Big Island, HI Luxury Vacation Rentals, Homes, & More - 557 Rentals Available

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1 / 29

Kailua-Kona Villa
6 BR / 4.5 BA / Sleeps 12 6 12 7 night min stay
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4.5 bathrooms Sleeps 12
High Speed Internet • DVD Player • TV (Cable/Satellite)
1 / 20

Kailua-Kona Home
4 BR / 3 BA / Sleeps 8 4 8 5 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The pictures do not do this rental justice. We walked in and were in awe. Speechless. It is beautiful inside. Extremely spacious. The landscaping is luscious and gorgeous. Very private. An added plus is the private pool which we used at least two to three..."
- Patricia Callahan, Benicia, CA
(8) Excellent (8 reviews)
1 / 16

Kailua-Kona Home
5 BR / 4.5 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4.5 bathrooms Sleeps 12
High Speed Internet • Microwave • DVD Player
"very good rental house with a good pool, nice yard, full kitchen, beer coolers and boogie boards to use at the beach. I would stay again."
- derek helm, alberta canada
(1) Excellent (1 review)
1 / 25

Kailua-Kona Home
5 BR / 5 BA / Sleeps 18 5 18 7 night min stay
Home / 5 Bedrooms / Sleeps 18
5 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"We had 19 family members and we found plenty of space in this house to not feel cramped at all. We were creative in our sleeping arrangements, but we all found places (some more comfortable than others! ) Great pool, laundry machines, tons of outdoor..."
- Kari Abulhosn, San Diego, CA
(1) Excellent (1 review)
1 / 21

Kailua-Kona Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Our family of five enjoyed three nights at this wonderful ocean- view site. Cathleen was great to work with, and we even had a gorgeous bouquet of fresh flowers there to greet us! For us, the house was more of a base of operations than a place to hang..."
- Maia Scott Tolsdorf, West Chester, PA
(7) Excellent (7 reviews)
1 / 14

Kailua-Kona Home
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • DVD Player
"Excellent stay. Modern furniture, very nice and private lanai with a sea and sunset view. Perfect for a family of 4 like us."
- Viviane Gaujard, calgary, Canada
(3) Excellent (3 reviews)
1 / 5

Mauna Lani Condo
2 BR / 2.5 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The feel of this lovely condo was exactly what we needed. When we arrived the views of the ocean were exceptional and we enjoyed seeing whales jumping in the air every day during our stay. The unit was well equipped with food and essentials. Having..."
- Danielle Short, San Diego
(4) Excellent (4 reviews)
1 / 18

Kailua-Kona Villa
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Our family enjoyed our stay in this home. The kitchen was well furnished and the home itself was beautiful. The kids enjoyed the pool and our entire family had a wonderful time there. There were geckos that visited us and they were beautiful birds as..."
- Lori Nishitsuji, Los Angeles, CA
(3) Excellent (3 reviews)
1 / 8

Kailua-Kona Home
4 BR / 4 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"We spent two weeks at Tutu's beach House and had an incredible time. The house is outfitted perfectly and has all the amenities- Nice bedrooms & bathrooms, great kitchen- fully turnkey/stocked with nice plates, silverware, glasses and multiple ..."
- Kristen Routh Silberman, Las Vegas, NV
(4) Excellent (4 reviews)
1 / 40

Kailua-Kona Home
6 BR / 5 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Our family of 6 adults had a wonderful 6 day stay here. The house is very conveniently located in a quiet area with easy access to everything we wanted to do. The house is lovely, clean, and well stocked, and the beautiful pool area feels very private...."
- Susan Taylor, Berkeley, CA USA
(1) Excellent (1 review)
1 / 27

Kailua-Kona Home
3 BR / 2 BA / Sleeps 6 3 6 4 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Waterfront older cottage offers a true Hawaiian experience! Home is updated and clean! Location is right on the water in a great area of Kona close enough to walk a 1/2 mile to a nice beach or snorkel park. Drive to a larger grocery store is 1 mile ..."
- jan Johnson, New Hampshire
(21) Excellent (21 reviews)
1 / 51

Kailua-Kona Home
5 BR / 4.5 BA / Sleeps 13 5 13 Min stay varies
Home / 5 Bedrooms / Sleeps 13
5 bedrooms 4.5 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
"My family and I really enjoyed the stay at this property. The setting and the facilities are perfect for an active family. The location and weather was perfect. We would not hesitate to recommend this property to our friends and family. We would also ..."
- Mantosh Chawla, Thousand Oaks, CA USA
(5) Excellent (5 reviews)
1 / 52

Kailua-Kona Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I could have only one place to vacation for the rest of my life this would be it. Usually a villa will have a great pool, lots of privacy, or a great view, but this property has it all. I was stunned by the incredibly beautiful ocean views and ..."
- Linda, Winnipeg, MB, Canada
(3) Excellent (3 reviews)
1 / 42

Kailua-Kona Home
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay varies
Home / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"We stayed here for our wedding and had the whole wedding party stay in the house. Everything was awesome loved it. Close to the beach and shopping. The contact was more than helpful and very nice. Will be telling everyone we know and visiting the islands..."
- Cameron Pulham, Graham, WA
(6) Excellent (6 reviews)
1 / 14

Kailua-Kona Home
4 BR / 5 BA / Sleeps 22 4 22 Min stay varies
Home / 4 Bedrooms / Sleeps 22
4 bedrooms 5 bathrooms Sleeps 22
High Speed Internet • Dishwasher • Microwave
"This house could not have been better for our group. It is such a great space, open yet with private rooms and floors to accommodate our group of sixteen teenagers(eight boys and eight girls) with three adults.The view from the deck is amazing, and..."
- Wendy Baker, Trout Lake, WA
(1) Excellent (1 review)
1 / 41

Puako Home
4 BR / 6 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 6 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Hale Ama is indeed Paradise ..... ​ ​a happy welcome to feeling calm and centered, this tranquil gorgeous home was like easing into a warm bath. Every room is beautifully and comfortably appointed, the floor plan is thoughtfully designed to accommodate..."
- Melinda, Hillsborough, NC
(7) Excellent (7 reviews)
1 / 14

Kailua-Kona Home
8 BR / 9 BA / Sleeps 18 8 18 7 night min stay
Home / 8 Bedrooms / Sleeps 18
8 bedrooms 9 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"Great place for a large get- together. Amazing grounds with very interesting assortment of plants and fruit trees. Great amenities including pool, tennis court and a great outdoor pavilion for large dinners complete with big screen TV for our football..."
- Robert Thomas, Olympia, WA USA
(19) Excellent (19 reviews)
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