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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Oceanfront, Beach , Pool, Wifi ,View! Relax Haw'n style #206 Portable AC

There is some construction to the left side of this unit the interior is the same ROMANTIC DIRECT OCEANFRONT CONDO A SHELLS TOSS TO THE WATER! Check out my video by clicking the icon to the left. Imagine yourself there!Wow! oceanfront! Treat yourself to a real Hawaiian...

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

Corner condo on golf course with pool & hot tub access, & private washer/dryer

Shores at Waikoloa 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make yourself at home in this beautiful garden-level condo in the Shores at Waikoloa! After a day of golfing,...

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

Keauhou Akahi Condo; Beautiful Ocean Views. Peaceful, Clean, Newly Renovated.

Fully Furnished Condo, with easy access. Our remodeled unit features recently upgraded master bedroom suite and full bath. Well maintained and meticulously cared for and just a few steps to the pool. Beautiful, ideal location above Keauhou Bay; Master Bdrm suite...

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

❤️PiH❤️Adventure Awaits Villa ★ Private Pool ★ Free Hilton Resort Passes ★ Beach Gear and Bikes

Brought to you by Paradise in Hawaii Luxury HomesWelcome to the new and elegant home, Adventure Awaits Villa, in our Hawaiian Luxury Collection. Adventure Awaits Villa is a beautiful single-level 4 bedroom, 3 bathroom home. This home has a private pool with spa and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 11
📍 Waikoloa, Hawaii

Kona Pacific condo boasts ocean views l upgraded amenities l A/C

Ocean Views, Spacious Living & Aloha Vibes – Walk to Town, Unwind in ComfortExperience the best of island living in this beautifully appointed Kona retreat, where comfort, style, and convenience come together in one unforgettable space. Just a short walk from historic...

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

Kailua Kona, Hawaii, United States

Condo, 2 Bedrooms + Loft, 2 Baths, (Sleeps 3-5)This ocean view unit is conveniently located on Alii Drive walking distance to town and shopping with beach across the street. The unit is beautifully furnished with new Tommy Bahamas style furniture, and yummy pillows.The...

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

Amazing top-floor condo w/ private lanai, pool, hot tub, tennis court, & gym

Shores at Waikoloa 337Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your days exploring the amazing Big Island of Hawaii and come home to relax in this elegant...

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

DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village

Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...

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

Completely redecorated Aug. 2019 1 block to beach, free wi-fi, parking, and AC

SUPERBLY LOCATED! This completely remodeled ( August 2019) professionally decorated 2 bedrooms 2 baths condominium is conveniently located 1 block from downtown Kailua-Kona, Pier, and beach. 1 block from restaurants and shopping. Watch incredible ocean sunsets from your...

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

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Honu's Hideway-a newly renovated condo with all the amenities, located just steps from the warm tropical waters and on Ali'i Dr a few minutes from Old Kona town Enjoy swimming, snorkeling sun bathing or surfing at Banyons, a local favorite. Swim, sun and enjoy the hot...

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

Near Pool, Updated Bathrooms, Family Friendly

Welcome to your Waikoloa escape - a relaxing retreat near the beach with resort-style comforts & space to unwind:• Sleeps 4 | 2 bedrooms | 2 beds | 2 baths• Shared pool, hot tub & gym• Private lanai, backyard & BBQ grill• Beach essentials for sunny days• Fully...

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

🏖️Paradise Getaway- Enjoy a Huge Golf Discount | Golf Course and Lake Views | vrKCV

vrkcv - Fairway Villas Waikoloa I21 - Professionally Managed by Kona Coast VacationsParadise Getaway at Fairway Villas – Incredible Golf Discounts with Stunning Golf Course and Lake Views!Escape to paradise at Fairway Villas I-21, a beautiful 2-bedroom, 2-bathroom...

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

Relax at Kanaloa #1301—2-bed, 2-bath with golf views and high-speed internet.

Aloha and Welcome to Kanaloa at Kona, #1301. Relax at this 2-bedroom, 2-bathroom, Hawaii-style home. Enjoy the golf course view, high-speed internet, and more. Upon entry, you are welcomed by an open layout of the living room, dining area, and kitchen. Enjoy the ample...

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

Idyllic Island Retreat w/ Pools, Hot Tubs, Fitness Center: Near Beach, Dining

Waikoloa Beach Villas P4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An idyllic island retreat awaits at this lavish 3BR/3BA condo, located in the gated Waikoloa Beach Villas....

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

🏖️180 degree view of the Pacific Ocean | Private Pool | Gated Community | vrKCV

vrKCV - Keauhou Estates 4, Professionally Managed by Kona Coast VacationsSunset Paradise at Keauhou EstatesWelcome to Sunset Paradise, your luxurious retreat nestled within the gated community of Keauhou Estates on the Big Island of Hawai'i. This beautifully renovated...

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

Steps from Magic Sands Beach! Enjoy this 2BR/2BA condo in White Sands Village.

Special Rate! Last Minute Deal when you book to arrive 2/28 - 3/4/2025.Steps from the beach at White Sands Village #334No need to drive to the beach -- you're right across the street! Just steps away! Enjoy this beautiful 2BR/2BA condo in White Sands Village across the...

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

Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views

Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...

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

Beautiful Condo with Pool, Hot Tub and AC!

Lovely one bedroom condo in the Fairway Terrace complex located in Waikoloa Village.  Sitting at 800 ft elevation, Waikoloa Village offers nice breezes and slightly cooler temps than down at sea level.  This condo is nicely located about 7 miles from the nearest beach...

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

Beautiful Waikoloa Beach 3 BR Villa - Starting at 179/Night

Our villa is furnished in a casual tropical island theme, with authentic Tommy Bahama furniture and new wide plank flooring in the living and dining areas. This 3 bedroom villa is ideally located, just steps away from the pool. Our Hawaiian style townhouse is very...

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

Newly Updated, Local Art, Well Equipped, Near Pool

Welcome to your tropical retreat at Waikoloa Colony Villas - the perfect blend of comfort, style & resort living on Hawaii’s Big Island! Enjoy vaulted ceilings, pools, and easy beach access:• Sleeps 6 | 2 bedrooms | 3 beds | 2 baths• 2 pools (1 w/ waterfall), hot...

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

Hanalei Colony Resort #G-1 - Ocean front condominium in Wainiha/Haena

Hanalei Colony Resort # G1 condominium has a semi open floor plan with sleeping for 4 people, 2 full bathrooms with 1 tub. Bedding consists of 1 King Bed, and 2 Twin Beds. It is situated right on the beach on Kauai's unspoiled north shore. And like the island itself, it...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wainiha, Hawaii

Remodeled second-floor condo with ocean view, pool, & WiFi in a great location

Kona Mansions A-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready for stunning sunsets at this beautifully remodeled, second-floor condo with ocean views. With the perfect...

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

Luxury in Waikoloa! 2-bed, 2-bath condo with golf course views + outdoor kitchen

Looking for a luxurious and comfortable vacation rental in Waikoloa, Hawaii? Look no further than this stunning two bedroom and two bath condo at the Waikoloa Beach Villas.With a magnificent golf course view and an outdoor kitchen, this condo is the perfect place to...

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

Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops

A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...

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

Special Rate! Remodeled Studio at Kona Islander #341

Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...

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

AWESOME OCEANVIEW 3 BEDROOM 3 BATH TOWNHOME UNBEATABLE LOCATION

This private 3 brm, 3 bath Na Hale O Keauhou Townhome is located in a 4 star gated luxurious resort complex with breathtaking views of the ocean, beach or mountains. Within walking distance to shopping, activities, restaurants, theater and beaches, including the famed...

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

Fairway Villas #K1 at the Waikoloa Beach Resort

Summary:Fairway Villas is a luxurious Big Island of Hawaii escape. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This gated Waikoloa Beach Resort home has 3 bedrooms, 3 bathrooms, and a loft for accommodating up to 6 guests. Guests...

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

Direct oceanfront condo with pool & hot tub

Kona Bali Kai #211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The amazing views of the Pacific Ocean are just the beginning when you stay in this lovely condo. The full kitchen...

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

Bungalow-Beach House

With high-end natural Travertine flooring sets the scene for relaxed beachside luxe living. Vaulted Ceilings create an airy & grand feel-magnifying & diffusing sunshine & natural light. The Chef's Kitchen affords comfortable & fun entertaining with knockout Ocean views....

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

Kailua-Kona Coastal Refuge w/ Lanai + Ocean Views!

Renew your spirits with sand between your toes and a salty ocean breeze when you stay at this sunny 3-bedroom, 2-bathroom vacation rental in Kailua-Kona! Spend the day in Historic Kailua Village visiting the historic sites, shops, and restaurants. Then visit Pu'uhonua o...

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

KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr

Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of building 3. The condo...

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

Second floor condo w/ shared pool & wraparound lanai w/ amazing views

The Vista C203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy mountain, ocean, and pool views from the wraparound lanai at this beautiful Waikoloa Vistas condo. After a day of...

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

Kanaloa 3101 - The Point at Kanaloa

Castle Kanaloa at Kona Resort #3101 - The private atmosphere of the unit combined with modern coastal furniture will melt your stress away. The open design of the living area features plenty of comfortable seating for guests. Sit back, relax and watch the waves, or if...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Mid-Term Stays in Gorgeous Condon Kona, Big Island

Big Island is a spiritual, beautiful and fun place to be! If you're seeking to indulge your spirit of adventure, look no further than Hawaii's Big Island. With active volcanoes, pristine beaches, tropical rain forests, and rich Hawaiian culture, this pocket of paradise...

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

Heart of Downtown Kona: Quiet, AC, Pool View

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 4
📍 Kailua-Kona, Hawaii

Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Our home is steps from Pebble Beach which provides great access to the ocean - whether it be swimming, snorkeling, oceanside hiking; plus this area is perfectly located to explore the Big Island of Hawaii. You will have exclusive use of a 3 bedroom, 2 full bath, 2 car...

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

❤️PiH❤️HAWAIIAN BLISS ★ Beach Gear, Bikes and family fun!

Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Bliss Villa at KaMilo is a wonderful 4 bedroom home, part of our Hawaiian Luxury Collection.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to...

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

Coastal Bliss: Modern Condo, Lanai, Hilton Pass

Discover paradise at Vista Waikoloa. This luxurious condo offers a private lanai, pool access, and proximity to stunning beaches. Enjoy exclusive Hilton amenities, including a pool pass, and experience the aloha spirit. Perfect for couples or families seeking a...

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

Ocean-view condo with furnished lanai & pool - walk to beach & dining

Kailua Village Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy central access to the best of Kailua-Kona from this breezy, ocean-view condo at Kailua Village. Cool...

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

Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Want to be close to a beautiful beach and the little fishing village of Kailua Kona? If so this place is for you. Magic sand is just 1.2 miles away where you can body surf/body board, sunbath, eat at the beach grill or grab a shave ice. Center of Kailua kona is only 2...

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

Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!

Kona Makai#2-102 is an excellent option for your Hawaiian Vacation. The owners have put BRAND NEW CARPET in the Property as of June 2018! This spectacular ground floor unit is a true gem at the Kona Makai. Queen Sized Bed in Bedroom & Queen Sized Blowup mattress for 2...

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

Luxury beachfront condo with AC, beach access, and resort amenities

Kolea 11C is a premier beachfront condo at Waikoloa Resort.There is something for everyone, with direct access to the beach, community pool, workout area, pavilion, and kitchen. Waikoloa Resort features shopping, restaurants, boat tours, golf, luaus, and more!Paradise...

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

Serene ocean-view studio with pool/hot tub, ground-floor access, & covered lanai

Islander Inn 147 - Oceanview Central Kona OasisOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A true Hawaiian welcome is waiting for you at this Kailua-Kona condo! With a central...

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

Dream ~ Exclusive Ocean Front Luxury Home on Wailea Bay, Beach 69 ~ Aina Malia

Summary:Aina Malia, a unique property, is situated above beautiful Wailea Bay on the Kohala Coast of the Big Island of Hawaii, one of the few white sand beaches on the island of Hawaii. Beautiful tropical landscaping abounds with privacy and romance. Custom designed...

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

Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko

At Casa De Emdeko you can have it all! Enjoy your morning coffee from the lanai while enjoying the partial ocean views! You'll also have a direct lush garden view to the soothing fountain. Relax and bask in the breathtaking ocean views from the saltwater pool... one of...

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

Expansive Mauna Lani Resort Estate with Pool, Garden, Maid Service & Beach Access!

This 5 Bedroom, 4.5 bathroom sprawling family compound located in the prestigious Champion Ridge gated community just a short mile drive to the private Beach Club and oceanside restaurant. This spectacular home is surrounded by lush gardens and features a gigantic...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Waimea, Hawaii

Lovely, Spacious Villa with HotTub, Outdoor Dining, Fire Pit

This spectacular 4 bedroom, 2.5 bathroom Volcano home is an oasis of comfort, tranquility and unbeatable privacy. With an outdoor grilling & dining area, 6 person hot tub and extensive garden paths and seating, the villa will fulfill all your needs for a fun and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Volcano, Hawaii

A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️

Relax at the Oceanfront Pool while you plan your adventure in Hawaii. Beautiful 1 bedroom ground floor condo on the scenic Ali'i Drive less than a mile from town. Full kitchen, brand new Queen Novaform 14 inch gel memory foam mattress in the bedroom and a queen sofa...

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

Romantic Sea Side Cottage known as "POI*13"

This romantic seaside cottage will steal your heart. Positioned in the small village of Milolii, (the LAST fishing village in Hawaii) in Captain Cook on The Big Island. Boasting superior views of the sea just a stone's throw away from the ocean. This cottage sits on 1/3...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Captain Cook, Hawaii

2-bedroom vacation home just 11 minutes from Kailua Pier

Welcome to our charming 2-bedroom vacation home in Kalaoa! Nestled just a short 11-minute drive from the vibrant Kailua Pier, this property offers the perfect blend of comfort and convenience for your island getaway. As a traveler, you'll delight in the array of...

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

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