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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Hale Kona A'ekai – Kona Bay Hawaii Tropical Paradise Home

STVR-19-352032 NUC-19-651Our stunning Hawaiian Paradise home is located just a few blocks from the waterfront village of Kona, Hawaii in a private gated community of luxury homes. With a nearly constant year around temperature in the 80s, and a cool ocean breeze, this...

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

Ultimate Ocean View Villa • Pool • Pickleball • Game Room • Gym • Club Access

The Kanini Estate is a recently constructed, beautifully furnished luxury villa in Waikoloa's premier oceanfront community of "Naupaka at Waikoloa." The Estate is located within walking distance of The Kings’ Shops and the Queens’ Marketplace, world-class golf and...

🛏 5 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 16
📍 Waikoloa Village, Hawaii

Condo near the beach with lanai, shared pool & hot tub, spa, gym, tennis & wifi

Shores at Waikoloa 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The Shores #213 at Waikoloa Beach Resort, a beautifully landscaped and gated community in the heart...

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

Enjoy ocean views and a private lanai at Akahi #408, 2-bed, 2-bath condo!

Come enjoy paradise at Keauhou Akahi unit #408, at this two-bedroom, two-bathroom property. Enjoy your private lanai, with ocean views, and BBQ!Keauhou Akahi is conveniently located in the Keauhou area of Kona. You are a close drive or walk to the stunning and iconic...

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

Kona Islander Inn - #316 - Located in beachfront town of Kailua Kona Hawaii.

Experience the convenience of being close to popular beaches, shops, restaurants, and historic landmarks with this delightful and cozy retreat. Ideal for explorers and relaxers alike, it is your perfect base for memorable adventures and relaxation. You can walk to many...

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

Hualalai Four Seasons Guest House Complete with Golf Cart

"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

Spectacular Ocean and Golf Course Views ! Luxury Home with Separate Guest House ** 2 Golf Carts**

Spectacular Sweeping Views from this Four Bedroom Luxury Home with Separate Guest House is Paradise Perfected. Located on the #16 Fairway of the Hualalai Golf Course, this luxury home is recently redecorated by Willman Interiors, and boasts beautiful furnishings, an...

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

As seen on Discovery Channel's "Building off the grid" Volcano Home!

To watch the episode and see more about the home:Internet search for:Building Off the GridSeason 7 Episode 5 "Volcano Home" This 2-bedroom house in Volcano is perfect for your escape to relaxation. With 2 queen beds and 2 bathrooms with showers, guests can unwind in...

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

Kona Reef F14 Oceanfront Luxury, Full AC, King

Enjoy every moment of your get away to paradise in this beautiful direct ocean view condo. F14 is a 650 sq ft 1 BR / 1 BA condo located at the desirable Kona Reef complex; a very short walk just south of Kailua Kona. This condo has full AC! That means you have super...

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

Private, Peaceful, Perfect!

Our lovely townhome is a hidden gem located in the Fairways development at the Mauna Lani Resort. The small Fairways complex surrounds a large pool, hot tub and common area. The outer perimeter borders golf course and open space. The gated complex is private, peaceful,...

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

Two Bedroom Upgraded Waikoloa Fairway Villa

Perfect for a postcard worthy family vacation, girls’ getaway, solo trip, or whatever your heart desires, Fairway Villa C21 is located in the Fairway Villas gated community of Waikoloa Beach Resort and is the perfect destination for rest, relaxation, reconnection, fun...

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

4 BDRs with their own baths! Modern decor! Privacy! Best Ocean View in the Hood!

Imagine relaxing in your very own pool, listening to the quiet hum of the distant surf, watching the perfect sunset. All that and more can be enjoyed in HALE KEANI ('House of Gentle Breezes')--a gorgeous modern home in a private, gated community.Welcome to Keahou...

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

Kolea 8C: 3 BR, 3.5 BA Condominium in Waikoloa, Sleeps 6

Kolea 8C is a three bedroom, three and a half bath penthouse villa with an exquisite ocean and mountain view. It is perfectly situated overlooking the Kolea Beach Club, Anaeho’omalu Bay and Hualalai. The African Mahogany trimmed glass panels that form the lanai doors...

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

Ohana Retreat - The Real Hawaiian Experience

Experience the Beauty of Hawaii at Ohana RetreatOhana Retreat is the ultimate getaway for large families looking to embrace the breathtaking beauty of Hawaii. Our spacious island-style home features eight luxurious bedroom suites, each complete with a private bath, wet...

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

Kona Bali Kai 411, Oceanfront, Two bathroom

Welcome to Bali Kai 411, an oceanfront condo offering a peaceful retreat with panoramic views of the Pacific Ocean. Located on the beautiful Big Island of Hawaii, this spacious 2-bedroom, 2-bathroom unit is the ideal getaway for families, couples, or small groups...

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

Charming 2-bedroom Oceanfront Condo in Kailua-Kona with AC, WiFi

Enjoy a peaceful stay at this charming oceanfront 2-bedroom condo at the Kona Bali Kai in Kailua-Kona. This tremendous property offers all the comforts you need, including AC, in unit washer & dryer, and WiFi. With 2 bathrooms and a cozy atmosphere, it's the perfect...

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

Oceanview Townhome, freshly updated in Keauhou, close to Kona.

Aloha, and welcome to "Makani Moana #104" a beautifully appointed private townhome and tropical retreat at Keauhou Resort. Located near the ocean and tucked away in a quiet area, this comfortable townhome is our little piece of paradise on the Island of Hawaii and we...

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

3 Bedroom Private Home at Waikoloa Beach with Pool

This home has been well furnished and is great for families looking to enjoy a quiet, private vacation yet be near all the amenities of Waikoloa Beach Resort.The house has been nicely furnished and offers a spacious great room. The living room has two couches facing a...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Waikoloa, Hawaii

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

STVR-19-347215. This is a direct oceanfront corner unit with one of the largest lanais in Kona. The unit was recently remodeled with a new kitchen, bathrooms, living & dining areas, as well as the bedrooms. All new appliances in October 2023. Air Conditioning and vinyl...

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

Kona Reef Sand and Surf (beachfront/walk to town)

Awe inspiring views and once-in-a-lifetime experiences await you from our newly renovated, ocean/beachfront (direct ocean access) Kona Reef Condo. 2 BR/2BA (sleeps 4-6).Kona Reef is a highly desired resort for it's walking proximity to Kona town, location right on the...

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

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

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

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

Kona Hillside Estate - Gated Property with Lap Pool

Welcome to our family's private gated estate located on the beautiful hillside of Hualalai mountain in Kailua-Kona. We recently renovated our 4,000 SF home and enjoy hosting guests when we have availability since 2022.Guests will appreciate soaring ceilings, open living...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 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

Punahele Penthouse Luxury Condo

Punahele Penthouse Condo will fast become your favorite place to stay in Kailua-Kona! Punahele Penthouse is on the 7th (top) floor of the Kona Ali'i Condo Complex which is located in the heart of Kailua-Kona. You're within walking distance to many attractions,...

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

Steps to Beaches, 2 King Suites, Private Pool, AC!

Spacious villa in Keauhou Resort just one block from He'eia Bay and two blocks from Keauhou Bay. Walk to Kona Country Club's ocean golf course, with resorts, shopping, and dining nearby. Perfect for relaxing with family and friends, featuring designer furnishings,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Kailua-Kona, 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

Sweeping Views - Spacious 3 Bds!

“Ho'ohano” is a Hawaiian word that can be used to describe something pleasing or enjoyable, and believe us when we say that it’s the perfect word for this stunning 3-bedroom on Hawaii’s Big Island! Located in the desirable Waikoloa Village, fine dining and...

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

Top Floor, On Golf Course, Large Lanai with Views!

Welcome to your peaceful Waikoloa retreat - a relaxing top-floor condo w/ golf course views & resort-style amenities:• Sleeps 4 | 2 bedrooms | 3 beds | 2 baths• Community amenities includes: Heated saltwater pool, hot tub, fitness center• Private lanai w/ outdoor...

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

Relax by the Sea, in this awesome 2 bedroom Condo

Halii kai is an Ocean front Resort in the beautiful Waikoloa Beach Resort. What sets 16B apart from the rest? Location, amenities and service. I live on Island and can assist with any issues or questions. Halii Kai Unit 16B is right across from the clubhouse. Enjoy the...

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

Entire House! Peaceful retreat 4BR Waikoloa beach

About this spaceWelcome to our exquisite residence in Ainamalu, the "Peaceful Land" of Hawaii.1. Surrounded by majestic mountains and the ocean, our home offers a serene and captivating backdrop.2. Accommodates up to eight guests, perfect for families or groups of...

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

Waterfront condo with shared pools, private beach, balcony, W/D, and AC

Casa De Emdeko A317Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched on the top floor, this stunning 2-bedroom, 2-bathroom condo in Kailua-Kona offers sweeping ocean and...

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

Kolea 6E ~ Oceanview Three Bedroom Kolea Villa

Along with ample living space, Kolea 6E offers a nice ocean view of A'Bay over one of the few vacant lots remaining at Kolea. This villa is great for families as well as those just looking for a peaceful getaway in Hawaii.As you enter the villa you will be astonished at...

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

Hilton Pool Pass included - Lux Penthouse w/ Views

Experience the ultimate Hawaii getaway in our beautiful condo, meticulously designed to provide unparalleled comfort and luxury. Step into the welcoming open-concept living area that blends modern amenities with gorgeous furnishings, bathed in natural light that...

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

Private tropical villa in Kona: Resort style heated pool, Hot tub & Ocean views

This lovely home sits on over half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous views of the ocean. Resort style backyard with private pool with waterfall and a hot tub creates a relaxing oasis to enjoy at any time of the day or...

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

Hawi Hideaway, quiet home in small country town

Welcome to Hawi Hideaway,2 bedroom, 1 bath home in Hawi. Sleeps 6, walking distance to main street, Saturday farmers market, coffee shop, boutique stores and galleries. Our home is tucked away off the street in a beautifully landscaped yard. There is a mango and orange...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Hawi, Hawaii

Sophisticated freshly remodeled two story Golf Villa w/Private Beach Club

This VERY PRIVATE- 2 STORY-CORNER VILLA with UNOBSTRUCTED MOUNTAIN VIEWS, along with the CONSIDERABLE BENEFITS offered thru Mauna Lani resort and hotel exclusively to owners and their guests, make this a very special opportunity for your holiday visit.The Mauna Lani...

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

Beach Road Hale

Our Beach Road Hale is located in a safe, and peaceful community. In a walking distance from this bnb is a popular 2.5 mile hike to a beautiful secluded beach with turtles relaxing on the shores. Down the other end of the road about a 2min drive you’ll enjoy the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Keaau, Hawaii

Studio condo #165 at the Kona Bali Kai in Kailua-Kona w/Ocean View

This phenomenal condo at the Kona Bali Kai in Kailua-Kona is a true gem for guests looking for a soothing retreat. With a cozy living room featuring a luxurious queen sized bed and a twin sofa sleeper, this amazing property offers a private oasis for relaxation. The...

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

Luxury Oceanfront Estate

STVR- 19-365146NUCR 20-1787TMK - (3) 7-5-005-096GE/TAT - 051-694-0288-01Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks to Kailua-Kona town and within a guarded gate community of luxury estates. Your private oceanfront setting...

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

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

Beach Equipment | Natural Lighting | Quiet Neighborhood | 5 Mi to Downtown KonaClear the calendar and say 'Aloha' to your next tropical getaway at this 1-bedroom, 1-bath vacation rental cottage in Kailua-Kona. Perched on the west coast of the Big Island, this quaint...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Oceanfront Home with Pool ‘The Cove at Milolii'

Front row views of Kona sunsets Our two-story oceanfront home has views from every room and tropical breeze flowing from roof top cupola through every window and door. The main living area is upstairs with 4 bedrooms and 3 bathrooms, including two master suites one with...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Captain Cook, 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

Hali'i Kai 11A stunning golf and ocean views close to ocean-front pool

Once inside the gates of the Hali’i Kai resort you will experience the peace and tranquility of this magical, tropical paradise featuring an oceanfront pool pavilion that includes tropical pools, a sand-bottom hot tub, fitness center, seaside walking trail, and an...

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

Romantic cottage with stunning ocean and mountain views in Captain Cook, HI

Enjoy spectacular views of Kealakekua bay in the newly built Coffee Cottage in Captain Cook, Hawaii! Situated amongst the coffee trees at a pleasant 1350 ft. elevation, it’s a perfect temperature year round. Stretch out in the California king bed and check out that...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

Puolani Iki-Sweet lil cottage near National Park

Snuggle into the beautiful Ohia forest. Make yourself at home in your own little rainforest retreat, and wake up to views of the beautiful hapuu ferns right outside your window. This little cutie has everything you need for an east Hawaii adventure!Our little Volcano...

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

Experience luxury near golf courses, 4 mins to Four Seasons Resort

STVR-19-357988 https://tours.spaces.808.com/1759448 Luxury living can be found at this spectacular 4 bedroom, 4.5 bath, resort home. Located within the Four Seasons Resort Hualalai on the Big Island of Hawaii. The gourmet kitchen is fully equipped with high-end...

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

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