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 x Ocean View 2 Double Beds at Outrigger Kona Resort and Spa

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...

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

Aloha Paradise! Remodeled Condo with New A/C & Full Ocean View!

This freshly updated, single-level condo has everything you'll need to stay comfortably in the heart of Kailua-Kona and enjoy the Island’s many activities. It features all-new air conditioning throughout the condo, a modern chef's kitchen with dishwasher and plenty of...

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

OCEANFRONT, Stunning Corner Unit in Boutique Complex, Spacious, Pool, A/C!

Right-on-the-ocean, newly renovated, upscale and spacious condo in a gated boutique complex. Top floor (second floor) large 700 sq foot corner unit with nobody above you. Unbelievable views from the lanai and living room. Windows everywhere that will make you feel like...

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

Four Bedroom Oceanfront Condo with Amazing Sunsets!

Welcome to our Kona Beach Home at Hale Kai O’Kona! A Spectacular Ocean front home located on the incredible Western Shores of the beautiful Big Island. Our Vacation home has been completely remodeled from top to bottom. It is close to everything (Town, shops, beach,...

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

Private Cottage In The Rain Forest TA065882726401

Cozy, private rain forest retreat cottage situated above Kona in the Kaloko Mauka Honua'ula Forest Reserve. Located on a 3-acre property, this cottage is set away in a lush forest of Ohia trees and Hapu'u tree ferns. Enjoy the sweet aroma of ginger surrounding this one...

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

OCEANFRONT. Amazing views of dolphins and sunsets. Newly renovated. No stairs.

RIGHT ON THE WATER in one of Kailua-Kona's most sought after complexes! This open and spacious, 2-bedroom condo has a spectacular, 180-degree, Kona coastline and ocean view. From the private lanai, watch spinner dolphins as you savor your morning Kona coffee. Later,...

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

Ocean-view condo at White Sands Village #216, steps from Magic Sands beach!

Welcome to White Sands Village, # 216! Enjoy this two-bedroom, two-bathroom, fully air-conditioned condo. Located just across the street from Magic Sands beach, along the iconic Alii Drive, this new, completely remodeled condo has all the amenities you could need! Smart...

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

Ocean View Family Condo Across From Lyman’s Cove~Air Conditioning~Calif King Bed

Royal Kahili A402Beautiful OCEAN VIEW and pool view from our fourth story condo! Top floor, no overhead neighbors! Elevator works as of 8/10/2023!You will need to ascend/descend 4-5 steps to access our condo. Enjoy our refreshing pool and spa, surrounded by gorgeous...

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

Aloha Condos, Na Hale O Keauhou, Townhome M-4, Ocean View, AC

Enjoy Panoramic Ocean Views from your private lanais.  Sunset views 365 days a year. Your only decision, whether to use the upstairs lanai with chaise lounge and cosy sitting area perfect for morning coffee or wine and cheese at sunset, or the downstairs lanai with...

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

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

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

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Beautiful 2bedroom / 2bath home overlooking Kailua Bay in the heart of downtown Kona, HI. Conveniently located on the gentle slopes of Hualalai. Escape the heat with cool breezes in a tropical landscape setting. Nearby shopping, dining, and entertainment. Fully stocked...

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

Upscale Kona home in peaceful setting, ready for family gatherings.

This beautiful new home is perfect for larger families. The home boasts a huge kitchen with new stainless steel appliances and granite countertops. Equipped with everything you need. There are 3 bedrooms with additional sleeping areas that collectively can sleep up to...

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

Big Island Private Home Rental

Guests walk in and we see wow on their faces...gourmet kitchen, ocean views, huge bedrooms. "perfect for a family reunion""cool at night was just right""close to the best beach in Hawaii""your own private estate""amazing sunset views"We are not a corporation. We are a...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 18
📍 Kailua-Kona, Hawaii

Luxurious Oceanview Villa at Hualalai w/Resort Pool & AC - Ka'ulu 131C

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...

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

Mauna Loa Village Villa 2BR/2BA

Escape to a serene Big Island oasis at Club Wyndham Mauna Loa Village. Located right next door to the Kona Country Club, which features a championship golf course. This tantalizing Kailua-Kona resort is a quiet oasis tucked away from the town traffic and crowds, yet...

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

Oceanfront Kona Beach House

Very rare spot, one of the few single house by Alii dr. and just on the water.Drift away to paradise in this amazing 2-bedroom, 2-bath Kailua-Kona oceanfront home.  The endless ocean views will keep you coming back year after year.  Begin each day with a cup of Kona...

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

Elegant & Peaceful, Minutes Away From The Beach & Airport!

Tucked away in a friendly family neighborhood, this island jewel will provide you with a relaxing place to come home to after a satisfying day of Big Island adventures. Key Features Include:* 1,600 ft. elevation - while the coastline radiates the warmth of the day, you...

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

Exclusive area. SW Infinity Pool, Putting Green, Private yard, Ocean Views

The Villa itself is absolutely gorgeous with everything one could possibly ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, you will find your own private sanctuary, Collessie by the Sea, nestled in an exclusive...

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

🏖️Beautiful | Private | Fablous Ocean Views! | Private Pool |vrKCV

vrKCV - Mahi Iulani, Professionally Managed by Kona Coast Vacations Welcome to Mahi Iulani – Your Private Tropical RetreatNestled on the gentle slopes of Kona, Hawaii, Mahi Iulani is a luxurious tropical villa where tranquility and privacy meet the glow of stunning...

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

Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa

Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...

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

🏖️Updated Townhome | Ocean View | vrKCV🏖️

vrKCV - Na Hale O Keauhou D3, Professionally Managed by Kona Coast VacationsWelcome to Your Perfect Home Base in Na Hale O Keauhou!Experience the charm of this beautifully updated townhome in the serene and highly sought-after Na Hale O Keauhou complex. This gated...

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

Beautiful oceanfront condo 🏖 As oceanfront as you can get 🐳 Royal Sea Cliff 209

This 2,110 square foot luxury condo located at the Royal Sea Cliffs offers a one of a kind 932sf wrap around lanai offering a panoramic ocean view! The lanai is equipped with outdoor dining, queen sized sunbed, and loungers offering many options be out enjoying the Kona...

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

Ocean View, Beach Front, Dream Vacation Villa, at Kahalu’u Snorkel & Surf Beach.

Our luxurious condo is located in Kailua-Kona at Beach Villas at Kahalu’u (BVK). This is your home away from home with 2 bedrooms and 2 full bathrooms that each have walk in showers. Our welcoming condo features 1 king bed and 1 queen bed, which is perfect for a small...

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

Hale Kai O'Kona #7: Luxury Oceanfront End-Unit, Only 2 Min Walk to Beach w/ AC

Experience the ultimate tropical vacation by staying at this Big Island Beach House, a luxurious oceanfront property located in the western condo community of Hale Kai O'Kona. This stunning vacation home is managed by Gather, the premier property management company in...

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

Enjoy The Beauty Of Kona! 3 Spacious Units, Oceanfront, Amazing Dining Options!

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...

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

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

IMPORTANT: Hawaii Senate Bill 1396 (SB1396) has been signed into law by Governor Josh Green. The legislation, signed on May 27, 2025, increases the state's transient accommodations tax (TAT) and introduces new fees to fund climate change mitigation and environmental...

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

Peaceful Private En-suite on Kona Coffee Farm

Get out of the hustle and bustle of downtown Kona and into your own private paradise. This suite offers privacy, ocean views, and acreage to explore. Enjoy the beauty of coffee trees, tropical fruit and nut trees, and the sounds of nature. This property is on a quite...

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

Your Hawaiian vacation starts here!

Welcome to Kona Shores, a complex situated right on Alii Drive, a designated Hawai‘i Scenic Byway (Ala Loa Foot Trail). This ground-floor, end-unit condo offers easy access to Alii Drive and is just one mile from downtown Kailua-Kona, where you'll find shopping,...

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

5★Resort like paradise, heated pool, ocean views, AC, peaceful gated community.

LOCATION LOCATION LOCATION!!! 3bed/3bath This tropical retreat home in the heart of Kona sits on a half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous ocean and sunset views. This parcel has unobstructed ocean views and sits in...

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

Noiulu One – Brand New Hualalai Estate

Located in the exclusive Noi‘ulu Estates neighborhood, this brand new 6 bedroom, 6.5 bathroom custom gated estate home offers an expansive luxury residential experience highlighted by majestic ocean views. Abundant natural light accentuates modern, natural finishes...

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

Hawaii Oceanview Oasis: Come to Work, Play, Relax.nOn Ironman Path!

Welcome to your dream Hawaiian escape! This spacious 3-bedroom, 3-bathroom ocean-view condo offers the perfect blend of comfort and convenience, making it an ideal retreat for couples, families, remote workers, or anyone seeking a rejuvenating getaway. Enjoy the unique...

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

One of Hualalai's best 3/3 - bright, spacious, amazing views, great location!

We are excited to introduce you to Ke Alaula Villa 217A at Hualalai Resort! Beautifully updated, this bright, spacious corner end unit offers exceptional privacy and ocean view, while overlooking the third and fourth fairways of the member's Ke'olu Golf Course.This 3...

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

Beach House: Oversized Lanai with Indoor/Outdoor Flow. EZ Stroll to Magic Sands!

Check out this drone video showing the home, neighborhood and proximity to the ocean: https://youtu.be/4d2V5HbQ1cYUpgrade your Vacation at our Magic Sands Beach House! Best Location, Lifestyle & Amenities! Maximizing Kona's beaches & weather, this open & airy retreat...

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

Luxe Coastal View 2907C Villa at Hualalai w/ Resort Pool & AC

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...

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

Kailua-Kona Condo w/ Resort Amenities Access!

Pack your bags for a trip to paradise at this Kailua-Kona vacation rental! This 1-bedroom, 2-bathroom penthouse unit boasts vaulted ceilings and proximity to local attractions, making it an ideal island home base. Begin your adventures by sampling Kona coffee and fresh...

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

Hale Kona Kai #410 - Oceanfront Kona Condo

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

SEE the SEA @ SEA VILLAGE RESORT nSUPER SPRING INTO SUMMER SPECIAL GETAWAY RATES

SEE the SEA @ Sea Village Resort Escape to Hawaii for a great vacation !!Great condo , Great Location, Great RatesFree onsite parking, gated oceanfront pool/hot tub (SLEEPS 2 MAXIMUM)Aloha and welcome to a special place aka NIGHTOWL HALE @ Sea Village Resort on Ali'i...

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

Pohinahina Place – Serene Hualalai Estate with Ocean Views & Private Pool

Pohinahina Place is your private resort retreat. With an incredible view of the Pacific Ocean and overlooking the 5th green of the Hualalai Golf Course, this property is located right in the middle of Hualalai Four Seasons Resort. This beautiful oasis is nestled on a...

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

Gorgeous Oceanfront 2 Bed/2 Bath Condo with A/C at Kona Bali Kai Resort Unit 306

Your home away from home in Kailua-Kona with 2 gorgeous bedrooms featuring 2 king beds. This fabulous 3rd floor oceanfront condo offers all the essentials for a comfortable stay, including WiFi, AC, and full-size washer/Dryer. The cool vibe of the space is perfect for...

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

Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property

CHECK OUR SUMMER SPECIALS you could consider the West suite a little more private with the kitchen area inside but You will also hear the waves crashing. See the turtles in front of your vacation Suite. Enjoy the wonderful warm Pacific Ocean, the waves crash in the...

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

Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, Pool

10% discount for weekly stays July-AugHale Kai a 2 bedroom condo at the oceans edge overlooking two amazing surf spots our condo is breathtaking for relaxing and listing to the ocean waves and watching the magnificent sunsets! Enjoy coffee in the morning while watching...

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

Hualalai Golf Villa 4202

Whale watch while listening to the breaking waves from the shoreline from the Primary bedroom's private lanai with unobstructed ocean views! This beautifully appointed three bedroom villa has over 2,500 square feet of living area. Each of the three bedrooms are...

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

Golf, Tennis, Pools, Beaches, A Peaceful Oasis!

Aloha and welcome to Wyndham Mauna Loa! This paradise within a paradise is designed to promote rest and relaxation. This fully furnished condo has 8 swimming pools, 8 hot tubs, and 11 tennis courts. Enjoy luxurious living at affordable prices.Peaceful Island Oasis, Away...

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

🏖️Air-Conditioned Ocean Front Free Standing Townhome! | Sleeps 6 | vrKCV🏖️

Welcome to Hale Kai Aloha – Kona Onenalo #10!Experience island living at its finest in this free-standing townhouse located within the exclusive gated community of Kona Onenalo. Slide open the floor-to-ceiling doors and step onto one of two lanais to enjoy...

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

Holua Moana Hale: Spectacular Oceanfront Home with Private Pool & Spa

Welcome to Holua Moana Hale, a beautifully remodeled oceanfront retreat located in the private community of Holua Kai on the Big Island of Hawaii. Situated along the lush fairways of the Kona Country Club, this stunning two-story home offers serene views of tropical...

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

Malia Kai #12 condo in Kailua-Kona Town!

Three story townhome corner unit located in Malia Kai condominiums w/private carport walking distance from just about anywhere in Kona! Share our private retreat and where you can work from Paradise with laptop workstation featuring a high end 32” screen and the...

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

🏖️Sophisticated Oceanfront Retreat | Air-Conditioned | Walk to Beach | vrKCV

vrKCV - The Kona Hideaway at Kona Onenalo No. 11, Professionally Managed by Kona Coast VacationsThe Kona HideawayDiscover the essence of Hawaiian living at The Kona Hideaway, a private oceanfront villa nestled in the exclusive gated community of Kona Onenalo. Adjacent...

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

Island Glow Kailua Village, AC and ocean views in the heart of Kailua Kona

See whales, dolphins, Ironman Village and Ali’i drive from your very own lanai! Island Glow in Kailua Village is a beautifully remodeled 1 bed 1 bath condo with a brand new king bed and queen pullout sofa bed in the heart of historic Kailua Village. You will enjoy...

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

Kona Beach Estate - Oceanfront, Pool, Aircon, Sunsets, Ideal for celebrations

Welcome to Kona Beach Estate, a luxurious oceanfront retreat nestled along the stunning Kona coast. Located on Ali’i Drive, this private, gated estate offers a serene and stylish getaway just minutes from downtown Kona. Perfect for family vacations, intimate...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Holualoa, Hawaii

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

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

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