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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3 Bedroom Ocean View Townhome

The main living area of Halii Kai 11F has two luxurious soft sofas facing an armoire with a SMART TV and a DVD player. Adjacent is the dining area with a large table seating 6. The large kitchen has a wrap around granite counter with 3 bar stools and stainless steel...

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

Trade Winds Plateau

Located on a private, gated road, experience fresh air that's travelled thousands of miles over the ocean. Explore 15 acres of the most beautiful property in the universe. Be prepared for 50,000 shades of verdant green to welcome you to a beautiful oasis of privacy....

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

HALII KAI 15B is booked until May 2025! Discounted rates May thru October!!

OCEANFRONT ** Handicap accessible shower *No stairs *No carpet* Uncluttered*Open the door Hali'i Kai15B and feel the Aloha greeting of the crashing blue waves! Relax in the serenity of your luxury retreat-the private lanai is on the water's edge-perfect for alfresco...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

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 Hawaii. This newly upgraded...

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

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 bathrooms, two additional bedrooms,...

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

Kona Acres Vacation Home

This vacation home is your destination if you desire privacy, have a family or want a laid-back vacation. This luxury home is ideal for large family gatherings. The house is located on a secluded one-acre, tropically landscaped lot in a quiet, quality Hawaii...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Mauna Kea Villa 3037 - Architectural Island Estate

This dazzling, single-level, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living and Sonos system, a chefs' kitchen with Wolf and Sub-Zero appliances/wine refrigerator, a dining area with adjoining wet bar, a...

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

Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.

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

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

FULLY RENOVATED UNIT. 3 BDRM, 3 BATH SLEEPS 8. PERFECT FOR GRANDPARENTS

Beautiful 3 bedroom 3 full bath in Keauhou's newest complex. Na Hale O Keauhou is the most sought after rental because you get resort style living right in the heart of Keauhou. H6 is located in the most private location with no pool or traffic noise from this unit. You...

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

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 formations, and lush palm trees...

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

Lilikoi Cottage - In The Heart of Lovely Waimea

We have switched to renting for a longer term of a minimum of 6 months. Available from Oct 2023 onwards. Spacious artist's cottage in heart of Waimea. Rare find! Walking distance to coffee shop, celebrated restaurants, farmer's market, art galleries. 15 mins to the best...

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

Tropical hideaway near Kehena Black Sand Beach with WiFi & washer/dryer

Tropical Dolphin B | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover a dreamy tropical retreat at this two-bedroom, one-and-a-half-bath home in the Puna...

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

Stunning oceanview property minutes from dolphins

Please check out our cottage on the same property for smaller groups: Vrbo 953957 This Unique property showcases a 153 foot ocean facing deck with luxurious indoor/outdoor Hawaiian style living. Everything is completely redone and modernized. You could be swimming in...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

Oceanfront Home w/ Incredible Lanai, Great Ocean View, WiFi, Washer/Dryer

Hale AikalaniOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The open waters of the Pacific Ocean are right in your backyard at this modern and comfortable home just outside Pahoa,...

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

Quiet Studio Vacation Rental on the Beautiful Puna Coast

This private studio and thoughtfully equipped with everything you need for a comfortable stay. You’ll have your own entrance, a comfortable (new) queen bed, and bathroom. The space also features an outdoor shower — perfect for tropical climate. The studio includes a...

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

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 opens to a large lanai and...

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

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 lighting systems, built-in lanai...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Quiet Paradise on Bay w/Aircon

A true Hawaiian-style vacation rental makes you feel welcome in this fully equipped family home. Just steps to the magical blue waters of Kealakekua Bay, you'll be able to swim, snorkel, and paddle practically in your front yard. With a peekaboo ocean view you can see...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

The Premier Waikoloa Stay at Halii Kai

Hali'i Kai is one of the most sought out places to stay while visiting the Kohala Coast on Big Island. It features meticulous well kept grounds, beautiful and comfortable living spaces along with a luxurious amenity center, the Ocean Club. The Ocean Club features its...

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

1 BR / 2 BA Oceanfront Mauna Lani Terrace Condo

The Mauna Lani Terrace is a premier oceanfront property located within the 5-star Mauna Lani Resort on the Kohala Coast of the Big Island. Adjacent to the Mauna Lani Bay Hotel on the only beachfront condominium site in the Mauna Lani Resort, the Terrace is a short...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Waimea, Hawaii

Big 3BR / 4BA (3056sq ft) Kona Home with Pool/Jacuzzi, OceanView (Sleeps 16 max)

BEFORE BOOKING, PLEASE THOROUGHLY READ ALL ITEMS LISTED BELOW ...Three bedroom HOSTED property (Main House; 3056 sq ft / 284 sq m) sitting on a single level with a panoramic view of the ocean. We are fully Hawaii County bill HB 108 COMPLIANT; our General Excise Tax...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

Gorgeous sunsets, quiet property

Views! Golf! Listen to the Birds! Situated on the third (lagoon) hole of the renowned Robert Trent Jones Jr. golf course, unobstructed views extend all the way to the Pacific Ocean. To the right, impressive cloud formations settle over the green hills of Waimea as the...

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

Spacious Ranch Cottage with private hot tub and VIEW!

Our Ranch House Cottage sits above the town of Kona with beautiful views of the Kona Coast. We are a 10-acre gated estate. This unit has a private Hot Tub/Jacuzzi with magnificent views. We a working farm with miniature goats, sheep and chickens. Fresh fruit and fresh...

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

Uluhala Place – 6BR Ultra Luxurious New Home at Hualalai

Welcome to your ultimate vacation retreat at the Four Seasons Hualalai Resort! Step into luxury and relaxation with this brand-new, meticulously crafted 6,000 square foot, 6-bedroom home boasting the finest finishes and unparalleled comfort. THE SPACE:As you enter,...

🛏 6 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

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 decoration including art from...

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

Luxury Condo! Short walk to the beach and pool! Kolea 13E

Kolea 13E is a luxury condo with everything you need for your vacation. This second story unit has an ocean view of Anaeho'omalu Bay and mountain views that can be seen from the lanai off the main living space and the master bedroom. This 3 bedroom, 3.5 bath is...

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

Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town

Now offering big discounts for 2026. 10% for early bird bookings. Additional 10% for one week or longer.Unfortunately, there will be construction at Kona Reef throughout 2026, The Good News: B-Bldg construction will be completed by early February. It's possible you...

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

Spectacular Oceanview Condo: Stylish, Serene, Modern

Enjoy contemporary sophistication in a tropical setting from our top-floor, corner oceanview condo in the Waikoloa Beach Resort on the Big Island of Hawai'i. Sunlight fills the space and the lanai faces west, providing a shaded breakfast area as the day blossoms, and...

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

Jungle Retreat in Kona Cloud Forest Sanctuary, An unforgettable Cloud Forest Sanctuary retreat exper

Wake up in your cozy private jungle retreat immersed in the lush serenity of the Kona Cloud Forest Sanctuary. During your stay in our Sanctuary, experience our guided forest tours, yoga, sound baths, and more. Enjoy a morning walk for fresh brew and coffee tours at...

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

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...

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

Across from the Beach - Sunsets, Ocean and Turtles

Puako Beach Condos - Unit 210: Your Hawaiian Getaway Awaits!Escape to paradise at this newly remodeled 3-bedroom, 2-bathroom end unit in the heart of Puako, just steps away from a pristine white sand beach. Whether you`re seeking relaxation or adventure, this beautiful...

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

Perfect for Large Group Stays ~ Kona Forest House

Tucked away in Kona’s misty cloud forest, this spacious 5-bedroom mountain retreat is your peaceful escape from the crowds. Located just minutes from town yet worlds away in feeling, you’ll enjoy cool breezes, sunset skies, lush gardens, and the soulful quiet of the...

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

Hale Joli: Historic Typical Hawaiian Home w/Ocean Views, Lanai & BBQ Area

Welcome to Hale Joli by Gather, a serene retreat that captures the essence of old Hawaii while providing all the modern amenities you desire. This unique three-bedroom, two-and-a-half-bathroom ranch home is a tranquil oasis nestled on a private road, offering you a...

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

Beautiful Mauna Lani Home with access to the Private Beach Club.

This spacious Hale Honu townhouse has an open floor plan providing 2174 sf. of luxurious living (plus over 400 square feet of covered outdoor lanai). It features 3 ensuite bedrooms and a guest half bath. Villages 619 has mahogany trims and doors, upgraded countertops in...

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

Exceptional Kona Reef Condo: Full AC, Oceanfront, Easy Walking Distance to Town

*New Listing* Oceanfront, fully updated one-bedroom condo in the Kona Reef Resort. AC throughout the entire unit.Perfectly located just a 5-minute walk from dozens of shops, restaurants, and beaches.As you walk through the door and see the deep blue ocean waves out the...

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

1+ Acre PRIVATE RESORT,4 bed, 3 bath, cinema, spa

Summary:Rated in top 10 Airbnb's on the coast. Treat yourself to a vacation surrounded by unmatched landscaping, ocean view, 2000 sq/ft single level, fully stocked home with 4 bedroom, 3 bathrooms, Movie Theater; a/c in each room, waterfall, grotto, tiki torches, fruit...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Waikoloa Village, Hawaii

Heated Pool and includes beach gear! Waikoloa Fairway Villa L4

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas L4.Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: Two Twin BedsSleeper Sofa:...

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

Adorable Guest Cottage with Lanai -sleeps 3

This adorable 2 bedroom 1 bath Guest House is in a country like setting surrounded by sounds of nature and overflowing with ambiance. Located at about 1000 ft. above sea level, you will be serenaded by coque frogs , roosters, turkeys and chickens. There is a picnic...

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

Sweeping Ocean Views, Very Private Cottage

Charming 1930's Authentic "Hawaiian Paniolo" bungalow on our private ocean view ranch. Less than a mile from the shore line with 180º sweeping ocean, green pastures and Maui views.Our historic bungalows are stocked with everything you need to enjoy your home away from...

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

Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!

Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort! Enjoy two swimming pools, three spas, a sauna, a playground, tennis/pickle-ball courts, volleyball courts, and two fitness centers.Relax...

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

Luxury Golf Front Home with Pool and Spa

Constructed in 2019, this one-story luxury residence is nestled in Holuakai's exclusive gated community. A modern island retreat, it seamlessly combines sophistication with tranquility, boasting contemporary amenities for the ultimate luxury experience. Crafted by...

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

Paradise at The Shores at Waikoloa Beach - Includes Golf Package!

Approximately 18 miles from the Keahole Kona Airport on the Kohala Coast, surrounded by impressive lava fields and drenched in sunshine sits the Waikoloa Beach Resort. Rich in Hawaiian history and culture, come to experience the beauty of Ana’eho’o male Bay, the...

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

❤️PiH❤️SPARKLING WATERS ★ Hilton Passes ★ Large Pool & Waterfall Spa ★

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Sparkling Waters, in our Hawaiian Luxury Collection.Sparkling Waters is a wonderful new large single level 4 bedroom, 3 bathroom home. This home has one of our largest private heated...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kohala Coast, Hawaii

Kolea 7F - 3 Bedroom Front Row Penthouse

Kolea 7F is located in one of the most popular buildings within Kolea. The location offers expansive ocean views as well as easy access to the Kolea Beach Club and the white sand beach at A'Bay. Throughout the villa you will also find nice Hawaiian artwork! The moment...

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

Ground-floor, golf-view condo near A-Bay beach & shops with infinity pool & spa

Waikoloa Fairway Villas O3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the exclusive enclave of Fairway Villas on the Big Island's Kohala Coast, this...

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

Kona Alii Condo with Ocean, Sunset, Mountain and Town Views

Located in the heart of Kailua Kona, this special retreat makes it easy to enjoy the day and night life of Kona town. With restaurants and shops within a few steps of the front door, it is also an ideal launching point for day trips to state and national parks, and the...

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

Two homes on the ocean with a private saltwater pool.

The Cliff House is has two detached structures each with its own full kitchens. The private saltwater pool is on the ocean-side with a large shaded patio. Perfect for large families, co-workers and/or friends to gather in one place but have separate, private living...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Keaau, Hawaii

7H - Hawaiian Elegance – Luxurious Deluxe Ocean View Villa (6+)

Aloha, e komo mai (welcome)!! Come experience our luxurious villa at the prestigious Hali’i Kai oceanfront gated community conveniently located on the sunny Kohala Coast on the Big Island’s Waikoloa Resort where we average 7” of rain a year (the driest in the...

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

Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!

Modern luxury right on the Waikoloa Village Golf Course! Ocean and sunset views from the lanai and almost every room!! Our Hawaiian home was completely renovated in 2017, with a brand new kitchen featuring custom maple cabinets, quartz countertops, and stainless steel...

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

Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa

Upgraded Ground-Floor Villa | Steps to Pool & BBQ | Walk to Shops & BeachWelcome to Waikoloa Beach Villas D2, a beautifully upgraded 2-bedroom, 2-bath ground-floor villa in a private gated community on the Big Island. Just steps from the resort-style pool, hot tub, and...

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

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