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.

List
Map

Ocean’s Edge w/Sunset View Lanai! WiFi, Modern Kitchen, TV, Washer/Dryer Kanaloa 2001

Spectacular views and spacious living make this two-bedroom, two-bathroom, ocean-side suite the perfect Big Island retreat for you and your friends and family, sleeping up to 6 people. Relax on your furnished lanai as you enjoy the sounds of the waves breaking on the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Discover tranquility in Keauhou! 2-bed, 2-bath ground floor unit, garden views

The Keauhou area of Kailua-Kona Hawaii is a tropical paradise that boasts beautiful coastlines, stunning ocean views, and a rich cultural history. And what better way to experience it all than by staying at this beautiful vacation rental!As soon as you step inside this...

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

2-story ocean-view condo with 2 lanais, central AC, pool & hot tub - near Honl's

Wai Aha AlohaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Greet each morning with a gorgeous view of the Pacific Ocean, swaying palms, and the community pool just below at this...

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

Magic Steps away and the Ocean Sings a Lullaby In Front of Your Studio

THE CLOSEST OCEAN FRONT SUITE to MAGIC SANDS BEACH! This special space is a Magical Tiki Ocean Front Paradise, and you can't get any closer than this Big Island Getaway. Watch the Tangs roll in the waves and see the boogie boarders and surfers at the beach. You can even...

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

Sea Village 4108: Oceanfront 2BR Condo with Pool, Near Downtown Kona

Every amenity is at your fingertips in this recently remodeled two-bedroom, two-bathroom condominium, which comfortably accommodates up to four people. Sip Kona coffee from the lanai while enjoying views of the sparkling ocean. Beautiful ocean views greet you the minute...

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

Oceanfront Resort Perks+Suite w/Full Kitchen, Washer/Dryer, WiFi, Lanai, TV Kanaloa 3401

This charming one-bedroom, two-bath unit will have you feeling relaxed in no time! You’ll have a wonderful view of the bay from your furnished lanai with a wet bar. Enjoy morning coffee or an evening glass of wine as you look out at some of Kona’s most beautiful...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

Luxury Kailua-Kona: Kona Mansion 120-B Ocean/Timeless Sunset Views Awaits You

Experience the timeless magical views of Hawaii Big Island Ocean views in this spacious charming condo with 1-bedroom, 1-bathroom, fully furnished vacation rental in the heart of Kailua-Kona. Centrally located just moments away from top attractions/restaurants like Kona...

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

New! Kailua-Kona Stunning House w/ Ocean Views & Infinity Pool

Welcome to Hale Luana, your dream vacation rental with extraordinary ocean views in a reimagined and refreshed Kona home. Located at the pinnacle of the highly regarded Iolani subdivision, this oasis offers the perfect island getaway with convenient access to Kailua...

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

Oceanfront Kailua-Kona Islander Studio w/ Lanai!

Switch into island time the second you land on the Big Island of Hawaii and get settled into your tropical home-away-from-home in the Kona Islander Inn. This Kailua-Kona vacation rental studio features 1 bathroom, a well-equipped kitchenette, a private lanai, and a...

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

New Listing! Keauhou Punahele 2 BR/2BA, Great View

Stunning 2BR/2BA Condo with Ocean and Golf Course Views and Resort Amenities – Keauhou Punahele Welcome to your peaceful island retreat at Keauhou Punahele A203! This beautifully updated 2-bedroom, 2-bathroom condo is in exceptional condition, thoughtfully furnished,...

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

Koana's Ocean Hale | Onsite Pool

Summary:Fall in love with the Big Island and all its splendors when you stay at Koana’s Ocean Hale, a charming 1-bedroom condo on Hawaii’s west coast. Nestled among the lush island landscape, you’ll be located alongside the beautiful Kona Country Club where the...

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

Spacious Entire Home w/ Heated Pool, 180-Degree Ocean View & 7 mins to Beaches!

Welcome to Phil's Kupuna home! * Escape to paradise in this spacious, coastal retreat, where relaxation meets productivity. Featuring a swimming pool, 180-degree ocean views, and an office room perfect for remote work, this home offers the ideal blend of comfort and...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

Kona Makai 1-103 Nearly Oceanfront, Ground Floor, No Stairs, Special Location

Kona Makai#1-103 is one of the best located ground floor units in the entire complex! Being 2 units away from the very west ocean end of building 1, the location is undeniably too perfect. This NEWLY REMODELED unit has a gorgeous upgraded kitchen & bathroom as of July...

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

Updated 2nd-floor condo in heart of Kona with lanai, pool, grills

Kalanikai 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This nicely updated, second-floor condo (no elevator) is in the heart of Kailua-Kona and is perfect for a romantic...

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

Kailua Studio w/ Pool Access & Garden Views!

Indulge in paradise when you stay at this vacation rental studio in Kailua! Located at Kona Islander Inn, the home has a queen Murphy bed and 1 bathroom. Take advantage of great community amenities including a hot tub, or stroll across the street to sunbathe at the...

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

Coastal condo w/ breathtaking ocean views, shared pools, WiFi

Country Club Villas 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning ocean-view condo nestled along the iconic Ali'i Drive...

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

High Upgrades and Views W/TV and Washer/Dryer-Kanaloa

Kanaloa at Kona unit #2901: Whether you’re looking for a romantic retreat or a place to unwind and rejuvenate, this one-bedroom suite will satisfy your desires. Gaze out at the stunning Pacific Ocean from your furnished lanai that seats four guests and features a wet...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

KONA WESTWIND#6 INCREDIBLE OCEAN VIEWS, CORNER UNIT

******SPECIALS FOR LAST MINUTE BOOKINGS*******20% OFF PER NIGHT FOR BOOKINGS WITHIN 1-14 DAYS OF ARRIVAL - COUPON CODE: KW6LAST2010% OFF PER NIGHT FOR BOOKINGS WITHIN 15-28 DAYS OF ARRIVAL - COUPON CODE: KW6LAST10Kona Westwind #6 is a 2 bedroom, 2 bathroom private...

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

🏖️Fantastic Ocean & Golf Course Views | Close to Shopping & Beaches | vrKCV

Welcome to Country Club Villas #317Discover your dream Hawaiian escape at Country Club Villas #317, a 2-bedroom plus loft, 3-bathroom condo perfectly positioned on the 18th fairway of the Kona Country Club Ocean Golf Course. With breathtaking views overlooking the Kona...

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

Oceanfront Blissful Sanctuary 🐳 Balcony that Almost Hangs Over The Ocean! 🐠 Hale Kona Kai 308

True and total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...

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

Kailua-Kona Condo w/ Balcony: Walk to the Beach!

Indulge in an unforgettable escape when you stay at this 1-bedroom, 1-bath condo in Kailua-Kona. Less than a half-mile away from a shopping village and tons of oceanfront activities, this vacation rental invites you to embrace the Aloha Spirit of Hawaii. Peruse local...

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

2 bedroom 1 bath cottage 10 minutes from beach

Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes.Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence).Easy 10-minute drive to airport, beaches,...

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

OUTSTANDING OCEANFRONT STUDIO - KONA ISLANDER INN CONDOS by RedAwning

**COMPLETELY REMODELED - DOWNTOWN,** TAKE A LOOK, YOU WILL WANT TO STAY HERE,HAS QUEEN SIZE MURPHY BED.KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZEMICROWAVE, FULL FRIDGE, ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND MORE**, **FULL SEPARATE BATHROOM WITH DOUBLE...

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

Enchanting Ocean & Coastline Views with Sandy Private Beach! Romantic Sunset Views - Month Plus

Enchanting Ocean & Coastline Views with Sandy Private Beach! Romantic Sunset Views – Updated throughout! Direct ocean front! Spacious with two Bedrooms & two bathrooms, central air conditioning, top of the line kitchen and appliances, new attractive and comfortable...

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

Upgraded Chic Condo with Lush Gardens!

Aloha and welcome home to the Keauhou Resort! This chic split-level condo with luscious garden views has everything you need for the perfect Hawaiian vacation. Indoors or outdoors, the choice is yours as this home offers an open concept floorplan that seamlessly...

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

< 1 Mi to Magic Sands Beach: Condo w/ Pool Access!

Lanai w/ Forest & Peek-A-Boo Ocean Views | Smart TVs | 3 Mi to Kailua PierYour next fun-filled tropical retreat awaits at this Kailua-Kona vacation rental! Located just down the road from beach parks, shopping centers, hiking trails, and more, this 2-bedroom, 2-bath...

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

Charming 2-bedroom Oceanview Condo in Welcoming Kailua-Kona with WiFi, AC

Oceanview two-bedroom, two-bath condo located in the heart of Kailua-Kona. Stunning heated pool, hot tub, and sun deck perfect for soaking up Hawaiian sunshine! From the private balcony enjoy an unforgettable view of Kona's deep blue ocean. Central AC throughout the...

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

Incredible He'eia Bay Pool Home w/hot tub for 16!

Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom 5 bath pool home for 16 is located right across the street from Keauhau Bay! A semi private landing with sleeping offers a 6th sleeping area! There is a private...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 16
📍 Kahaluu-Keauhou, Hawaii

Oceanfront townhouse at Keauhou Surf and Racquet

Oceanfront island-style townhouse at Keauhou Surf and Racquet that boasts stunning views! Enjoy this two-bedroom, two-bathroom with a large lanai to enjoy sunsets and morning coffee. Enjoy the amenities of the complex; BBQ, pool, tennis, and more!Inside the property...

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

Clean & comfortable studio in the heart of Kailua Kona with pool, hot tub & AC

Kona Islander Inn 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a dreamy vacation in Kailua-Kona at this well-appointed and lovely condo! Perfect for solo travelers...

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

Dlx 2BR Oceanfront Kona Condo...Steps to the Water.nStunning Views!

Welcome to your own 2-Br Oceanfront Kona Condo...Ideally located in Kailua-Kona Town, featuring fantastic Oceanfront Views! Listen to the sound of the surf from your Spacious Lanai, and toast to another gorgeous Sunset! Sleeps up to 5 People: ideal for a family...

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

Kona Shores - It's a Honu World. Small complex on Alli'i Drive

Affordability in Kona? Amazing pool view condo right on Alli'i drive of Konatown close to EVERYTHING! Beach gear, boogie boards, full kitchen, free parking. Rent a bikes steps outside the complex. Sleeps four with comfy queen bed and queen sofa sleeper! You will love...

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

Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona

**NEW LISTING**Welcome to your dream getaway at Kona Reef. This newly renovated, modern 1-bedroom, 1-bathroom condo offers breathtaking ocean and beach views, creating the perfect escape for couples or solo travelers seeking relaxation and adventure.Why You’ll Love...

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

Sunsets and Tradewindsnn

This lovely updated condo is In the heart of Kailua-Kona on the Big Island of Hawaii. It is right across the street from the ocean and sounds of the surf bring relaxation. Walk to nearby restaurants, galleries, and night life. Enjoy the ocean breezes, amazing views, and...

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

Kona Pacific - Convenient to downtown Kailua Kona

The Kona Pacific E633 has undergone a delightful upgrade! It now boasts a stunning new walk-in shower. The guest bath's has a bath/shower combo and a new vanity. In the living room, a super comfortable sofa sleeper accommodates up to four guests, making this...

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

Island Hopping! Resort View, Oceanfront, Game Room, Onsite Restaurant and Bar

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...

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

Beach condo with shared pool & hot tub/private lanai - near beaches/restaurants

Kona Bali Kai #331Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next Kona vacation is about to get a whole lot better when you book this fantastic condo conveniently located...

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

Central Air, modern furniture well maintained grounds and close to the sea

You are responsible to follow Hawaii state rules and regulations regarding travel and COVID-19. See website hawaiicovid19 dot com for current requirements. Refer to website cdc dot gov for all federal guidelines. More details may be available at the state of Hawaii...

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

Aloha Rejoice: Beautiful ocean-view lanai. Great location only 2 miles from Kona

This is a beautifully renovated 2nd floor (Townhouse). Spectacular view from the 600 sq. ft. lanai. Located just minutes to the beach and downtown Kona. Private entrance & ALL NEW furnishings. The lanai on this home is absolutely breathtaking! Both bedrooms have sliding...

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

Condo at oceanfront resort with lanai, pool, grill & sundeck - walk to beach

Kona Shores 230Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'In this beautiful spot at the oceanfront Kona Shores, you'll be minutes from Honl's Beach and the very heart of...

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

KONA MAKAI#2-303: BEAUTIFUL TOP FLOOR OCEAN VIEW IN OCEANFRONT COMPLEX W/AC!

Unit#2-303 is a excellent top floor unit with a loft, Enjoy gorgeous views of the ocean, waterfront pool, and tropical landscaping!The Kona Makai is a beautiful, sunny, highly sought after Ocean Front Complex located on famous Ali'i Drive just 1.3 miles from Kailua...

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

Lovely condo w/free WiFi/shared pool & hot tub - near beaches/shopping/dining

Kona Bali Kai #142Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With queen-size and sofa beds, cable TV and WiFi, and enough elbow room for up to four guests, this attractive Kona...

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

Sea Village #4210 | Ocean Front Lanai!

Summary:Awesome location with a private lanai situated right over the ocean! This very well kept 1 bedroom 1 bath unit boasts comfort in paradise, with all the amenities of home. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in...

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

Walua Hale | Relaxing Hawaiian Oasis

Summary:Maximum occupancy strictly enforced in accordance with local ordinances.This exquisite 4-bedroom home in Kailua-Kona offers luxury and relaxation to families and groups of friends alike.The Space:PLEASE NOTE THERE IS NO AC IN THE UNIT. With stunning ocean views...

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

🏖️Hawaiian-Style Oceanview Across the Street from Historic Magic Sands Beach Park🍍

Hawaiian Style Oceanview Stay located less than 100 yards from the historic Magic Sands Beach Park. 2-bedroom 2 bathroom offers central air-conditioning, primary bedroom equipped with a king-sized bed, on-suite, and access to the ocean view lanai. The guest bedroom is...

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

Tropical Kona Resort Townhome: Patio + Ocean Views

Surf, swim, and sunbathe your way to a memorable Hawaiian getaway when you book this breezy Kailua-Kona vacation rental. The 3-bedroom, 3-bath townhome is located in a 4-star gated resort complex close to shops, dining, and beaches including Kahalu'u Beach Park - best...

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

Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w/Wet Bar Kanaloa 1103<br>

You’ll love the contemporary island design of this two-bedroom two-bathroom unit. This rental is furnished with parquet flooring in common areas, contemporary wicker bedroom and living room furnishings, and high wood ceilings with white beam details. You’ll love the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Ground Floor Oceanfront 1 Bedroom - Kona Reef D01

Kona Reef D01: Located on the ground-floor, walk from your private lanai to the ocean’s edge for a beautiful Kona sunset. This open-design, air-conditioned 758 sq. ft. retreat invites you to prep meals in the gourmet kitchen with breakfast bar. Other touches include...

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

Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!

Pack your bags for a serene tropical getaway and stay at this light-filled vacation rental in Kailua-Kona! This quaint 2-bedroom, 1-bathroom house on the Big Island of Hawaii, just 15 minutes from Downtown Kona, won’t disappoint! With a furnished lanai overlooking the...

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

Newly renovated ocean View Two Bedroom, Two Bath Condo, Center of Kailua Kona

Come and enjoy this newly renovated 2 bedrooms 2 baths Ocean view Condo! The perfect upstairs unit to call home at Alii Lani! Spacious vaulted ceilings and a cozy lanai that across the green belt to the blue pacific. Inside this beautifully presented condo is a newly...

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

Showing 31 of 36 pages.