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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Private Infinity Edge pool with 180 Degree Unobstructed Ocean View!

Reviews (77)

Hale Napo’o La is a 3 Bedroom 2 Bath, 1740 sq ft Private home that comfortably accommodates up to six guests. This single level home is located in the beautiful Sunset Ridge area of Waikoloa Village, just minutes away from the local grocery store, restaurants, and golf...

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

Alii Drive Kailua-Kona's Best Location! Free AC and WIFI Pool!

Reviews (9)

Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...

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

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

Reviews (107)

Our "Hale Honu" (turtle house) is a rare find in Kona. There are many ocean view homes in Kona but very few beach front properties. You can walk out the back door to your own semi-private beach and drop yourself in the sand. Watch the whales, dolphins and manta rays....

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

Secluded ~ Centrally Located ~ Huge Lanai ~ Onsite Owner

Reviews (179)

A private studio cottage situated at the back of a one acre property. Surrounded by thick vegetation, you feel like you're in the jungle! Vaulted wood ceilings with exposed beams and optional dim mood lighting are two wonderful features.Garden views surround from the...

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

❤️PiH❤️ HAWAIIAN DESTINY ★ Private heated pool/spa★ Beach Club ★ Views ★

Reviews (45)

Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Destiny, part of our Hawaiian Luxury Collection. Hawaiian Destiny at KaMilo is a wonderful home that sleeps 12 with a stunning backyard oasis including private pool and spa with stunning views of the...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Waimea, Hawaii

Charming Tropical Hideaway, Best Snorkeling, Pool, Hot Tub

Reviews (95)

Tropical Hideaway is a charming Hawaii-style downstairs studio apartment in a lush garden setting, with ocean and sunset views, plus a chemical-free swimming pool with waterfall and private hot tub. Tropical Hideaway is just a three minute drive from fabulous...

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

Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Ocean Views, and Orchard

Reviews (19)

The moment you enter the Royal Palm lined driveway of this gorgeous estate, you'll know you have arrived at your new sanctuary! Papa Belle Estate is a 3.5 acre oasis on the South Kona coast offering breathtaking views, wonderful amenities, and lush surroundings.Soak in...

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

Gorgeous 2 Bedroom on Golf Course with Ocean View!

Reviews (45)

Welcome to our home in paradise! Start or end your day on the large peaceful (newly renovated) lanai - complete with wet bar and wine fridge - with a view of the golf course, pool area, and peek-a-boo ocean views. During our visit this summer, we replaced the wetbar,...

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

Deluxe Penthouse Oceanfront Studio with Breathtaking Views and Central A/C.

Reviews (147)

This direct ocean front deluxe penthouse studio is the perfect place to spend a relaxing vacation right on the ocean's edge!! Literally 20 feet from the ocean, you cannot beat the view anywhere from the lanai!! Perfect for lounging, dining, reading or just relaxing. You...

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

Two Incredible 5 star reviewed Kolea villas

Reviews (7)

This listing is for two villas located in the best condo community in Waikoloa - Kolea! Our villas have over 150 5 star ratings and we have been doing this for over 10 years. We decided to create a new listing to allow guests to search for accommodations that will...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 15
📍 Waikoloa Village, Hawaii

Luxurious 3BR/3BA Retreat with Private Beach Club Access in Mauna Lani

Reviews (115)

Summary:Escape to paradise at this luxurious townhouse in Mauna Lani Resort, perfect for families! This spacious 3-bedroom, 3-bathroom home with a loft comfortably sleeps 8 and offers resort-style amenities. Enjoy the exclusive gated community of Mauna Lani Palm Villas,...

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

Hawaiian paradise at Kona Isle

Reviews (23)

Newly remodeled, easily accessible and desirable ground floor condo in the beautiful Kona Isle property. Located just steps away from a solar heated pool, ocean front lounge and BBQ area along the rocky shore. Where you can spend the day relaxing in the sun or shade...

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

Secluded garden bungalow in the jungle with air conditioning.

Reviews (96)

Trade winds blow through this tropical paradise. The ocean is an easy 10-15 minute walk. This recently remodeled home is surrounded by a tropical garden and is the perfect getaway. The house is situated on a one-acre lot that is fully landscaped. There are an...

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

Kona Oceanfront complex I Updated I AC I Heated Pool I Best Location

Reviews (48)

Welcome to our lovely 1 bedroom, 1 bath condo with island decor, king size bed, washer and dryer, dishwasher, AC and full kitchen and bathroom both updated just last year. Our condo is located on the second floor, on the cooler side of this friendly, tranquil, oceanside...

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

At Awapuhi Views, you can check out the surf conditions, and enjoy the breezes

Reviews (69)

Our home is located halfway down the Miloli'i Rd. We have a very large master bedroom with a King bed, the Master has bow- windows and its own door to the wrap around deck.oceanside deck. The Master bedroom has a walk-in closet, and en suite bath with tub and shower and...

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

Sunny Central Condo: Lanai & Community Pool Access

Reviews (10)

0.3 miles to Kamakahonu Beach | Cozy & Bright InteriorReady for a taste of island living? Pack your bags for a fun-filled trip to the heart of Kona when you stay at this 1-bedroom, 1-bath vacation rental! This condo features everything you need to settle in and relax,...

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

Stunning Ocean Front Home

Reviews (48)

Amazing location and views! Charming oceanfront bungalow with remodeled bathrooms and kitchen, including granite counters. Tile floors throughout the house. Easy walk to sandy beach. Enjoy soaking in oceanfront hot tub on lanai. There are two master suites (one is...

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

Bungalow only 2 blocks from the ocean ( Cliff ) with private patio & OCEAN VIEW

Reviews (109)

Bungalow has 420 sqft living area /plus a very big covered outside setting Lanai / patio a beautiful tropical garden , just for you in a very private, relaxing place as you lounge and enjoy the tropical bird-song and catch beautiful Eastside Hawai’i sun rise with peak-a...

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

Palekaiko Estate - Kailua Kona Luxury Home with Ocean View

Reviews (56)

Palekaiko, meaning paradise, is our 3200+ sq. ft. home away from home situated on over an acre in a gated community. Palekaiko has three bedrooms, three and a half bathrooms, an office and almost 1000 sq. ft. of outdoor living space. On the property, you will enjoy over...

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

Affordable Luxury on Kaloli Point.

Reviews (173)

It’s an exciting time to come to the Big Island. The Kilauea Volcano has been erupting and putting on an incredible show. The Eastside is the place to be for outdoor enthusiasts. Kaloli Point is along the East coast just south of Hilo in one of the many microclimates...

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

Kona Hawaii Oceanfront Vacation Rental- NO FEE FOR AIR CONDITIONING

Reviews (102)

KANALOA at KONA #2604Kona's premier condominium complexSuperbly situated on the glittering ocean's edge on one side and the Kona Country club golf course on the other side, this upper-level condominium unit is minutes from the village of Kailua-Kona. You'll enjoy...

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

Gorgeous! Beautifully renovated DIRECT OCEAN FRONT condo. A must see!

Reviews (148)

Aloha! Welcome to Paradise on the Big Island of Hawaii! Our condo is located in the beautiful "The Sea Village" condo complex (unit 3216). We also own the 1 bedroom condo (unit 3217) right beside (VRBO # 1197944). This 2 bedroom condo over looks the pacific ocean with...

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

Oceanfront resort, Kanaloa at Kona, Sleeps 6

Reviews (8)

Enjoy your tranquil Hawaiian experience in this spacious 2 Bedroom/2 Bath End Unit. Located off the 11th Fairway with stunning garden views from our 2 lanais, our home sleeps 6 with a sleeper sofa in the living room. Envision yourself sipping a tropical beverage at the...

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

the cozy large studio 30+days stays

Reviews (12)

Owner hosted - This comfty lower level unit has all what you need for a great vacation. The unit is walking distance to Magic Sands and Kahalu'u beach park. The unit is located a 1/2 block off of Ali'i Drive. The unit is about 550 sq/ft and it has a nice size lanai . It...

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

Oceanfront Luxury / Kanaloa Kona Hawaii / 2 bed 2 bath + loft, sleeps 6

Reviews (63)

Please read NOTICE towards end of this description affecting November 18 - December 1, 2024.Kanaloa at Kona is an idyllic tropical oasis located on a point of land and surrounded by He'eia Bay, the Pacific Ocean and the Kona Country Club Ocean Course. It is rated by...

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

Captain's Quarters Cottage on Kamuela's Nob Hill

Reviews (187)

Enjoy the cool setting of Kamuela. Located in the famed hub of Parker Ranch the beloved central point of verdant cattle country rich in Island history. Located on one of the hillsides above Kamuela town, this Cozy Chateau style cottage sits near the top of the hill...

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

Ocean Front. Includes Waikoloa Gold Golf Memberships Benefits. Halii Kai 14B

Reviews (47)

Halii Kai 14B. Ocean Front With Stunning Views!Please scroll down for detailed informationWaikoloa Beach Resort Gold Membership Golf benefits (discounted tee fees at the Waikoloa Beach Resort Courses). Fees are $95.00 per person, per round. There are three 9-hole...

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

❤️PiH❤️ BY THE SEA VILLA ★ Amazing Golf View ★ Waikoloa Beach Resort

Reviews (44)

Brought to you by Paradise in Hawaii Luxury HomesWelcome to By the Sea Villa, a premier destination within our Hawaiian Luxury Collection. Located in the prestigious Hali'i Kai community at the Waikoloa Beach Resort, this exclusive, gated enclave spans over 30 acres....

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

Modern & Private Condo in a PRIME Location!

Reviews (10)

Resort style living in a beautifully maintained property with a lush tropical setting. It's an 8 minute walk to dining, shopping and limitless activities in Kona town.Located across from Royal Kona Resorts and world famous Don The Beachcomber bar which is famous for...

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

Ocean-View Bungalow: Walk to Pebbles Beach!

Reviews (41)

On-Site Whale Watching | 4 Snorkeling Sets | Wraparound LanaiAn unforgettable Hawaiian escape begins and ends here at 'Anji's Beach House,' a 3-bedroom, 3-bath vacation rental in Captain Cook. Nestled on the picturesque Kona Coast, this tropical home sits just steps...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Captain Cook, Hawaii

Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!

Reviews (88)

Imagine opening the door to your unit, gazing through a twelve-foot wide glass patio door system that frames a view of the aquamarine sea crashing on black lava rocks separated from the lanai by 25 yards of lush, green lawn – and if luck is with you, watching whales and...

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

The Sand- Cozy condo in the heart of Kona

Reviews (19)

Studio condo in the middle of Kona with an oceanfront view. It has A/C. and is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. Also, just a short walk to the beach.This 1st floor unit has a queen size bed , sofa...

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

Includes Beach Club Access-2 bedroom 2 bath condo

Reviews (87)

Summary:Palm Villas I-2 is a spacious two-bedroom, two-bath condo located on the ground level of a quiet six-plex building in the Palm Villas at Mauna Lani. With approximately 1,100 square feet of living space, this home comfortably sleeps up to four guests.The...

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

Best location Long term rentals available

Reviews (50)

HI SPEED WI FI FIBER OPTIC INTERNET THAT RUNS @ 1GB SPEED.FREE FIBER OPTIC INTERNETOR DIRECT ETHERNET CONNECTION IF PREFERRED This perfect central location is ideal for exploring the entire Island. Aina Lani can be your home base for day trips anywhere and the best...

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

Kona Hawaii's Most Unique Ocean-View Vacation Home...Sweeping Ocean Views

Reviews (8)

Welcome to Villa LongBoard – Kona, Hawaii’s most unique and unforgettable vacation rental experience!Perched hillside on the gentle slopes of Mt. Hualalai, Villa LongBoard offers breathtaking panoramic ocean views, serene tropical breezes, and an atmosphere unlike any...

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

Hale Hanai - near Kealakekua Bay - Proximity to ocean without oceanfront price

Reviews (69)

PLEASE NOTE: DURING THE HOLIDAYS, FROM DECEMBER 15 TO JANUARY 1, WE REQUIRE AT LEAST A TWO-WEEK BOOKING. "Pathway of the Gods" is the meaning of the name given by ancient Hawaiians to Kealakekua Bay. Five hundred feet from the bay, nestled among the palm trees and...

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

🌴Wonderful town home in a private setting with ocean views🌴

Reviews (48)

Let stunning sunsets, pool days and backyard barbecues define your Hawaii vacation. This exquisite, three-bedroom, 2.5-bath townhome offers vast ocean views from practically every room of the house and both covered lanais. The gated resort community of Na Hale O Keauhou...

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

Includes Beach Gear. Bay Club 622 Waikoloa

Reviews (41)

This vacation rental is professionally managed by ResorticaHawaiiBay Club at Waikoloa 622Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach...

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

Ocean View Condo in the Heart of Kona

Reviews (33)

One bedroom condo on the 2nd floor at an oceanfront complex. It has a queen sized bed, a Murphy bed and fold out couch in the living room. Beautiful ocean view from the lanai. A heated pool with shower, restrooms and a library. There’s a bench oceanfront for whale...

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

Kona Bali Kai 411, Oceanfront, Two bathroom

Reviews (8)

Welcome to Bali Kai 411, an oceanfront condo offering a peaceful retreat with panoramic views of the Pacific Ocean. Located on the beautiful Big Island of Hawaii, this spacious 2-bedroom, 2-bathroom unit is the ideal getaway for families, couples, or small groups...

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

Large comfy house big enough for 2 families next to ocean on Kaloli point

Reviews (190)

Winter Months:January and February are the best times to see whales in the bay by the house. 2023 has been great, there have been many sightings of spouts (many are moms with their calf), tails and breaching. No specific time of day is best, so when you have the...

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

Oceanfront sanctuary with light-filled interior, lanai, W/D, & full kitchen

Reviews (46)

Manini Beachfront GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fill your next Hawaii vacation with an abundance of aloha when you book a stay at the Manini Beachfront...

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

Ocean Front - Air conditioned Condo - Minutes From Downtown Kona, STVR-19-376325

Reviews (165)

Spectacular Ocean front condo in highly desirable location. This condo was completely remodeled in 2023. "100% teardown to studs". Cool Air Conditioning, noise dampening windows and walls. Top end features throughout, no expense was spared. Waterfall countertops, Bosch...

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

Full Ocean View 2 bedroom 2 bath Condo on the Kona Coast. Sea Village Unit 2204

Reviews (48)

Newly renovated Two Bedroom Two Bath Condo with Full Ocean View in Center of Complex on 2nd Floor on the Kona Coast. Corner UnitWifi equippedCeiling Fans Portable Air Conditioner in living roomEnjoy Dophins spinning and whale watching in season Washer and Dryer in...

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

The Aloha Suite (Spacious one bedroom Suite)

Reviews (52)

The spaceThe Aloha Suite with AC. Great internet Speeds to work remotely Experience Barndominium luxury for your Hawaiian adventure.The Aloha Suite is a Private Detached Suite. The suite is a 500 sq. ft. indoor living space with a 320 sq. ft. Covered Lanai. Private...

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

Ocean Front Home with a Sandy Beach

Reviews (151)

Enjoy sunsets from the privacy of the large covered lanai, a sandy beach right out front, enticing tidepools, and the serenity of the perpetual song of ocean breezes in the trees at this lovely oceanfront setting.This versatile beachfront home can serve as the perfect...

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

Kona Cabana - ground-floor condo with ocean/golf views, pools & hot tub access

Reviews (17)

Country Club Villas 124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the stunning scenery from your expansive lanai, just steps from the 18th fairway of the Kona Country...

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

Mauna Lani private BBQ lanai, 12 min walk to Beach

Reviews (22)

Welcome to Mauna Palm by KEVALA TERRA. Savor your Dream Hawaii Vacation in the Palm Villas 3bd/2ba Condo within the prestigious Mauna Lani Resort. Exclusive location, comfort, and fun adventure are all at your fingertips. Our relaxing home and its amenities will provide...

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

Golf-view condo with pool, gym & jacuzzi - near beach

Reviews (21)

Waikoloa Fairway Villas E5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy this amazing villa in the heart of Waikoloa right on the golf course! In Fairway Villas, you can...

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

Kona Reef D-36 Amazing TOP Floor Direct Oceanfront Penthouse, AIR Conditioning!

Reviews (115)

Welcome to The Seashore Oasis, a Magnificent Oceanfront Top Floor Condo - Come Enjoy Paradise! Condo is newly redecorated in a stunning matching volcano and beautiful sunset theme! From our direct oceanfront top floor condo, you can enjoy the close-up sights and sounds...

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

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