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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Waikoloa Colony Villas Unit 2001 Garden 2BD 2BA

Reviews (1)

Waikoloa Colony Villas is located at 69-555 Waikoloa Beach Drive, Waikoloa, HI 96738 - Guests check in at Hawaii Vacation Condos by Outrigger’s office located at the Kings’ Shops, 69-250 Waikoloa Beach Drive, Suite B-13. Open daily from 9am-5pm. - Townhome with garden...

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

Paradise found 2 bed, 2 bath renovated condo @ White Sands Village-Magic Sands

Reviews (37)

Paradise has been found in this beautiful two bedroom, two baths upgraded renovated condo in White Sands Village! Ocean view from this third floor condo with absolutely no steps to access the unit. Completely handicap accessible and no need to carry suitcases and...

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

5 Bedroom with Private Pool and Spa in Waikoloa Beach

Reviews (57)

Ainamalu - Protected Land - is a newer resort area on the big island. This is a luxurious and unique oasis: it is away from the tourist crowds, yet only minutes from great restaurants, grocery stores and some of the best beaches in the world.Ainamalu Memories is a...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Waikoloa, Hawaii

Luxury 800 ft" 1 bedroom Suite, Full Large Kitchen, King size bed, Free Laundry

Reviews (75)

Built in 2022!This large luxury1-bedroom suite, the main part of the 4 beds, 3 baths single family house with its own private entrance, is located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau and offers a real retreat from the...

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

Fabulous, Spacious Oceanview 3 Bedroom Condo with A/C!

Reviews (16)

Welcome to Ola Loa Hale!!! (Long Life House) This large three-bedroom, two-bathroom condo is the perfect choice for family and friends traveling together. The home is located in the beautiful Keauhou Kona Surf & Racquet Club, a gated resort community that has long been...

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

HOUSE OF PALMS - Hawaiian Paradise Park, Puna Coast, Big Island, HI

Reviews (86)

Hale Pama (House of Palms) guest cottage is located in Hawaiian Paradise Park on a one acre property. The owner residence is also located on the same property and is a legal vacation rental. Nearby attractions include newly created black sand beaches and state parks,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Keaau, Hawaii

Guest House on gorgeous tropical private 3 acre estate perfect central location.

Reviews (207)

Located on the Big Island of Hawaii, this detached studio guest house is fully furnished, very private, with vaulted ceilings on a beautifully landscaped 3 acre privately enclosed property. Property has a gated entrance with private gate code, grounds security system,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Keaau, Hawaii

***SPRING SPECIAL*** Charming Home, Just Minutes from Town and the Beach with Ocean View.

Reviews (4)

Kona Ocean View Vacation RentalWelcome to your Big Island retreat—a spacious two-story vacation home in a peaceful neighborhood just minutes from downtown Kona and some of the island's best beaches. The open kitchen flows into inviting living spaces, while an outdoor...

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

Until you experience it you don't know it exist... Exceeded our expectations

Reviews (170)

Thank you for showing interest in Kohala Lodge. This Beautiful 2400 square ft craftsman-style Paniolo (cowboy) retreat is your's for you and your guest only. The retreat sets on 3.5 acres located at the Northwest coast of the Big Island above Historic town of Hawi. When...

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

HALE HALE'AI OCEANFRONT AIR CONDITIONED SPECTACULAR with POOL

Reviews (82)

Exceptional Oceanfront Vacation rental. The home has been totally renovated, everything including furnishings are top of the line, Central Spit AIR CONDITIONED , with private POOL. Here is Hawaii Island at its best. Sit on your lanai and watch the waves, whales in the...

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

Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368

Reviews (5)

Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat...

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

Ocean Tower Waikoloa Village by Hilton - 2 Bedroom Penthouse

Reviews (1)

Ocean Tower Waikoloa Village by Hilton Grand Vacations Club - 2 Bedroom Penthouse **PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Key Points:-Please be advised that the rate quote is a base rate. Premiums may apply for certain high-demand times of year...

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

Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate

Reviews (55)

This oceanfront residence is a gated estate situated in a private neighborhood off of Kailua-Kona’s scenic Ali’i Drive, just 5 minutes from town. Recently remodeled, this home reflects a true sense of place with Hawaii-style architecture, expansive indoor-outdoor living...

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

New! Top Floor! Spacious Oceanfront Condo with Amazing Lanai and A/C!

Reviews (6)

Elegantly updated and spacious 2-bedroom 2-bathroom condo that's a wonderful choice for your Kona trip with friends or family!The clean interior design, the open layout, and the cozy high end furnishings are sure to make for a luxurious stay.Enjoy the large covered...

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

Bright and Upgraded, Lanai Steps away from Coconut Grove!

Reviews (120)

Aloha and welcome Hale Ho'omana'o 19E at Hali'i Kai in the Waikoloa Beach Resort. Enjoy the serene Coconut Grove area with delightful hammocks for you to experience the perfect blend of tranquility and comfort. Hale Ho'omana'o in Hali'i Kai is a stunning condo featuring...

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

Kehena Moana Kai - Amazing OCEANFRONT Private Retreat

Reviews (2)

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 to...

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

Casa De Emdeko 129 The Best Vacation Experience In Kona Hawaii!

Reviews (72)

Aloha and welcome to the most special Hawaii Vacation Condo in Kona on the Big Island, Casa De Emdeko 129.This Oceanfront Vacation Destination is located on famous Alii Drive just two miles from the village shopping and Kailua Pier. The Condo is a ground floor unit,...

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

Spacious 1 Bedroom Ground Floor Condominium in Kailua-Kona

Reviews (38)

#135 Casa De Emdeko is amazing. The condo is 920 square feet, on the ground floor 30 feet from the sand and less than 30 yards from the ocean. .

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

Wonderful Ocean View –Totally Renovated-On Golf Course

Reviews (96)

STVR-19-358846 - Relax and pamper yourself in luxury in this well-appointed condo. On the golf course with Spectacular Ocean views. This is NOT your average condo rental! This condo has had an extensive high-end renovation and interior decoration including art from...

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

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

Reviews (4)

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

Jungle Home AC NearHot Ponds Fissure 8 Hot tub

Reviews (16)

Right off 130 surrounded by lush jungle. We are ready to help you have the best adventure this side of Hawaii! 7 person hot tub & lots of cute feral jungle kitties on site. 3BDR/2BA FULL Access. Laundry Rm is SHARED w/ host.Cable High Speed Internet, snacks, avocados on...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Pahoa, Hawaii

Ocean View Close to Airport & Beaches

Reviews (18)

Conveniently located just minutes from the airport & white sandy beaches and 10-15 minutes to the heart of Kona town, this vacation home has everything you need for a truly memorable stay in paradise! This rental is the upstairs unit of a two unit home with its own...

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

Summer Special! 10% Discount With 7 Day Stay

Reviews (69)

Nestled in the heart of Waikoloa Villas, this top-floor 2 bedroom/2 bath condo offers serene views overlooking the Waikoloa Village golf course. Just a short drive away, you'll find the island's best beaches at Waikoloa Beach Resort, along with a variety of excellent...

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

Ocean Beach Home In The Heart Of Authentic Old Hawaii

Reviews (287)

STVR 19-360891, NUC 19-1179 From home to ocean in under a minute! This newly built custom home is just 200 feet from the ocean and located in the heart of authentic Old Hawaii - Captain Cook locale on the Big Island of Hawaii. An exceptionally comfortable residence,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Captain Cook, Hawaii

Kona Islander Hawaiian Style Poolside

Reviews (15)

Fun and functional, this studio apartment has everything you need for an enjoyable downtown Kona vacation experience. Unique design and attention to detail provide a charming and relaxing environment. The convenient "no stairs" location is close to parking, the lobby...

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

Villa Sea Renity Remodeled Family Friendly Tennis

Reviews (10)

Experience the relaxing setting of this 1BR 1.5Bath condo in the lavish gated community just a stone's throw away from beaches, shops, restaurants, and attractions of Hawaii's Big Island. Take in the area's scenic beauty and diverse selection of water activities. After...

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

Puako Beach Luxury Oceanfront Home- 3 Guest Suites

Reviews (86)

Say aloha to this gated oceanfront retreat! Beach access is a short 5-minute walk away, but your vacation begins as soon as you step on the grounds of this stunning property. Upon arrival, you’ll be greeted by a beautiful entryway of Balinese design. Once inside, you’ll...

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

Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss

Reviews (2)

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...

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

April 12 to 22 Cancellation Discount!! F205 - Views Includes Golf Discount

Reviews (55)

This luxurious and completely remodeled 2nd Floor unit offers GOLFERS STAYING IN THIS UNIT GREAT DISCOUNTS FOR GOLFING with our Gold Membership @ WAIKOLOA BEACH, KINGS & LAKES COURSES. ALMOST ½ OFF!!Our complex has a large HEATED, SALINE outdoor lap POOL and 2 Hot Tubs....

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

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

Reviews (29)

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

Luxury 2BR/2BA penthouse, Walk to beach

Reviews (114)

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

Kimo's Getaway

Reviews (84)

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

Kona Condo with Ocean Views, Pool, A/C & Near Golf

Reviews (5)

Huaka’i Haven – Oceanview Condo Retreat Along the Kona CoastWelcome to Huaka’i Haven, a serene and stylish split-level condo perfectly located along the breathtaking Kona Coast of Hawaii’s Big Island. This 1-bedroom, 1-bathroom vacation rental offers 714 square feet of...

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

Sky Villa Estate: Luxury Gated Kona Retreat with Ocean Views

Reviews (7)

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

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

Reviews (1)

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

Kona Reef D24 - Direct Ocean Front Condo - Private Lanai - Next to Honl's Beach.

Reviews (104)

Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef D-24. Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18. Whether this is your first trip to Kailua-Kona or you are a...

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

Living Aloha: A Quiet Condo w/ Step-Free Access!

Reviews (35)

Escape to the beaches and clear blue waters of the Big Island in this 2-bedroom, 2-bath Kailua-Kona vacation rental. This condo features king beds, a living space filled with natural light, a TV, tile floors, and a private lanai overlooking the 18th-hole golf course...

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

Villa Paraiso - Huge Pool with Hot Tub, for up to 12 people

Reviews (51)

Villa Paraiso started rentals in January 2018. Property is specially good for families visiting Hawaii due to quiet hours required in the neighborhood. Before booking please read the 5 house rules below.PRICING: The price is quoted for 6 guests and there is a $75 daily...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Keaau, Hawaii

A perfect suite for temporary short term visitors

Reviews (117)

To our dear and faithful previous visitors and new vacationers Please always remember we NEVER charge an owner host fee - everything you see is yours to use, eat - candy, snacks, coffee, all beach and snorkel equipment etc etc etc. enjoy and of course no cleaning fee....

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

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

Reviews (29)

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

2Bed/1Bath Upstairs Home, 1mile to Beach, Next to State Forest, Custom Finishes

Reviews (10)

There is a black sand beach nearby to explore (Kehena), and a lava tube hidden in a kipuka surrounded by a lava field, and geothermally heated ponds, forest trails, farmers’ markets, yoga classes, chocolate and mushroom farms, dances, waterfalls, drum circles and maybe...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Pahoa, Hawaii

Oceanfront Luxury Villa atHalii Kai 12D~Best Ocean Views!

Reviews (91)

È Komo Mai! We are pleased to welcome and invite you to stay in our oceanfront villa in Waikoloa Beach Resort on the Big Island. You will feel relaxed and inspired in our Hawaiian island retreat. Hali’i Kai is the only true oceanfront complex in Waikoloa and offers the...

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

Gorgeous remodeled condo Oceanfront! SUNSET! <br>

Reviews (146)

Elegance on a budget! This quiet third floor end unit has spectacular ocean views from throughout the condo. Our air-conditioned condo overlooks the beautifully manicured grounds with unobstructed ocean views. The kitchen has concrete countertops and top-end appliances....

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

Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!

Reviews (24)

Modern luxury right on the Waikoloa Village Golf Course! Ocean and sunset views from the lanai and almost every room!! Our Hawaiian home was completely renovated in 2017, with a brand new kitchen featuring custom maple cabinets, quartz countertops, and stainless steel...

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

Luxury And Aloha Await You! Relaxation, Great Snorkeling, Large Unit

Reviews (110)

South Kona Hideaway is near some of the best snorkeling Hawaii has to offer. We are situated between Honaunau (Place of Refuge) and Kealakekua Bay at an elevation of 900 ft. Your beautifully decorated suite has a living room with a queen sofa bed, large flat screen...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Captain Cook, Hawaii

Kona Sea Villas- E-1

Reviews (2)

Summary:Escape to paradise in this spacious 3-bedroom, 3-bathroom townhouse in Kailua-Kona! Enjoy stunning ocean views and sunsets from your private lanai. This fully-equipped condo in a quiet, gated community offers all the comforts of home, including a BBQ grill and...

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

Mauna Lani Golf Villas C1: Spacious Condo w/Views Golf Course Views, A/C, & Pool

Reviews (43)

Experience Mauna Lani Golf Villas C1, where sophistication meets island serenity in beautiful Kamuela, HI. This elegant end-unit villa overlooks the 10th fairway of the South Course, offering peaceful golf and mountain views that frame each day with timeless beauty....

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

OCEANFRONT. Amazing views of dolphins and sunsets. Newly renovated. No stairs.

Reviews (24)

RIGHT ON THE WATER in one of Kailua-Kona's most sought after complexes! This open and spacious, 2-bedroom condo has a spectacular, 180-degree, Kona coastline and ocean view. From the private lanai, watch spinner dolphins as you savor your morning Kona coffee. Later,...

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

Volcano Mountain Haven - Minutes from the Hawaii Volcanoes National Park

Reviews (65)

Escape to a secluded one-bedroom cottage in the heart of Volcano, HI - ideal for nature lovers, romantics, and adventurers. Just minutes from Hawaii Volcanoes National Park, this serene retreat features expansive picture windows that bring nature indoors for a peaceful...

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

Kolea 9B offers a nice tropical view and easy access to the Kolea Beach Club!

Reviews (2)

Kolea 9B has been newly redecorated and offers a beautiful tropical view of the ocean, mountains and palm trees. It has easy access to the Kolea Beach Club. From the moment you walk into this two bedroom extended floor plan villa you will notice the openness and views...

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

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