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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NEW!! Charming 1 bedroom bungalow in amazing Kailua-Kona

NEW! NEW! NEW!Welcome to our dream home! After years of anticipation, we have finally made it into this hidden gem complex in Kona. In September 2024, we completed a full remodel, bringing our vision to life. We have installed A/C. The kitchen has been completely...

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

Sea Village Oceanview Condo

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

Charming 2-bedroom house in Captain Cook with WiFi and AC

Make yourself at home in this brilliant 2-bedroom Captain Cook retreat. This superb house offers WiFi, a hair dryer, a washing machine, and AC for your convenience. With 2.5 bathrooms, this pleasant space is perfect for families or friends looking to relax and unwind...

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

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

Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.

Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i Drive and all it offers,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.

Parking Pass to Mauna Lani Beach Club Included.Welcome to the Surf House in picturesque Kulalani, a gorgeous, upscale community within the world-class Mauna Lani Resort. This charming, light-filled two-bedroom townhouse is your perfect Hawaiian escape. Featuring soaring...

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

AirCon, Modern STUDIO in fabulous Kaloli Point, next to Trailhead to Haena Bch

With Airconditioning, after your long day of adventure, nice and cool cozy getaway awaits in Keaau Kaloli Point a Micro climate of sun, at this amazing Detached STUDIO. A detached Studio from Main House. Equipped with essential amenities like WiFi, AC, and a COUCH/Pull...

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

New Listing, Beach Villas Kahaluu, 4ppl OceanView

Beach Villas at Kahaluu – Ocean-View Retreat Across from Snorkeler’s Paradise Aloha and welcome to your Big Island getaway! Nestled right on iconic Alii Drive, this 1-bedroom, 1-bathroom ocean-view villa offers the perfect blend of comfort, location, and tropical...

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

Fairway Villa at Waikoloa B4 Golf View 2 Bedroom

- Front office is located at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13. Office is open daily 9 am - 5 pm. - Kitchen features cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Master...

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

Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Plus

*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...

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

Raintree Kona Reef, Hawaii Timeshare Rental

This is a highly rated resort on Kona, the Big Island in Hawaii. Kona Reef is an oceanfront resort with a private beach and is rated 8.4 by Bookings.com and 8.6 by Expedia, because of its beautiful ocean setting and surroundings . It is just a short walk to the historic...

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

New Listing, Vistas Waikoloa B203 2/2. Ocean Views

Tropical Retreat at Vistas Waikoloa B203- AC, WIFI and ocean viewsAloha and welcome to your serene escape on the Big Island! Nestled in the heart of Waikoloa Beach Resort, Vistas Waikoloa B203 is a spacious 2-bedroom, 2-bath condo offering comfort, privacy, and ocean...

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

Wyndham Paniolo Greens | Five 2BR/2BA Suites - Sleeps 30!

Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. Explore all the island has to offer with golf and beautiful beaches located just minutes away, or stay on-site and enjoy the many amenities...

🛏 10 Bedrooms
🛁 1 Bathroom
👤 Sleeps 30
📍 Waikoloa Village, Hawaii

Waikoloa Fairways A207 Golf Vw 2B/2B by OUTRIGGER

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

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...

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

Puna Rainforest Retreat Hotspring - Blue Ginger Cottage

Puna Rainforest Retreat Blue Ginger Cottage has a complete kitchen with all the amenities, a full bathroom and cozy queen size bed. Perfect for couples. This colorful cottage is clean, comfortable and affordable! Enjoy the rainforest trail, steam vents, plunge pool,...

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

The Avocado Cottage

Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Sunset & Ocean View 2BR Condo in Waikoloa Village with pool and fitness room

A sanctuary with panoramic views in Waikoloa Village. The Lanai offers front row seat to the golf course, sunset over the Kohala Coast, Kohala Mountain and Haleakala on Maui! The condo has two ensuite bedrooms and baths, King beds, walk-in closets and a half bath. Roomy...

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

Hale Lani – 5BR Estate at Hualalai Resort

LIMITED-TIME OFFER: when you reserve today, you will receive one round of golf for up to 8 guests and in villa luau not including the cost of food and beverage) for the ultimate Big Island experience.WHY IT'S SPECIALEvery nuance of Hawaiian paradise is incorporated into...

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

Kona Palms on Alii Drive in Kailua-Kona, HI

Step into a revitalized world of contemporary elegance at our newly refreshed space. Every inch has been transformed, featuring fresh paint, modern flooring, chic furniture, and sumptuous towels. This sanctuary of serenity offers the perfect escape, enveloped in the...

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

Serene Sky Blue Lounge: Unwind in Comfort & Style

Welcome to this charming 3-bedroom, 2-bath home, the perfect blend of modern comfort and serene ambiance for your next getaway. Featuring a spacious, open-concept kitchen and a cozy, inviting layout, every corner is designed with relaxation and convenience in mind. This...

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

Kona Reef F2 – Charming Oceanfront Condo for 4!

Summary:The mesmerizing gem of Kailua-Kona is something that truly has to be seen to be believed, offering an unforgettable tropical escape for visitors from around the globe.The Space:Margo and Frank first came to the big island some 10 years ago. They came to Kona...

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

Marriott's Waikoloa Ocean Club | Two-Bedroom Villa

Summary:Experience the lush beauty of Hawaii's big island at Marriott's Waikoloa Ocean Club Resort. Located on the pristine sands of the Waikoloa Beach, this resort is what dreams are made of! Enjoy a day at the resort swimming in the pool, playing at the beach, booking...

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

Walk to Beach from Lux Condo w/Hilton Pool Pass

When you stay at our 3/2 nestled between the Hilton and Marriot, you're steps to the beach and a 5-10 minute walk to shopping, groceries, beach-front dining, a luau, a movie theatre and ancient ruins. The location simply does not get better in this resort area!Located...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Waikoloa Village, 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

Extraordinary - Kona Sea Ridge Condo Big Island

About this spaceLuxury comfort with stunning views. A perfect island getaway, centrally located to explore the Island.The spaceTropical gated community 1 mile from central Kona Town. Fully remodeled unit with high end modern furnishings. Designed for those with...

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

Ground Floor 1-Bedroom with AC - 1-Block from Ocean, Restaurants and More!

Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

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

Fabulous condo with 2 lanais, pools, hot tubs, tennis & gym - near beach

Waikoloa Colony Villas 1004Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own piece of paradise at this stunning two-story villa located in the prestigious Waikoloa...

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

Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking

Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA top-floor condo is just steps from Honl’s Beach and a short walk to Kona’s lively downtown. Enjoy a spacious living...

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

Volcano Village Bungalow, 1 mile to Park

Poliahu is a newly built, modern bungalow designed for a refined and luxurious experience that is comparable to an upscale hotel stay. Featuring a king-sized bed, radiant heated floors, and contemporary lighting, this bungalow offers expansive forest views and a touch...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Volcano, 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

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

Kona Sunset Ocean View Two Studio Oasis

Two separate elegantly renovated studios on a beautiful ocean view property steps away from a SALT WATER POOL in a beautiful neighborhood of Kona Palisades. Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach,...

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

Kolea 5A - 3 bedroom garden view vacation rental

This large, ground level 3-bedroom, 3-full bath villa is just two buildings away from the pool and provides two king-sizedbeds, two twin beds, four wall-mounted TVs, and Sonos speakers throughout the unit. It condo offers a prime location withdirect access to a grassy...

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

Club Wyndham Royal Sea Cliff, Kailua-Kona, Hawaii, 1 Bedroom Deluxe Suite

*** 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

South Kona Farm House - 30 day minimum rental

Summary:Remodeled ocean-view custom-built home nestled on 2.2 acres of serene countryside just 35 miles away from Kailua Kona. Designed and expanded in 2022, this home boasts three bedrooms, three bathrooms, and well appointed lanai over looking the ocean. Custom...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Captain Cook, Hawaii

Kings' Land, a Hilton Grand Vacations Club - 2 Bedroom

*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...

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

Luxury Family Retreat: Spacious Hawaii Vacation Rental with Premium Amenities

Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...

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

Spacious 8BR w/Ocean Views, Sleeps 16 with AC in fabulous Kailua-Kona

This luxurious modern Hawaiian compound features two newly renovated, pristine homes — an ideal retreat for large families, extended group vacations, or friends traveling together. Nestled within the prestigious guard‑gated community of Kona Bay Estates, the...

🛏 8 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

Kona anne best big island stay korean clean safe quiet comfortable

One of the best stay at big island Kailua Kona. location is heart of kona those near shopping center, beach, and etc. 15 mimites from airport Very comfortable, clean, outside parasol with flower garden being called Kona Anne

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

Luxury Oceanfront Gated Charming 3-bedroom house with Pool/Spa/AC in town

This is a hosted vacation rental - meaning that we are available during your stay if you have any issues or problems and need assistant. For a discount, please contact KonaHome Vacation. Welcome to KonaHome Vacation. This beautiful gated beachfront property is right in...

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

Hale Konane – Oceanview Luxury at Mauna Lani Resort

Hale Konane blends Big Island elegance with relaxed island living in the heart of Mauna Lani Resort. Set along the 17th green of the South Course, this 5-bedroom, 5-bathroom single-level estate offers sweeping golf and ocean vistas, refined interiors, an outdoor retreat...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Mauna Lani, Hawaii

Beachfront 3 bedroom penthouse with easy beach access!

Enjoy easy beach access and an amazing view from this three bedroom penthouse at Kolea at Waikoloa Beach Resort. From the minute you walk into the villa you will be struck by the size and amazing view. The large great room has expansive views of the beach and ocean. The...

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

Aloha Hale - 3-bedroom house in tropical Pāhoa near Hilo

Your group will be close to everything when you stay at this centrally-located home near Pahoa Town where you'll find local shops, a variety of restaurants, and the gateway to exploring the Puna District. The 3 bedroom 2 bath home is located in a quiet Hawaiian...

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

Puna Rainforest Retreat Hotspring - Purple Passion Cottage

The Purple Passion Cottage is located on a serene 20 acre estate with beautiful ocean and meadow views. The cottage is cozy and equipped kitchenette (range, oven, mini-fridge/freezer, microwave), full bathroom and two bedrooms. The main bedroom has a king bed with an...

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

Comfortable condo in town with ocean view, lanai & pool - walk everywhere

Kalanikai #319Our 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 charming third-floor condo in Kailua-Kona, just a short walk from the...

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

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