Big Island Vacation Rentals

Browse rentals located in Kailua-Kona and Waikoloa

Explore a large selection of condos, villas, and houses located throughout the Big Island. Select rentals in the famous Waikoloa Beach Resort or located throughout Kailua-Kona. Each rental provides a variety of amenities and ocean access.

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Destination Rentals


Properties Available 58 properties available
Guests will find themselves in the perfect area for exploring the island with a variety of activities nearby. Magic Sands Beach Park is simply a stroll across the street, Keolonahihi State Historical Park is a quick drive up the road, and downtown Kailua is a short and scenic drive up the coast with dining and shopping options.We provide 2 beach c
White Sands Village #120
Condo  |  Kailua-Kona
As low as $137.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (13)
Here, on Hawaii’s Big Island in the gorgeous town of Kailua-Kona, this 2-bedroom vacation home offers an array of activities to suit every taste. As the name suggests, the resort community of White Sands Village includes a plethora of onsite amenities including a covered BBQ area, heated saltwater pool, hot tub, and tennis courts. You will also be
White Sands Village #217 – Perfect Tropical Escape
Condo  |  Kailua-Kona
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (6)
The master bedroom has a King bed w/ TV and a small workspace. Wifi is provided in case you need to get some work done! The guest bedroom has 2 Twin beds so it's perfect when you're traveling as a family. PLEASE BE AWARE THERE IS NO AC IN THE UNIT.We provide 2 beach chairs, 1 umbrella, and 1 cooler for guest use.You will be close to shopping, dinin
Keauhou Resort w/ Golf & Ocean Views
Condo  |  Kailua-Kona
As low as $100.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (18)
We provide 2 beach chairs and 1 cooler for guest use.The living room is furnished with comfortable seating gathered around a flat-screen TV. The home offers central AC to stay cool during the summer months. From here, you can access the wrap around lanai with views of the koi pond and pool area.Enjoy homemade meals using the chef's kitchen - fully
Shores at Waikoloa Beach Resort 315
Villa  |  Waikoloa Beach Resort
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.6 (13)
Two car garage parking and secure elevator access. Building is of concrete construction and offers a cabana, swimming pool and BBQ. Great location across the street from the Kahaluu Beach Park.The master bedroom has a King bed, overhead fan, private bath with toilet, shower, bath tub and hair dryer, 2 balconies one with ocean view and one with gard
Kahaluu Bay Villas | 4 Lanais w/ Ocean Views
Condo  |  Kailua-Kona
As low as $120.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.5 (4)
We provide 2 beach chairs, 1 umbrella, and 1 cooler for guest use.You'll be 1 mile from the white sandy beach, Anaehoomalu Bay (A-Bay). King's and new Queen's shops are less than a mile away and offer great shopping and dining choices. Swimming with dolphins, snorkeling, windsurfing, golfing, or going on a tour on one of the glass bottom boats is a
Private Single-Story Shores Golf Villa 19 - Studio
Condo  |  Waikoloa Beach Resort
As low as $75.00 per night
Bathrooms 1 baths
Guests 2 guests
Rating 5 (6)
Experience the ultimate comfort and relaxation in our revamped one-bedroom, one-bathroom unit. Designed in a vintage Hawaii style decor, this spacious retreat offers a serene atmosphere for your stay. Unwind in the bedroom, furnished with a luxurious king-size bed that comfortably accommodates two guests. Additionally, we provide the option for an
Sea Village #1303 | Ocean Front!
Condo  |  Kailua-Kona
As low as $75.00 per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.8 (18)
Welcome to Casa De Emdeko! Built in 1969, this charming and well-loved property is full of character and history. As is typical in tropical climates, the unit may have a distinct, vintage smell due to its age and the natural environment. While it’s an older building, it’s still a wonderful place to relax and enjoy the beauty of Hawaii, with its con
Casa De Emdeko | Pool A/C & More!
Condo  |  Kailua-Kona
As low as $75.00 per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 3 (1)
Housed within the resort of White Sands Village in the gorgeous town of Kailua-Kona, guests will get to enjoy a plethora of onsite amenities including a shared BBQ pavilion, billiards room, community pool, and hot tub. You are also ideally located for days spent exploring the island and enjoying nearby activities. Magic Sands Beach Park is simply a
Plumeria Hale | Enjoy On-site Amenities Galore!
Condo  |  Kailua-Kona
As low as $250.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.5 (2)
This property includes a very private lanai, remodeled kitchen with granite counters, ductless split air conditioning and ceiling fans throughout, a washer and dryer, and flat screen TV. Each bedroom includes a newly furnished Queen size bed and air conditioning. All bathrooms have been remodeled. Two bedrooms and one bathroom are located on the se
Surf & Racquet Club #24 | New Beds, New You!
Townhouse  |  Kailua-Kona
As low as $135.00 per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (3)
We provide 2 beach chairs and 1 cooler for guest use.Please note that the unit does not have air conditioning. However, the high ceilings and jalousie windows ensure excellent airflow to keep things comfortable. The maximum occupancy is strictly regulated in accordance with local ordinances. The SpaceFrom the moment you enter, this home is designed
Kona Wa'a Paradise Getaway
House  |  Kailua-Kona
As low as $375.00 per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Bathrooms 1 half bath
Guests 10 guests
Rating 4.7 (4)
The Waikoloa Fairway Villas are located in an exquisite setting on the pristine private shores of King's Lake on the Waikoloa Beach Course. This luxurious villa provides a quiet and convenient location where you can enjoy the swimming pool, hot tub, onsite fitness facilities, shared gas grills, and nearby tennis/golf. The tropically landscaped pr
Fairway Villas D5 at the Waikoloa Beach Resort
Condo  |  Waikoloa Beach Resort
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.6 (3)

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