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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Romantic Cottage, Stunning Ocean Views, Whales are jumping!

James Cottage is a historic home that has been completely restored for our guests to enjoy. Located with in The Historic Puakea Ranch, your bungalow was once home to the paniolos who lived and worked at Puakea 100 years ago. Ocean views, light filled, airy and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Hawi, 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

Holua Kai#8 w/ Private Pool, Ocean & Golf Views, Community Pool & Spa

Holua Kai #8 invites you to unwind in style within the private gated community of Kona Country Club Ocean Course. This elegant single-level home blends open, light-filled interiors with a private heated pool and lanai framed by lush golf course greens and distant...

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

Ohana Retreat - The Real Hawaiian Experience

Experience the Beauty of Hawaii at Ohana RetreatOhana Retreat is the ultimate getaway for large families looking to embrace the breathtaking beauty of Hawaii. Our spacious island-style home features eight luxurious bedroom suites, each complete with a private bath, wet...

🛏 8 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 18
📍 Kailua-Kona, Hawaii

Big Island Hawai'i Hali'i Kai 22A Quiet Relaxation or Family Adventure

Aloha! Hali’i Kai #22A is located in beautiful Waikoloa Beach Resort on the Kohala Coast. Our villa welcomes you with the serenity of a retreat and beautiful view from the lanai of the Coconut Grove, Kohala Mountains, Hapuna Bay and Mauna Kea. The two bedrooms are...

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

Viva Volcano Village!

Our 1933 Craftsman home is one of the 10 historic homes of Volcano Village. Purched in the canopy of the Ohia forest the songs of the ‘Apapane bird will serinade you from the tree tops around our balcony. Walking distance to stores and restaurants and less than 2...

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

Luxury Penthouse, Golf View, Gourmet kitchen, Sleeps 6

Aloha and welcome to our home on the Big Island of Hawaii!The island style Fairway Villas in the Waikoloa Beach Resort is the perfect location from which to explore the breathtaking Big Island. Situated just 15 minutes north of the Kona Airport and directly across from...

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

Sky Villa Estate: Luxury Gated Kona Retreat with Ocean Views

Welcome to your Hawaiian haven, Sky Villa Estate! Kick off your flip-flops and let alohaspirit guide you up the driveway to this secluded gated 5-acre estate, through lushlandscape that feels like a warm hug from the island itself. Deep lush lawns encouragefamily games...

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

Stunning tropical retreat near the beach with pool, views & spacious lanai

Ho'oka'ana HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live the luxe life at the top of Alii Heights! Surrounded by colorful blooms and palm trees, find yourself waking up...

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

One Ocean Mauna Lani Golf Estate 4 with Infinity Pool & Spa

Welcome to 6BD Mauna Lani Lux Golf Estate (4) at One Ocean, an architectural showpiece completed in 2024 within the gated One Ocean enclave of Mauna Lani Resort. Designed for modern island living, this six-bedroom, six-and-a-half-bath retreat unfolds across open,...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Waimea, Hawaii

Ultimate Ocean View Villa • Pool • Pickleball • Game Room • Gym • Club Access

**December 21 - January 4 is now available at 20% Off!** The Kanini Estate is a recently constructed, beautifully furnished luxury villa in Waikoloa's premier oceanfront community of "Naupaka at Waikoloa." The Estate is located within walking distance of The Kings’...

🛏 5 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 16
📍 Waikoloa Village, Hawaii

Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi

Golden Goose Home-base! Stay with us we are thrilled to Host your Hawaiian Adventure.Volcanos! 1.5 hr driveCliff diving! 30 minHiking Fun! Hideaway Beaches! 15 minsLive Turtle Beaches! 35 minsFull Kitchen cooking! Woohooo 0 minsLocal recommendations tours, restaurants,...

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

Surfers & Sunsets-Kona Reef Ocean Front Unit

Watch the Surfers from Your Lanai - Kona Reef Ocean Front UnitLight and Airy with direct Ocean Views from the Lanai, Living and Kitchen areas. Large Ocean Front 611 square foot condo with a full 128 square foot Lanai. This fully equipped Ocean Front 3rd floor condo is...

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

Hawaiian Retreat w/ Ocean Views in Captain Cook!

Indulge in the ultimate Hawaiian getaway at this stunning 3-bed, 3-bath vacation rental house in Captain Cook. Upon arrival, you’ll be greeted by 3 manicured acres of mature fruit trees. Past the front door lies access to the ocean-view lanai, which is the perfect...

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

Upgraded 3 bed w/Ocean View, Pool, Hot tub, 2*King

Summary:Enjoy daily sunsets over the ocean right from living room. This Corner unit is a privately owned part of Wyndham hotel, provides you best of both worlds - pool, tennis, spa, gym, billiards, ping pong etc. while being completely remodeled with brand new...

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

Kolu Honu – Stunning Beachfront Condo for 2!

Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of...

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

Ocean Views ! Excellent Proximity to Hualalai Resort Amenities ! Includes Golf Cart

Located in the Award Winning Resort Community of Hualalai Four Seasons.Beautiful ocean views from this delightful two bedroom Garden Level Villa. Spacious Lanai with lounge seating extends seamlessly to a large lawn area. Enjoy the sounds of the ocean and glances of the...

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

99 steps to quiet beach - Centrally located - Great for families & groups

Ideally located on iconic Alii Drive directly where the world famous Iron Man takes place annually. A number of palm trees and local landscaping on the front and side of the property add to the tropical appeal.Nearby are many of Kona's enviable attractions including its...

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

PARADISE OCEAN VIEWS & GOLF w/ A/C + Pool / PickleBall / Tennis

E Komo Mai - Welcome to our Hawaiian Sanctuary (otherwise known as our Hawaiian Happy Place) offering nearly 180-degree Ocean View over Waikoloa Village Golf Course, with golf (at reduced rates plus a range/putting green), free tennis and pickleball (under lights), and...

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

🏖️Corner Unit | AC & WIFI | Concierge Included | vrKCV

vrKCV - Vista Waikoloa D201, Professionally Managed by Kona Coast VacationsWelcome to Vista Waikoloa D201Relax and unwind in this beautifully appointed two-bedroom, two-bath unit that offers the perfect retreat for couples or small families. With a spacious lanai, this...

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

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

Luxury 2BR/2BA penthouse, Walk to beach

Explore Waikoloa Beach Villas O33, a Big Island penthouse condo furnished with designer touches throughout. The vacation rental is thoughtfully supplied with most of the items you will need for feeling right at home during your Hawaiian vacation, including beach chairs,...

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

Waikoloa Beach retreat! Top floor, walk to beach+shopping+golf, saltwater pool

Welcome to our happy place, Vista Waikoloa D301! Centrally located in Waikoloa Beach Resort on the Big Island, your condo features:- Spacious 350 sq ft. wrap-around lanai (with peek-a-boo views of Anaeho'omalu Bay)- Gorgeous views of Mauna Loa and Hualalai- Walk to...

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

2 Bedroom Garden Villa – Hali`i Kai Waikoloa 23C

Stylish island décor creates a casual vibe in this 1,082sf suite with lanai flowing onto the lawn. Homey ease plays out with a modern kitchen opening to the dining/living area, washer/dryer, flat screens, WiFi, double-vanity master bath, ceiling fans and central air....

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

Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable

Please check out the main house on the same property for larger groups:vrbo 1542506This cottage is perfect for a couple looking to save money but still have a million dollar view. In Kealakekua Bay, just 3 minutes from some of the best snorkeling and wildlife viewing in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

☀Private Unit Like No Other ☀Serene, Tranquil, Fully Equipped ☀

☀Private Unit Like No Other ☀Serene, Tranquil, Fully Equipped ☀Your Tropical Oasis!! Please come enjoy what we believe is one of the best located units in Mauna Lani Fairways. Total privacy!! No Lanai facing yours, no building right next door. No road outside your...

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

❤️PiH❤️ Sunset Villa ♥ Families ★ 3 Master Ensuites ★ Luxury Home with Bikes ★

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sunset Villa, a part of our Hawaiian Luxury Collection. Sunset Villa at Mauna Lani Villages is a wonderful 3 bedroom home with luxurious high end finishes in a premier resort community. This is one of a very...

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

Wai'ula'ula: You Can't Beat This View

BEST LOCATION AND VIEWS! Wai'ula'ula A101 is located near the exclusive Amenity Center and offers panoramic and unobstructed views of the ocean, golf course and sunset.This unit is located on the ground floor and tastefully furnished & KID FRIENDLY.Please inquire for...

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

Hilton Pool Pass incl - Spacious & Relaxing Resort Gem ~ View ~ Pool ~ Gym

Hilton Pool Pass Valid for stays in 2025. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is valid from 4 pm on your arrival date and 10 am on your departure date. The pass and...

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

Kolea 7E- Second Floor 3 Bedroom Kolea Condo with an Ocean View

Recently upgraded in 2024, Kolea 7E is a spacious 3 bedroom vacation rental at Kolea with a nice ocean view over a vacant lot. As you enter the double entry doors you will be struck by the spaciousness of the great room and the view! The living room is comfortably...

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

Maka Nui Estate: Private Family Resort Style Home

Aloha and welcome to Maka Nui Estate — a private ocean-view retreat perchedabove Kealakekua Bay on Hawai‘i’s Big Island. Set on five acres of tropical gardens,this newly renovated 5-bedroom estate blends luxury and authenticity — offering guests the serenity of...

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

Spacious 3 Bed 2.5 Bath House in Kahakai Estates

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 finalize your booking. We will contact you to confirm the...

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

Ohia Lehua Hale-Hot Tub-Fireplace-Fire Table-3-Bed, 2-Bath Newly Renovated Home

Welcome to Ohia Lehua Hale, located just 6 minutes from Hawaii Volcanoes National Park. Escape to our recently renovated vacation home; we recently added many upgrades to enjoy a relaxing stay.*New Built-in Gas Fireplace *New Smart TV*New Outdoor Hot Tub *New Outdoor...

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

Prime Oceanfront Kona Reef Vacation Condo - D Building

Location, Location, Location - Oceanfront - D Building.Direct View through Towering Palms into Kailua Bay.Watch the Dolphins, Whales, Parasailers, Surfers and Beautiful Hawaiian Sunsets from your Oceanfront Lanai.Listen to the soothing sounds of the ocean and feel the...

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

🏖️One of the best locations at Waikoloa Colony Villas | Includes Concerige | vrKCV

vrkcv-Waikoloa Colony Villas 1702. Professionally Managed by Kona Coast Vacations.Luxurious 3 Bedroom Villa with Stunning ViewsWelcome to your dream getaway at Waikoloa Colony Villas! This freshly renovated 3-bedroom, 2.5-bath villa offers a perfect blend of modern...

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

A Beautiful View Beach House at Kahalu'u Bay! Snorkeling & Surfing ~ Steps Away!

This is a very special property within a treasure of history, located across the street from Kahalu'u Bay & Beach Park on the mauka side of Ali'i Drive. Known for world class snorkeling with beautiful coral reefs, bright fish, sea turtles & a super fun ~ surf break....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 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

Kona Reef Condo Oceanfront Top Floor A/C In Town Ocean and Pool View

Perfect location, you will love the ocean & pool view from this beautiful top floor condo. Right next to Honl's beach. A short walk to restaurants and stores, enjoy all that Kona town has to offer! This 1 bedroom condo has AC in bedroom and living room, dishwasher,...

🛏 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, NEW living room furniture and new photos coming soon. This top...

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

Hualalai Hillside Penthouse Oceanview Retreat

One of only seven Hualalai Penthouse Villas. Upper-level Villa featuring single level interior with over 4,200 sq feet of living and lanai space. Hear the sounds of the Pacific Ocean while enjoying the beautiful close unobstructed ocean and beach views from the generous...

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

Gorgeous sunsets, quiet property

Views! Golf! Listen to the Birds! Situated on the third (lagoon) hole of the renowned Robert Trent Jones Jr. golf course, unobstructed views extend all the way to the Pacific Ocean. To the right, impressive cloud formations settle over the green hills of Waimea as the...

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

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

Infinity-edge Pool, Spa, BBQ, Fire-Pit, Ocean Views! HOSTED ~ Hale Laule'a

Summary:Hale Laule'a, an Island Style Beach Hosted Property with (2) separate dwellings, is located on the Kohala Gold Coast of the Big Island. In the main residence that guests stay in, there is air conditioning throughout this 4 bedroom, 3 bath home situated on nearly...

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

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