Kailua Kona Real Estate Search

Kailua Kona Properties under $250,000 for Sale

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Newest Kailua Kona Properties under $250,000 for Sale

74-5618 Palani Rd Unit E8, KAILUA KONA
$189,000
2 Beds ⋅ 1 Baths ⋅ 734235 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. Whether you're seeking an established income-producing property or a beautifully upgraded home close to the ocean and everything Kailua-Kona has to offer, this exceptional condominium delivers! This highly successful short-term vacation rental generated over $65,000 in annual gross rental revenue in each of the three consecutive years 2023, 2024, and 2025! The property's thoughtful upgrades, comfortable accommodations, and outstanding location have helped the seller maintain an impressive 4.83-star Airbnb rating, with many guests returning for repeat stays. Unlike many condominium renovations that focus primarily on cosmetic improvements, this extensively remodeled two-bedroom, one-bath residence has been upgraded from top to bottom! Enjoy modern appliances, beautiful granite countertops, luxury plank flooring, a custom-tiled shower, fresh interior paint, upgraded lighting, and replacement windows that provide enhanced soundproofing. Air conditioning has been installed in both bedrooms and the living area for year-round comfort. Situated in a desirable top-floor corner location, this condominium offers a wonderfully private setting despite being right in the heart of town. The west-facing lanai is the perfect place to relax and enjoy Kona's spectacular sunsets, while the convenient central location allows residents and guests to walk to numerous shops, restaurants, and local attractions. Enjoy the best of both worlds: peaceful, private surroundings with the ocean and vibrant Kona lifestyle just moments away. Offered fully furnished, this beautifully updated condominium is ready for its next owner to enjoy. Whether your dream is to live in Hawaii full-time, escape to your own island retreat, or continue its successful vacation rental history, this property offers outstanding versatility. Community amenities include a swimming pool and convenient on-site laundry

74-5618 Palani Rd Unit E8, KAILUA KONA

Listing courtesy of Hawaii Real Estate Group LLC.

74-5618 Palani Rd Unit L1, KAILUA KONA
$149,000
1 Beds ⋅ 1 Baths ⋅ 734075 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. Enjoy convenient island living in this desirable ground-floor end-unit condominium, ideally located in the heart of Kona. With minimal stairs to the entrance, added privacy from its end-unit location, and parking conveniently located near the front door, this property offers a comfortable and practical setup for full-time living, a second home, or rental use. The ground-floor location provides easy access with only a few steps to the front door—especially convenient for bringing in groceries, luggage, or beach gear. As an end unit, the condominium also enjoys a more private setting with fewer neighboring units. Location is one of this property's greatest assets. You're just minutes from the ocean and Kona's beaches, while shopping, restaurants, banking, medical services, and other everyday conveniences are all close by. Whether you're heading to the beach, out for dinner, or simply running errands, everything you need is within easy reach. The property has previously been used for mid-term rentals, typically accommodating tenants for one to three months at a time, offering flexibility for an owner who may wish to continue rental use while also enjoying the property themselves. The sale includes one assigned parking space conveniently located near the unit. Please note: This is a leasehold property, and due to leasehold financing limitations, a cash purchase is required. Whether you're looking for a conveniently located Kona residence, an island getaway, or a property with flexible rental potential, this ground-floor end unit offers an appealing combination of accessibility, privacy, and an excellent in-town location.

74-5618 Palani Rd Unit L1, KAILUA KONA

Listing courtesy of Hawaii Real Estate Group LLC.

75-6026 Alii Dr Unit 4102, KAILUA KONA
$205,000
1 Beds ⋅ 1 Baths ⋅ 733219 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Makai BLDG.
This is a leasehold property. HOWEVER, IT SHOULD BE NOTED THAT THE FEE IS AVAILABLE FOR PURCHASE. PLEASE SEE ATTACHED LETTER FROM AOAO. FEE AND UNIT ARE FINANCEABLE FOR A QUALIFIED BUYER. Ideally situated in desirable ocean front "Kona Makai" complex, Unit 4-102 is an access friendly, one bedroom one bath ground floor unit that overlooks a luxuriant and meticulously manicured landscape and beyond to a magical view of the ocean. In addition, Unit 4-102 enjoys soothing onshore daytime breezes. Unit 4-102's lanai is ocean facing, which is a rare find in the complex. The unit comes turnkey furnished, air-conditioned with wall mounted units. "Kona Makai" complex offers many benefits and amenities which include:- * Short Term Vacation Rentals (STVR) are allowed at Kona Makai. (Current owner used it as her full time residence.) * A resident manager. * Plenty of parking some of which is covered. * An appealing ocean front pool and spa. + A BBQ area adjacent to the pool. * A dedicated gym. * A covered recreation area with ping pong table. * Two tennis courts . * An entrance that is gated at night for added security. The monthly maintenance fees cover the cost of a resident manager, ground's maintenance , trash removal, water, internet and cable. "Kona Makai" is located in Kona's coveted resort area approximately 1.5 miles south of Kailua-Kona and less than 10 miles from the Kona International Airport. Within close proximity are beaches, golf course, ocean activities, restaurants and shopping. Video: https://player.vimeo.com/video/1224086501

75-6026 Alii Dr Unit 4102, KAILUA KONA

Listing courtesy of Sue Brown Realty and Associates.

75-5776 Kona Islander Inn Unit 305, KAILUA KONA
$220,000
1 Baths ⋅ 732948 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Long-term lease expiring in 2079! Fully renovated & Fully furnished Active STVR in Prime Kailua-Kona Location! This beautifully updated studio at Kona Islander Inn offers an exceptional opportunity to own an affordable Hawaiian getaway with established short-term vacation rental potential. Located in a designated Vacation Zone across the street from the shoreline, dining, shopping, and popular Kona attractions, this third-floor condo is ideally positioned for both personal enjoyment and investment use. The thoughtfully renovated interior features modern tropical finishes, comfortable furnishings, and a welcoming resort-inspired atmosphere. Enjoy your private lanai overlooking the lush grounds and pool area—an ideal spot for morning coffee or winding down after a day of island adventures. Kona Islander Inn offers a relaxed vacation setting with a swimming pool, jacuzzi, BBQ areas, and onsite laundry. The convenient location puts you close to ocean activities, restaurants, entertainment, and everything downtown Kailua-Kona has to offer. As a leasehold property, this studio provides an opportunity to enter the Kona market at a potentially lower price point while enjoying the benefits of a vacation-oriented location. Whether you're looking for a personal island retreat, a potential income-producing STVR, or a combination of both, this turnkey studio is worth a look. HOA fee includes water, internet, trash, TV and electricity!

75-5776 Kona Islander Inn Unit 305, KAILUA KONA

Listing courtesy of KW Big Island.

75-6026 Alii Dr Unit 5207, KAILUA KONA
$239,900
1 Beds ⋅ 1 Baths ⋅ 732776 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Makai BLDG.
This is a leasehold property. Welcome to Kona Makai #5-207, a beautifully positioned end unit offering an exciting opportunity in one of Kona’s desirable oceanfront communities. Conveniently located with close access to parking this fully furnished 1-bedroom, 1-bath condominium offers approximately features two private lanais surrounded by Kona Makai’s lush tropical setting. What makes this opportunity particularly exciting is the flexibility now available to buyers. While currently leasehold, the fee simple interest is now available for purchase at Kona Makai, creating an opportunity to convert to fee simple ownership. Financing options are also available opening the door to buyers who may have previously overlooked leasehold properties. For investors, the potential is especially compelling! Kona Makai is an STVR-eligible complex, offering an opportunity for short-term vacation rental use. Combined with the ability to purchase the fee, this creates a unique opportunity for buyers looking for both flexibility and long-term potential. Inside, the end-unit location adds to the appeal, while two lanais provide additional spaces to enjoy Hawaiʻi’s indoor-outdoor lifestyle. Kona Makai offers fantastic resort-style amenities, including a spectacular oceanfront pool and spa, BBQ and gathering areas, tennis and pickleball courts, beautifully maintained tropical grounds, and ample open parking Located just minutes from downtown Kailua-Kona’s restaurants, shopping, beaches, and ocean activities, 5-207 combines location, convenience, rental potential, and the rare opportunity to purchase the fee interest. Leasehold today with the fee available for purchase an exciting opportunity to make Kona Makai your own!

75-6026 Alii Dr Unit 5207, KAILUA KONA

Listing courtesy of Knutson & Associates.

74-5618 Palani Rd Unit A4, KAILUA KONA
$114,000
1 Beds ⋅ 1 Baths ⋅ 732427 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. Own one of the area's most sought-after vacation rentals! This beautifully maintained top-floor condominium has been a consistently successful Airbnb property, generating an average of approximately $55,000 in annual gross rental revenue over the past five years. With an established rental history, outstanding guest reviews, and reservations already on the books through 2027, this is a rare opportunity to step into a proven, income-producing property from day one. Now offered at it's rock bottom price and with the potential of transferring approx. $22,000 of future 2026 STVR bookings. Located on the top floor of a two-story building, the condominium enjoys peaceful privacy along with relaxing ocean and pool views from the lanai. Guests love the bright, open feel and the elevated vantage point that captures Kona's beautiful sunsets and tropical atmosphere. The location is one of the property's greatest assets. Situated in the heart of Kona, visitors can easily walk or take a short drive to beaches, restaurants, shopping, and local attractions. This highly desirable central location has been a major contributor to the property's exceptional occupancy and repeat guest business. The sale includes one assigned parking space, adding convenience for both owners and guests. Please note: This is a leasehold property and because of leasehold financing limitations a cash purchase is required. Whether you're looking to expand your vacation rental portfolio or own a tropical getaway with a proven income stream, this turnkey investment offers an exceptional combination of location, performance, and lifestyle.

74-5618 Palani Rd Unit A4, KAILUA KONA

Listing courtesy of Hawaii Real Estate Group LLC.

75-5776 Kuakini  Highway Unit 334, KAILUA KONA
$195,000
1 Baths ⋅ 732139 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Welcome to this Top floor, End unit Studio which has been renovated and is offered fully furnished. The historic Kona Islander Inn has wonderful amenities, inviting lush tropical gardens and is centrally situated within Kailua-Kona village - a peaceful retreat with the convenience of being in the heart of town. - Enjoy this island-style condo as your own Hawaii getaway and as an investment property as well. The property is an existing vacation rental with solid rental history and future reservations which are assumable by Buyer. - Offered completely furnished with all that you'll need including a Queen bed plus sofa-sleeper, indoor and outdoor seating, TV, refrigerator / freezer, microwave, coffee-maker & more - Enjoy the covered outdoor lanai with garden views, ocean breeze - Air conditioning for warmer Hawaii climate plus tropical ceiling fan - Amenities include centrally located in-ground pool, spa, barbecue, charming open-air lobby with lounge and veranda, complimentary parking pass, lush mature landscaping and coin-operated laundry facility - Located adjacent to Alii Drive, Kona Islander Inn is just a short stroll to all that Kailua-Kona has to offer: ocean activities, historical sites, restaurants, shopping & farmer's market, personal services, churches and Kailua Public Library. - Monthly condo fees include all utilities: electricity, TV cable/internet, water, sewer, trash, maintenance of the grounds, pool, spa, barbecue, recycling.

75-5776 Kuakini Highway Unit 334, KAILUA KONA

Listing courtesy of NextHome Paradise Realty.

75-5776 Kuakini Hwy Unit 339, KAILUA KONA
$199,000
1 Baths ⋅ 731827 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Incredible opportunity to own a turnkey, active short-term vacation rental in the heart of Kailua-Kona. Located on the third floor of the Oahu building at the Kona Islander Inn, suite #339 is a 372 sqft studio offering peaceful Plumeria garden views from its private lanai. Priced to sell, this unit features an established STVR track record with a 3-night minimum stay. Proven seasonal rates include a $140/night base rate. Step right into an operational investment asset or use it as your private tropical escape. The complex sits directly across the street from the ocean and is just steps from the historic dining, shopping, and entertainment along Alii Drive. Resort-style amenities include an in-ground pool, spa/hot tub, two BBQ grill areas, community laundry, and helpful onsite staff. The comprehensive $1,075/month maintenance fee completely streamlines your expenses by covering electricity, high-speed internet, cable TV, water, sewer, trash, and common area maintenance. This leasehold property is open to Cash or 1031 Exchange buyers, with furnishings negotiable. Pack your suitcase and take over this prime piece of Kona today. The information herein may contain inaccuracies and is provided without warranty of any kind. Agents and buyers must independently verify any info they deem material or important to their purchase or any offered price thereunder.

75-5776 Kuakini Hwy Unit 339, KAILUA KONA

Listing courtesy of eXp Realty.

75-5776 Kuakini  Highway Unit 349, KAILUA KONA
$248,950
1 Baths ⋅ 730578 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Already performing and ready for its next owner. This active Short-Term Vacation Rental at the Kona Islander Inn carries a documented booking history into your portfolio on day one. Situated in the heart of Kailua Village, this 372 sqft studio puts guests exactly where they want to be: steps from the waterfront energy of Ali'i Drive, walkable to some of the best dining and boutique shopping on the Big Island, and moments from manta ray night dives, Kona Pier, and the kind of sunset happy hours that make people extend their trips. No car needed. Resort-style amenities, pool, hot tub, lush tropical gardens with winding pathways, BBQ grills, and a professional front desk team managing every check-in and check-out. Then there's Unit 349 itself. Perched on the third floor of the Niihau building, the closest building to the ocean at Kona Islander Inn, this is one of the most coveted positions in the entire complex, and the views prove it. Step onto your private lanai and take in the Pacific stretching to the horizon on one side and the vibrant pulse of Ali'i Drive below on the other. It's the kind of view that stops guests mid-sentence and keeps them booking year after year. Inside, bright and airy interiors with cool-toned walls and tile floors create a clean, calming retreat. Offered furnished and move-in ready. For the investor who wants proof before purchase. For the dreamer who's finally ready to make it real. With ocean views, Alii Drive at your feet, and a booking history already in place, Unit 349 is the one guests remember. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kuakini Highway Unit 349, KAILUA KONA

Listing courtesy of COMPASS.

75-5776 Kuakini Highway Unit 337, KAILUA KONA
$199,000
1 Baths ⋅ 730577 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Already performing and ready for its next owner. This active Short-Term Vacation Rental at the Kona Islander Inn brings a documented booking history to your portfolio on day one, with no guesswork and no waiting to see if the numbers work. They already do. Situated in the heart of Kailua Village, this 372 sqft studio puts guests exactly where they want to be: steps from Ali'i Drive waterfront, walkable to some of the best dining and boutique shopping on the Big Island, and moments from manta ray night dives, Kona Pier, and the kind of sunset happy hours that make people extend their trips. No car needed. Resort-style amenities with a sparkling pool, hot tub, lush tropical gardens, BBQ grills, and a professional front desk team managing every check-in and check-out, keeping guests comfortable, reviews glowing, and the calendar full. Then there's Unit 337 itself. Perched on the third floor of the Oahu building, the elevated position offers a sense of privacy and quiet that's hard to come by in the heart of Kailua Village. The covered lanai is generous and private, framed by swaying palms and the soft rustle of trade winds through the tropical canopy. Inside, Unit 337 offers something rare among Kona Islander Inn studios: an open, airy floor plan that flows freely between the living area and kitchenette, without the dividing wall found in most units. The result is a space that feels meaningfully larger than its square footage suggests, is easier to move through, is more inviting to come home to, and is noticeably more appealing to guests who've stayed in other units at the property. Warm neutral tones and tile floors set a relaxed island mood. Offered furnished and move-in ready. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kuakini Highway Unit 337, KAILUA KONA

Listing courtesy of COMPASS.

75-5776 Kona Islander Inn Unit 328, KAILUA KONA
$198,950
1 Baths ⋅ 730580 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. This active Short-Term Vacation Rental at the Kona Islander Inn has a documented booking history and steps into your portfolio on day one. Perfectly positioned in the heart of Kailua Village, this 372 sqft studio delivers the authentic Kona lifestyle in one of the most walkable locations on the Big Island. Guests walk to everything: waterfront dining, boutique shops, manta ray night dives, and the iconic energy of Alii Drive. No car needed. Resort-style amenities, a sparkling pool, hot tub, lush tropical gardens, BBQ grills, and a front desk team that handles guest check-ins and check-outs, keeping reviews strong and guests coming back. Whether you're building a portfolio or searching for your own piece of paradise, this turnkey opportunity checks every box. Unit 328 is a second-floor studio in the Lanai building, where swaying palms and the shimmer of the pool below greet you from your private lanai, one of the most serene settings in the complex. Inside, warm island-inspired interiors strike the perfect balance between comfort and style. The bright, open layout flows seamlessly to the lanai, where lush tropical garden views make it easy to linger over morning coffee or an evening glass of wine. Offered furnished and move-in ready. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kona Islander Inn Unit 328, KAILUA KONA

Listing courtesy of COMPASS.

75-5776 Kona Islander Inn Unit 144, KAILUA KONA
$248,950
1 Baths ⋅ 730579 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. This nearly oceanfront active Short-Term Vacation Rental at the Kona Islander Inn has a documented booking history and steps into your portfolio on day one. Perfectly positioned in the heart of Kailua Village, this 372 sqft studio delivers the authentic Kona lifestyle in one of the most walkable locations on the Big Island. Guests wake up steps from the Pacific and walk to everything: waterfront dining, boutique shops, manta ray night dives, and the iconic energy of Alii Drive. No car needed. Resort-style amenities, a sparkling pool, a hot tub, lush tropical gardens, BBQ grills, and a front desk team that handles guest check-ins and check-outs, keeping reviews strong and guests coming back. Whether you're building a portfolio or searching for your own piece of paradise, this turnkey opportunity checks every box. Unit 144 sits in the coveted Kauai building, ground floor, nearly oceanfront, with the sound of the Pacific greeting you before you've opened your eyes. Step onto your private lanai and take in the ocean views with your morning coffee. Waterfront dining, boutique shopping, beaches, and the energy of Kailua Village are all at your feet. Kona Pier is just a stroll away, perfect for sunset happy hours, fishing charters, and everything in between. Whether this becomes your highest-performing asset or your personal island escape, Unit 144 delivers both without compromise. Offered furnished and move-in ready. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kona Islander Inn Unit 144, KAILUA KONA

Listing courtesy of COMPASS.

75-5680 Kuakini Hwy Unit 203, KAILUA KONA
$175,000
1 Baths ⋅ 729487 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona West BLDG.
This is a leasehold property. Enjoy this Furnished and Updated Studio at Kona West #203 - A popular rental area, this unit has been nicely updated with Bamboo Flooring, Lots of Built-In furnishings including Murphy Bed, Kitchenette Cabinets, Full-Length & Designer Mirrors, Mounted TV, Air-Conditioning unit and so much more! Updated with Beautiful Granite Countertops at Kitchenette and Bath, plus a Refrigerator and Induction Cooktop, Tropical style furnishings including a Teak Bar-Style Dining, Laminate Flooring in the Bath area, Privacy awnings and Wardrobe cabinet, and much more! Lanai Views of the Ocean, Seasonal Sunsets, Sunrises over the Hualalai Mountain Slope, and Kona Town activities. Located in a popular Short Term Vacation Rental Resort zoned area, close to town, restaurants, shopping, Kailua Pier, and an exciting Outdoor Active Lifestyle, You and your guests are sure to enjoy this prime location! Maintenance Fees Include: Electricity, Water, Spectrum Cable/Wifi, Trash, Common Area/Building Maintenance including Pool Deck, BBQ Grill, Dining & Lounging Areas, Hot Tub, Landscaping, Coin-Operated Laundry Room, Community Bulletin Board, Mailbox Bank, and more! Open Parking area with One unassigned Parking Permit, Visitor Parking, Car Wash Stall, some Under-Building Stalls, and Video-Monitored areas. $259.26/month Leasehold Rent $661.07/Maintenance Fee/month

75-5680 Kuakini Hwy Unit 203, KAILUA KONA

Listing courtesy of eXp Realty.

75-5776 Kona Islander Inn Unit 230, KAILUA KONA
$217,500
1 Baths ⋅ 728601 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Retro Vibes & Modern Comfort: Your Kona Escape Awaits Step back in time without sacrificing a single modern luxury. This fully renovated gem captures the soul of "Old Hawaiiana," blending nostalgic island charm with the sleek, high-end finishes today’s traveler expects. Whether you’re here to chase sunsets or crush a business meeting, this is the ultimate home base in the heart of Kailua-Kona. The Space: Where Heritage Meets High-End Every inch of this retreat has been thoughtfully redesigned to evoke the golden era of the islands. Think tropical textures, rich woods, and curated decor that tells a story—all while enjoying the crisp, quiet chill of a brand-new split AC system. Island-Inspired Design: A seamless blend of vintage aesthetic and contemporary comfort. The Lanai: Your private front-row seat to paradise. Sip your morning Kona coffee while overlooking the sparkling resort-style pool and bubbling hot tub. Location: The Heart of the Action Forget the long commutes. Located in the vibrant center of Kailua-Kona, you are mere minutes away from: Alii Drive: Famous for its oceanfront dining, local boutiques, and historical sites. Beaches & Mantas: Quick access to the island’s best snorkeling spots and white sand beaches. Business Ready: Fast Wi-Fi and a central location make it a breeze for those visiting for work. This isn't just a place to stay; it's a curated Hawaiian experience. From the vintage charm to the ice-cold AC, we’ve thought of everything so you don’t have to.

75-5776 Kona Islander Inn Unit 230, KAILUA KONA

Listing courtesy of eXp Realty.

75-5776 Kuakini Hwy Unit 341, KAILUA KONA
$219,000
1 Baths ⋅ 726388 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Welcome to 75-5776 Kuakini Hwy #341, a beautifully remodeled turn-key studio perfectly positioned in the heart of downtown Kailua-Kona. Offering convenience, comfort, and excellent flexibility, this unit is ideal as a full-time residence, second home, or vacation rental when you’re not on island. Enjoy immediate access to Kona’s best dining, shopping, beaches, and entertainment just steps from your door. The location alone adds tremendous value—providing the convenience of urban amenities paired with the relaxed island lifestyle that makes Kona so desirable. Inside, the studio features a smart, efficient layout with modern finishes and a clean, contemporary feel. The recent remodel enhances both style and functionality, making it a great fit for a single professional, couple, or investor seeking a low-maintenance property. The private lanai overlooks lush tropical landscaping and is a peaceful place to relax. Just a short walk brings you to the ocean and nearby beach access—an excellent vantage point for watching the world-famous Ironman competition, spotting whales and dolphins offshore, or simply enjoying Kona’s vibrant coastal atmosphere. Proximity to parks, ocean activities, and outdoor recreation further boosts rental appeal. Experience effortless Hawaiian living in this remodeled, fully furnished studio—a perfect gateway to the Kona lifestyle.

75-5776 Kuakini Hwy Unit 341, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.

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