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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Ocean View Villa w/ Close Proximity to Ocean and Resort Amenities

This elegant, single-level ocean view villa is designed for sophisticated island living. It features a sunken living room with sliding doors for easy access between indoor and outdoor spaces, a gourmet chef’s kitchen outfitted with premium appliances, complemented by a...

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

Wyndham Mauna Loa Village | 1BR King Bed Suite

Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...

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

New Listing, Oceanfront Paradise, Kona Isle D3, 1BR

Oceanfront Paradise – Kona Isle D3 | 1BR Retreat with Stunning Views!Welcome to Kona Isle Unit D3 – Your Perfect Oceanfront Escape on the Big Island! Ground floor unit, so no stairs! Located just steps from the Pacific, this beautifully updated 1-bedroom, 1-bath condo...

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

Vehicle to rent, Hilton Pass, Family Friendly, Grill, Beach Gear, 3bedroom, N1

This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor spaces and backs up to Hole 3 of the prestigious Waikoloa Beach Resort Golf Course.Primary Bedroom: enjoy serenity in your primary suite. King bed, large walk-in closet,...

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

Scenic Stay with Pool, Garden Lounge & Curated Excursions Nearby

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....

🛏 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

Keauhou Kona Surf & Racquet – Spacious Condo Available for Thanksgiving

**NEW LISTING**Welcome to our home “Hale ma ka Kìhàpai” @ Keauhou Surf and Racquet Club.Nestled within a gated community next to the ocean, this bright and spacious garden view 2-bedroom, 2-bath corner home is located along the 13th hole of the Kona Country Club. It...

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

Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona

​​​​​​Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...

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

KBM Resorts | FREE CAR | Oceanfront | NEW Premium 4 Bedroom Villa with in-home Movie Theater and Private Pool and Hot Tub, A/C! Hale Nani at Kolea Kai

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 11
📍 Waimea, Hawaii

Luxury, Comfort and Aloha Spirit Await on the Big Island

Reviews (1)

Welcome to the ultimate Hawaiian escape at Na Hale O Keauhou, where the gentle ocean breezes, swaying palms, and stunning sunsets create the backdrop for an unforgettable vacation. This enticing two-story condo, available for vacation rental by owner (VRBO), offers the...

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

Maile Hale-Serenity Home

Experience resort-style living in this 5BR/4BA luxury retreat in Mauna Lani. Designed for relaxation and entertaining, the home features a private pool and spa with waterfall, lush tropical landscaping, spacious lanais, a gourmet chef’s kitchen, media room, and a serene...

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

Peaceful 2BR retreat with pools & hot tubs

Summary:Golf Discount in Village, Gorgeous Views, 2 PoolsThe Space:Welcome to your peaceful island escape overlooking the Waikoloa golf course, perfect for families or friends seeking comfort & scenic views:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Access to 2 pools,...

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

Aloha Spirit! Only 2 mi from Kona & 1/2 mile walk to the shoreline!

Aloha Spirit is a 2 bedroom, one bathroom town-home, with living area and kitchenette (refrigerator, toaster oven, and microwave- no oven or stove). It is located on the bottom floor and accessed though a private entrance. Each bedroom is equipped with a queen bed....

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

Townhouse with pool & golf course views

Summary:Near Golf & Beaches, 2 Pools, Paradise! Gated CommunityThe Space:Aloha & welcome to your Waikoloa retreat – a peaceful getaway surrounded by sunshine, golf views & island charm! Enjoy easy comfort, shared leisure spaces, & all the essentials for a relaxing...

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

2 Oceanfront units in Kona Bali Kai, with AC - Sleeps 12, 4 bedrooms in total.

This is a combination of 2 separate units that's close from one another. First unit, 3rd floor:Unwind on your private lanai while taking in stunning ocean views, exciting surf action, and unforgettable sunsets.The kitchen comes fully equipped with everything you need to...

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

Just Steps Away From Magic Sands Beach...

Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this...

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

Quiet & Private Retreat w/Outdoor Soaking Tub

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

Club Wyndham Royal Sea Cliff - 1 Bedroom Deluxe

*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...

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

Island Haven: 1BR Suite at Kings’ Land Waikoloa

Escape to paradise in this one-bedroom suite (BR1) at Kings’ Land, a Hilton Grand Vacations Club in Waikoloa on Hawaii’s Big Island. Designed for up to four guests, this 600-square-foot suite offers a comfortable blend of modern convenience and island charm. This...

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

The ‘Ulu Suite - Jungle Bungalow on 10 Acres- close to all!

Welcome to The ‘Ulu Grove Suite, a cozy, minimalist jungle bungalow designed for peace and simplicity. Surrounded by forest on all sides, this ground-floor space offers the perfect setting for nature lovers, remote workers, or anyone needing a calm reset.Located just 15...

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

Beachfront Bliss at Kona By The Sea #312 - Saltwater Pool & Central AC

Welcome to Kona By the Sea #312 — a beautifully remodeled 2-bedroom, 2-bath oceanfront condo with central air-conditioning, located on the top floor of the preferred main building. Enjoy sweeping, unobstructed views of the Kona coastline, saltwater pool, and sandy beach...

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

Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

This memorable house is the perfect home base for your trip to Kailua-Kona. With three comfortable bedrooms, including two queen beds and one twin bed, guests can easily relax and unwind. The two bathrooms provide convenience for families or groups traveling together....

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

New Listing, Keauhou Palena, 2 bed, AC, private lanai

Nestled in the heart of Kailua-Kona, the Big Island Keauhou Palena 1203 offers a perfect blend of comfort and relaxation for your Hawaiian getaway. This beautifully appointed two-bedroom, two-bathroom condo is designed to provide a serene retreat while being close to...

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

Oceanfront 2BR/2BA, 20ft from Shore, 180° Ocean View, Pool

OCEANFRONT, RIGHT ON THE WATER, spacious 2-bed, 2-bath condo on the 2nd floor just south of Kailua-Kona town. With breathtaking 180-degree Kona coastline and ocean views, watch humpback whales, spinner dolphins, yellow tangs and boats from the waterfront lanai as you...

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

Romantic Kona Hideaway-Modern

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends...

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

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

4-bedroom house in tranquil Keaau ~ HPP with pool ~ Authentic Hawaiian Oasis

About this spaceAolani Hale is a high quality local property and is a self-contained vacation destination! From the moment the remotely controlled gate swings open, it’s obvious that this is a place where once in a lifetime memories of paradise are bound to happen. As...

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

H12 PuaMelia|Private Pool|Ocean View|5minMagicSand

Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...

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

🏖️Tropical Top-Floor Getaway • Fairway Villas G32 w/ Loft & Views

Fairway Villas G32 – Welcoming, Bright, and Tropical Top-Floor RetreatWelcome to Fairway Villas G32, a spectacular sun-filled condominium offering charming, bright, and tropical living in the heart of Waikoloa Beach Resort. Designed for guests seeking a quiet,...

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

Two Bedroom Bungalow with Hot Tub

Nestled in the more wooded area of Capitan Cook / Ocean View, you have the most beautiful breezes and relaxing sounds of nature all around you.The sister city south of Kona is very underrated because it doesn’t have the big box stores, but if you want to experience a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Captain Cook, 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

Ocean view 1-bedroom 1.5 bathroom with two private lanais @ Kailua Kona Downtown

Malia Kai #4 is an ocean-view spacious 800 sq. feet tri-level townhouse condo in the heart of Kailua-Kona near Alii Drive, with two private lanais. Few minutes walk to shops, restaurants, excursions and the beach! Walk to nearby Trolley stop and enjoy complimentary...

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

Kona 2-bedroom condo with oceanfront pool

Welcome to our Slice of Paradise! As of June 2023, our unit has been remodeled/updated - see new photos in listing. Kona Shores is an oceanfront complex on Ali'i Dr south of Kona Town. An excellent location for affordable lodging. A great choice for exploring the Big...

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

4BR Oceanview Villa w/ Infinity Pool, Hot Tub & Mauna Lani Beach Club Access

Summary:Escape to Hale Nanea, a designer 4BR, 4.5BA villa in Mauna Lani’s exclusive Laule‘a community. Enjoy indoor-outdoor living with a spacious lanai with sweeping ocean and golf views, an infinity-edge pool with integrated spa, and SONOS sound throughout. The...

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

Spacious 1BR/1BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C

The Penthouse of Kona Shores awaits you! This spacious and luxurious 1-bedroom, 1-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. in the complex, it offers a level of exclusivity like no other. NOTE: the unit is...

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

Island living first floor condo near beach, shared hot tub, pool and gas grills

Royal Kahili B205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Royal Kahili Retreat, where the ultimate island lifestyle awaits you in this stunning, completely...

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

Golf Villas at Mauna Lani Beach Resort, Private Beach, Exquisite Sunset View

Discover the beauty of Golf Villas at the Mauna Lani Beach Resort on the North Kohala Coast of the Big Island of Hawaii. Endulge and spread out in this exquisite 3-bedroom townhome. This fabulous property features 1 king bed and 2 queen beds, perfect for a group...

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

Sea Village 4113 Oceanfront Condo Kailua-Kona, HI

Our privately owned unit is within Sea Village, a Condominium complex less than 1 mile from downtown Kailua-Kona. We love this location because it's in between the great surfing and snorkeling to the south, and the white sand beaches to the north. This unit has the most...

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

Family friendly condo w/ golf course view, shared hot tub, pool & near the beach

Reviews (2)

Waikoloa Beach Villas N23Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your peaceful escape in Waikoloa Beach Villas, tucked right inside the gorgeous Waikoloa Beach...

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

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

Ocean Tower by Hilton Grand Vacations Club - Studio Penthouse Premier - Ocean View - SH3

Luxury Penthouse Studio — Stunning Ocean Views at Hilton Waikoloa Village Property Overview Studio • 1 King Bed • Sleeps 2 • Ocean View — ~438 sq. ft. Located within the breathtaking Hilton Waikoloa Village Resort on the Kohala Coast, Ocean Tower offers the perfect...

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

Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views

2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 35-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...

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

PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown

Enjoy the world's best sunsets and beaches.E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Private Paradises, 4BR, Studio, 2 Kitchens

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 + 2...

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

2BR Villa at The Bay Club by Hilton- Full Kitchen, Lanai & Kohala Coast Paradise

Step into island comfort and spacious living with this two-bedroom villa at The Bay Club, a Hilton Grand Vacations Club, located along the stunning Kohala Coast within the Waikoloa Beach Resort. Ideal for families or groups of up to six, the villa offers two separate...

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

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