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

New Listing! Two bedroom, two bathroom condo in heart of downtown Kailua-Kona

Experience paradise with this two bedroom, two bathroom condo in downtown Kailua-Kona. The condo is located in close proximity to numerous restaurants, shopping boutiques, and other downtown attractions that the beautiful location has to offer.This one story condo...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 100
📍 Kailua-Kona, Hawaii

OCEAN Front Kona Studio - Spectacular view!

ALOHA! We invite you to sit down, relax and take in this spectacular location our unit has to offer!PERFECT LOCATION!We are 15 mins from the airport and direct ocean fronting at Historic Kona town. Fast Internet!! For those who decided to escape to paradise to work?!...

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

Ideally Located Condo w/ AC & Shared Pool - Walk to the Beach & Downtown

Kona Mansions E-334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a wonderful location near the heart of Kailua-Kona, this one-bedroom condo at Kona Mansions provides a...

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

Shores at Waikoloa Unit 301: 1 Br condo in the Sandalwood Tower Sleeps 4

This resort features many great amenities for its guests to enjoy. There is a swimming pool and hot tub on the property where you can enjoy the cool water in the Big Island weather. The resort also has a tennis court and fitness center for those days you want to do it...

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

Kona Nates Ocean View Escape

Welcome to my Ocean View Escape! Located in the heart of Kona, you will have an unobstructed view of the West Hawaii sunset every night! From the kitchen you can even see the sunrise over the mountains every morning. Located in Downtown Kona, you can walk to all of the...

🛏 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

Golf course-front, ground-floor condo w/private lanai, shared hot tub, pool, A/C

Waikoloa Fairways C119Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise and endless sunshine await at this incredible and family-friendly condo! Bring your clubs and try out...

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

Spacious 1 BR/1 BA Keauhou Gardens condo at Kona Coast Resort

Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres of beautifully landscaped tropical Gardens.Recent upgrades include new stovetop, microwave, and oven. New dining room...

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

Shores at Waikoloa Unit 307: 1 Br condo in the Sandalwood Tower, Sleeps 4

Located on the west coast of Hawaii Island (The Big Island) known for its many golf resorts, Shores at Waikoloa is a gated condominium resort community nestled between two Waikoloa golf courses. A stress-free alternative to mega-resorts-Shores at Waikoloa offers a...

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

Sunny oceanfront condo with hot tub, pool, balcony & washer/dryer

Kona Bali Kai #319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel at home even while you're visiting the island with this bright condo! Step out onto the balcony and take in the...

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

Surf & Racquet Club #24 | New Beds, New You!

Summary:This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach Park. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This property includes a very private lanai, remodeled kitchen with granite counters, ductless split air...

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

DELUXE APT BY THE OCEAN!! BEST LOCATION!

PERFECT LOCATION! We are close to everything! 15 mins drive from airport and 5 mins walk to the ocean. We offer free designated parking wifi, beach towels, full kitchen, cookware and dinnerware, shampoo, conditioner and hairdryer for you.We are also close to farmers...

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

The Ocean- Cozy Condo in the heart of Kona

Studio condo with A/C and has a beautiful view of the beach. Right in the middle of Kona, It is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. This unit is located on the 3rd floor and has a queen size bed, New...

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

White Sands Village 2/2, Oceanfront complex- Pool

Beachfront Bliss at White Sands 202 - 2BR | 2BA | Patio| Steps to the Beach | Pool and BBQWelcome to White Sands 202, a beautifully designed 2-bedroom, 2-bathroom condo offering patio, amenities, and the perfect blend of comfort and convenience. Whether you're looking...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 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

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

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...

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

Two-story condo with Mauna Kea view, saltwater pool, hot tub - near beaches/golf

Waikoloa Hills #105 - Pineapple ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a view of Mauna Kea from your bedroom at this two-story condo in...

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

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

Shores at Waikoloa Unit 111: 1 Br condo in the Tamarind Tower, sleeps 2

A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...

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

Spacious 3-bed, 3-bath condo w ocean and golf course views, ideal for relaxation

Come enjoy your vacation at Keauhou Punahele #E301! This three-bedroom, three-bathroom condo has high ceilings, an open layout, and a large lanai. Relax and take in the ocean and golf course views, fully stocked kitchen, smart television, and fast WIFI.Upon entry into...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 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

Waikoloa Hills,Two-Bedroom/Two-bathroom BBQ & more

Welcome to Waikoloa Hills Unit 606, a beautifully appointed two-bedroom, two-bathroom vacation rental offering comfort, convenience, and mountain views. Nestled in the heart of Waikoloa Village, this two-story retreat is perfect for families, couples, or friends looking...

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

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

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

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

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

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

Lush View in Sunny Kona-Keauhou! Kitchen Ease, Lanai, Laundry, WiFi, TV Kanaloa 1204

Kanaloa at Kona - Unit 1204: Enjoy everything Kanaloa has to offer in this one-bedroom, one-bathroom suite with views of the property’s lush landscaping and nearby fairways. Enjoy your morning coffee or an afternoon Mai Tai, on your furnished lanai with a wet bar and...

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

Wyndham Paniolo Greens | 2BR/2BA King Suite

Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas.Wyndham Paniolo Greens | 2BR/2BA...

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

Quiet Villa, Large Lanai, On the Golf Course

Welcome to your serene island escape in Waikoloa Village - where ocean views, gentle breezes & resort comforts await:- Sleeps 4 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub & fitness center- Private lanai w/ scenic views- Fully equipped kitchen & dining area-...

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

Pahoa Home w/ Fenced-In Yard: Near Hilo & Parks

Washer & Dryer | 18 Mi to University of Hawaii at Hilo | 26 Mi to Hawaii Volcanoes National ParkBoasting a well-equipped kitchen, a lanai, and a furnished office, this 3-bedroom, 2-bath vacation rental has everything you need for your next extended stay in Pahoa. This...

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

Two-story condo with 2 lanais, pools, hot tubs, tennis & gym - near beach/golf

Waikoloa Colony Villas 2401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gaze out across manicured gardens and rustling palms from your two shaded lanais at this bright, breezy...

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

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

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

Shores at Waikoloa Unit 313: 2bd condo. Tamarind Tower, Sleeps 6.

A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...

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

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

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

Newly-built dog-friendly home with large yard, shaded patio, & washer/dryer

Hale Hawaii Ohana | 31-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for long-term stays (31-night minimum), this newly-built, single-level retreat is ready to...

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

Ground Floor 1-Bedroom with AC - 1-Block from Ocean, Restaurants and More!

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...

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

Cozy studio with a shared pool, hot tub and grill area, steps from the beach

Kona Bali Kai 263Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the beautiful area of Kailua-Kona, Hawaii, this charming condo at Kona Bali Kai offers a serene retreat...

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

Gorgeous Mountain Views, Includes Discount Golf Package, Near Ocean and Shops

Welcome to your peaceful Waikoloa retreat overlooking Mauna Kea and lush fairways – perfect for relaxation, golf, and island exploration:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Wraparound lanai w/ outdoor dining & views- Access to shared pool, hot tub, gym & BBQ...

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

Kolea 1B | 3 Bedroom Kolea Vacation Rental with Easy Hilton Waikoloa Access

Kolea 1B is situated on the Hilton Waikoloa side of the Kolea property and offers a nice open view with some view of the blue waters of the Pacific Ocean. This expansive three bedroom vacation rental is great for families. Once you enter the villa through the large...

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

Showing 35 of 41 pages.