Big Island Vacation Homes

Hale Ona Loa Iconic Oceanfront Luxury on Alii Drive NEWLY REMODELED | OCEANFRONT | PRIVATE POOL | DESIGNER FINISHES Step into coastal elegance at Hale Ona Loa, one of the most spectacularly reimagined oceanfront vacation homes along famed Alii Drive. This fully renovated 3-bedroom, 2-bathroom estate with an additional detached Ohana studio has been transformed from top to bottom, including the addition of a brand-new oceanfront pool, creating the ultimate luxury escape in Kailua-Kona. From t

3 Full Baths

4 Bed

6 Guests

This charming property has been kept the same since the original build to keep the "sugar plantation" style of the old Hawaii days. No major upgrades have been made to keep an old Hawaii days feel. The RATES REFLECT the style accordingly. This home is perfect for LOCATION LOCATION LOCATION & FOR A DEAL! Other homes in this area run 3x the going rates for this vintage Hawaiian beach house. Please be aware this is an older home and the owners and repeat guests adore this home exactly the way it is

3 Full Baths

3 Bed

8 Guests

Welcome to Hale Ulu Kealoha - "The House of Growing Love" In the historic town of Hilo, Hawaii on the east side of the island where tourists mingle with locals and really experience the 'Spirit of Aloha', we welcome you to stay in our home to enjoy Hilo and surrounding areas. The two story house features the upstairs main living area with a full kitchen, dining area, big living room, three bedrooms and one full bathroom. The kitchen includes a range for cooking and baking, microwave, and full

2 Full Baths

4 Bed

8 Guests

Newly Renovated Home with Discounted rates after remodel! Competitive rates are published now! Beautifully refreshed island home with breathtaking Panoramic ocean views in the heart of Kealakekua. Surrounded by coconut palms, pineapple, lime & avocado trees, and just minutes from Hawaiis best snorkeling spots, this home is the perfect tropical escape. New washer and dryer purchased June 2025! Dehumidifier installed July 2025! 3 New appliances & 2 new fixtures installed September 2025! Ki

3 Full Baths

4 Bed

11 Guests

Let the oceanfront, gated retreat of Hilo Shangrila envelop you, with its private saltwater pool, hot tub, and covered lanai, all just a stone's throw from the peaceful Pacific. New air conditioning has been added in all bedrooms for total guest comfort. We are constantly upgrading our home with guest comfort in mind! Situated in the quiet, rural Hawaiian Paradise Park neighborhood, the home beautifully accommodates six guests. Hilo Shangrila's airy, inviting living room and well-equipped kitc

2 Full Baths

2 Bed

6 Guests

Welcome to Hoku'Ea Hale, a very private oceanfront residence featuring spectacular ocean views, ocean entry and abundance of covered outdoor living space. Every room opens to the outdoor ocean, where you'll experience tropical paradise and unparalleled views of the Pacific. Named for the property's exquisite sea life Turtle art entry gate; Hoku'Ea features beachfront Jacuzzi spa, wading pools, 3 bedrooms, 2.5 bathrooms, outdoor seaview hot/cold shower, 1 a/c unit and accommodates up to 9 guests

2 Full Baths

4 Bed

10 Guests

Holua Kai Luxury Retreat#15 Single-Level Private Pool Home in Kailua-Kona Welcome to Holua Kai at Keauhou Resort, where modern island elegance meets timeless Hawaiian charm. Nestled within one of Konas most exclusive gated communities, this 3-bedroom, 3.5-bathroom single-level luxury home offers the perfect blend of resort-style comfort and relaxed island living. Step inside and experience Kona island living at its finest. The homes spacious open-concept design invites in natural light and co

3 Full Baths

3 Bed

6 Guests

Located in the Kaloli Point sun belt on the East side of the Big Island of Hawai, House of Paddles is within earshot of the Pacific Oceans crashing waves. This private tropical oasis is a two-minute walk from the spectacular Puna coastline to watch sea turtles and whales (when in season)! Please Note: This is a quiet residential neighborhood and local ordinances prohibit gatherings at licensed short term rental properties. Quiet hours are 9pm to 8am daily. Occupancy is set to 7 guests only.

3 Full Baths

3 Bed

8 Guests

Located at the entrance to Pakui Street - a popular area for vacation rentals, this 3 bedroom, 3.5 bath home is part of the world renown Hualalai Resort that features the Four Seasons Hotel, Sports Club & Spa, championship golf, tennis and a wide range of ocean sports activities. Owner provides two 4-person golf carts for your use. Guests of this home have the option to purchase passes for daily use of the Resort amenities, located within walking distance. Open-air in design and comfortably

3 Full Baths

3 Bed

6 Guests

One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii getaway. Extra bedding available with a "bonus" living room on the first level. The down-stairs suite opens to a large lanai and beautiful grass lawn to give this property the feeling of a private home. Upstairs, enjoy magnificent Big Island sunsets from another terrace - just off the 'Great' Room. Kitchen is fully stocked and includes a back barbecue dec

3 Full Baths

3 Bed

6 Guests