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.

Have more fun or relax easier when you book with a vacation rental with Big Island - Grand Welcome. Welcome to the Islands.


Destination Rentals


Properties Available 58 properties available
Discover your perfect Hawaiian retreat in this family-friendly townhome, offering serene golf course views within the lush Waikoloa Beach Resort. The resort grounds are a tropical paradise, featuring vibrant greenery and tranquil koi ponds. This home comfortably accommodates 5 guests.Comfortable Accommodations:• Main Bedroom: Features a luxurious C
Shores at Waikoloa Beach Resort 236 | Golf Views
Villa  |  Waikoloa Beach Resort
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (19) 19
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 and exquisite Magics Grill Restaurant, less than 100 feet away. Restaurants, shops, a golf course, and the pier are all within easy access on Alii Driv
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) 7
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 4.7 (10) 10
Step inside this breezy studio unit and feel instantly at ease. The cozy living area features a smart TV and plush couch, ideal for laid-back evenings after a day of exploring. The compact kitchen is thoughtfully stocked with essentials—drip coffee maker, stove, microwave, and more—perfect for prepping a beachside breakfast or simple island dinner.
Kona Bali Kai 362 – For 2 Guests
Condo  |  Kailua-Kona
As low as $89.00 per night
Bathrooms 1 baths
Guests 2 guests
Rating 4.5 (8) 8
Shores at Waikoloa Golf Villa 19, located along side Golf Villa 20- are the only single-story standalone condominiums in all of Waikoloa Beach Resort that are available as a vacation rental. Grand Welcome also manages Golf Villa 20 ideal for larger family gatherings needing an additional Villa.We provide 2 beach chairs and 1 cooler for guest use.
Single-Story Shores Golf Villa 19 - 3 Ensuite & Loft
Villa  |  Waikoloa Beach Resort
As low as $225.00 per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 half bath
Guests 8 guests
We provide 2 beach chairs and 1 cooler for guest use. Beach towels are available for guests. Additionally, any beach equipment left behind by previous guests, including sunscreen, floats, and snorkels, is available for your enjoyment—feel free to use it during your stay!This Big Island of Hawaii complex is right across the street from White Sands B
White Sands Village #309 | A/C, Tennis & Pool!
Condo  |  Kailua-Kona
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.6 (20) 20
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) 1
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 (15) 15
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 Condo w/ Pool A/C & Ocean Views
Condo  |  Kailua-Kona
As low as $75.00 per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (5) 5
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 4.6 (3) 3
White Sands Village is an oceanfront condo complex in the gorgeous town of Kailua-Kona. 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 sh
White Sands Village | Oceanfront Condo Complex
Condo  |  Kailua-Kona
As low as $150.00 per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.6 (19) 19
We provide 2 beach chairs and 1 cooler for guest use.The sight from the lanai is stunning with gorgeous palm trees. Plenty of patio seating is arrange for you to indulge in the beauty of the sun setting behind the ocean. This is the quintessential home for your romantic getaway or visit with family as it can house up to 4 guests.The home has been u
Royal Sea Cliff #418 | Pool Hot Tub & A/C!
Condo  |  Kailua-Kona
As low as $75.00 per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (23) 23

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