Hawaii Island Holiday Rentals

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Top Holiday Rentals Destinations in Hawaii Island

Colony I at Sea Mountain in Pahala

Colony I at Sea Mountain in Pahala

2.5 out of 5
95-788 Ninole Loop Road, Pahala, HI
The price is AU$186 per night from 24 Oct. to 24 Oct.
Offering direct access to the beach, this Pahala condo is 0.4 mi (0.7 km) from Punalu'u Beach and within 9 mi (15 km) of Whittington Beach Park and Ka'u Coffee ...
4.4/5 Wonderful! (281 reviews)
"Veiw from balcony is definitely gorgeous. Perfectly maintained barbecue /pool area. Seamless check out. After hours check-ins could be improved."

Reviewed on 20 Sep. 2021

Colony I at Sea Mountain in Pahala
Aston Kona by the Sea

Aston Kona by the Sea

3 out of 5
75-6106 Alii Dr, Kailua-Kona, HI
The price is AU$494 per night from 18 Oct. to 18 Oct.
Located in Kailua-Kona, this beachfront condo is in the historical district and within 2 mi (3 km) of Honl's Beach, Magic Sands Beach and Sadie Seymour Botanical ...
4.3/5 Excellent! (949 reviews)
"I love this place"

Reviewed on 9 Oct. 2021

Aston Kona by the Sea
Royal Sea Cliff Kona by Outrigger

Royal Sea Cliff Kona by Outrigger

3 out of 5
75-6040 Alii Dr, Kailua-Kona, HI
Situated on the waterfront, this eco-friendly condo is within 2 miles (3 km) of Honl's Beach, Kona Inn Shopping Village and Hulihee Palace. Mokuaikaua Church ...
4.1/5 Very Good! (374 reviews)
"The property was in a very convenient location and had nice ocean views. The unit itself was very dark inside (in the middle of the day you had to have the lights on in the living room and/or kitchen or you could not see anything). There was only one hot tub and it was quite small and dated. Also, ..."

Reviewed on 9 Aug. 2021

Royal Sea Cliff Kona by Outrigger
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Mauna Kea Residences

Mauna Kea Residences

4 out of 5
62-100 Kauna’oa Dr, Kamuela, HI
The price is AU$3,133 per night from 18 Oct. to 18 Oct.
Nestled on the beach, this Kamuela aparthotel is within 1 mi (2 km) of Hapuna Beach State Park and Waialea Beach. Puako Beach and Puako Bay are also within 2 ...
5/5 Exceptional! (4 reviews)
"Property is spacious and is well maintained, it has ocean view and excellent beach nearby. Some cockroach extermination is required though."

Reviewed on 20 Aug. 2021

Mauna Kea Residences
Kanaloa at Kona by Outrigger

Kanaloa at Kona by Outrigger

3 out of 5
78-261 Manukai St, Kailua-Kona, HI
Situated in Kailua-Kona, this golf condo is within a 15-minute walk of Keauhou Bay Beach, Haleo Luau and Keauhou Shopping Center. Kona Country Club and Kahalu'u ...
4.2/5 Excellent! (472 reviews)
"This place is perfect. It’s secluded and kinda tucked back in a corner which gives it a very private feel. It’s about the right distance from everything and very quiet. Convinced that we couldn’t had stayed at a better place. 5 stars all the way!"

Reviewed on 25 Sep. 2021

Kanaloa at Kona by Outrigger
Castle Halii Kai at Waikoloa

Castle Halii Kai at Waikoloa

4 out of 5
69-1029 Nawahine Pl, Waikoloa, HI
Situated in Waikoloa, this golf aparthotel is within a 15-minute walk of Waikoloa Beach Golf Course and Dolphin Quest. Waikōloa Beach and Kings Shops are also ...
4.4/5 Wonderful! (591 reviews)
"To strict with pool area. I have little kids and were told to keep it quiet. Will probably not return until kids are bigger."

Reviewed on 1 Oct. 2021

Castle Halii Kai at Waikoloa
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
75-5888 Alii Drive, Kailua-Kona, HI
Situated by the ocean, this condo is within a 15-minute walk of Honl's Beach and Kona Inn Shopping Village. Mokuaikaua Church and Hulihee Palace are also within ...
4.3/5 Excellent! (127 reviews)
"It was a peaceful, clean, ocean-front condo that my friend and I loved! Easy cooking in the big, large, equipped kitchen; easy beach and pool access; easy, short walk to numerous restaurants; beautiful sunsets."

Reviewed on 25 Aug. 2021

Kona Reef, A Raintree Vacation Club Resort
Kanaloa at Kona by Castle

Kanaloa at Kona by Castle

3 out of 5
78-261 Manukai Street, Kailua-Kona, HI
The price is AU$463 per night from 18 Oct. to 18 Oct.
Situated by the ocean, this aparthotel is within a 15-minute walk of Keauhou Bay Beach and Haleo Luau. Keauhou Shopping Center and Kona Country Club are also ...
3.6/5 Good! (300 reviews)
"Very nice and quite people was friendly and helpful at all times"

Reviewed on 27 Sep. 2021

Kanaloa at Kona by Castle
Pahala Plantation Cottages

Pahala Plantation Cottages

3.5 out of 5
96-3208 Maile Street, Pahala, HI
The price is AU$153 per night from 18 Oct. to 18 Oct.
Situated in the historical district, this cottage is 2.7 mi (4.3 km) from Ka'u Coffee Mill, and within 6 mi (10 km) of Wood Valley Temple and Punalu'u Beach. ...
3.8/5 Good! (229 reviews)
"I liked the amount of beds that the property had."

Reviewed on 22 Aug. 2021

Pahala Plantation Cottages
Kona Reef Resort

Kona Reef Resort

3 out of 5
75-5888 Alii Dr, Kailua-Kona, HI
Located in Kailua-Kona, this beachfront condo is in the city centre and within a 15-minute walk of Honl's Beach and Kona Inn Shopping Village. Kamakahonu Beach ...
4.3/5 Excellent! (145 reviews)
"Delay with communication between Expedia and Raintree Vacation Rental. Everything worked out though however site shows checkout at 11am. Management said it changed to 10am. Nice view of ocean from balcony. Fun to watch the surfers. There were four of us with our kids. More comfortable with 3 people ..."

Reviewed on 17 Aug. 2021

Kona Reef Resort
Mauna Lani Point, a Destination by Hyatt Residence

Mauna Lani Point, a Destination by Hyatt Residence

4 out of 5
68-1050 Mauna Lani Point Dr., Kamuela, HI
Offering direct access to the beach, this Kamuela condo is in the historical district and within 2 mi (3 km) of Mauna Lani Beach, Waikoloa Beach Golf Course ...
4.5/5 Wonderful! (251 reviews)
"We had an amazing experience! Our condo was spacious and had everything we needed to be self sufficient. The view from our lanai of the ocean with spectacular sunsets, the green lush fairways and western hills completed the experience beyond our expectations. Private and quiet resort. Loved the close ..."

Reviewed on 11 Jul. 2021

Mauna Lani Point, a Destination by Hyatt Residence
Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.

Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.

Kailua-Kona, HI
Situated on the beach, this historic apartment building is within a 10-minute walk of Kona Inn Shopping Village, Mokuaikaua Church, and Hulihee Palace. Kamakahonu ...
5/5 Exceptional! (4 reviews)
"I loved the view and the cleanliness of the room and reasonable rates ,will definitely recommend!"

Reviewed on 5 Oct. 2021

Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.
Keaau Place

Keaau Place

2.5 out of 5
15-1435 26th Ave, Keaau, HI
The price is AU$138 per night from 19 Oct. to 19 Oct.
Situated in a rural location, this holiday home is within 12 miles (20 km) of Kilauea Caverns of Fire, Mauna Loa Macadamia Nut Factory and Ha'ena Beach. Hilo ...
4.8/5 Exceptional! (56 reviews)
"Definitely stay longer next time. Cute little place with everything you need. Close to Hilo and Volcano NP. Excellent."

Reviewed on 30 May 2021

Keaau Place
Ocean view studio w/ a shared pool, full kitchen, & lots of updates!

Ocean view studio w/ a shared pool, full kitchen, & lots of updates!

76-6233 Ali'i Dr #165, Kailua-Kona, HI
The price is AU$543 per night from 28 Oct. to 28 Oct.
Located in the heart of Kailua-Kona, this romantic apartment building is within 2 miles (3 km) of Magic Sands Beach, Sadie Seymour Botanical Garden and Honl's ...
4.3/5 Excellent! (4 reviews)
Perfect for two!
"Exactly as described, easy check in and parking, and really appreciated the washer/ dryer in the unit. The condo is wonderfully decorated, clean and stocked with necessities. Would definitely rent again!"

Reviewed on 12 Jul. 2021

Ocean view studio w/ a shared pool, full kitchen, & lots of updates!
The Islands at Mauna Lani, a Destination by Hyatt Residence

The Islands at Mauna Lani, a Destination by Hyatt Residence

4 out of 5
68-1375 Pauoa Rd, Kamuela, HI
Situated by the ocean, this luxury aparthotel is 1 mi (1.5 km) from Great 4-D Movie Ride and within 3 miles (5 km) of Mauna Lani Beach and Waikoloa Beach Golf ...
4.7/5 Exceptional! (104 reviews)
"Gorgeous rental with everything necessary for the perfect beach vacation!"

Reviewed on 25 Aug. 2021

The Islands at Mauna Lani, a Destination by Hyatt Residence
Fairway Villas Waikoloa by Outrigger

Fairway Villas Waikoloa by Outrigger

3 out of 5
69-200 Pohakulana, Waikoloa, HI
Situated in Waikoloa, this golf condo is within a 15-minute walk of Kings Shops and Waikoloa Beach Golf Course. Waialea Beach and Waikola Village Golf Club are ...
4.3/5 Excellent! (516 reviews)
"We enjoyed the property. The interior was a bit dated but it had everything we needed."

Reviewed on 11 Aug. 2021

Fairway Villas Waikoloa by Outrigger
Renovated Studio Next to the Beach!

Renovated Studio Next to the Beach!

75-5776 Kuakini Hwy, 204, Kailua-Kona, HI
The price is AU$322 per night from 21 Oct. to 21 Oct.
Located in the heart of Kailua-Kona, this apartment building is within a 10-minute walk of Kona Inn Shopping Village, Mokuaikaua Church and Hulihee Palace. Kamakahonu ...
4.6/5 Wonderful! (12 reviews)
Nice little space
"My daughter and I spent one night. It’s a great location - walking distance to shopping and food. The parking is a little tricky. We were lucky and found a spot on the street after our evening out. It was clean, except for the floor. My feet were pretty filthy in the morning after walking around. ..."

Reviewed on 4 Sep. 2021

Renovated Studio Next to the Beach!
Poolside Cozy 1br, 1Qbed plus 1QSofa bed, Med refrig, sm kitchen,2min to Ocean

Poolside Cozy 1br, 1Qbed plus 1QSofa bed, Med refrig, sm kitchen,2min to Ocean

75-5776 Kuakini Hwy, #116, Kailua-Kona, HI
Situated in Kailua-Kona, this condo is within a 10-minute walk of Kona Inn Shopping Village, Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Kamakahonu ...
5/5 Exceptional! (2 reviews)
Family visit
"This property was exactly how it was advertised. It was just renovated with all new furnishings and was very clean and well appointed. It’s located on the first floor with a pool side lanai. It’s walking distance to many restaurants, shopping/farmers market and beach access. My mom and I had a wonderful ..."

Reviewed on 29 Aug. 2021

Poolside Cozy 1br, 1Qbed plus 1QSofa bed, Med refrig, sm kitchen,2min to Ocean
Jade Oasis with hot tub next to Volcanoes National Park.

Jade Oasis with hot tub next to Volcanoes National Park.

11-3803 2nd St, Volcano, HI
The price is AU$213 per night from 20 Oct. to 20 Oct.
Situated in a rural location, this historic aparthotel is within 1 mile (2 km) of Volcano Garden Arts and Cooper Center. Hawaii Volcanoes National Park and 2400 ...
4.7/5 Exceptional! (53 reviews)
Amazing!
"Friendly, clean, must stay"

Reviewed on 18 Aug. 2021

Jade Oasis with hot tub next to Volcanoes National Park.
Kailua-Kona Islander Studio w/ Lanai & Community Pool!

Kailua-Kona Islander Studio w/ Lanai & Community Pool!

75-5776 Kuakini Highway, Kailua-Kona, HI
Situated in Kailua-Kona, this condo is within a 10-minute walk of Kona Inn Shopping Village, Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Kamakahonu ...
3.7/5 Good! (3 reviews)
Lovely Studio Stay
"I'll start off with location, this studio/complex is perfectly located in downtown Kailua-Kona, across from the Ocean and right next to restaurants, shops, small public beach/park and a farmers market. We enjoyed having a bunch of attractions within walking distance. Even a grocery store if you are ..."

Reviewed on 20 May 2021

Kailua-Kona Islander Studio w/ Lanai & Community Pool!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hawaii Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hawaii Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hawaii Island. Seeing all the best attractions is bound to make you fall in love with Hawaii Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hawaii Island short-term rentals, that won’t be hard to do.

Top Cities in Hawaii Island