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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Properties Available 59 properties available
The Waikoloa Beach Resort features luscious greenery, koi ponds, a shared swimming pool, fitness room, and BBQ stations to enjoy.We provide 2 beach chairs and 1 cooler for guest use. Beach towels are available for guests.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
Shores at Waikoloa Beach Resort 19 - 2 Ensuite & Loft
Villa  |  Waikoloa Beach Resort
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Bathrooms 1 half bath
Guests 6 guests
Rating 5 (5)
Located directly across the street from Magic Sands Beach and La'aloa Beach Park, enjoy this 2 bedroom, 2 bath condo with partial ocean views from the large lanai and both bedrooms. The unit features a King Size bed in the master, twin beds in the second bedroom (can be converted to King upon request at time of reservation, for a small fee), 49" Sa
White Sands Village #222 Across from Beach
Condo  |  Kailua-Kona
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (14)
This elegant, one-of-a-kind Hawaiian estate within the exclusive gated community of Keauhou Estates features its own private natural-style saltwater pool and relax in a warm spa tub with gentle water flow. Our saltwater pool has a natural Hawaiian finish designed to blend with the landscape, giving it a lagoon-style appearance rather than the brigh
Hale Nene | Pool, Spa Tub & Ocean Views!
House  |  Kailua-Kona
As low as $375.00 per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Bathrooms 1 half bath
Guests 10 guests
Rating 4.7 (21)
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)
As we know you’re going to want to spend some time by the ocean, there are plenty of amazing places to visit for stunning views and exciting water activities in nearby Keauhou Bay and the Kahalu’u Beach Park. A two-story unit with a beautiful garden view from the spacious deck, you’ll be housed in the Keauhou Resort community where guests will also
Koana's Ocean Hale | Onsite Pool
Condo  |  Kailua-Kona
As low as $75.00 per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.5 (14)
Guests staying in this romantic vacation rental will find themselves in an ideal location for all Hawaiian experiences. A leisurely stroll across Alii Drive takes you to the famous Magic Sands Beach, less than 100 feet away. Restaurants, shops, a golf course, and the pier are all within easy access on Alii Drive. The pier is great for snorkeling, f
Kona White Sands A4 | Romantic Ocean View!
Condo  |  Kailua-Kona
As low as $75.00 per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 4.8 (7)
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. Onsite, enjoy the re
Hale Kunu | Stunning Views
Condo  |  Kailua-Kona
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (14)
We provide 2 beach chairs and 1 cooler for guest use. Beach towels are available for guests.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 t
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 4.8 (9)
Inside, the open-concept layout welcomes you with a bright, tropical design and stunning views of Kahaluʻu Beach Park from the main living spaces. The kitchen features stone counters, counter seating for two, and everything needed for easy island meals, all positioned to take in the coastal scenery. A dining table for six sits nearby, ideal for sha
Sunset View at Kahaluu Bay Villas
Condo  |  Kailua-Kona
As low as $120.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
A queen sized bed is in the master room and a sofa sleeper in the perfectly sized living room. Unit has a fully stocked kitchen. Nicely furnished and has tiled floors except the bedroom where there is carpeting. PLEASE BE AWARE THERE IS NO AC IN THE UNIT and there is no elevator. Please be considerate of others by limited time spent at the pool. Yo
Sea Village #4210 | Ocean Front Lanai!
Condo  |  Kailua-Kona
As low as $75.00 per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (8)
Step into old Hawaiian charm inside this newly designer decorated cottage situated on one of Hawaii's prime oceanfront locations on Ali'i drive! This charming property offers a home-style feeling with a spacious comfortable interior and gorgeous oceanfront exterior setting perfect for lounging, dining, or simply taking in the ocean activities. Plea
Oceanfront Cottage in Kailua-Kona
House  |  Kailua-Kona
As low as $141.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
This gated Waikoloa Beach Resort home has 3 bedrooms, 3 bathrooms, and a loft for accommodating up to 6 guests. Family and friends will love this golfing and shopping paradise. Enjoy snorkeling, kayaking, watching turtles, sunbathing, shopping, golfing, or just relaxing by the pool.The Villa is a 2-story island themed home. Downstairs opens into
Fairway Villas #K1 at the Waikoloa Beach Resort
Condo  |  Waikoloa
As low as $225.00 per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (11)

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