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.
Hale Iki • AC • Cozy Ocean View • Sleeps 4
🌺 Hale Iki — A Newly Remodeled Island Retreat for 1 to 4Escape to paradise at Hale Iki, a beautifully refreshed, island‑inspired hideaway that sleeps 4 with a plush queen memory‑foam bed and a comfortable queen sofa bed. Enjoy cool A/C in every room, fast Wi‑Fi, and a...
Wyndham Royal Sea Cliff | Three 2BR/2BA Suites Sleeps 18!
Summary:Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island...
Oceanfront Escape at Big Island Alii Villas 225
Stay 5 Nights, Get the 6th Night Free at Alii Villas 225Book your Kona getaway and enjoy one complimentary night on us. Offer valid on new reservations only and not valid for stays between December 20 – January 4.Experience true oceanfront living at Big Island Alii...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...
Oceanview Air-Conditioned Kona Estate w/ Infinity Pool & Sunset Views
Set within the gated enclave of Keauhou Estates, Hale Nai'a is a striking oceanview retreat where architecture, art, and horizon-wide vistas take center stage. From its dramatic entry to the infinity-edge pool overlooking Keauhou Bay, this private home delivers a...
Step into the serene haven of Big Island Kalanikai 215
Step into the serene haven of Big Island Kalanikai 215, a captivating short-term rental nestled in the heart of Kailua-Kona. This inviting retreat features a spacious layout designed for both comfort and convenience, perfect for families or small groups. Upon entering,...
🏖️Partial Ocean View Kona Condo | Larger Lanai + AC
Partial Ocean View Kona Condo | Larger Lanai + ACRelax in comfort at Casa de Emdeko 321, a bright Kona condo with a partial ocean view and oversized lanai.Enjoy cool central A/C, a breezy cross-flow layout, and easy access to oceanfront amenities.Just 2 miles from...
Wyndham Mauna Loa Village| Two 2BR/2BA Suites - Sleeps 12!
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Ground Floor Kona Condo, 1Bed, 1Bath, sleeps 4 with Sofa Bed, Kitchen, AC, WiFi
This memorable condo is the perfect home base for your trip to Kailua-Kona. Guests enjoy a tranquil one-bedroom space with a soothing living room that features a comfortable sofa bed. The cool air conditioning keeps the atmosphere refreshing, while thoughtful touches...
Keep it simple at this peaceful and centrally-located oasis. Enjoy panoramic picturesque views of the Kona coast. The famous Magic Sands beach and Main Street attractions and dining are only five minutes away.The home has three bedrooms upstairs, with one king bed and...
Tropical Luxury Retreat W/ Infinity Pool, Spa & Outdoor Living!
Experience elevated Big Island living in this spectacular and serene island estate, ideally located within a premier resort setting. Picturesque bedroom suites feature private outdoor garden showers, creating a spa-like retreat surrounded by lush tropical beauty. The...
“Ocean View • Steps From the Water • Newly Available”
This classic Kona inn is nestled along Ali‘i Drive, the lively main street that runs along the waterfront, so you’re steps from beaches, ocean views, restaurants, shops, galleries, and island culture. 🌴 Prime walkable location — From your doorstep you can easily stroll...
Peaceful 3-bedroom bungalow in enchanting Kailua-Kona perfect for relaxing
Make yourself at home in this 3-bedroom Kailua-Kona bungalow. The space features a king bed, a murphy bed, and two queen beds, perfect for families or groups. Guests can relax in the living room, which offers three sofa beds for extra comfort. With two bathrooms,...
Wyndham Kona Coast Resort| Two 2BR/2BA Suites!
Summary:Nestled along the scenic Kona coastline of Hawaii’s Big Island, this resort is just a few miles away from pristine Keauhou Bay, the Hulihee Palace, and two historic national parks. Get ready for panoramic views of sapphire blue waters and endless activities like...
Kona Shores#113: Ground Floor Adorable Remodeled Studio, No Stairs!
Welcome to Kona Shores #113 — a beautifully upgraded ground-floor vacation rental that blends relaxed island living with modern comfort, perfectly situated in the heart of Kailua-Kona.Step inside and feel instantly at ease. This thoughtfully furnished condo features...
Hahalua Bay Villa by Gather: Luxury Oceanfront Estate w/ Pool & Views
Stay in a villa featured on Netflix’s hit series Temptation Island—now reimagined as your own private tropical retreat.Hahalua Bay Villa, also known as Manta Ray Bay Villa, is an iconic oceanfront estate set directly on the shoreline of Keauhou Bay in Kailua-Kona....
New Listing: Stunning ocean views, epic sunsets, lush golf greens, 2 bd, 2 baths
Make this condo your home away from home in beautiful Kailua-Kona. Designed for comfort and relaxation, this inviting retreat offers two serene bedrooms—one with a king bed and one with a queen—plus a tranquil living area with a comfortable sofa bed for additional...
Kanaloa at Kona oceanfront 3 bed 3 bath condo with gorgeous views, A/C included
Come to beautiful Kanaloa at Kona, and enjoy the ocean views and comfort of this well-appointed and spacious 3 bedroom condo, equipped with air conditioning and 3 full baths. Perfect for3 couples or a family. One king bed in primary suite, and queen beds in other 2...
Kai Lani | Luxury Oceanfront Pool Home in Gated Aliʻi Point – Kona Sunsets
Welcome to Kai Lani, your dream Kona oceanfront escape. This stunning 3-bedroom, 3.5-bath luxury vacation home is located in the prestigious gated community of Aliʻi Point along Aliʻi Drive in Kailua-Kona, offering privacy, breathtaking Pacific views, and the true...
Country Club Villas#310 Top Floor, Incredible Oceanview,Spacious Lanai,AC
Wake up to sweeping ocean blues, golden sunsets, and gentle island breezes at Country Club Villas #310, a spectacular top-floor retreat nestled in the heart of Keauhou. Perched above the Kona Country Club golf course, this beautifully remodeled villa offers one of the...
🏖️30-Day Rental Ocean View Kona Home w/ Hot Tub
Aloha Vista – 30-Day Ocean View Retreat in Kailua-KonaAloha Vista is a newly built ocean-view home in Kailua-Kona, set at a comfortable elevation with cooling trade winds—ideal for guests looking to truly settle in (30-night minimum). For the best value, consider an...
Aloha Condos, Kanaloa at Kona, Condo 2105, Oceanfront, AC, Renovated
A modern, top floor ocean view condo 50 feet from the ocean featuring ocean views and cool breezes - let the sounds of the waves lull you to sleep. A chef-ready kitchen with quartz countertops and dining that accommodates large groups - vaulted ceilings throughout....
Oceanfront - Kanaloa Resort #2402
Oceanfront Serenity at Kanaloa at KonaWhat You’ll Love About This UnitStep into island comfort in this beautifully maintained two-bedroom, two-bath condo at the renowned Kanaloa at Kona. The open living area features tropical-inspired furnishings, warm wood tones, and...
New Listing, Keauhou Palena, 2 bed, AC, private lanai
Nestled in the heart of Kailua-Kona, the Big Island Keauhou Palena 1203 offers a perfect blend of comfort and relaxation for your Hawaiian getaway. This beautifully appointed two-bedroom, two-bathroom condo is designed to provide a serene retreat while being close to...
Walua Trail Oceanview Hideaway:A/C/W/D/Parking
A small suite to the side of a home. No one above or below you. Separate parking, entrance makes it quiet and private. Guests can access to yard to pick fruit when in season. Nice two person deck that has Ocean views and beautiful sunsets. Split A/C unit recently added....
Kona's Best: Direct Oceanfront 2BR/2BA Condo w/ AC, Pool & Sunset Lanai
A True Hawaiian Paradise: Absolute Oceanfront Luxury at Kona Bali KaiWelcome to the ultimate Big Island escape. Step into our stunning 2-bedroom, 2-bathroom sanctuary, situated directly on the water at the highly-sought-after Kona Bali Kai. This condo is your Front Row...
Modern Bungalow • AC • Walk to the Ocean
Experience the ultimate Big Island getaway on the Kona coast in this fully renovated modern bungalow. Enjoy soaring ceilings, a bright one-bedroom with a king bed, a spa-like shower, and a fully remodeled kitchen. The living room has a surprisingly comfortable pullout...
Premium 2-bedroom Condo in adorable Kona - Walk to Beaches Shops & Restaurants
Welcome to your slice of Kailua-Kona paradise. This beautifully updated condo offers relaxed island living with modern comfort. Enjoy an open, light-filled interior that flows onto a spacious private lanai—perfect for morning coffee, sunset dinners, and catching the...
2bd/2Bath condo Sleeps 6 in Kailua-Kona with central AC across Magic Sands Beach
Escape to this condo in picturesque Kailua-Kona. Guests enjoy two comfortable bedrooms, featuring one queen bed and one twin bed, plus a cozy living room with a sofa bed for extra space. The two bathrooms offer both a bathtub and a shower, perfect for relaxing after a...
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood
This memorable house is the perfect home base for your trip to Kailua-Kona. With three comfortable bedrooms, including two queen beds and one twin bed, guests can easily relax and unwind. The two bathrooms provide convenience for families or groups traveling together....
Kona Retreat • Ocean View, Pool & Walk to Beach
Welcome to your Downtown Kona Retreat! This top-floor 2BR/2BA condo offers ocean-peek views, a spacious lanai, and room for up to 6 guests. Enjoy a fully equipped kitchen, AC, pool, hot tub, and easy walkability to beaches, shops, and restaurants. Relax after a day of...
Kona Hawaii 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want...
🏖️Large 3BR + Loft at Kanaloa | Pools, Golf Views & Prime Keauhou Location
Spacious Keauhou 3BR Condo with AC, Golf Views & Pools | Kanaloa at KonaEnjoy relaxed island living at Kanaloa at Kona in scenic Keauhou on the Big Island of Hawaii. This spacious 3-bedroom, 3-bath condo offers approximately 1,746 sq. ft. of living space with vaulted...
NEW LISTING Beautiful Kailua Kona 2-bed 2-bath condo w/AC in at KKSRC by beach
Aloha! Welcome to exclusive Keauhou Kona Surf & Racquet Club (KKSRC)Experience Kailua-Kona like a local in this renovated 2-bedroom 2-bathroom condo 50 yards from the ocean.The space features king, queen, and one full bed, perfect for families or groups. Guests will...
Oceanfront Complex - 2bdrm/2bath with Loft - NEW! Sleeps up to 8! AC, Wifi, more
A piece of Hawaiian heaven! This newly remodeled and refurbished 3rd floor condo is like brand-new. It's a super spacious, high-ceiling, air-conditioned, end-unit, so you have a wrap around lanai with peek-a-boo view of the ocean and a view of neighboring golf course!...
🏖️Ocean Front | Fantastic Location - Walk To Kona Town
Ali'i Drive Oceanfront Escape – Apt 504Welcome to your Kona coastal retreat—a fifth-floor, front-row condo offering breathtaking panoramic ocean views from the heart of Kailua-Kona. Situated along iconic Ali'i Drive, this one-bedroom, two-bathroom condo invites you to...
Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends...
Hualalai 4 bedroom 5 bathroom privacy, central to all Four Seasons amenities
Make yourself at home in this 4-bedroom Kailua-Kona house. The space offers five bathrooms, providing plenty of privacy and comfort for guests. Step inside to find a pleasant environment where air conditioning keeps things cool and a hair dryer and iron add convenience...
Stunning Kanaloa Oceanfront Condo!
Welcome to your dream island escape! This renovated 1BR/2BA ocean view condo located in the exclusive, gated resort Kanaloa at Kona comfortably sleeps 4 guests. Featuring a spacious bedroom with a CA king bed, a queen size sleeper sofa in the living room, full kitchen,...
Deep blue direct ocean views, 2B2B, Pool, 2 min Snorkel & Magic Sands beach
This oceanfront luxury offers breathtaking views of both lush jungle and the endless blue Pacific. Wake up to the sound of ocean waves and tropical birds. Watch surfers, dolphins, and whales from your private lanai overlooking panoramic deep blue Pacific & lush green...
🏖️Stunning Home with Ocean Views, Infinity Pool & Outdoor Kitchen – Sleeps 6
Hale Pualani – 30-Day Kona Retreat with Panoramic Ocean ViewsWelcome to Hale Pualani, a beautifully renovated 3-bedroom, 2-bath home in desirable Kona Vista Estates—offered as a 30-day rental, ideal for guests looking to truly settle into the Big Island lifestyle. With...
Spacious 1BR/1BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C
The Penthouse of Kona Shores awaits you! This spacious and luxurious 1-bedroom, 1-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. in the complex, it offers a level of exclusivity like no other. NOTE: the unit is...
New Listing! Na Hale O Keauhou, Ocean View
Welcome to your dream vacation at Big Island Na Hale O Keauhou C5, a stunning retreat nestled in the heart of Keauhou in Kailua-Kona.This beautifully designed two-bedroom, two-and-a-half-bathroom villa offers a perfect blend of comfort and luxury, accommodating up to...
Island Comfort: 2BR at Wyndham Kona Coast Resort
Enjoy your Hawaii retreat in this spacious two-bedroom suite at Wyndham Kona Coast Resort, designed to accommodate up to six guests. The villa includes two separate bedrooms, a full kitchen with modern appliances, two bathrooms (one with a whirlpool tub in many suites),...
🏖️New Build • 3BR/3BA • Ocean View • Outdoor Living • Concierge
Ocean View Kona Monthly Rental | Private Home + Expansive LanaisSettle into island life with this spacious 3-bedroom, 3-bath ocean view home—perfect for extended stays on the Big Island. Located at the end of a quiet cul-de-sac, this brand-new home offers privacy,...
Relaxing oceanfront getaway with views from the lanai, shared pool and hot tub
Kona Bali Kai #404Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Kona Bali Kai, your oceanfront paradise in Kailua-Kona, Hawaii! Nestled along the stunning Aliʻi Drive,...
Kksr#6301 Ocean/Golf Course Views, Top Floor, Corner Unit, Cathedral Ceilings
Keauhou Kona Surf & Racquet Club #6-301 — Top-Floor Corner with Panoramic ViewsWelcome to Unit 6-301 at Keauhou Kona Surf & Racquet Club, a truly unique and rarely available top-floor 2 bedroom corner condo offering expansive ocean, coastline, and tropical garden views...
Cozy Ocean View 1-bedroom, 1 bath condo in awesome Kailua-Kona with AC
Stay comfortably in Kailua-Kona at this brilliant 1-bedroom condo. The bedroom features a soothing king bed, perfect for a restful night's sleep. The bathroom includes a hair dryer and a relaxing bathtub. In addition, there is a cozy living room with an amazing sofa bed...
Tranquil Beach Escape w/ Onsite Yoga, Pool & Bike
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Peaceful Hideaway with Pool, Bikes & Perks
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....