Big Island Vacation Rentals – Discover Hawaii's Largest Island

Big Island Vacation Rentals span diverse landscapes from the sunny Kona Coast to lush Hilo, luxurious Kohala resorts, and scenic Volcano Village. Whether you're seeking beachside relaxation, mountain escapes, or adventure near Hawaii Volcanoes National Park, the Big Island offers unforgettable stays for every type of traveler.

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Spectacular Ocean View & walk to Kehena Beach!

New (2018) 2 bedroom house with spectacular ocean view and huge 500 square feet (45 m2) lanai (terrace) to enjoy it from. Pleasant 5 minute walk to clothing-optional Kehena Beach. Large windows let you see and hear the ocean from every room.My house is in the upscale...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Pahoa, Hawaii

Kona Ocean View Suite - Walk to Shops and Dining

Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Great for the Sunsets! Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Enjoy resort living at the oceanfront condo complex Casa De Emdeko

Hear the ocean waves as your Kailua-Kona adventure begins in this 1-bedroom 1-bath condo in the ocean front property Casa De Emdeko. You'll be close to several beaches, Kailua Village, and Coconut Grove Marketplace with restaurants, music, and shopping. The Kona Trolley...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Spacious 3 bedroom ocean view, large balcony, King beds, Pool & Spa

Welcome to your Hawaiian getaway! For your comfort, there are portable A/C units in private bedrooms and living room.Additional cooling features: swamp coolers, ceiling fans, standing fans.Our spacious 3-bed, 3-bath townhome offers stunning ocean and golf course views,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Waikoloa Village, Hawaii

Kona Bali Kai 307 Oceanfront– 2BR/2BA Condo with Panoramic Views

Absolutely Oceanfront!Vast sea views await from this 2 bed/2 bath condo at Kona Bali Kai. Enjoy the sounds of the surf and year-round sunsets from the large, private lanai. In season, you might even spot turtles, dolphins, and whales passing by. This third-floor unit is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Stunning Luxury Family Estate in Kona

In 1998, the Lenett family decided to purchase a plot of land on the beautiful Big Island of Hawai’i, after years of visiting as tourists. The Lenett's, natives of San Francisco, fell in love with the island’s natural beauty, tropical weather, and kind people. For...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Best 3 bed villa by the beach

Summary:Treat yourself to vacation of a lifetime in this tastefully remodeled villa that opens to beautiful sunsets every night. Located across the lake (short walk) from golf, shopping, coffee, beach. King bed on 1st floor with no steps. Oversized main with king bed,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waikoloa Village, Hawaii

H2-Seaview-6BR/3BTH-OceanView-Sleeps 12

Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...

🛏 6 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona

Stay here at Hale Kai Hideaways, Bungalow C, right on Alii drive located in the center of Kona town. Across from Turtles beach (short walk over rocks) and a beach access to the ocean. A quick walk to Alii Garden's Marketplace with Shaka Taco's, local coffee and...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga

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....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Royal Sea Cliff Kona 303 Garden View 1BD 1BA

- Ground floor condo near pools and BBQ grills- Covered lanai is 154 square feet/14 square meters- Tile floor throughout unit- Updated kitchen featuring granite counters and stainless-steel appliances- Bedroom with 1 queen bed- Queen sofa bed in the living room-...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona

Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ

Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Special Pricing! 1BR/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking

Is Kailua-Kona calling you? Then make this 1BR-1BA, FIRST FLOOR condo in the heart of Kona your gateway to paradise! Just two small steps grant you access to your dream vacation home. What's inside? Everything you need to sculpt your new memories such as fast 600mbps...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Wyndham Paniolo Greens | 2BR/2BA King Suite

Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas.This listing is for a 2BR/2BA suite...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

NEW!! Charming 1 bedroom bungalow in amazing Kailua-Kona

NEW! NEW! NEW!Welcome to our dream home! After years of anticipation, we have finally made it into this hidden gem complex in Kona. In September 2024, we completed a full remodel, bringing our vision to life. We have installed A/C. The kitchen has been completely...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Charming condo with oceanfront pool, shared grill, A/C and beach access nearby

Kona Shores 229Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your oceanfront paradise in Kailua-Kona, HI! This beautifully redesigned 1-bedroom, 1-bath condo offers...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/Pool Coming soon

**New pool coming in Nov 2025**Welcome to your dream getaway in Kona! Nestled in a prime spot, you're just 10 minutes away from Kona's best beaches, restaurants, and attractions. Whether you're here to explore or relax, everything you need is within reach. This stunning...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Designer Remodeled Villa ! Kings & Sunset & Murals & Aloha

Summary:Ocean side, oversized, tastefully decorated and upgraded, corner unit in desirable Mauna Lani resort. Freshly remodeled by pro designer! Sunset & golf views. Hawaiian-themed murals, stylish black & white master suite w/ walk-in shower + tub, king bedroom on 1st...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waimea, Hawaii

Sunset & Ocean View 2BR Condo in Waikoloa Village with pool and fitness room

A sanctuary with panoramic views in Waikoloa Village. The Lanai offers front row seat to the golf course, sunset over the Kohala Coast, Kohala Mountain and Haleakala on Maui! The condo has two ensuite bedrooms and baths, King beds, walk-in closets and a half bath. Roomy...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

The Avocado Cottage

Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Beautiful Apartment in Hawaii

Newly refurbished apartment, attached to our family house. Separate entrance. The apartment is located in the historic and very authentic neighborhood of Captain Cook, 2 minutes drive to the beginning of the famous Captain Cook monument trail, and 15 minutes drive to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Captain Cook, Hawaii

Waikoloa Shores Beach Resort #132 Hale Kai

Aloha and E Komo Mai to Shores of Waikoloa Hale Kai #132! Step into the welcoming open-concept living area that blends modern amenities with gorgeous furnishings, bathed in natural light that enriches the vibrant tones of the entire retreat. Our Newly remodeled and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit

Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay

Nestled in the foothills of Mauna Loa mountain and overlooking beautiful Kealakekua Bay, Luana Inn bed and breakfast offers comfortable and peaceful accommodations to experience the magic of Big Island. The Napo'opo'o road location offers ever-changing breathtaking...

🛏 5 Bedrooms
🛁 1 Bathroom
👤 Sleeps 1
📍 Captain Cook, Hawaii

Sunset Shores - UNIT B Kauipoho

Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Walk to Beach from Lux Condo w/Hilton Pool Pass

When you stay at our 3/2 nestled between the Hilton and Marriot, you're steps to the beach and a 5-10 minute walk to shopping, groceries, beach-front dining, a luau, a movie theatre and ancient ruins. The location simply does not get better in this resort area!Located...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Waikoloa Village, Hawaii

Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits

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....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Bright updated condo w/ lanai & shared pool/hot tub - steps to beach

Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Ocean View Villa w/ Close Proximity to Ocean and Resort Amenities

This elegant, single-level ocean view villa is designed for sophisticated island living. It features a sunken living room with sliding doors for easy access between indoor and outdoor spaces, a gourmet chef’s kitchen outfitted with premium appliances, complemented by...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waimea, Hawaii

Kolea 15C is a two bedroom penthouse with a nice open ocean view!

Enjoy unparalleled living in this spacious two-master bedroom penthouse condo, featuring stunning ocean views and panoramic mountain vistas, along with an extended floor plan that provides ample space and privacy for two couples or families.Once inside, you will be...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa, Hawaii

Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport

Newly renovated (June 2025)! Bright studio with Queen bed plus Full & Twin in bonus sleep rooms (76” ceilings). Perfect for families—kids get their own space at a fraction of hotel costs. Enjoy cool breezes at 1,070 ft elevation, a covered patio, and private...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Beachfront 3 bedroom penthouse with easy beach access!

Enjoy easy beach access and an amazing view from this three bedroom penthouse at Kolea at Waikoloa Beach Resort. From the minute you walk into the villa you will be struck by the size and amazing view. The large great room has expansive views of the beach and ocean. The...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Wyndham Paniolo Greens | Five 2BR/2BA Suites

Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. Explore all the island has to offer with golf and beautiful beaches located just minutes away, or stay on-site and enjoy the many amenities...

🛏 10 Bedrooms
🛁 1 Bathroom
👤 Sleeps 30
📍 Waikoloa Village, Hawaii

Kauna'oa 22 Five Bedroom Residence

Step into the Hawaiian serenity of Kauna’oa 22, a luxurious five-bedroom, six-bathroom villa offering sweeping views of the Kauna’oa golf course and the ultimate in indoor-outdoor living. This elegant retreat features a grand vaulted ceiling and a spacious open-plan...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 10
📍 Kohala Coast, Hawaii

Kanaloa at Kona 3201, Oceanfront

Welcome to Your Oceanfront Escape –Hale Moana Kai.Experience island living at its finest in this beautifully appointed ground-floor condo, offering 1,486 square feet of refined comfort and uninterrupted views of He’eia Bay, and the vast Pacific Ocean. Located in the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Hawaiian Luxury Villa – Tranquil Elegance at Mauna Kea Resort

Summary:Experience the pinnacle of Hawaiian luxury in this stunning 3-bedroom, 3.5-bath retreat, nestled within the prestigious gated community of Kauna'oa at Mauna Kea Resort. Just a short walk to the beach, this exquisite pod-style home offers seamless indoor-outdoor...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Waimea, Hawaii

Luxury, Comfort and Aloha Spirit Await on the Big Island

Welcome to the ultimate Hawaiian escape at Na Hale O Keauhou, where the gentle ocean breezes, swaying palms, and stunning sunsets create the backdrop for an unforgettable vacation. This enticing two-story condo, available for vacation rental by owner (VRBO), offers the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Keauhou Garden - Ocean view - Wifi - Walk to Harbor

Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views

Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

New Listing: Waikoloa Hills 1203 – Sleeps 6, Newly Remodeled for Your Stay

Escape to the Big Island in style at Waikoloa Hills 1203, a beautifully updated 2-bedroom, 2-bathroom condo nestled in the peaceful Waikoloa Village community. This freshly renovated space features a brand-new kitchen and bathrooms, stylish new furniture, and crisp,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Beautiful Paradise Park Hale

Bring the whole family to this peaceful place at the most desirable sunbelt location in Hawaii Paradise Park. It is a very comfy and spacious place with brand new furniture and appliances throughout the house. Enjoy a fully stocked kitchen, dedicated work space, free...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Keaau, Hawaii

Large 3/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport

Kona Coastview SubdivisionAs you step inside, you'll discover a spacious layout boasting three cozy bedrooms, each brand new furnishing master bedroom with a comfortable queen-sized bed set and ample closet space for all your belongings. Master bathroom with tub/shower....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Cool 2-bedroom apartment with AC and POOL in Kailua-Kona

Welcome to Palani Breeze, a charming 2-bedroom, 1-bath condo perfectly located in the heart of Kailua-Kona. This inviting retreat offers comfort, convenience, and a true island feel, making it the ideal home base for your Big Island adventure.Inside, you’ll find a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Island Escape: 2BR Villa at Wyndham Kona Hawaiian Resort

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Private Home: Organic Farm Ocean & Sunset Views

Our hosted Kona coffee plantation farmhouse is the perfect place to stay for a private home experience surrounded by lush tropical foliage, coffee and macadamia nut trees, and wildlife. Relax in the bright and spacious living and dining rooms styled with an eclectic mix...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Volcano Village Bungalow, 1 mile to Park

Poliahu is a newly built, modern bungalow designed for a refined and luxurious experience that is comparable to an upscale hotel stay. Featuring a king-sized bed, radiant heated floors, and contemporary lighting, this bungalow offers expansive forest views and a touch...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Volcano, Hawaii

Luxury Penthouse w/ Shared Pool, Hot Tub, Gym, Golf Nearby & Much More!

Happy Place at Kolea Kai 16-JOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living in this beautifully furnished Kolea penthouse condo in Waikoloa, HI, where...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Peaceful 1-Bedroom in a Quiet Community

Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

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