
2 bathroom
Sleeps 6

from $297

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Kona Hawaii Oceanfront Vacation Rental- NO FEE FOR AIR CONDITIONING

Kona Hawaii Oceanfront Vacation Rental- NO FEE FOR AIR CONDITIONING

KANALOA at KONA #2604
Kona's premier condominium complex

Superbly situated on the glittering ocean's edge on one side and the Kona Country club golf course on the other side, this upper-level condominium unit is minutes from the village of Kailua-Kona.

3 bedroom
2 bathroom
Sleeps 6

from $502

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Kona Kai Hale – Oceanfront Elegance in Kailua-Kona

Kona Kai Hale – Oceanfront Elegance in Kailua-Kona

Welcome to "Kona Kai Hale" – a breathtaking oceanfront sanctuary where the serenity of the Hawaiian coast meets sophisticated, modern living. Nestled in a private, secure, gated community near the historic Kona Village, this remarkable home offers both a tranquil retreat and an entertainer’s dream.

5 bedroom
5 bathroom
Sleeps 10

from $2,678

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Alii Drive Kailua-Kona's Best Location!

Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun.

1 bedroom
1 bathroom
Sleeps 4

from $129

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Apartment in town-walking distance to everything

Apartment in town-walking distance to everything

Newly remodeled one bedroom unit in the village. 5 minute walk to start of Ironman, beach, shopping and restaurants. Centrally located, great a/c. Perfect place to spend some time while on the Big Island.

1 bedroom
1 bathroom
Sleeps 4

from $174

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$Hale Kope Kai: Ocean View Cliffside Home w\/ Private Pool, Lanai and Jacuzzi Tub$

Hale Kope Kai: Ocean View Cliffside Home w/ Private Pool, Lanai and Jacuzzi Tub

Oceanfront Luxury Retreat with Private Pool – Hale Kope Kai by Gather in Kailua-Kona, Hawaii

Experience true oceanfront living at Hale Kope Kai by Gather—an upscale, private vacation rental in Kailua-Kona on Hawaii’s stunning Big Island.

2 bedroom
2 bathroom
Sleeps 5

from $982

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Island Elegance: Prime Spot

Summary:
--------------------------------------------------------- Experience tranquility in this shared Kailua Kona room, a mere stroll from the beach.

1 bedroom
1 bathroom
Sleeps 2

from $333

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Kona Hawaii's Most Unique Ocean-View Vacation Home...Sweeping Ocean Views

Kona Hawaii's Most Unique Ocean-View Vacation Home...Sweeping Ocean Views

Welcome to Villa LongBoard. Kona, Hawaii's most unique vacation rental property. This beautiful property is a perfect combination of new and classic. Themed as an upscale surf & sand villa with indowaiian-themed decor. Furnishings are hand-crafted from reclaimed materials.

3 bedroom
2 bathroom
Sleeps 6

from $361

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Three Palms

Situated at 600 feet elevation on the side of Hualalai Volcano, Three Palms is a private, two-room (plus a bath) suite in a private residence in a quiet neighborhood overlooking Kailua Kona and the Pacific. only a few hundred yards up the mountain from the Hawaii Belt Road (State Highway 11, Queen Ka`ahumanu Highway), one mile south of Kailua Kona town proper, and a little more than nine miles south of Ellison Onizuka Kona International Airport (KOA)(approximately 20 minutes to/from the airport).

2 bedroom
1 bathroom
Sleeps 4

from $283

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$OCEANFRONT Kona Reef, Top Rated Reviews\n\n$

OCEANFRONT Kona Reef, Top Rated Reviewsnn

Kona Reef, beautiful one-bedroom, direct oceanfront condominium, on world-famous Alii Drive. Our condo is 23 feet from the ocean and offers spectacular sunsets. Watch the surfers and the dolphins from the lanai.
This immaculate, recently upgraded condo has every thing you will need for a great vacation.

1 bedroom
1 bathroom
Sleeps 2

from $323

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🏖️Exquisite Ocean Front | Beautifully Upgraded | Corner Unit | vrKCV

🏖️Exquisite Ocean Front | Beautifully Upgraded | Corner Unit | vrKCV

vrKCV - Surf and Racquet 1206, Professionally Managed by Kona Coast Vacations

Keauhou-Kona Surf & Racquet Club #1206 – Oceanfront Luxury with Breathtaking Views

Step into Pilialoha ("beloved") Kona Ocean Condo and experience casual Hawaiian luxury at its finest.

2 bedroom
2 bathroom
Sleeps 4

from $435

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Ocean View Condo in the Heart of Kona

One bedroom condo on the 2nd floor at an oceanfront complex. It has a queen sized bed, a Murphy bed and fold out couch in the living room. Beautiful ocean view from the lanai. A heated pool with shower, restrooms and a library. There’s a bench oceanfront for whale watching and sunsets.

1 bedroom
1 bathroom
Sleeps 5

from $344

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Oceanfront condo with AC 20 ft from ocean

Oceanfront condo with AC 20 ft from ocean

View the ocean as you walk into this recently updated condo. You will be struck by how close the ocean is. Enjoy watching surfers, turtles, dolphins and whales(in season) as you sip your coffee on the lanai.

Despite the relaxation and solitude, if you want sightseeing, shopping or adventure, you still have access to all that Big Island offers.

2 bedroom
2 bathroom
Sleeps 4

from $383

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$Ocean Views\/Mountain Views!!! - Best Price - 2 Bedroom\/Bath - Beach across road!$

Ocean Views/Mountain Views!!! - Best Price - 2 Bedroom/Bath - Beach across road!

Looking for the perfect beach condo for your next vacation? Look no further! Our newly updated condo is located in a rare spot right across from the beautiful Magic Sands Beach, whose sands appear and disappear depending on the swell and current.

2 bedroom
2 bathroom
Sleeps 5

from $407

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Aloha Spirit in Downtown Kona - Right by the Ocean

Aloha Spirit in Downtown Kona - Right by the Ocean

Aloha Spirit at Kona Alii offers you a private and quiet base of operations for all of your vacation adventures on the active Big Island of Hawaii. This beautiful 1-bedroom, 2 bath condo is the perfect place for anyone who wants to stay close to the action during their Hawaiian vacation.

1 bedroom
2 bathroom
Sleeps 4

from $260

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Ahhhhh...... PARADISE. OCEAN VIEW, Beach Snorkel Surf

Ahhhhh...... PARADISE. OCEAN VIEW, Beach Snorkel Surf

***NOTE: HAWAIIAN AIRLINES OFFERING 60,000 MILES WITH CREDIT CARD. ONLY NEED TO MAKE ANY PURCHASE TO ACTIVATE. HAPPY TO SHARE INFORMATION. HAD TO SHARE. Paradise ~ You have found your paradise on the beautiful Big Island of Hawaii. The Ocean views are yours!

2 bedroom
2 bathroom
Sleeps 5

from $335

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$Oceanfront Luxury \/ Kanaloa Kona Hawaii \/ 2 bed 2 bath + loft, sleeps 6$

Oceanfront Luxury / Kanaloa Kona Hawaii / 2 bed 2 bath + loft, sleeps 6

Please read NOTICE towards end of this description affecting November 18 - December 1, 2024.

Kanaloa at Kona is an idyllic tropical oasis located on a point of land and surrounded by He'eia Bay, the Pacific Ocean and the Kona Country Club Ocean Course.

3 bedroom
2 bathroom
Sleeps 6

from $436

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$Direct Oceanfront Condo. Kanaloa at Kona Resort. 3 pools. Central A\/C.$

Direct Oceanfront Condo. Kanaloa at Kona Resort. 3 pools. Central A/C.

SPECTACULAR UNOBSTRUCTED OCEAN VIEWS OF KONA COASTLINE & AMAZING SUNSETS FROM YOUR PRIVATE LANAI!

Your vacation home features:
* 1500 luxurious square feet.
* Two spacious bedrooms with king beds.
* Two full bathrooms with en suite primary bath.

2 bedroom
2 bathroom
Sleeps 4

from $440

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Gorgeous! Beautifully renovated DIRECT OCEAN FRONT condo. A must see!

Gorgeous! Beautifully renovated DIRECT OCEAN FRONT condo. A must see!

Aloha! Welcome to Paradise on the Big Island of Hawaii!

Our condo is located in the beautiful "The Sea Village" condo complex (unit 3216). We also own the 1 bedroom condo (unit 3217) right beside (VRBO # 1197944). This 2 bedroom condo over looks the pacific ocean with breathtaking views, & incredible sunsets from the comfort of your own lanai.

2 bedroom
2 bathroom
Sleeps 4

from $356

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Keauhou with gorgeous oceanview and on the 8th hole of Kona Country Club fairway

Keauhou with gorgeous oceanview and on the 8th hole of Kona Country Club fairway

Your vacation home awaits you in this two bedroom with loft and three full bath condo with stunning views of the ocean and golf course. From the large lanai you can sit and enjoy your gorgeous view.
Keauhou Punahele complex is located in the town of Keauhou on the Kailua-Kona side of the Big Island.

2 bedroom
3 bathroom
Sleeps 6

from $377

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Direct Ocean View. Wrap-Around Lanai. End Unit.

Direct Ocean View. Wrap-Around Lanai. End Unit.

**

Enjoy salty breezes and the beautiful ocean view from this comfortable two-bedroom, two-bath condo where the ocean is literally a short stroll from your door. 2 kings and sofa-bed can accommodate your whole family, and every room is connected to a lanai.

2 bedroom
2 bathroom
Sleeps 6

from $340

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Two bed two bath across the street from the best snorkel beach in Kona Kahaluu Bay Villas 104

Two bed two bath across the street from the best snorkel beach in Kona Kahaluu Bay Villas 104

Kahaluu Bay Villas unit 104 has it all: a panoramic ocean view from the spacious lanai, central air conditioning, built-in stainless-steel appliances and designer furnishings, and across the street from the best snorkel beach on the Big Island.

2 bedroom
2 bathroom
Sleeps 4

from $325

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