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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Panoramic Ocean and Golf Course Views ! Luxury Multi Level Townhouse at Hualalai Resort- includes 2 Golf Carts

Ke Alaula Villa 217B at Hualalai ResortExperience unparalleled luxury and tranquility at Ke Alaula Villa 217B, located within the prestigious Hualalai Resort. This exceptional property is situated within one of Hawaii’s most renowned and award-winning resorts,...

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

Your Hawaiian Vacation Starts Here! II

Welcome to Kona Shores, a charming complex situated on Alii Drive, along the Hawai‘i Scenic Byway (Ala Loa Foot Trail). Just one mile from downtown Kailua-Kona, this well-maintained ground-floor condo offers easy access to shopping, restaurants, and beautiful...

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

Kona Condo at Magic Sands Beach-Ocean Views-Top Floor-Quiet

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona and the Big Island Of Hawaii. This newly upgraded...

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

"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.

Enjoy our hosted private 1 bedroom, 1 1/2 bathroom accommodations. Beautifully detailed with a king size bed, tv, wireless internet, laundry, closet, and large covered lanai. Everything my mom needs for her month long stays with our family!The large lanai (covered deck)...

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

Newly Renovated in 2024! E22 Waikoloa Beach Villas

Waikoloa Beach Villas E22. Newly Renovated in 2024!Please scroll down for detailed information:Bedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of our vacation rentals include beach towels for...

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

Kailua-Kona Condo w/ Pool & Ocean Views

A tropical Hawaiian getaway awaits your arrival at this updated Kona Coast condo perched above Keauhou Bay! Upon entering the unit, guests of this 2-bed, 2-bath property are treated to a quintessential island experience with a contemporary flair. Whether guests spend...

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

Exceptional 10/10 Peaceful Forest Paradise

We're delighted to announce a new year and another acre of native Hawaiian forest added to the retreat, making your experience even more private and more fun.Immerse yourself in an exceptional once-in-a-lifetime all 5-star experience on the Eastern tip of the Big...

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

Blue Lagoon Estate at Mauna Lani Resort

Enjoy the best Hawaii has to offer in this luxury 10,000 sq ft Kona Coast tropical estate on The Big Island in the Champion Ridge enclave of Mauna Lani. Enjoy the private heated lagoon pool and spa and access to many of the Mauna Lani resort area amenities including a...

🛏 7 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Waimea, Hawaii

3 bedroom Villa with golf discounts

Aloha! Welcome to our 1800 sqft Hawaiian style 3 bedroom, 3 bathroom villa at the Waikoloa Beach Resort Fairway Villas. Situated on the 4th hole of the Lakes Course overlooking Kings' Lake, Kings' Shops, with sunset skies and moonlit nights.The Resort has a beautiful...

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

Affordable Rates, Upscale 2BR in Oceanside Complex!

This large upscale 2BR/2BA villa is at Hali'i Kai, the only OCEANFRONT condo community within the famous Waikoloa Beach Resort. Besides a great condo, you will get to enjoy Hali'i Kai's unique Ocean Club. Perched at the ocean's edge, it features a multi-tiered...

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

Hoku Hale – Ainamalu at Waikoloa Beach Resort

***Luxury Golf Course Estate with Private Pool, Daily Hilton Waikoloa Pool Access, Concierge Services & Game Room | Sleeps 10+ in Waikoloa Beach Resort***Welcome to Hoku Hale at Ainamalu, your ultimate luxury retreat nestled in the heart of Waikoloa Beach Resort....

🛏 4 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 10
📍 Puako, Hawaii

LUXURY F205 - VIEWS INCLUDES GOLF DISCOUNTn 2 Bdrm 2.5 Bath 5 MIN walk to BEACH

This luxurious and completely remodeled 2nd Floor unit offers GOLFERS STAYING IN THIS UNIT GREAT DISCOUNTS FOR GOLFING with our Gold Membership @ WAIKOLOA BEACH, KINGS & LAKES COURSES. ALMOST ½ OFF!!Our complex has a large HEATED, SALINE outdoor lap POOL and 2 Hot...

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

Come & stay with us at the beautiful & peaceful Bird's Nest

The Bird's Nest is located in a peaceful neighborhood that is surrounded by lush greenery and bird songs can be heard throughout the day & tree frogs at night. The house sits high above the ground which makes it feel as if you are staying in a tree house. The road in...

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

Charming 2-bedroom condo with ocean views in Keauhou with WiFi, fitness room, AC

Enjoy a peaceful stay at this fabulous 2-bedroom, 2 bath condo in Keauhou. Each bedroom has it's own bathroom, king bed, and separate temperature controlled AC unit. The bathrooms are equipped with a hair dryer and bathtub. There is in-unit washer dryer, and the condo...

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

New Listing! Beautifully remodeled!

The Kona Makai complex is right on the beautiful Kona coast! Kona Makai provides an ocean-side swimming pool, hot tub, minimal fitness center, ping-pong table, cabana, gas bbq areas, tennis courts, and complimentary parking. Kona Makai also has direct access to the...

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

Luxury Villa Steps to Ocean w/ 3+ Bedroom Sleeps 8

This gorgeous ocean view Luxury Estate is in a gated community right on the 5th hole of Mauna Lani Resort South Course with breathtaking views of fairways, ocean and mountains. Experience the exclusive lifestyle just minutes away from the beach - with 3,600 square feet...

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

Okika Lani: Kealakekua Bay Oceanfront Home & Guest Cottage

'Okika Lani sits at the south end of Kealakekua Bay on a private road with spectacular views of the Pacific Ocean, the Captain Cook Monument, and crescent shaped, white sand Ke'ei Beach. Enter the gate at 'Okika Lani and walk into an inner courtyard of Bamboo Palms,...

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

Resort Townhome, Close to Shops, Restaurants & Beach

🌺 Limited-Time Offer – 20% Off!Book your stay now and enjoy 20% off for a limited time! The listed price already includes the special rate.Aloha and Welcome to Leilani at the Beach Villas in Waikoloa Beach ResortYour perfect Hawaiian vacation begins here. From...

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

1+ Acre PRIVATE RESORT,4 bed, 3 bath, cinema, spa

Summary:Rated in top 10 Airbnb's on the coast. Treat yourself to a vacation surrounded by unmatched landscaping, ocean view, 2000 sq/ft single level, fully stocked home with 4 bedroom, 3 bathrooms, Movie Theater; a/c in each room, waterfall, grotto, tiki torches, fruit...

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

Luxury Condo! Short walk to the beach and pool! Kolea 13E

Kolea 13E is a luxury condo with everything you need for your vacation. This second story unit has an ocean view of Anaeho'omalu Bay and mountain views that can be seen from the lanai off the main living space and the master bedroom. This 3 bedroom, 3.5 bath is...

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

Kona Awesome Tropical PoolCottage/AC/GreatLocation

E komo mai ! Our guests highly recommend the mail in VAULT Covid test. You mail it UPS and your results are emailed to you within 72 h. https://www.vaulthealth.com/covidWe look forward to welcoming you to our home and our newly established Ohana/ Studio in a beautiful...

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

KaMilo at Mauna Lani Condo w/ Resort Pool Access!

Experience the perfect blend of oceanfront adventure and tranquil relaxation when you stay at this 4-bedroom, 3.5-bath vacation rental in KaMilo at Mauna Lani. Complete with several private lanais, a large chef's kitchen, and unbelievable views of the golf course and...

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

Absolute Oceanfront at Keauhou-Kona Surf & Racquet Club 5-204

*** Please note the pool will be closed 4/15/2024-5/3/2024 for replastering ***LOCATION: Oceanfront Kona Coast/Kailua-Kona, Big Island of Hawaii, USA. 25 minutes south of the Kona International Airport, within walking distance of shopping, restaurants, movie theater,...

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

Makai Hideaway 600ft from Ocean Giant Deck/GameroomnAsk about 10 day special

10 day special in September through early December.https://www.youtube.com/watch?v=VigSB3M4z3w The above is the link to a video of my house.Makai Hideaway is quiet and peaceful. Unwind and relax from city life. House is an an hour south of Kona and one hour ten minutes...

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

Waikoloa Beach Villas P2nLuxurious Paradise

Luxurious tropical island vibe. Relax and take in all Hawaii has to offer with fully furnished condo in walking distance to shops, restaurants, beaches and entertainment. The Space: Highly desirable location for both privacy and walking distance to many attractions....

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

Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎

Waikoloa boasts sunny days while the views from E304 never cease to amaze! As you enjoy your morning coffee or evening cocktail from your (381 square feet ) large lanai, you will have great views of the Anaeho'omalu Bay (A-Bay) and Hualalai Mountain (another currently...

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

Luxuriously updated condo with easy access to the beach, restaurants and shops

*Recently remodeled in May 2024*Set apart from similar units with luxuriously updated bathrooms, bright modern decor & updated furniture, Sunrise Hale is sure to impress. Begin your day with an awe-inspiring sunrise above majestic Mauna Kea and golf course from the...

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

Kona Alii Condo with Ocean, Sunset, Mountain and Town Views

Located in the heart of Kailua Kona, this special retreat makes it easy to enjoy the day and night life of Kona town. With restaurants and shops within a few steps of the front door, it is also an ideal launching point for day trips to state and national parks, and the...

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

🏖️Beautiful Resort | AC | Walk to Beach & Restaurants | vrKCV

vrKCV - Waikoloa Colony Villas 1906, Professionally Managed by Kona Coast VacationsWelcome to Hale Laule'a – Your Peaceful Retreat on the Kohala CoastLocated near the stunning Kohala Coast on the Big Island of Hawaii, Waikoloa Colony Villas 1906, offers the perfect...

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

Sweet Lava Retreat with Epic Ocean and Volcano Views

** Please note that the House is not a fit for children under 6 years old or the elderly, as there are lots of stairs and balconies, a steep ladder within the Main House, and there is uneven lava in the yard.Welcome to the Hakuma House, a cozy off-grid retreat with...

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

NEW PROMO! Ocean & Golf Views | AC | Lanai

Big Island, Hawaii is magical. Living on Island Time is in Keauhou/South Kona, one of the upscale, sought-after locations in Big Island with easy access to top quality restaurants, grocery, golf, beach, snorkeling with Manta Rays, surfing etc.Located on 18th hole of the...

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

Sunset Suzy's tropical retreat! One free night! After 7 nights.

Sunset Suzys Tropical Retreat is located perfectly 15 minutes outside of Hilo town in a beautiful neighborhood called Hawaiian Paradise park.. It is located on a beautiful one acre lot, filled with fruit trees, green grass, green geckos, and tropical birds. There are no...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Keaau, Hawaii

Enjoy Water's Edge Hale

The Kona Reef Vacation Complex. Although the complex is elevator equipped, this unit is on the ground floor and requires 5 steps down from the parking lot to access the unit. From your sliding glass door, it's only a few steps to the ocean. Resting or enjoying happy...

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

A Blissful Retreat in the Heart of Seaview - 5 minutes from the beach!

Kitsune Cottage: Your Oceanfront Oasis in the Heart of Seaview.Welcome to Kitsune Cottage, where the beauty of the Hawaiian islands meets the comfort of home. Nestled on the Hilo side of the Big Island, our cottage offers an unforgettable retreat, with cozy charm,...

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

Stunning Kaimupulehu Grand Estate Hualalai

This “Over-the-Top” estate is a resort within a resort! Guests often choose to Opt Out of paying the resort fees and enjoy this quiet retreat without the hustle and bustle of the resort activity. Beautiful infinity pool with sandy beach!Flexible check-in / check-out...

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

Comfortable, single-level retreat with fast WiFi & washer/dryer - dog-friendly

Puni Mauka A | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located less than five miles from Pāhoa for convenient shopping and dining and just two-and-a-half miles...

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

Experience Paradise At Our Modern Hawaiian Cottage With Ocean Across The Street

Experience paradise living at "Surf Temple," a stunning Hawaiian Cottage with a perfect blend of modern decor and traditional charm. With lava rock walls gracing both the house and property, every corner of this place embodies the essence of Hawaiian culture and spirit....

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

Estate on Tropical Acre - Harmony in Paradise

Modern home, over 3,500 sq ft; a resort-quality property that can sleep up to 10 guests, on an amazingly lush, fully-landscaped acre. Large living room, exceptional kitchen and dining areas, four lovely bedrooms, a study has been equipped with children in mind, and...

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

The "Promise Tree" - Great Family Gathering Place in Kailua Kona!

Please only book through VRBO or a reputable site!Experience the exquisite natural beauty of the Big Island. This beautiful custom home built in 2014 is located in an extremely quiet community 5 minutes from downtown Kailua-Kona. There are spectacular views of both the...

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

Ocean Views, Private Hot Tub, Swimming Pool Access, Historic Cottage

'The Cowboy House' is a very charming & historic home built by Plantation working families at the turn of the century.(1870''s!) This home offers three bedrooms and sleeps 6. It has been lovely restored and is a very special place to vacation in Hawaii. Soak in the...

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

Mermaid’s Lookout WOW the views! Ocean Front, full lanai, heated pool & AC.

Welcome to Mermaid's Lookout! This 2-bedroom efficiency home in Hawaiian Paradise Park is perfect for your escape to paradise. With 1 king and 1 split adjustable king, a deep soaking tub with two shower heads, and all the essentials like AC and WiFi, this stunning...

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

Beautiful Island Style Home with A/C, Ocean Views and Lots of Space!

Hale 'O Malina is located in beautiful Waikoloa Village. The "Village" as it's affectionately referred to is located just up the road from world class golf courses, pristine beaches, stunning resorts, amazing restaurants and so much more!This home has vaulted ceilings...

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

Trivett Oceanfront Estate: 5BR Luxury Retreat in Kailua-Kona

STVR- 19-365146NUCR 20-1787TMK - (3) 7-5-005-096GE/TAT - 051-694-0288-01Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks to Kailua-Kona town and within a guarded gate community of luxury estates. Your private oceanfront setting...

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

Konas#1Rated Oceanfront Pool4 Bdrm Home Walk2Town Ironman Thanksgiving Christmas

Location Location Location!! VRBO 496440 Happy Wahoo Wednesday, we have some great dates available! The Ironman buoy is right in front of the house and is also a Spinner Dolphin magnet as the buoy attracts little bait fish! Fish eat fish and we also have a resident...

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

Hawaiian home with incredible ocean views, orchids, and gorgeous sunsets

Our home is in a rural area of the Big Island, on one acre of landscaped property with orchids, palms, banana plants, a koi pond and more. This is our personal residence, available the months when we are not there. The kitchen is totally equipped with everything but a...

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

Beautiful Villa just steps from Pool. Long Term and Senior Discounts Available.

The Waikoloa Colony Villas is part of private gated community of luxury townhomes. It is on the South Kohala Coast within the world renown Waikoloa Beach Resort.It is centrally located with the best beaches and weather on Hawaii's Big Island. BEAUTIFULLY DECORATED UNIT...

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

Heated Pool and includes beach gear! Waikoloa Fairway Villa L4

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas L4.Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: Two Twin BedsSleeper Sofa:...

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

Waiulu Estate Villa - Waiulu Golf & Oceanview Estate Hualalai

Welcome to the exquisite Waiulu Estate Villa at Four Seasons Hualalai Resort. This estate offers a private and serene setting with close wide-open ocean views. The estate has been recently updated with new contemporary décor by the renowned Henderson Design Group....

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

Hale Lewa ~ Newer Home ~ Ocean Views ~ 30 Day Rent

Summary:Nicely Appointed Modern Home - Ocean ViewThe Space: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...

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

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