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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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

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

Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby

Hau'Oli at Waikoloa Hills #902Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and feel the aloha every day from this tropical stay. Centrally located in Waikoloa Village,...

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

Oceanfront Villa at Alii Point - AC & Private Pool

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...

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

Pure Luxury! Chic Kitchen+Bath, Tile Floor, Sunset View Lanai, WiFi, Laundry Kanaloa 1902

Castle Kanaloa at Kona #1902 - This spectacular ocean front accommodation allows you to relax in splendor listening to the soothing sounds of the ocean where dolphins can be seen and whales too, when in season. Enjoy dreamy sunsets lounging on your spacious lanai...

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

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

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

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

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

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

KONA DOWNTOWN DREAM OCEAN VIEW FREE PARKING NEW MEMORY FOAM MATTRESS ELEVATORS

Kona Alii Condos - Ocean and Pool Views from this spacious 1 bedroom 2 bath condo located in the heart of downtown Kailua Kona Village. Free assigned covered parking. The condo features a beautiful remodeled kitchen with exotic solid granite counter tops, stainless...

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

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

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

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

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

Kona Amazing Ocean Sunset

E komo mai ! We look forward to welcoming you to our new home and our newly established Ohana/ Studio in the beautiful neighborhood of Kona Palisades. Tired after a long flight no worries we are located just a few miles from the airport so no need to travel any further!...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Special for monthly rentals $2320/month- perfect for Dr/Nurses/prof.

Aloha & welcome to Honu Hale, your home away from home, where the Hawaiian sea turtles throughout the home will not only bring you good luck, but according to Hawaiian legends will serve as guardians throughout your stay. Our home sleeps 4, with one queen and one double...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Waimea, 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

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

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

Special Rate! Ground Floor at Royal Sea Cliff, Central AC!

Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...

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

Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!

This condo is situated in a quiet part of the Waikoloa Villas complex.  This is a 3 Bedroom 3 Bath condo has been recently renovated with bamboo flooring, bathrooms and a beautiful kitchen!  The Waikoloa Villas complex includes two pools and a BBQ area.Located in the...

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

The Jungle House {AC/ Ocean View}

Welcome to our breathtaking Hawaiian retreat! Nestled on the shores of paradise, our house offers a stunning ocean view experience. Immerse yourself in island living with this beautifully appointed home, featuring modern amenities, spacious interiors, and a private...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Beautiful Mauna Lani Golf Villa! Club Access, Gated, Sleeps 4, AC, Pool, SpaPool

Paradise on the Kohala Coast! Welcome to the exclusive and pristine Mauna Lani Golf Villas located in the Mauna Lani Resort. This condominium offers expansive views over Mauna Lani's golf course. Enjoy breathtaking sunsets from your private patio as you settle into the...

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

Alii Cove#U23-Beautiful Spacious 2 bedroom with Loft as Third Bedroom & Ac!

Escape to paradise at Ali'i Cove U23! This exquisite vacation rental offers a minimum 30-night stay, ensuring ample time to soak in all the beauty and tranquility this stunning island retreat has to offer.Nestled in a quiet complex, this top-floor unit boasts...

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

Comfortable Townhome in Waikoloa Resort - Walk to Shops!

Two-story townhome located in a prime location on the golf fairways at Waikoloa Resort, close to the best shopping, restaurants and beaches in South Kohala. This charming three bedroom property has a spacious living room with high ceilings, a full kitchen and a lanai...

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

Ocean-view studio with lanai, pool & hot tub - steps to Banyans Beach & trolley

Kona Bali Kai #264Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful Banyans Beach is mere steps across the street from this thoughtfully updated studio condo in Kailua-Kona....

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

Villa on fifth Ave in Paradise

Experience easy living while staying at “Villa on 5th Ave in Paradise,” a newly built 3+ bedroom, 2.5 bathroom tropical retreat just 20 minutes from Hilo, Liliuokalani Park and Garden, Carlsmith Beach Park and Wailoa River State Park. Sleeping up to 8 guests, this...

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

Ocean Front Paradise with Hot Tub in Hawaiian Paradise Park Kea'au

A serene oceanfront retreat tucked away along the scenic Beach Road in Kea’au, Hawaii. Experience the Big Island’s natural beauty where the sound of crashing waves against the cliffs and tropical breezes greet you every morning.This charming 3-bedroom, 2-bath home...

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

Cottage-like Duplex in South Kona on the Big Island.<br>Sleeps two adult guests

This Wonderful Spacious house-like One Bedroom apt/flat is on a side-by-side duplex building has peaceful cottage setting on a working farm in South Kona farm belt rural area, Its elevation provides cool temperatures & amazing, lush foliage with ocean and mountain view...

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

Great Downtown 1-Bedroom, only a block from the Ocean!

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

Newly updated home with pools, lanai, ocean view - walk to golf

Waikoloa Neighborhood RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find everything you need for a memorable Hawaiian getaway at this Waikoloa Village home, where you'll...

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

1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!

Community Amenities | Private LanaiTucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation rental is perfect for a small family trip or couple's retreat! Here, you can enjoy a private lanai, a community pool — and easy access to the local shops,...

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

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Escape the hustle and bustle of daily life at this welcoming 1-bedroom, 1-bathroom vacation rental in Kailua-Kona! Sip local coffee out on the lanai while you book a tee time at Makalei Golf Club, which is just over a mile away. Be sure to stop by Magic Sands Beach Park...

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

Wainiha Palms, Nestled on the tropical north shore

This spacious, renovated home is nestled on the lush, tropical north shore of the "Garden Island" of Kauai. Wainiha Palms is down a long driveway, surrounded by a big lawn with many mature fruit trees on more than 3/4 acre of land. Enjoy this peaceful, secluded setting...

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

Kona Paradise - Stunning Ocean Views from Lanai - Captain Cook, Hawaii

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...

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

WAIKOLOA VILLAGE CONDO#E10: GOLF COURSE FRONTAGE, OCEAN VIEWS, GREAT STUDIO!

Newly representing HaleOMalia, which is a ground floor studio with an enclosed private lanai, and it is located directly onthe beautiful Waikoloa Village Golf Course. The unit has expansive ocean, sunset, and mountain views. Beautifully landscaped, the setting...

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

Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs

Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...

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

Private ocean view oasis with dream pool, rooftop deck, vaulted ceilings

Kona ParadiseOur 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 private retreat at this open-concept two-bedroom bungalow, perfectly perched in the hills above Kona...

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

Hilton Waikoloa Pool Pass Included for stays thru June 2025. Halii Kai 22H.

This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: Halii Kai 22H had been listed for sale. Guests may be asked to accommodate showings/inspections with 48 hours notice. Please reach out with any questions.Halii Kai 22H. Three Bedroom. ...

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

Large Lanai, Top Floor, Near Golf Couse and Ocean

Welcome to your Hawaiian retreat - a bright top-floor condo in Waikoloa Beach Resort, perfect for relaxation & adventure on the Kohala Coast!• Sleeps 4 | 2 bedrooms | 2 beds | 2 baths• Resort-style pool, hot tub, tennis & gym• Large furnished lanai w/ golf course...

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

Walk to the Beach Mauna Lani Villa w/ Outdoor Kitchen: Pool, Hot Tub & Gym

Palm Villas at Mauna Lani A22Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This top-floor 3BR/2BA villa presents a modern tropical paradise – including a scenic outdoor kitchen...

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

Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa

Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...

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

Beautiful condo with fabulous ocean views

Enjoy a relaxing and peaceful breakfast on the lanai, overlooking the golf course and the ocean, sip a cocktail in the hot tub, or go for a swim in the pool. This one bedroom condo sleeps five in comfort, and is the perfect place from which to explore the Big Island,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

Fairway Villas Waikoloa J21-Near Beach, Waikoloa Kings Gold Golf Discount!!

Welcome to our 2 bedroom, 2 bath villa located in Fairway Villas in Waikoloa Beach Resort with discounted GOLD GOLF KINGS' CLUB MEMBERSHIP. NEW FURNITURE AND CARPET UPGRADES JUST COMPLETED. Our villa is fully equipped and ready for your vacation!! The dining area has...

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

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