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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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

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

Beautiful Home with Amazing Ocean Views Located on an Organic Farm

Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings. The main farmhouse has a charming feel and is well equipped with 3 bedrooms, 2 baths, dining room, living room, full kitchen &...

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

Luxury Hawaii Getaway Close to the Beach & Ocean!

Discover the very best of the Big Island from the comfort & convenience of this upgraded private retreat! Perfectly situated near Hilo just minutes from Haena Beach, experience the majesty of Kilauea in Volcanoes Park, stunning black sand beaches or the fresh flavors of...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Keaau, Hawaii

50 Feet to Ocean: Kona Deluxe Ground-Floor Unit!

Romantic Retreat | 2 Mi to Shops | Access to 2 Community PoolsSavor the spirit of island life at this 1-bedroom, 1-bath Kailua-Kona condo in the oceanfront Casa de Emdeko community. Start your mornings on the private patio with sweeping views, and end your evenings...

🛏 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

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

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

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

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

Private, Family Friendly, Near Pool, Well Equipped

Welcome to your Big Island escape - a peaceful Waikoloa retreat near beaches, golf & shops! Relax in comfort with resort-style perks & island charm:- Sleeps 5 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub, gym & BBQ area- Private lanai w/ outdoor dining &...

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

Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!

Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay....

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

4 Mi to Beach: Keaau Retreat w/ Relaxing Porch!

'Ke'ena Ma Puna' | Private Outdoor ShowerA tranquil paradise awaits you and your loved one at this cozy 1-bathroom studio in Keaau, Hawaii! After exploring the nearby Paradise Cliffs or Shipman Beach, rinse off in the outdoor shower and unwind on the front porch while...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Keaau, Hawaii

H2-Seaview-6BR/3BTH-OceanView-Sleeps 12

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...

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

Royal Sea Cliff Kona 303 Garden View 1BD 1BA

- Ground floor condo near pools and BBQ grills- Covered lanai is 154 square feet/14 square meters- Tile floor throughout unit- Updated kitchen featuring granite counters and stainless-steel appliances- Bedroom with 1 queen bed- Queen sofa bed in the living room-...

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

Hale Hau`oli ~ FAIRWAYS TERRACE H104 ~ 2 BR / 2 BA ~ Pool/Spa/BBQ ~ Gym ~

Summary:Hale Hau'oli - Located on the western slope of Mauna Kea our 2 bedroom 2 bath condo in Waikoloa Village sits on the Robert Trent Jones golf course (The Village Course). Enjoy the benefits of the 900’ elevation with warm days and cool mornings and evenings....

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

NEW Luxury OCEAN & SUNSET View with Huge Wrap Around Lanai and GOLF DISCOUNTS

Newly Listed Luxurious XL Ground Floor Hawaiian Condo with Stunning Sunset Views, overlooking the 3rd hole of the Waikoloa Beach Nine at Kings Golf Course. Enjoy huge golf discounts as Guests of Gold Members. Escape to your dream vacation at our beautifully appointed...

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

Relaxing dog-friendly home near beaches, private W/D and shared pool

Manawa Ho'omaha | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise with this charming house that has everything you need for a wonderful month-long...

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

Your New Happy Place! Haliʻi Kai 2B&B condo in beautiful Waikoloa Beach Village

Enjoy the relaxing beachfront pools at Haliʻi Kai, located in the heart of the Waikoloa Beach Resort. This inviting upstairs condo features a primary bedroom with a California King bed, walk-in closet, large smart TV, and a private en-suite bathroom. The guest bedroom...

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

Beautiful home with ocean views, lanai, private gazebo, firepit -great location

Pualani Island Getaway - Main House- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where stunning sunset views of...

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

🏖️Resort Living in Waikoloa | Pool, Lanai, Walk to Hilton

vrKCV - Vista Waikoloa A106, Professionally Managed by Kona Coast VacationsWelcome to Vista Waikoloa A106, a stylish and newly furnished ground-floor condo designed for couples, families, and friends looking to unwind in the heart of the Waikoloa Beach Resort.This...

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

1-bedroom condo with pool, tennis, hot tub, fitness room and WiFi in Kailua-Kona

Escape to this lovely condo in picturesque Kailua-Kona. This cozy retreat is located in the Kona Coast Resort Complex and features 1 bedroom with a comfortable king bed and a living room with a queen bed sleeper sofa. Fully equipped kitchen and dining room also...

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

Raintree Kona Reef, Hawaii Timeshare Rental Second

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 . The resort also has a central pool with...

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

Sunset Shores - UNIT B Kauipoho

Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

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

Experience the Best of Kailua Kona at the Pines II

Experience the Best of Kailua Kona at the Pines IIThe Big Island of Hawaii is renowned for its breathtaking natural beauty, warm hospitality, and laid-back lifestyle. Just minutes from the heart of Kailua Kona, The Pines II is a serene community of stand-alone...

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

Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views

Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 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

Monstera Bungalow, Spacious, King Bed, Big Kitchen

Aloha and welcome to Hale Hialoa ~ Monstera Suite ~ !This bright and spacious studio is located in Hawaiian Paradise Park, 2 miles from Shipman beach walk and stunning coastlines. Only 15 miles to Hilo and 8 miles to charming Pahoa town! This space provides Free Wifi,...

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

Kolu Honu – Stunning Beachfront Condo for 2!

Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of...

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

Kona Coast 2 Bedroom Condo with Kitchen Sleeps 6

Club Wyndham Kona Coast resort is just a few miles away from pristine Keauhou Bay, the Hulihee Palace, and two historic national parks. Get ready for panoramic views of sapphire blue waters and endless activities like snorkeling, volleyball, and tennis.One Bedroom...

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

Oceanfront Retreat w/Sunset Views & Paddleboards

Makani Kai (Ocean Breeze)Welcome to your spacious oceanfront retreat on the Big Island of Hawaii! Perfect for families, our plantation-style beach house offers a welcoming atmosphere with plenty of room to relax and unwind. Located just a short walk from the beautiful...

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

Ocean View House near Sheraton Kona Resort & Spa

Fully remodeled 2-story house (one unit of a duplex) of 2215 sf 3 bed room 3 full bath room all in like-new conditions in a resort-like gated community with swim pool/spa/tennis court & lots of grass/trees. Stunning ocean view, watch sunset from every room. Very clean,...

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

1 bdrm suite Mauna Loa Village

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 possibilities. it easy at this unique and tranquil getaway.The spaceThis spacious one-bedroom resort suite...

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

Best 3 bed villa by the beach

Summary:Treat yourself to vacation of a lifetime in this tastefully remodeled villa that opens to beautiful sunsets every night. Located across the lake (short walk) from golf, shopping, coffee, beach. King bed on 1st floor with no steps. Oversized main with king bed,...

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

1BR Waikoloa Village Condo - 1 Bath, 2 Beds

Discover your Big Island paradise at Marriott's Waikoloa Ocean Club Resort, right on Waikoloa Beach's gorgeous sands.This dream location offers on site relaxation with:- a pool- beach access- spa- golfAdventure awaits nearby:- explore jungle trails by foot or horse-...

🛏 1 Bedroom
🛁 0 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, 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

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

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

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

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

Wai'ula'ula 328 - Luxe Oceanview Residence

This luxe, ‘upcountry’, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Wolf and Sub-Zero appliances, including a double oven and wine refrigerator, dual master suites and a...

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

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