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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Relaxing and Peaceful Big Island Home Kailua Kona

away in the heart of Kailua-Kona, this private getaway is the perfect escape for couples, friends, or anyone seeking relaxation and renewal on Hawai‘i Island. Set within a gated and fully fenced property, the home is surrounded by lush greenery, tropical flowers, and...

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

Kona Sunset View Getaway

Welcome to our dreamy Kona getaway! This newly refurbished, luxury retreat is designed for relaxation in the heart of Kailua Kona. Perfect for group or family trips. Walking distance from Kona`s best restaurants and incredible sunset views. It provides easy access to...

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

Kona Coast Ideal 1BR Space w Pool. Escape to bliss

Located on Kona Coast in Hawaii, this tropical garden resort is less than one kilometer from Kahaluu Beach. It features a restaurant, tennis court and villas with a fully-equipped kitchen. The resort has 2 outdoor pools, 3 hot tubs and a sauna.Kona Coast Resort offers...

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

Kona Makai #5-103 One-Bedroom Tropical Escape

Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...

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

Kona Hawaii 2 Bedroom Sleeps 6

Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll...

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

KALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE

Kalanikai offers a premier location in the heart of Historic Kailua-Kona. Just 2 blocks from the well known Ali'i drive; which offers numerous local shops & restaurants, beach access, and the Kailua Bay pier, where many of the boat tours & excursions depart.The...

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

*NEW* Kea’au Big Island Studio Retreat

Located on the eastern side of the Big Island, this modern 1-bathroom Keaau vacation rental puts right in the heart of the area's top outdoor destinations. Explore scenic hikes in Hawai’i Volcanoes National Park, enjoy the tropical landscape in the mists of Akaka...

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

3 bedroom 3 bath townhome in enchanting Mauna Lani Golf Villas

Escape to a tranquil retreat at this 3-bedroom townhome in the Mauna Lani Beach Resort. With 1 king bed and 3 queen beds, guests can unwind in comfort. The property features 3 bathrooms with amenities like 3 seperate living room spaces and built in lanai grilling ....

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

Breathtaking Location! 2 Modish Units, Near Hulihee Palace, Kona Snorkel Tours!

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...

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

Paradise MicroLoft

Relax and enjoy this paradise microloft on the western slope of Mauna Kea, Hawaii's oldest dormant volcano. Located just 15 minutes from the island's best white sand beaches, renowned resorts and golf courses.The Microloft is similar to a tiny home with lush...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Waikoloa Village, 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

White Sands Village 117 – For 5!

Summary:Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona. This condo is part of a beautiful oceanfront community that offers a wide range of amenities designed to help you unwind and embrace the Aloha spirit. Take a dip in the...

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

Kona Bali Kai 213 – Oceanfront Condo–Private Lanai

Wake up to the sound of the waves on the shore. This 2-bedroom condo looks directly over the Pacific Ocean, offering a waterfront retreat unlike any other. The spacious lanai gives you a private place to relax and enjoy the views. Inside you’ll find a relaxing space...

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

New Listing, Keauhou Punahele E102, 2/2, AC, Lanai

Escape to paradise at Keauhou Punahele E102, a beautifully maintained and spacious ground-floor condo located in one of Kona's most peaceful and lush settings. Nestled beside the Kona Country Club Golf Course, this 2-bedroom, 2-bath retreat offers comfort, tropical...

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

Relaxing oceanfront getaway with views from the lanai, shared pool and hot tub

Kona Bali Kai #404Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Kona Bali Kai, your oceanfront paradise in Kailua-Kona, Hawaii! Nestled along the stunning Aliʻi Drive,...

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

Ocean Front House. 3100 SF, 4 bd/4bath. Huge Lani. Marine life galore. Sunsets.

Unwind in Waimea at this adorable house. With 4 beds, 4 bathrooms featuring a bidet and shower, guests can freshen up after a day of exploring. Plus, there's a loft with 2 twin beds for extra comfort. Literally steps to the ocean. Snorkeling, Scuba Diving. Turtles,...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Waimea, Hawaii

Aloha casa kona heavenly retreat

Best house for a lovely vacation in kona.Situated above the highway on a cool elevation with a cool breeze coming in from the ocean.This peppery is perfect for a family or travel companions. It features 3 bedrooms and 3 bathrooms.

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

Hi6-ST1- The Dolphin Bay Estate

Escape to the enchanting Dolphin Bay Estate, a luxurious vacation rental nestled on the pristine shores of the Big Island, Hawaii. This exquisite property offers the perfect blend of serenity, elegance, and convenience, making it an idyllic retreat for those seeking a...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 13
📍 Captain Cook, Hawaii

Quiet & Private Retreat w/Outdoor Soaking Tubnn

The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...

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

Private Paradises, 4BR, Studio, 2 Kitchensn

Welcome to Kona in a furnished main house, with an attached studio that elegantly decorated with crafted arts made by my wife, cater for large groups. An unmatched treasure, tropical vibes, 5 minutes from KOA airport:✔ Spacious Three Comfortable Bedrooms – 3 Beds +...

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

Hale Ho'okipa, Hale Ho'okipa a Quiet Rain Forest Retreat

This quiet mountain hide-a-way offers peace and serenity in a rural location close to Hawai'i Volcanoes National Park. The private home has covered private lanais with eating areas, lounging areas and a fire pit. Interior spaces have a unique Hawai'ian vibe with...

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

Cozy Ocean View 1-bedroom, 1 bath condo in awesome Kailua-Kona with AC

Stay comfortably in Kailua-Kona at this brilliant 1-bedroom condo. The bedroom features a soothing king bed, perfect for a restful night's sleep. The bathroom includes a hair dryer and a relaxing bathtub. In addition, there is a cozy living room with an amazing sofa bed...

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

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Summary:Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island...

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

Tremendous 5-bedroom homein Kailua-Kona

Modern Kona retreat just 3.5 miles from the airport! This spacious home features vaulted ceilings, a lanai with partial ocean view, and two fully equipped kitchen — perfect for families or group getaways. Located at 1,070 ft elevation, enjoy cool breezes year-round....

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 13
📍 Kailua-Kona, Hawaii

Like new, 1st floor, king, pool

Summary:Modern designer touches with Island vibe will meet you in this tastefully upgraded ground level unit. Large living room with high ceilings opens into a fully stocked, chef's kitchen and opens to lanai (balcony) with expansive seating and views of golf, lake,...

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

Cozy ground-floor condo with heated outdoor pool, private lanai, close to shops

Keauhou Akahi 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in Kailua-Kona, HI! This stunning ground floor condo at the Keauhou Akahi property...

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

Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!

Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...

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

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

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

Island Comfort: 2BR at Wyndham Kona Coast Resort

Enjoy your Hawaii retreat in this spacious two-bedroom suite at Wyndham Kona Coast Resort, designed to accommodate up to six guests. The villa includes two separate bedrooms, a full kitchen with modern appliances, two bathrooms (one with a whirlpool tub in many suites),...

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

Ironman October 24-27 in Kona, HI two bedroom for 6 guests.

Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island adventures.2 Bedroom Deluxe-6 Guests, full kitchen, 2 baths, size1095-1601.

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

Charming 2-bedroom apartment on beautiful farm in Honaunau with WiFi

Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings.The Ohana house has a full kitchen, living room, & covered patio with access to our retreat area with infrared sauna, outdoor shower,...

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

Waikoloa Village Hawaii 2 Bedroom Sleeps 6

Please Send An Inquiry Before Booking By Clicking The Contact Host Tab.The resort is the perfect destination for your Hawaiian vacation. Enjoy the many amenities available 2 swimming pools, Barbecue grills and picnic areas are scattered throughout the property. Tennis...

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

Peaceful Ground Floor Unit- Hale Kaileia Kai with Infinite Pool & Hot tub

Welcome to your serene island hideaway at Fairway Villas #C2, in the beautiful Wāikoloa Beach Resort on the Kohala Coast. This spacious 2-bed, 2-bath ground-floor villa (1,170 SF) blends modern comfort with relaxed resort living. Enjoy golf course + Mauna Kea views...

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

Welcoming bungalow with WiFi in Hawaiian Paradise Park

Hale Holo Homestead – Tropical 4BR/3BA Retreat in Hawaiian Paradise ParkSleeps 8 | 4 Bedrooms | 3 Bathrooms | High-Speed Wi-Fi | Private Entrances | Surrounded by Nature. There is also a pull out couch that sleeps 2 adults in the living room.Escape to Hale Holo...

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

Ocean View Condo only one block from downtown Kona - 6 month lease preferred.

Gorgeous ocean views from Master bedroom, family room, loft/BR3 and patio. Fully-furnished mordern condo with all the amenities, in the Alii Cove gated community and only one block from downtown Kona. Community has a beautiful pool and jacuzzi overlooking the ocean, as...

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

1st Fl Gem, Kings, Steps 2 Beach

Summary:Upgraded 1st-floor condo in a gated community, steps from shops, dining & beach. Features new floors, kitchen, bathrooms, & designer decor. King beds, premium cotton linens, full AC, & stocked kitchen. Baby gear & beds for all ages. Enjoy a heated pool, gym,...

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

3 BDR/3BTH Oasis | Dual Suites + Outdoor Kitchen

Modern Hawaiian Oasis with Dual Primary Suites, Outdoor Showers & Outdoor Kitchen – Waikoloa Beach ResortWelcome to your Big Island getaway!This luxurious 3-bedroom, 3-bathroom retreat in the exclusive Ainamalu community of Waikoloa Beach Resort is designed for...

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

Big Island, HI Kona Hawaiian Resort- 2 bdrm suite

About this spaceRelax in this fabulous 2 bed/2bath suite on the Big Island’s west coast, Kailua-Kona. Beautifully designed to capture the traditional Hawaiian feel, you’ll want for no modern amenity. Outdoor pools and the nearby beach are waiting for you.This...

🛏 2 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

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

Waikoloa Fairways A207 Golf Ocean View 2B/2B

Waikoloa Fairways is located in the Waikoloa Village, Waikoloa Fairways address is 68-1754 Melia Street, Waikoloa, HI 96738- Guest check in at Hawaii Vacation Condos by Outrigger’s office located off property at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13....

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

Mauna Kea Villa 3019 - Lavish Island Villa

This single-level, magnificent, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with premium, stainless steel appliances and natural stone countertops, two dining areas and a master suite...

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

NAUTICAL THEME GARDEN VIEW STUDIO - KONA ISLANDER INN CONDOS by RedAwning

**NAUTICAL THEMED UNIQUE CONDO HAS BEEN COMPLETELY REMODELED - DOWNTOWN,**TAKE A LOOK, YOU WILL WANT TO STAY HERE, HAS QUEEN SIZE MURPHY BED,KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZE MICROWAVE, FULL SIZE FRIDGE,ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND...

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

Big Island Townhome Close to World Class Beaches, Golfing, Pools & AC

The Hale O Malie Nani (House of beauty) is a perfectly located Waikoloa townhome that offers a golf course and sunset ocean views. You will enjoy lots of space with high vaulted ceilings, convenient split level floor plan, lanai with views an aquatic center with access...

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

Snowbird-friendly home near the beach with patio, grill, outdoor dining area

Hale Olena Ohana - 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located just 26 blocks from the ocean, this snowbird-friendly home offers the perfect...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Keaau, Hawaii

Tropical Elegance Top Floor

Welcome to your relaxing island vacation! This stunning condo is conveniently located right on the golf course of a luxury resort community and within a few minutes of the beach. Featuring a private lanai with sweeping views and access to resort amenities, like a pool...

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

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