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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Hali'i Kai 19D - Newer Luxury Condo at Waikoloa Beach Resort

Hali'i Kai is just minutes away from beautiful sandy beaches, world class golf, shopping, restaurants and a host of vacation amenities. One of the wonderful features of Hali'i Kai is it's oceanfront pool area - The Ocean Club. The Club has a magnificent multi layered...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Puako, 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

Wai'ula'ula M101 - Ground-Level Oceanview Residence

This corner, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Sub-Zero, Fisher & Paykel and Wolf appliances/gas range, dual master suites with California king beds....

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

Relaxing 4-Bedroom Farmhouse Retreat on Working Farm

Situated on a 20-acre farm, Hale Makana Kamalei is an expansive 4-bedroom house with an open floor plan. Explore the island as locals know it.Discover the back orchard and enjoy fruits from more than 50 fruit trees, vegetables from our organic garden, and fresh eggs...

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

Deluxe, Garden View Hali'i Kai 23E

Welcome to your Hawaiian retreat - a relaxing villa in the gated Hali’i Kai community at Waikoloa Beach Resort. Perfect for families & groups, it blends comfort w/ resort-style amenities:• Sleeps 6 | 3 bedrooms | 4 beds | 2 baths• Lagoon pool, sand-bottom hot tub...

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

Fabulous Oceanfront Two Bedroom w/Huge Lanai & Central A/C!

SPECTACULAR ABSOLUTE OCEANFRONT 2 Bedroom 2 Bathroom condo in Kailua-Kona!! The spacious lanai starts and ends your day in paradise. Enjoy your morning coffee and relax to the sound of the surf while watching whales (in season), spinner dolphins, outriggers, and the...

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

Gorgeous Home on Landscaped Acre-3BR/3BA

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 second story home features 2 bedrooms and 2 baths along with a large high...

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

Aloha Paradise! Remodeled Condo with New A/C & Full Ocean View!

This freshly updated, single-level condo has everything you'll need to stay comfortably in the heart of Kailua-Kona and enjoy the Island’s many activities. It features all-new air conditioning throughout the condo, a modern chef's kitchen with dishwasher and plenty of...

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

Ground-floor, golf-view condo near A-Bay beach & shops with infinity pool & spa

Waikoloa Fairway Villas O3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the exclusive enclave of Fairway Villas on the Big Island's Kohala Coast, this...

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

Beach Road Hale

Our Beach Road Hale is located in a safe, and peaceful community. In a walking distance from this bnb is a popular 2.5 mile hike to a beautiful secluded beach with turtles relaxing on the shores. Down the other end of the road about a 2min drive you’ll enjoy the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Keaau, Hawaii

Villa de Aloha at Kolea Villa Big island Hawaii !

Luxury Kolea Villa at Big Island Waikoloa ResortWelcome to Big Island's most luxurious condo Kolea Villas Resort in front of A bay ( aka Waikoloa Beach )! We just fell in love with Kolea Villas here so beautiful and luxurious ! Plea come and say Hi to anyone here with...

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

Kolea 6E ~ Oceanview Three Bedroom Kolea Villa

Along with ample living space, Kolea 6E offers a nice ocean view of A'Bay over one of the few vacant lots remaining at Kolea. This villa is great for families as well as those just looking for a peaceful getaway in Hawaii.As you enter the villa you will be astonished at...

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

Waikoloa Resort gem with pool, hot tub & balcony - 1 mile to beach

Waikoloa Fairway Villas B32Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Hawaii from this third-floor 2BR/2BA condo at the Waikoloa Beach Resort. Soak up the...

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

New Year's Eve at Hilton Grand Vacation Resort - Kings' Land 12/30/23 - 1/6/24

Hilton Grand Vacation Club - Kings' Land - 2 Bedroom Plus Unit (2KP) - 1269 Sq Ft, Sleeps 6 (second level) - RESERVATION IS FROM SATURDAY to SATURDAYLocated on the Kohala Coast, Kings’ Land is a Hilton Grand Vacations Club resort on 112 ares with world-class amenities...

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

NEW Listing - 1BD/1BA Retreat Ideal for Couples, Golfers & Business Travelers

Are you ready to indulge in an unforgettable escape on the stunning west coast of Hawaii Island? The Shores at Waikoloa Beach Resort beckons you to experience the tranquility and beauty of the Big Island. Nestled between two pristine golf courses, our gated condominium...

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

Steps to Beaches, 2 King Suites, Private Pool, AC!

Spacious villa in Keauhou Resort just one block from He'eia Bay and two blocks from Keauhou Bay. Walk to Kona Country Club's ocean golf course, with resorts, shopping, and dining nearby. Perfect for relaxing with family and friends, featuring designer furnishings,...

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

Fairway Villas-2 Bed/2 Bath Lots of updates! Close to golf, shopping, and ocean

Welcome to our family’s piece of paradise. We’ve been travelling to Hawaii for twenty years, and our condo is the fulfillment of a dream to call the Big Island our second home. Our goal is to provide you with that same sense of aloha.Our 2BR/2 BA condo has a king in...

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

Spectacular Oceanview Condo: Stylish, Serene, Modern

Enjoy contemporary sophistication in a tropical setting from our top-floor, corner oceanview condo in the Waikoloa Beach Resort on the Big Island of Hawai'i. Sunlight fills the space and the lanai faces west, providing a shaded breakfast area as the day blossoms, and...

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

Kona Hillside Estate - Gated Property with Lap Pool

Welcome to our family's private gated estate located on the beautiful hillside of Hualalai mountain in Kailua-Kona. We recently renovated our 4,000 SF home and enjoy hosting guests when we have availability since 2022.Guests will appreciate soaring ceilings, open living...

🛏 7 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 19
📍 Kailua-Kona, Hawaii

Lilikoi Cottage - In The Heart of Lovely Waimea

We have switched to renting for a longer term of a minimum of 6 months. Available from Oct 2023 onwards. Spacious artist's cottage in heart of Waimea. Rare find! Walking distance to coffee shop, celebrated restaurants, farmer's market, art galleries. 15 mins to the best...

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

Oceanfront Views * 3 Bedrooms With Baths * All Remodeled * Fabulous Beaches !

This entirely renovated private oceanfront view retreat on the North Shore of Kauai in Wainiha on the edge of Hanalei is perfect for short- or long-term getaways for family or friends seeking luxurious accommodations with breathtaking views. Discover the relaxing...

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

Two homes on the ocean with a private saltwater pool.

The Cliff House is has two detached structures each with its own full kitchens. The private saltwater pool is on the ocean-side with a large shaded patio. Perfect for large families, co-workers and/or friends to gather in one place but have separate, private living...

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

Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.

Beautiful and peaceful two bedroom home with an ocean view and convenient location. Located 7 minutes from the airport and 5 miles from town. Easy access to beaches, grocery stores, and everything Kona has to offer. This two bedroom space is the second floor of a...

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

Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

Summary:Discover paradise at our stunning oceanfront retreat! Nestled amidst swaying palms and lush tropical greenery, this three-bedroom, three-bathroom sanctuary offers a serene getaway for up to six guests. Wake up to the soothing sound of waves crashing, and soak in...

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

Relax by the sea! Two bedroom retreat near Kailua Pier - 11 min

Discover your tropical retreat at our enchanting two-bedroom holiday house in Kailua-Kona. Paradise is ready for you. Nestled just a short 11-minute drive from the vibrant Kailua Pier, you'll be perfectly positioned to explore the island's top attractions, including the...

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

Lily's Kona Hideaway-Oceanfront & AC on Demand

Welcome to your Hawaiian paradise! This renovated second-floor condo at Kona Isle blends modern luxury with island serenity. Bright, open spaces and upscale comforts await. Enjoy a solar-heated pool, oceanfront BBQ, and lounge with spectacular sunset views. Soak in the...

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

Fairway Villas Waikoloa G31-Top Floor Villa w/loft and 2025 Hilton Pool Pass!

Quite Top Floor End 2 BEDROOM 2 BATH Villa WITH A LOFT located in Fairway Villas Waikoloa in the Waikoloa Beach Resort on the Kohala coast of Hawaii island. NEW Luxury Vinyl Plank Flooring just installed and new photos coming soon. This top floor villa has enough room...

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

Mauna Lani Palm VIllas F-1 Townhome

***DISCLOSURE (7/21/21): Home is listed for sale and guests may be required to accommodate showings with 48 hours notice.We look forward to welcoming you to this never before rented slice of heaven! Palm Villas at Mauna Lani is a tropical paradise just minutes away from...

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

Lush Private Tropical Estate, Epic Views w/ Salt Water Pool & Spa

Nestled on an acre of private and quiet lush tropical grounds with heated pool and hot tub, Heart of Hualalai is your dream home, away from home, in Kona coffee country.Heart of Hualalai is a peaceful space where natural beauty and serenity meet mindful architectural...

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

Ocean View Family Condo Across From Lyman’s Cove~Air Conditioning~Calif King Bed

Royal Kahili A402Beautiful OCEAN VIEW and pool view from our fourth story condo! Top floor, no overhead neighbors! Elevator works as of 8/10/2023!You will need to ascend/descend 4-5 steps to access our condo. Enjoy our refreshing pool and spa, surrounded by gorgeous...

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

❤️PiH❤️ PACIFIC VISTA RETREAT ★ Luxury Retreat w/ Ocean Views ★ Heated Pool

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Pacific Vista Retreat, a part of our Hawaiian Luxury Collection.Pacific Vista Retreat in Kahakai Estates is a wonderful 5-bedroom home, minutes away from downtown Kailua-Kona. It has some of the most amazing...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kailua-Kona, Hawaii

Incredible Ocean view from Updated Top Floor Condo!

The Kona Makai is an Ocean Front Complex located on famous Ali'i Drive just 1 mile south of the edge of historic Kona Village. Kona Makai has immaculately maintained Hawaiian native plants. Enjoy the wonderful ocean-front seating area with loungers, feel the ocean...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property

SEE OUR SUMMER SPECIAL LAST MINUTE SPECIAL POSSIBLE This is the perfect SUITE located in the east of the property for an outdoor lover who wants to feel the connection with nature and enjoy of an amazing experience outdoors. you can enjoy the outdoors and prepare a...

🛏 1 Bedroom
🛁 0 Bathrooms
👤 Sleeps 2
📍 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

🏖️Ground Floor | Private Corner Unit | Includes Concierge | vrKCV

vrKCV - The Shores at Waikoloa 102, Professionally Managed by Kona Coast VacationsThe Shores in Waikoloa Beach Resort, Unit #102Welcome to Your Dream VacationWelcome to your dream vacation at The Shores in the Waikoloa Beach Resort! Nestled in the exclusive Sandalwood...

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

OCEANFRONT, Stunning Corner Unit in Boutique Complex, Spacious, Pool, A/C!

Right-on-the-ocean, newly renovated, upscale and spacious condo in a gated boutique complex. Top floor (second floor) large 700 sq foot corner unit with nobody above you. Unbelievable views from the lanai and living room. Windows everywhere that will make you feel like...

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

Cozy Space - 1 Mi to Ocean!

Experience the best of The Big Island from this 1-bath Keaau studio! This vacation rental features a comfortable living area with lovely natural lighting, a well-equipped kitchenette, and access to the area’s most popular sites. Catch some rays at Shipman Beach /...

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

Sun, Sand & Serenity! 2 Pools, BBQ & Beach access

Summary:Our 967 sq ft retreat combines relaxation and adventure with 2 pools, a BBQ area, and a fully equipped kitchen for your cooking needs. Enjoy extras like a cooler and beach towels for hassle-free beach days. Just 9 minutes from Downtown Kona and 3 minutes to...

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

NEW !!! DIRECT OCEANFRONT nSUNSETS and crashing waves!Newly remodeled! GORGEOUS

**Boutique Beachfront Condo in Kona - Top Floor Studio**Welcome to the only beachfront condo complex in Kona! Renovated 11/2023 This top-floor studio (3rd floor-no elevator) offers the perfect Hawaiian retreat, just steps from the iconic Magic Sands Beach. Enjoy...

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

Family Friendly Home with Mountain Views, Private Lanai, and Beach Accessories

Ainamalu located at the entrance of the Waikoloa Beach Resort road. A 20 minute drive from the Ellison Onizuka Kona International Airport at Keahole. Our home is a 3 bedrooms 2 bath (model Kalani). There is a fabulous view of the Mauna Kea mountain, which sometimes...

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

Permitted Luxury Home, Stunning Views, Heated Pool, Perfect Location!

Luxury Home with the Best Views on the Kona Coast (Big Island of Hawaii). We have a STVR (short term vacation rental) permit issued by the County of Hawaii. You'll love our large, heated pool with travertine decking around the pool for the ultimate luxury. Cooks dream...

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

Stunning Ocean View Beach Front Villa at Kahaluu

Enjoy this resort quality 2 bed 2 bath Penthouse condo with exceptional ocean views across the street from Kona's famous Kahalu'u Beach. Relax in the sand, learn to surf, snorkel with the turtles and tropical fish. All this is just steps away from your door.- Beautiful...

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

Sunset in Paradise Oceanfront 1BR/1BA Condo at Kona Reef Fast WiFi & Central AC

Enjoy breathtaking sunset views every night from this beautifully updated condo steps from Downtown Kailua-Kona village with AC in both the living room and bedroom.Sunset in Paradise is your private paradise with gorgeous ocean views straight from a postcard. Relax on...

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

Sea Village Oceanview Condo

Unwind with modern comforts, including a flat-screen TV with cable, high-speed WiFi, and a fully equipped kitchen perfect for preparing island-inspired meals. Step outside to soak up the sun in the oceanfront complex, where you can lounge by the pool, take a dip in the...

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

A Plush Two-level Condo with Ocean and Golf Course Views From its Lanais

DescriptionKanaloa at Kona is in Keauhou on the water between Heeia Bay and the Keauhou Kona Golf Course. This resort boasts three swimming pools, including one that is absolutely oceanfront. There are also three hot tubs, two tennis courts, and a game room. Enjoy...

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

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