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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Tropical hideaway near Kehena Black Sand Beach with WiFi & washer/dryer

Tropical Dolphin B | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover a dreamy tropical retreat at this two-bedroom, one-and-a-half-bath home in the Puna...

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

Hilton Pass, Poolside Villa w/BBQ, Ground Unit, BOB Stroller, Sleeps 6, D3

2025 check ins receive a bottle of sparkling to start vacation out right! This poolside paradise is within Waikoloa Beach Resort area - a perfect destination for your next vacation. Unit also includes access to the Hilton (just down the street) so you can enjoy resort...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 WAIKOLOA VILLAGE, Hawaii

Hawaii Oceanview Oasis: Come to Work, Play, Relax.nOn Ironman Path!

Welcome to your dream Hawaiian escape! This spacious 3-bedroom, 3-bathroom ocean-view condo offers the perfect blend of comfort and convenience, making it an ideal retreat for couples, families, remote workers, or anyone seeking a rejuvenating getaway. Enjoy the unique...

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

Hualalai Resort: Ground Level Villa by the Ocean

Hillside 1102 is nestled near the shore in the exclusive 5 Star Four Seasons Hualalai Resort. From the lanai, listen to the rhythmic waves on the shore, just a short walk from the Villa. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes...

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

Absolute Oceanfront Gorgeous views 2-bedroom house with Air Conditioning!

Marvelous 2-bedroom 2-bath oceanfront estate on ancient lava cliffs and black sands with the most incredible wrap around ocean views on the island! The views make it feel more like you are living on a luxury yacht than a house. This tranquil retreat was designed by a...

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

Discover Paradise at our Waikoloa Village Retreat: Grand Floor upgraded unit.

Contemporary upgraded ground level cozy 1 bedroom with covered lanai with a wet bar looking over the golf course, ready for your relaxing stay.  The unit is conveniently located directly across from the communal pool / hot tub.For extra sleeping area, pull out queen in...

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

Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa

Upgraded Ground-Floor Villa | Steps to Pool & BBQ | Walk to Shops & BeachWelcome to Waikoloa Beach Villas D2, a beautifully upgraded 2-bedroom, 2-bath ground-floor villa in a private gated community on the Big Island. Just steps from the resort-style pool, hot tub, and...

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

MAKAI SUNSETS, Waikoloa Vista A202, LUXURY CONDO ⭐️⭐️⭐️⭐️⭐️ 58+ 5 STAR REVIEWS

MAKAI SUNSETS-A LUXURIOUS OCEAN VIEW CONDO CLOSE TO THE BEACH AT VISTA WAIKOLOA - THE ENTIRE CONDO HAS BEEN COMPLETELY RENOVATED AND UP TO DATE! THIS 2ND FLOOR CONDO IS IN ONE OF THE BEST LOCATIONS ON THE ISLAND! WALK 8 MINUTES TO A BEAUTIFUL WHITE SAND BEACH! OVER 1400...

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

2 Suite Partial Ocean View Villa - Sunsets, Serenity, Beach runs!

Take a deep breath and relax in our fully stocked villa with all the beach, kitchen, laundry, grill and bathroom amenities taken care of. Enjoy your down time with the birds and breeze on our secluded lanai without a car, road or parking lot in sight.We're in Hali'i Kai...

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

Luxury Ground Floor Villa, Sunset/Ocean Views, Huge Lanai, 2 King MBR suites

We first listed Villa One on VRBO May 2022. We've had many happy guests, and many 5 star reviews. This exceptional and private condominium is the first ground floor villa at The Shores at Waikoloa Beach. Villa One has views of the Pacific Ocean peeking through Palm and...

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

Spacious 1 Bedroom Ground Floor Condominium in Kailua-Kona

#135 Casa De Emdeko is amazing. The condo is 920 square feet, on the ground floor 30 feet from the sand and less than 30 yards from the ocean. .

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

Fabulous Kona Reef Resort Ocean Front - Penthouse Floor - 2 BR/2 BA Condo

This fully air-conditioned beautiful oceanfront corner unit is less than 30 feet from the water's edge. Enjoy spectacular sunsets from your large lanai, watch the surfers, para-sailers, boogie boarders, playful dolphins, turtles, whales and passing cruise ships.Fall...

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

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Beautiful 2bedroom / 2bath home overlooking Kailua Bay in the heart of downtown Kona, HI. Conveniently located on the gentle slopes of Hualalai. Escape the heat with cool breezes in a tropical landscape setting. Nearby shopping, dining, and entertainment. Fully stocked...

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

Kailua-Kona Condo w/ Resort Amenities Access!

Pack your bags for a trip to paradise at this Kailua-Kona vacation rental! This 1-bedroom, 2-bathroom penthouse unit boasts vaulted ceilings and proximity to local attractions, making it an ideal island home base. Begin your adventures by sampling Kona coffee and fresh...

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

Cozy 2-bedroom apartment in amazing Kailua-Kona with WiFi, AC

Walking distance to Honl’s Beach and the cafés and oceanfront paths along Ali‘i Drive.Relax in this peaceful 2-bedroom condo at Kona Shores, with AC, a private lanai, and access to the oceanfront pool.Sleeping Arrangements:• Bedroom 1: King bed, AC• Bedroom 2:...

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

Quiet Studio Vacation Rental on the Beautiful Puna Coast

This private studio and thoughtfully equipped with everything you need for a comfortable stay. You’ll have your own entrance, a comfortable (new) queen bed, and bathroom. The space also features an outdoor shower — perfect for tropical climate. The studio includes a...

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

Big Family Home, Heated Pool, Yard, Lanai's, Views, Location! Air Conditioning

Air-Conditioning is optional. We understand that there a lot of you out there who prefer the wonderful Hawaiian breezes and since all of the rooms have doors and ceiling fans you shouldn't have to absorb that cost. If you would like to add it please let us know, its...

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

Top floor, Ocean view! Very quiet 1 bed/2 bath.

Welcome to The Coral Suite at Kona Pacific! Our beautiful, clean, ocean view unit is just the spot to come and relax while you are exploring all the wonders of the Big Island. Our condo is a top floor, spacious unit with a huge lanai. Just renovated the 2 bathrooms...

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

Kehena Hideaway Luxury Home

You'll feel well-cared for and cozy in this new two-bedroom home. High-end design and luxury finishes bring art, comfort and beauty indoors; wrapping you in a jewel box of tranquility. The large open deck offers plenty of outdoor living space. The black sand beach of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Pahoa, 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

Ocean Tower, a Hilton Grand Vacations Club - 1 Bedroom Premier Large - Ocean View

*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...

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

Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club

Hali'i Kai Ocean Front Resort is truly a gem on the sun-drenched Kohala Coast of the Big Island in the Waikoloa Beach Resort. The properties' grounds are well-kept, and the sunset views are AMAZING! Our unit, Hale Little Blue Whale (7F), is a luxurious 3 bedroom, 3 bath...

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

Kona Reef Sand and Surf (beachfront/walk to town)

Awe inspiring views and once-in-a-lifetime experiences await you from our newly renovated, ocean/beachfront (direct ocean access) Kona Reef Condo. 2 BR/2BA (sleeps 4-6).Kona Reef is a highly desired resort for it's walking proximity to Kona town, location right on the...

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

Beautiful home with incredible views, large deck & yard, pool, private hot tub

Waikoloa Luxe LookoutOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your slice of paradise in Waikoloa Village, HI, where breathtaking coastal views and the majestic...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waikoloa Village, Hawaii

The Hula Moon Villa: Luxury Ocean View Penthouse - Best Value in Kolea!

OCEAN VIEW PENTHOUSE WITH DIRECT BEACH ACCESS!OUR HULA MOON VILLA IS LOCATED IN KOLEA, A PRESTIGIOUS BEACHFRONT COMMUNITY IN WAIKOLOA BEACH RESORT. Like a scene right out of a postcard, the luxurious Kolea resort is nestled on the shores of idyllic Anaeho’omalu Bay...

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

Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Welcome to Keauhou Kona Surf & Racquet 188 by Gather, a fully renovated oceanfront townhome nestled along the stunning Kona Coast of Hawai‘i. This two-bedroom, two-bathroom retreat spans 921 square feet across two levels and accommodates up to six guests. Offering...

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

Access to Mauna Lani Spa/Tennis/Pickleball/Gym/Lap Pool included with booking

Fabulous property overlooking the 16 hole at the Mauna Lani North Course. Spacious,sophisticated and newly refurbished. New owners have refreshed this beauty. This property boosts 20 foot ceilings in the Living room with panoramic views of the volcano and surrounding...

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

Gorgeous Gated Retreat Near Ocean w Pool & Deck!

Enjoy a blissful vacation at the Heavenly Hawaiian Paradise Beach House. This 3BR/2BA retreat is perfect for groups up to 10, offering welcoming spaces both indoor and outdoor to dine and relax in the beautiful Hawaiian weather. Spacious outdoor deck with swimming pool,...

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

Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona

Our gorgeous Big Island Hawai'i Hale Ali'i villa is resort living in the setting of a private home. Enjoy island living at its best! Perfectly situated in the Ali’i Heights area in Kailua Kona, the villa is just 10 minutes away from Kona Town with all the conveniences...

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

Vintage tropical townhouse close to pool

In addition this resort is a golfer's paradise being that the unit is situated near the Waikoloa Beach Golf Course. Enjoy all the conveniences of our townhome, right at your fingertips. On the bright side the vaulted ceiling in this condo allows natural sunlight to...

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

Exceptional Oceanfront Luxury Condo - Fully updated, AC, Top Floor, Quiet

Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii.Step inside and take in stunning ocean views from your private balcony—welcome to paradise!AC in all spaces, fully updated with high-quality furnishings throughout.From...

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

PUAKO BEACH: an eclectic, TRANQUIL and HISTORIC oceanfront community.

We have a two story residential home, located across the street from the turquoise clear waters of the Pacific ocean. Our guest apartment is on the ground floor with its own private entrance through a garden atmosphere into a large screened in porch with plants, table...

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

Kolea 8C: 3 BR, 3.5 BA Condominium in Waikoloa, Sleeps 6

Kolea 8C is a three bedroom, three and a half bath penthouse villa with an exquisite ocean and mountain view. It is perfectly situated overlooking the Kolea Beach Club, Anaeho’omalu Bay and Hualalai. The African Mahogany trimmed glass panels that form the lanai doors...

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

Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!

What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...

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

Condo near the beach with lanai, shared pool & hot tub, spa, gym, tennis & wifi

Shores at Waikoloa 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The Shores #213 at Waikoloa Beach Resort, a beautifully landscaped and gated community in the heart...

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

Beautiful Mauna Lani Home with access to the Private Beach Club.

This spacious Hale Honu townhouse has an open floor plan providing 2174 sf. of luxurious living (plus over 400 square feet of covered outdoor lanai). It features 3 ensuite bedrooms and a guest half bath. Villages 619 has mahogany trims and doors, upgraded countertops in...

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

Great Location - Snorkel, Surf & Sunsets!

Beach Villas at Kahalu’u is right across the street from the best snorkeling beach on the Big Island! See green turtles and reef fish! The ground floor condo has 2 bedrooms, one with a king bed, the other with twin beds, and 2 bathrooms, each connecting. There is a...

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

Oceanfront, Top Floor, Two-Bedroom / Updated including split system AC!

Imagine - warm tropical climate, the sounds of the ocean waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - Is there any other way to experience Hawaii?!This two bedroom, two-bath condominium gives you all of that...

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

Hualalai Palm Villa 126A - Perfect location along the15th Fairway!

This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course combined with the Villa's casual elegance make this the ideal private...

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

Gorgeous Home on Landscaped Acre-2BR/2BA

Welcome to Pua Lani, a gated one acre estate two blocks from the ocean that features resort landscaping and large lawn areas that create a very private and serene setting for your stay. The two story home features 2 bedrooms and 2 baths along with a large high ceilinged...

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

Spectacular Beach Resort Condo - Summer Special - Amazing Views

You will love how close we are to the beaches, shopping, restaurants and central to travel and hiking spots and hidden gems. This second floor 2 bed 2 bath unit has phenomenal mountain views with peak a bay ocean view and located on the Kings golf course. With over...

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

Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.

Location, location, location. Manta Ray Manor is a vibrant, 3 bedroom/3 ensuite baths, ocean view 2500 square foot home set on the Kona coast in a private, gated oceanfront community. Manta Ray Manor provides a perfect retreat for your Hawaii adventure. Keiki Beach with...

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

Hawi Hideaway- A Jungle Oasis

Come enjoy the peace and serenity of this property located just steps away from historic Hawi town.Hawi Hideaway is set back in a quiet cul de sac, surrounded by trees to feel like you are staying in a jungle. Enjoy the sounds of Hawaii with the roosters crowing in the...

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

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

Luxurious Condo on Ali’i Drive with Ocean view.

Complete your visit to the islands by staying in this Samoan-inspired 3-bedroom, 2-bathroom condo at Ali'i Cove. Featuring Polynesian interior design, the vibrant color scheme warms your spirits, setting in the reality that you are truly in paradise.Sip a freshly brewed...

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

5 Bedroom with Private Pool and Spa in Waikoloa Beach

Ainamalu - Protected Land - is a newer resort area on the big island. This is a luxurious and unique oasis: it is away from the tourist crowds, yet only minutes from great restaurants, grocery stores and some of the best beaches in the world.Ainamalu Memories is a...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Waikoloa, Hawaii

Ocean View Close to Airport & Beaches

Conveniently located just minutes from the airport & white sandy beaches and 10-15 minutes to the heart of Kona town, this vacation home has everything you need for a truly memorable stay in paradise! This rental is the upstairs unit of a two unit home with its own...

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

Secluded Waimea Hideaway w/ Lanai & Views!

Experience the beauty of Waimea, HI, like a local while staying at this spacious 3-bedroom, 2.5-bath vacation rental! With a lanai and outdoor dining area, you can enjoy the stunning views of the surrounding mountains while enjoying a home-cooked meal. Explore the...

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

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