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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Pakala Beach Estate: Island-Style Retreat on Kauai's West Shore

Rates shown are for 8 guests; additional guests up to maximum of 11 are $20/night each. This magnificent, island-style estate truly exceeds all expectations. Located on secluded Pakala's Beach on Kauai's west side, this totally serene property borders an orchard and is...

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

Loft Style Completely Remodeled Condo

This stunning condo is located in the oceanfront building of the Kona Bali Kai, although not an oceanfront condo. There isn't an ocean view, but your proximity to the ocean is VERY close!! Just a walk through the under building parking garage, and you're there!The unit...

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

Ocean Views! Mauna Kea Resort. Beach Gear Include. Kumulani J3

This vacation rental is professionally managed by ResorticaHawaiiKumulani J3Bedding Configuration:Master Bedroom:  King BedGuest Bedroom:  Queen BedGuest Bedroom:  Two Twin BedsMauna Kea Amenity Program-see all details below:PLEASE NOTE: The Mauna Kea Hotel and golf...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Mauna Kea Resort, Hawaii

Luxury Mauna Lani Home, Family Friendly, Golf, Private Beach Club, Walk to Shops

Deluxe Two-story Town House with Lanai Partial Ocean View, Triple Suites and Garage.We invite you and your loved ones to experience the vacation of a lifetime in our elegant yet comfortable island home. The Big Island of Hawaii is a magical place. You will fall in love...

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

Includes Mauna Lani Beach Club Pass. 801 Kulalani

Kulalani 801. Includes Mauna Lani Beach Club Pass Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: QueenLiving Room: Sleeper Sofa-full sizeMauna Lani Beach Club Pass: Your stay will include a pass card to the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Mauna Lani Resort, 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

🌴 Gorgeous Oceanfront Luxury Retreat 🌊 Pool, black sand beach, AC and billiards

We are THE perfect luxury listing on the east side of the Big Island! A quick distance to black sand beaches, waterfalls, the volcano and charming Hilo town. ALOHA! Welcome to Hale Kakahi or Hawaiian for “unique, outstanding, one-of-a-kind house” -a perfect name for...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Pahoa, Hawaii

EPIC location 20% off Jul/Aug-SPECTACULAR Home-Sunset,Ocean Views-Infinity Pool

Last-Minute Booking DiscountSave 10% when you book within 30 days of arrival.This discount is applied after any other promotional or rental discounts have been included in your rate.Take advantage of a great deal on a spontaneous escape!Mana Aina - “Spirit of the...

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

Prime Location, Budget Friendly Kahalu'u Bay Getaway

You'll love the location and the views from the lanai. You can enjoy sunrises and sunsets, depending on the time of year, as well as water views year round. Situated steps (160 m to be exact) from Kahalu'u Bay, which has one of the best snorkelling beaches in Hawaii on...

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

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

IMPORTANT: Hawaii Senate Bill 1396 (SB1396) has been signed into law by Governor Josh Green. The legislation, signed on May 27, 2025, increases the state's transient accommodations tax (TAT) and introduces new fees to fund climate change mitigation and environmental...

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

View of Mauna Kea in Gated Community across from Golf Course

Quiet & Private 1 King bed/1 Twin daybed/1 bath kitchenette (attached to main house) w/ separate entrance & patio ~600 sqft in secluded & gated community at a cool 2400 ft elevation. Wake up to beautiful views of Mauna Kea. Located 30 min by car from Kona Airport,...

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

Beautiful 180 Degree Ocean View With Spa And Pool

Unbelievable views from almost every room in the house!Located just minutes above Kailua-Kona town, this spacious two-story home is a beautiful island getaway for your whole family. Two master bedrooms with king size beds and private bathrooms, two additional bedrooms,...

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

New Upscale Kona Retreat, Ocean Views, Pool, BBQ

Welcome to paradise in Kailua-Kona, Hawaii! 🌴 Escape to this stunning 3-bedroom, 2-bathroom oasis boasting breathtaking ocean views and a private pool for the ultimate Hawaiian getaway. Wake up to the panoramic views of the Pacific Ocean right from your private...

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

Mauna Loa Village Villa 2BR/2BA

Escape to a serene Big Island oasis at Club Wyndham Mauna Loa Village. Located right next door to the Kona Country Club, which features a championship golf course. This tantalizing Kailua-Kona resort is a quiet oasis tucked away from the town traffic and crowds, yet...

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

Hilton Pool Pass thru 2025. Golf Discounts. Waikoloa Beach Villas L2

**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking.  Valid for new bookings made September 24 or after.  Please message us...

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

Granma's Cabin Kona coast

Official website. When Granma was 95, we had to move her in with us to take care of her. This left her little panabode cabin (900 square feet with a 500 square-foot wrap-around lanai) vacant. Lucky you . . . you can spend your Hawaiian vacation in this beautiful, quiet,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 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

4 Bedroom with Private Pool and Spa in Waikoloa Beach

Welcome to Ainamalu Breeze, where mainland cares and day-to-day worries are carried away to provide you the sanctuary you have desired. When you enter our exquisite property, you leave the mundane tasks of travel and are released into a world of luxury. Upon entering...

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

Kehena Moana Kai - Amazing OCEANFRONT Private Retreat

Perched in the sunbelt at the edge of a dramatic oceanfront sea cliff, this honeymooner’s paradise sits in the heart of the lush Puna District rainforest on the Big Island of Hawaii. With two air-conditioned bedrooms, this private cliff house retreat accommodates up...

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

New home in quiet neighborhood, amazing views, minutes from top resorts.

This beautiful, custom built home was completed last year and has never been rented before. Outdoor living is a premium with a 700 square foot deck and a 700 square foot lanai facing west that capture the entire Kohala coast line. Enjoy views of the ocean, sunsets,...

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

Dreamy condo near the ocean with pool, hot tub, lanai, fast WiFi & beach toys

Hali'i Kai 8EOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' When it comes to experiencing the Big Island in style, look no further than this fantastic condo perched in the highly...

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

Best View for the Money!

Everything you need for a fun vacation. A lovely, impeccably cleaned, fully-equipped home with travertine flooring, fully-equipped kitchen with granite countertops, hickory cabinets, stainless appliances, breakfast bar, teak furniture, tropical ceiling fans, bamboo...

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

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

Note: Kona Reef will be undergoing necessary exterior repairs on neighboring buildings January - June 2026. Repairs to the parking areas will take place April 2026 - April 2027. This may result in additional noise 8-5 on weekdays as repairs are completed. Rates are...

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

Private Oceanfront Top Floor Condo - Kona Reef D34

NEW OWNERS! NEW UPDATES AND IMPROVEMENTS! Welcome to our private and comfortable ocean front condo in paradise - Kona Reef D-34. As soon as you arrive to our very private top floor ocean front condo located on the romantic coastline of the Island of Hawaii you will...

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

Mauna Kea Villa 3037 - Architectural Island Estate

This dazzling, single-level, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living and Sonos system, a chefs' kitchen with Wolf and Sub-Zero appliances/wine refrigerator, a dining area with adjoining wet bar, a...

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

Luxury + Privacy • Near Putting Green • Beach Club Access

Summary:Ka Milo in the Mauna Lani Resort • 68-1122 North Kaniku Drive #228 • 5★ RatedKa Milo 228 is a luxurious 2-story townhome located in the highly desirable community of Ka Milo in the Mauna Lani Resort.  With two master suites and two additional bedrooms,...

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

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Introducing Akela Ka Hale Kai, affectionately known as Lucky 42 at Kona Bay Estates.Experience unmatched relaxation with our special spring rate beginning at $1649 per night (N++). Delve into a serene seaside retreat, where every aspect is designed with your utmost...

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

nPrivate, Walk to Beach, Golf, Shopping and Restaurants!

Located in Waikoloa Beach Resort at Vista Waikoloa.. Beach, Golf, Snorkeling, Seasonal Whale Watching, Shopping, Restauants, all minutes away!Our beautiful ground-floor condo, on the sunny/dry side of the island, is located in the luxurious resort of Waikoloa Beach. We...

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

MARRIOTT WAIKOLOA OCEAN CLUB, Top Rated Resort On The Big Island!

Please choose a Friday, Saturday, or Sunday check-in and enjoy a seven or night stay. If you need larger accommodations, ask our agent about our two bedroom option. Thank you for your interest in booking with DashWeek/ Dash Realty Group, Windermere Florida. Dash Realty...

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

Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Welcome to Keauhou Kona Surf & Racquet 188 by Gather, a fully renovated two-bedroom, two-bathroom, Air conditioned oceanfront townhome in Kailua-Kona, Hawai'i. This two-story duplex accommodates up to six guests and offers panoramic 180° ocean views from nearly every...

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

Cozy 1-bedroom with AC and WiFi in enjoyable Kailua-Kona

Welcome to Hale Kai Hideaways, Bungalow A. Vacation at this cute apartment centrally located in the heart of Kona. Alii Garden's open-air marketplace is a five-minute walk, where you will find Shaka's tacos, local coffee & tons of souvenirs. Turtles Beach, a local...

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

Paradise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views

Bay View Farms Estate HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Retreat to a gentler, slower-paced era in this beautifully decorated “Estate Home”, offering 6400 sq....

🛏 3 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 20
📍 Captain Cook, Hawaii

Tranquil cottage in peaceful Kohala farm setting

This studio cottage sits on 5 acres of orchard, gulch and gardens with the Kohala coast as a backdrop. The owners farm the back 20 acres with cattle, sheep, goats and chickens. We are located midway between the towns of Hawi and Kapa'au--both known for their quaint...

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

🏖️Waikoloa Gold Member Golf Discounts | Spectacular Ocean Views | vrKCV

vrKCV - Hali'i Kai 12F, Professionally Managed by Kona Coast VacationsSpectacular Ocean Views and Exclusive Golf PrivilegesWelcome to Hali'i Kai 12F, where breathtaking views and luxurious amenities come together to create the ultimate Hawaiian retreat. Situated along...

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

Escape to paradise at Waikoloa Fairways' 2-bed, 2.5-bath condo + stunning views

Experience the ultimate in vacation comfort with our exclusive benefits. Enjoy complimentary late check-out (subject to availability) to maximize your stay. Book a 7-night stay and receive your 8th night completely free – perfect for an extended escape. Plus, as a...

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

Adorable Guest Cottage with Lanai -sleeps 3

This adorable 2 bedroom 1 bath Guest House is in a country like setting surrounded by sounds of nature and overflowing with ambiance. Located at about 1000 ft. above sea level, you will be serenaded by coque frogs , roosters, turkeys and chickens. There is a picnic...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Kimo's Getaway

This a very private duplex. Your host lives upstairs. Your's is a new two bedroom, one bath unit, with a full sized kitchen and adjoining dining area. . There is a large lanai viewing the ocean with plenty of relaxing chairs and an outside dining area.You will be a 7...

🛏 2 Bedrooms
🛁 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

7H - Hawaiian Elegance – Luxurious Deluxe Ocean View Villa (6+)

Aloha, e komo mai (welcome)!! Come experience our luxurious villa at the prestigious Hali’i Kai oceanfront gated community conveniently located on the sunny Kohala Coast on the Big Island’s Waikoloa Resort where we average 7” of rain a year (the driest in the...

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

Beautiful Ocean Views 5 Bedroom Sleeps 14 Walk to Beach, Pool, AC, & Game room

The "Akai Beach House" is a beautiful 5 bedroom 4 bath home that sleeps 14 with ocean views, a pool, air conditioning and a large game room in the garage. Enjoy ping pong and foosball, or relax on the couch and watch TV in the game room. Magic Sands Beach - the best...

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

Waikoloa Beach Villas O2 - Ground Floor Villa 7th Night Free April-June 2025!

Come enjoy the beauty of Hawaii in our perfectly located condo at Waikoloa Beach Villas. Just 20 minutes north of the Kona airport you will find yourself in paradise! Just added - Discounted GOLD GOLF KINGS' CLUB MEMBERSHIP. Book our villa and you will be able to set up...

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

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

Kolea 14K ~ Immaculate, Luxurious, Special Rate+ Lava Lava Beach Cards!

Kolea 14K Current Special Rate $550/nt+tax plus $100 Lava Lava Beach Card for a Limited Time!The perfect vacation rental awaits you! This 3 bedroom, 2 bath condo is centrally located in the beautiful oceanfront neighborhood of Kolea. It is one of those versatile homes...

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

Oceanfront Kailua-Kona Home, Walk to Kahaluu, Wifi & AC

Welcome to Hale Lula o' Nai'a – "House of the Dolphins" – your oceanfront retreat on scenic Alii Drive!Ideally situated just north of Kahalu'u Beach Park in Kailua-Kona, this prime location offers easy access to surfing, paddle boarding, and snorkeling.Designed for...

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

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