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

Waikoloa Villas A107: Tropical Oasis - On Golf Course near Waikoloa Beach Resort

Welcome to Waikoloa Villas A107 by Gather, a peaceful two-bedroom, two-bathroom ground-floor condo nestled in the heart of Waikoloa Village. With unobstructed views of the 9th fairway at the Robert Trent Jones II-designed Village Golf Course, this inviting island...

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

Spring Specials! Pool, Hot Tub & AC!

Lovely and remodeled one bedroom condo in the Fairway Terrace complex, in the G building, located in Waikoloa Village.  Sitting at 800 ft elevation, Waikoloa Village offers nice breezes and slightly cooler temps than down at sea level.  This condo is nicely located...

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

Romantic Sea Side Cottage known as "POI*13"

This romantic seaside cottage will steal your heart. Positioned in the small village of Milolii, (the LAST fishing village in Hawaii) in Captain Cook on The Big Island. Boasting superior views of the sea just a stone's throw away from the ocean. This cottage sits on 1/3...

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

Family Friendly, Near Pool, Updated Bathrooms

Welcome to your serene Waikoloa escape - ideal for families, couples & relaxation seekers! Enjoy peaceful mornings, nearby beaches, & shared resort-style comforts:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Shared pool, hot tub & gym access- Private balcony w/ BBQ...

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

Volcano Red Sky tea garden

Volcano, Hawaii is unique to any spot on the Islands. When you crest the 4000’ summit of Kīlauea Volcano you enter my tropical neighborhood. Our piece of paradise is across the street from Volcanoes National Park with the park entrance less than a mile away. When...

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

Fairway Villas #K1 at the Waikoloa Beach Resort

Summary:Fairway Villas is a luxurious Big Island of Hawaii escape. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This gated Waikoloa Beach Resort home has 3 bedrooms, 3 bathrooms, and a loft for accommodating up to 6 guests. Guests...

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

Luxury beachfront condo with AC, beach access, and resort amenities

Kolea 11C is a premier beachfront condo at Waikoloa Resort.There is something for everyone, with direct access to the beach, community pool, workout area, pavilion, and kitchen. Waikoloa Resort features shopping, restaurants, boat tours, golf, luaus, and more!Paradise...

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

Pure Luxury! Chic Kitchen+Bath, Tile Floor, Sunset View Lanai, WiFi, Laundry Kanaloa 1902

Castle Kanaloa at Kona #1902 - This spectacular ocean front accommodation allows you to relax in splendor listening to the soothing sounds of the ocean where dolphins can be seen and whales too, when in season. Enjoy dreamy sunsets lounging on your spacious lanai...

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

Direct oceanfront condo with pool & hot tub

Kona Bali Kai #211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The amazing views of the Pacific Ocean are just the beginning when you stay in this lovely condo. The full kitchen...

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

Kailua Kona, Hawaii, United States

Condo, 2 Bedrooms + Loft, 2 Baths, (Sleeps 3-5)This ocean view unit is conveniently located on Alii Drive walking distance to town and shopping with beach across the street. The unit is beautifully furnished with new Tommy Bahamas style furniture, and yummy pillows.The...

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

Serene ocean-view studio with pool/hot tub, ground-floor access, & covered lanai

Islander Inn 147 - Oceanview Central Kona OasisOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A true Hawaiian welcome is waiting for you at this Kailua-Kona condo! With a central...

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

❤️PiH❤️Adventure Awaits Villa ★ Private Pool ★ Free Hilton Resort Passes ★ Beach Gear and Bikes

Brought to you by Paradise in Hawaii Luxury HomesWelcome to the new and elegant home, Adventure Awaits Villa, in our Hawaiian Luxury Collection. Adventure Awaits Villa is a beautiful single-level 4 bedroom, 3 bathroom home. This home has a private pool with spa and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 11
📍 Waikoloa, Hawaii

Tropical condo near the beach with shared pool, hot tub, & private washer/dryer

Tropical Getaway at the Shores Waikoloa Beach #138Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha Waikoloa Beach! Escape to sheer tranquility when you stay at this luxe condo....

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

Updated ground-floor condo with partial ocean views, heated pool, & hot tub

Vista Waikoloa #A-105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Upgraded comfort and tropical resort-style living are yours at this luxe island retreat. Complete with a...

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

Luxury in Waikoloa! 2-bed, 2-bath condo with golf course views + outdoor kitchen

Looking for a luxurious and comfortable vacation rental in Waikoloa, Hawaii? Look no further than this stunning two bedroom and two bath condo at the Waikoloa Beach Villas.With a magnificent golf course view and an outdoor kitchen, this condo is the perfect place to...

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

Ultimate Oceanfront Townhome Located on Kona Coast

Wake each morning to the serene sounds of the ocean kissing the shoreline when you stay at this 2-bedroom, 2-bathroom Kailua-Kona vacation rental townhome. From this oceanside space, world-class snorkeling, parasailing, and whale watching are all at arm's length. If you...

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

Upgraded 2 Bed/2 Bath oceanfront property at the Royal Sea Cliff Central A/C

E Komo Mai to our Hale Pau Hana "house of no work”When you step into our slice of paradise at the Royal Sea Cliff, all your worries magically check out! **Oceanfront Bliss** Experience the magic of the Pacific Ocean right from your Lanai. Enjoy breathtaking ocean...

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

Ocean front condo 40 feet from the sea!

Enjoy the tropical ocean breezes, gorgeous sunsets and spinner dolphins from this absolute ocean front condo!! This remodeled unit has lots to offer guests for a Hawaiian getaway. Easy access situated on the lower level adjacent to the Magic Sands Beach. Unit is tiled,...

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

Off grid house with almost 100 fruit and veg plants, close to green sand beaches

Tropical 2 acre farm like setting, minus the animals except maybe for some wild chickens running around. Coffee plants, bananas, loquats, pineapples, liliquoi, 5 kinds of citrus, ground cherries, dragon fruit, and more... (fruit is not available year round so please...

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

Expansive Mauna Lani Resort Estate with Pool, Garden, Maid Service & Beach Access!

This 5 Bedroom, 4.5 bathroom sprawling family compound located in the prestigious Champion Ridge gated community just a short mile drive to the private Beach Club and oceanside restaurant. This spectacular home is surrounded by lush gardens and features a gigantic...

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

South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10

Puhala Hale is a lovely coastal hillside home boasting stunning panoramic ocean views of the South Kona Coast, offering a pool to lounge, and a recreation room with billiard table and tiki bar. Decorated with beautiful Hawaiian art throughout, the open floorplan with...

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

Mid-Term Stays in Gorgeous Condon Kona, Big Island

Big Island is a spiritual, beautiful and fun place to be! If you're seeking to indulge your spirit of adventure, look no further than Hawaii's Big Island. With active volcanoes, pristine beaches, tropical rain forests, and rich Hawaiian culture, this pocket of paradise...

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

Heart of Downtown Kona: Quiet, AC, Pool View

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 4
📍 Kailua-Kona, Hawaii

Keauhou Akahi Condo; Beautiful Ocean Views. Peaceful, Clean, Newly Renovated.

Fully Furnished Condo, with easy access. Our remodeled unit features recently upgraded master bedroom suite and full bath. *Free High Speed WiFi/ Internet to stay connected with streaming CATV. * Well maintained and meticulously cared for with just a few steps to the...

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

“Great location in town close to beaches, town and ocean 2 min walk”

'Price now 115.00 daily was 135.00. This is a oceanview studio condo in town with very comfortable airloom queen mattress with wall bed that folds down from the wall to give you more space, with extra fold town table also. Did i say location? This condo is in a 'great '...

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

Mauna Lani Villages luxurious Villa with Private Beach Access!

Luxury 3-bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanais with a BBQ and wet bar...

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

Kailua-Kona Coastal Refuge w/ Lanai + Ocean Views!

Welcome to your Big Island escape, a newly remodeled, 3-bed, 2-bath vacation rental where comfort meets natural beauty. Wake up to the sound of gentle breezes, enjoy your morning coffee surrounded by tropical gardens, and let the warmth of aloha set the tone for your...

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

Remodeled second-floor condo with ocean view, pool, & WiFi in a great location

Kona Mansions A-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready for stunning sunsets at this beautifully remodeled, second-floor condo with ocean views. With the perfect...

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

Relaxing oceanfront condo with view, hot tub, pool & lanai

Kona Bali Kai #323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in the comfort of this condo's amazing views, best enjoyed from the private lanai. Luxuries like a fully...

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

Hanalei Colony Resort #G-1 - Ocean front condominium in Wainiha/Haena

Beautifully renovated from top to bottom in 2024, this condo is everything you could want with a view to match! Hanalei Colony Resort #G-1 has a semi open floor plan with one bedroom plus an additional sleeping nook. There is sleeping for 4 people and 2 full bathrooms....

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

NEW, BEACHFRONT KONA REEF ALOHA CONDO WITH A/C

Located on the first floor, Kona Reef #B7 offers stunning year-round views of golden sunsets and easy access to Honl's beach. Hear the crashing of the waves day and night! If what you're searching for is a private seaside apartment that's close, short walking distance...

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

Easy walk to Anaeho'omalu Beach, Garden-level lanai, Quiet, Gated, Free Parking

Welcome to your peaceful Hawaiian escape at Kolea 16A - where tropical gardens meet island comfort just a short walk from the beach:- Sleeps 6 | 3 bedrooms | 4 beds | 2 baths- Access to pool, hot tub & Beach Club- Private lanai w/ lush lawn & BBQ- Fully equipped kitchen...

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

Special Rate! Remodeled Studio at Kona Islander #341

Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...

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

Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views

Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...

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

Idyllic Island Retreat w/ Pools, Hot Tubs, Fitness Center: Near Beach, Dining

Waikoloa Beach Villas P4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An idyllic island retreat awaits at this lavish 3BR/3BA condo, located in the gated Waikoloa Beach Villas....

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

2 Story top level AC unit 2 bdrms w/Large Loft with 2 twin beds & bathrm SUNSETS

This luxury condominium is located on the 17 Fairway, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site.Within walking...

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

Newly Updated, Golf View, Well Equipped, Near Pool

Welcome to your peaceful Waikoloa escape – the perfect spot to relax, recharge & enjoy island life near the beach!- Sleeps 6 | 2 bedrooms | 2 beds | 2 baths- 2 shared pools (1 w/ waterfall) & hot tub- Tennis courts, fitness center & BBQ area- Full kitchen & dining...

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

Waimea Condo < 1 Mile from Mauna Lani Beach Club!

Breathe in that fresh ocean air during a relaxing stay at this vacation rental. With 3 bedrooms, 2 bathrooms, a private lanai, and access to pool, tennis courts, yoga classes, and more, this Mauna Lani condo promises a worry-free retreat. Stroll through Kalahuipua'a...

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

Oceanfront, Beach , Pool, Wifi ,View! Relax Haw'n style #206 Portable AC

There is some construction to the left side of this unit the interior is the same ROMANTIC DIRECT OCEANFRONT CONDO A SHELLS TOSS TO THE WATER! Check out my video by clicking the icon to the left. Imagine yourself there!Wow! oceanfront! Treat yourself to a real Hawaiian...

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

Tropical Seaside Gem with Shared Pool, Hot Tub, & Easy Beach Access

Keauhou Punahele B101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Leave the stress of the rat race behind and slip into island time at this Kailua-Kona retreat. Offering...

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

Oceanfront Villa at Alii Point - AC & Private Pool

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...

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

2 Mi to Town: Kailua-Kona Condo Steps from Beach

Private Lanai | In-Unit Laundry | Ali'i VillasMake the Big Island your home away from home when you book this charming coastal vacation rental. Located within eyesight of the ocean, this 1-bedroom, 1-bath condo promises relaxing days in Kailua-Kona. You'll also enjoy a...

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

Amazing top-floor condo w/ private lanai, pool, hot tub, tennis court, & gym

Shores at Waikoloa 337Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your days exploring the amazing Big Island of Hawaii and come home to relax in this elegant...

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

Completely redecorated Aug. 2019 1 block to beach, free wi-fi, parking, and AC

SUPERBLY LOCATED! This completely remodeled ( August 2019) professionally decorated 2 bedrooms 2 baths condominium is conveniently located 1 block from downtown Kailua-Kona, Pier, and beach. 1 block from restaurants and shopping. Watch incredible ocean sunsets from your...

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

Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!

This condo is situated in a quiet part of the Waikoloa Villas complex.  This is a 3 Bedroom 3 Bath condo has been recently renovated with bamboo flooring, bathrooms and a beautiful kitchen!  The Waikoloa Villas complex includes two pools and a BBQ area.Located in the...

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

Special Rate! Ground Floor at Royal Sea Cliff, Central AC!

Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...

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

Steps from Magic Sands Beach! Enjoy this 2BR/2BA condo in White Sands Village.

No need to drive to the beach -- you're right across the street! Just steps away! Enjoy this beautiful 2BR/2BA condo in White Sands Village across the street from White Sand Beach (also known as Magic Sands Beach.)*This property is featured on HGTV's Beachfront Bargain...

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

**SPRING SPECIAL*** Relax with Ocean breezes! Includes BBQ, Wifi, A/C in Bedrooms

Oceanfront escape in Kona!Welcome to your oceanfront haven at Kahalu‘u Bay! This beautifully renovated 3-bedroom, 3-bath retreat sits directly on iconic Ali‘i Drive and offers unforgettable coastal views, just steps from the famous snorkeling and surf spot of...

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

Special for monthly rentals $2320/month- perfect for Dr/Nurses/prof.

Aloha & welcome to Honu Hale, your home away from home, where the Hawaiian sea turtles throughout the home will not only bring you good luck, but according to Hawaiian legends will serve as guardians throughout your stay. Our home sleeps 4, with one queen and one double...

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

❤️PiH❤️HAWAIIAN BLISS ★ Beach Gear, Bikes and family fun!

Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Bliss Villa at KaMilo is a wonderful 4 bedroom home, part of our Hawaiian Luxury Collection.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to...

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

Showing 30 of 41 pages.