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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Kanaloa at Kona 3201, Oceanfront

Reviews (2)

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

Keauhou Lani: Luxury 4BR Keauhou Estates Ocean View Home

Reviews (95)

Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates.Step into the grand entry of Keauhou Lani's 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered lanai complete with views of Keauhou...

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

NEW Luxury OCEAN & SUNSET View with Huge Wrap Around Lanai and GOLF DISCOUNTS

Reviews (4)

Newly Listed Luxurious XL Ground Floor Hawaiian Condo with Stunning Sunset Views, overlooking the 3rd hole of the Waikoloa Beach Nine at Kings Golf Course. Enjoy huge golf discounts as Guests of Gold Members. Escape to your dream vacation at our beautifully appointed...

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

Discover Paradise at our Waikoloa Village Retreat: Grand Floor upgraded unit.

Reviews (55)

Contemporary upgraded ground level cozy 1 bedroom with covered lanai with a wet bar looking over the golf course, ready for your relaxing stay.  The unit is conveniently located directly across from the communal pool / hot tub.For extra sleeping area, pull out queen in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikoloa, Hawaii

Beautiful 2 Bedroom Family Home in Holualoa with Stunning Views

Reviews (7)

Nestled on the slopes of Hualalai mountain on the Big Island of Hawai'i lies this gem of a property, boasting views of the Pacific Ocean from its expansive lanais that overlook a yard filled with a plethora of exotic fruits and flowers. Located close to the quaint...

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

Hualalai Fairway Villa 104D - overlooking the 15th tee

Reviews (21)

Upper level 2-bedroom, 2-bath villa overlooking the 15th tee of the Hualalai Golf Course with stunning Mauna Kea, Island of Maui and horizon views of the ocean. Designed by Honolulu-based Architect Warren Sunnland, the Fairway Villas at Hualalai are located within a...

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

Sea Village Oceanview Condo

Reviews (2)

Unwind with modern comforts, including a flat-screen TV with cable, high-speed WiFi, and a fully equipped kitchen perfect for preparing island-inspired meals. Step outside to soak up the sun in the oceanfront complex, where you can lounge by the pool, take a dip in the...

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

Hale Kona Kai #410 - Oceanfront Kona Condo

Reviews (2)

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a...

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

4 Bedroom with Private Pool and Spa in Waikoloa Beach

Reviews (43)

Welcome to Ainamalu Breeze, where mainland cares and day-to-day worries are carried away to provide you the sanctuary you have desired. When you enter our exquisite property, you leave the mundane tasks of travel and are released into a world of luxury. Upon entering...

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

Hale Hau`oli ~ FAIRWAYS TERRACE H104 ~ 2 BR / 2 BA ~ Pool/Spa/BBQ ~ Gym ~

Reviews (1)

Summary:Hale Hau'oli - Located on the western slope of Mauna Kea our 2 bedroom 2 bath condo in Waikoloa Village sits on the Robert Trent Jones golf course (The Village Course). Enjoy the benefits of the 900’ elevation with warm days and cool mornings and evenings. This...

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

Paradise + Turtles!

Reviews (89)

Our beautiful and spacious Kona home is just a 2 minute drive or 10 minute walk to the world famous Kahalu'u beach park where swimming with Turtles is virtually guaranteed. While you are a guest in a privately owned Condominium the property has resort-amenities such as...

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

Paradise vibes awaits @ Hali"i Kai, ocean front resort in Waikoloa Beach

Reviews (17)

23H Island inspired décor to give you all the feels of Hawaii. This 1400 square foot 3 bedroom, 2 bath condo is located in the most desired resort on the Big Island, Hali'i Kai at Waikoloa. Situated in the coconut grove amongst the relaxing tropical garden, 3 outdoor...

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

Top Five Rated Vacation Rental In Pahoa, Come Relax with Us!!

Reviews (239)

Enjoy a stay in this Rainforest Hawaiian Home and experience the authentic island style living;feel the tropical breeze, inhale the fragrant scents in the air and take in the songs of the numerous tropical birds that will greet you. We invite you to experience our style...

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

Stunning oceanview property minutes from dolphins

Reviews (94)

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

Ocean Views and only Steps from Magic Sands Beach!

Reviews (77)

TAKE IN A VIEW OF LAʻALOA BEACH (aka Magic Sands) FROM OUR LANAI! The top floor condo is directly across the street from La'aloa beach park (aka Magic/White Sands) - at most a 5 minute walk from the front door. Try boogie boarding at the beach with one of the boogie...

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

Kona Beach Estate: Oceanfront Home with Pool & Private Beach

Reviews (30)

This luxury oceanfront vacation rental in Kailua Kona promises an unforgettable experience, blending unparalleled comfort with the natural beauty and vibrant culture of the islands. It's a place where every moment is infused with the spirit of aloha, creating memories...

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

January Special 25% Discount - Hualalai 5-Bedroom House Close to Resort

Reviews (6)

"Ka Hale Ulu Le'a" means "House of Happiness" in Hawaiian, and this is the feeling you experience when entering this Hualalai property.This 5-bedroom, 5 Bathroom Family Oasis sleeps 10 for the ultimate family getaway, in a prime, close-in location at the exclusive Four...

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

Laid back cozy bungalow two bed air conditioning

Reviews (1)

Welcome to Hale Kai Hideaways, Bungalow D. This gently restored stand-alone vacation rental built in 1955, has two cozy bedrooms, a living room, kitchen and outdoor space and parking. Smack in the middle of Alii Drive, you can bike to town or walk across the street to...

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

Private Home, Beaches, Volcano, Wi-Fi, Tv, Games, Fruit Trees

Reviews (2)

Cozy 2 bd/1ba home nestled in serene Orchidlands. We’re in 2 acres of island forestry, giving you plenty of privacy and quiet time to relax.Bedroom 1 has a King size bed. Bedroom 2 has a queen size bed with ample closet space. Phone charging ports at side tables and...

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

OCEANFRONT TWO BEDROOM CONDO with A/C! Cal King Beds in Both Bedrooms!

Reviews (153)

Imagine - Warm tropical climate, sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there any other way to experience Hawaii?? This two bedroom, two-bath condo gives you all of that and more! The very...

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

Rainforest Stay w/ Hot Tub < 3 Mi to Nat'l Park!

Reviews (30)

From exploring active volcanoes to strolling black sand beaches, this modern 1-bed, 1-bath Volcano home is your base for an unforgettable island adventure. The eco-conscious hosted vacation rental is tucked away in the tranquility of the rainforest, yet only 3 miles...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Volcano, Hawaii

OHANA means FAMILY! Stay at the beautiful Ohana Beach Retreat in Keauhou!

Reviews (19)

Please read listing description for full details on this lovely property! We also have another listing at the Keauhou Surf and Racquet Club if this property isn't available: Vrbo 1620967. We are an approved Short Term Vacation Rental through the state of Hawaii. Ohana...

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

Hawaiian Style Escape – Pools, Water Activities, Golf, Shops, & Dining Nearby

Reviews (2)

Experience the Keauhou Resort Community: Your Hawaiian Escape in Kailua-KonaWelcome to our charming 1-bedroom, 2-bath condo in the beautiful Kanaloa complex. The cozy bedroom features a luxurious king bed, and the living room includes a convenient queen size Murphy bed...

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

Infinity-edge Pool, Spa, BBQ, Fire-Pit, Ocean Views! HOSTED ~ Hale Laule'a

Reviews (28)

Summary:Hale Laule'a, an Island Style Beach Hosted Property with (2) separate dwellings, is located on the Kohala Gold Coast of the Big Island. In the main residence that guests stay in, there is air conditioning throughout this 4 bedroom, 3 bath home situated on nearly...

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

Pristine End Unit, Mauna Lani Golf Villas, Beach Club+Golf Pkg savings!

Reviews (42)

STVR-21-559570Seeking a flawless, worry-free spot for your next get away? Look no further….Come, relax and make yourself at home in our well-appointed, high-end furnished, corner villa inside the Mauna Lani Beach Resort. Take advantage of our Kings Club membership at...

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

Hawaiian Retreat w/ Ocean Views in Captain Cook!

Reviews (4)

Indulge in the ultimate Hawaiian getaway at this stunning 3-bed, 3-bath vacation rental house in Captain Cook. Upon arrival, you’ll be greeted by 3 manicured acres of mature fruit trees. Past the front door lies access to the ocean-view lanai, which is the perfect spot...

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

Incredible Views!!!

Reviews (86)

Sun Tracks Across the Water ---Sun Tracks Cross the WaterBeautiful panoramic sunset views across the curvature of the earth. Close enough to watch whales, away from crowds and the beaten tourist path, your vacation starts here. This brand new custom vacation house is...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 captain cook, Hawaii

Luxury Villa! Views! 1/2 mile to beach! Huge lanai! Hilton Pass for entire stay!

Reviews (2)

Resort life awaits you in the Shores at Waikoloa in this beautiful condo overlooking the golf course—only half of a mile from the beach. Cooling cross breezes and central A/C provide year-round comfort. The spacious layout ensures privacy for each side of the condo. The...

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

Prime Oceanfront Kona Reef Vacation Condo - D Building

Reviews (255)

Location, Location, Location - Oceanfront - D Building.Direct View through Towering Palms into Kailua Bay.Watch the Dolphins, Whales, Parasailers, Surfers and Beautiful Hawaiian Sunsets from your Oceanfront Lanai.Listen to the soothing sounds of the ocean and feel the...

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

Spacious 1 Bedroom Ground Floor Condominium in Kailua-Kona

Reviews (38)

#135 Casa De Emdeko is amazing. The condo is 920 square feet, on the ground floor 30 feet from the sand and less than 30 yards from the ocean. .

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

Luxury Condo at the Hapuna Beach Residences at the Mauna Kea Resort - C45

Reviews (15)

Stylish, island-modern residence housed within the renowned Mauna Kea Resort area overlooking the beautiful Hapuna Beach. Just steps to the ocean as well as amenities to allow for easy access to play, dine, unwind, and connect. Available access to both the Mauna Kea...

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

Luxe Golf Estate w/ Hilton Pool passes - Sleeps 10

Reviews (24)

Luxury Meets Paradise: Nohea Hale in Waikoloa Beach Resort – Top 5% Airbnb Guest Favorite! Welcome to Nohea Hale, a luxury 4-bedroom, 4-bathroom Five-Star estate located in the prestigious Ainamalu community at Waikoloa Beach Resort. Ranked in the top 5% of Airbnb guest...

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

Kailua-Kona Condo Rental ~ 1/2 Mi to Golf Course!

Reviews (3)

Escape to paradise at this peaceful 2-bedroom, 3-bathroom Kailua-Kona vacation rental! Boasting a full kitchen, a cozy living area, and a loft with a view, this property has all the essentials for a family retreat or a getaway with friends. Relax on the balcony while...

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

Ocean Front HOME on the Big Island! Lookout and view Heaven - Maka'Ala Lani!!

Reviews (10)

Located in a quiet neighborhood in beautiful Hawaiian Paradise Park on the pahoehoe lava rocks above the blue Pacific Ocean. Wake up to the most beautiful sunrises and fall asleep to the lull of the ocean waves. Sit back and enjoy the ocean while you BBQ. Later go for a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Keaau, Hawaii

Hale "Hā Hā" Apartment - 3 blocks from ocean cliffs

Reviews (30)

Hale "Hā Hā" is a one-bedroom, one-bath, 588 sq. ft. apartment that has separate living quarters with a private entrance and a relaxing lanai. We now have air conditioning! We provide a welcome gift of local Hawaiian products, along with coffee and tea. The kitchenette...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Pahoa, Hawaii

Oceanfront Condo, 5G Wi-Fi, King Bed, Hot Tub/Pool, Free Parking

Reviews (225)

Was recently completely remodeled.Our oceanfront condo is 23ft. from the ocean and is located on the 2nd floor and offers spectacular ocean views and sunsets.Watch the surfers and the dolphins from your lanai. A Short Walk to town and over 20 restaurants.Our...

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

Absolute Ocean Front Home at Sea Level Hale Hokulani "House of the Heavenly Star

Reviews (108)

HAWAII LAW COMPLIANT !!We received the original and the renewals of the highly sought after short term vacation rental seal of approval/certificate from the County of Hawaii meeting all their stringent requirements. When you rent our home you receive the entire home...

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

NEW Listing: Special Rate - Mauna Kea Fairways South 22 - Dreamy Hawaiian Escape

Reviews (3)

Special New Listing Rate!Welcome to Mauna Kea Fairways South 22, where elegance meets contemporary comfort in a tranquil setting with breathtaking ocean views. Our *fully remodeled* 3,800sqft vacation rental is designed for peace and luxury, offering a haven for...

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

Walk to Golf 250' from your door. Swim, Play, Feel the Warmth of Caring Owner

Reviews (24)

Turn the corner, and head straight to paradise. This welcoming 2 Bedroom / 2.5 Bath airy and bright condo is yours to enjoy with your family and friends. On a quiet side of the active stay-and-play Waikoloa Resort area, Waikoloa Colony Villas is the perfect place to...

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

Weekly Discount! Includes Golf and Yoga Discounts - Ocean View!!

Reviews (96)

Oceanview Luxury Retreat – Steps from Pool & Beach | Unit G, Building 16Welcome to your Hawaiian home away from home! Nestled in the heart of paradise, this beautifully appointed 3-bedroom, 3-bath condo offers garden and sunset views, upscale amenities, and unbeatable...

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

Kulalani 904 ~ Special Rates & Dine on US Lava Lava Beach Club!!

Reviews (49)

$350/NT+TAX SPECIAL PLUS $100 LAVA LAVA BEACH CLUB CARDS FOR A LIMITED TIME!UNBELIEVABLE SPACIOUS TOWNHOME ILLUMINATED WITH A WALL OF NATURAL LIGHT!Kulalani 904 is one of the newest homes developed within the resort. At a whopping 2673 square feet, this two story...

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

Once you’re here - you wont want to leave! Exquisitely appointed. Views galore

Reviews (10)

Walls of glass sliders disapear creating indoor/outdoor living. Huge covered patio plus sunbathing deck around the 15' x 30' private pool just remodeled. Located in prestigious Bayview Estates gated community of fine homes 5 minutes to beach, shops, and restaurants....

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

Direct Ocean FRONT/GROUND FLR, Panoramic DRS, 2 BED/2 Bath EN Suites, Discounts

Reviews (158)

Hali'i Kai is a gated community located in the Waikoloa Beach Resort area, approximately 18 miles from the Kona Airport. Several discounts are available.Our Hale, unit 13, includes fold-a-way Panoramic doors, replacing a traditional sliding glass door that only allows...

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

Lio Ka Hale (The Horse House) - Kamuela, Hawaii - spectaular views of Mauna Kea

Reviews (65)

This destination home is in the seat of horse country in the beautiful town of Kamuela/Waimea. This A-frame challet home has spectacular views of Mauna Kea and the verdant green, rolling hills of paniolo (hawaiian cowboy) country. Cozy up to the wood burning stove on...

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

Sweeping Ocean Views, Very Private Cottage

Reviews (14)

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

Okika Lani: Kealakekua Bay Oceanfront Home & Guest Cottage

Reviews (106)

'Okika Lani sits at the south end of Kealakekua Bay on a private road with spectacular views of the Pacific Ocean, the Captain Cook Monument, and crescent shaped, white sand Ke'ei Beach. Enter the gate at 'Okika Lani and walk into an inner courtyard of Bamboo Palms,...

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

Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate

Reviews (52)

This oceanfront residence is a gated estate situated in a private neighborhood off of Kailua-Kona’s scenic Ali’i Drive, just 5 minutes from town. Recently remodeled, this home reflects a true sense of place with Hawaii-style architecture, expansive indoor-outdoor living...

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

Oceanfront Penthouse 2 bed with AC in Kona at Banyan Tree Condos on Alii Drive

Reviews (1)

Your Kailua-Kona adventure begins with a gorgeous oceanview from the lanai, living room, kitchen, and even primary bedroom. Watching the surfers, sealife, and sunsets are amazing! Guests will unwind in a fabulous space featuring one king bed and one queen bed, perfect...

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

🏖️Beautifully Furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️

Reviews (62)

vrKCV - Waikoloa Colony Villas 1503, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas, where tropical luxury meets modern convenience. This beautifully furnished 2-bedroom, 2.5-bath townhome is nestled within the gated Waikoloa Colony...

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

Hi6A-ST1- The Dolphin Bay House

Reviews (1)

🌺 Dolphin Bay Estate - Captain Cook Main HouseBig Island calm, big space to spread out - 3BR/3BA comfort, flexible sleeping, and an easy self check-in just minutes from Kealakekua Bay vibes 🌺🔑Escape to a serene slice of the Big Island at Dolphin Bay Estate - a spacious,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Captain Cook, Hawaii

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