We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Villas Island of Hawaii, HI

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 1,618 Rentals in Island of Hawaii
loading...
Sort by
From
$227
Per Night
View Details
1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
From
$135
Per Night
View Details
1 / 23
Payment Protection
Hawi
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (5) Make Enquiry
From
$110
Per Night
View Details
1 / 7
Payment Protection
Ocean View
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
Details Reviews (7) Make Enquiry
From
$338
Per Night
View Details
1 / 8
Kailua-Kona
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Gym
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Luxury at it's absolute best! Guests are never disappointed in this designer decorated 3 bedroom 3 bath town-home in arguably Kona's most upscale gated condo development. Conveniently located within walking distance to shopping dining and ocean activities, this beautiful town-home offers a large... View all property information
Make Enquiry
From
$110
Per Night
View Details
1 / 7
Kailua-Kona
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located within walking distance to town, this third floor unit is a great choice for a tropical getaway. Come and enjoy this quiet 1 bedroom 1 bath with a well equipped upgraded kitchen, island style decor, 1 king bed and a sofa sleeper, and wall air-conditioning. This unit faces the ocean and has... View all property information
Make Enquiry
4 of 5 stars Reviewed 16 January 2014
Good location, quiet, needs a bit of maintenance - patio door. Major draw backs - no internet, no balcony/lanani. Would recommend to people who travel a lot and want value...
See all reviews
From
$3,351
Per Week
View Details
1 / 26
Kailua-Kona
2 Bedrooms, 3 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This exclusive resort condo offers sensational views of the coastline, tropical gardens that surround the whole complex, the upscale comfort of 2 awesome swimming pools, tennis court, and BBQ grills for a relaxing getaway. Royal Sea Cliff is less than a mile from town, with free secure, covered... View all property information
Make Enquiry
From
$184
Per Night
View Details
1 / 35
Waikoloa
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This is “Extreme Makeover” come to Hawaii. Owners of this property have lovingly revamped this unit to boast, louvered shutter doors to the lanai, double crown molding, and exquisite art, furnishings and fully-stocked kitchen and other amenities. Relax in this comfortable unit, appointed with charm... View all property information
Make Enquiry
5 of 5 stars Reviewed 3 March 2012
The owners have decorated this apartment beautifully and keep it in mint condition. The book made to orient guests was a nice personal touch and very useful. In general this is...
See all reviews
From
$1,882
Per Week
View Details
1 / 20
Kailua-Kona
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Private and secluded 3br/2bath home at the end of a cul de sac in the amazingly beautiful and prestigious gated community of Kahakai Estates. Far enough from downtown to offer privacy and serenity, yet within a 5 min walk down a private bike path to the famous Ali’i drive and downtown Kailua-Kona... View all property information
Make Enquiry
From
$153
Per Night
View Details
1 / 13
Kailua-Kona
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Condo in Kailua-Kona, Hawaii TOLL FREE 1-877-336-6751 VIEW LARGE PHOTOS https://www.facebook.com/media/set/?set=a.10151178105274010.462591.264015029009&type=1 Royal Kailuan is a cozy property offering 2 bedrooms and 2 baths. This property is near all... View all property information
Make Enquiry
From
$816
Per Week
View Details
1 / 28
Kailua-Kona
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located in a gated community, Surf and Racquet complex features Tennis with three well maintained courts and lighting for evening play. Great pool for cooling off, swimming or relaxing. From your unit you are a short walk to shopping, dining and a large Cineplex theater complex. Kahalu'u Beach,the... View all property information
Make Enquiry
5 of 5 stars Reviewed 28 April 2014
Beautiful condo which was well equipped with everything. Lovely grounds and beautiful pool. Centrally located to a mall with groceries, gas ,etc. minutes away from lovely...
See all reviews
Get the List
From
$220
Per Night
View Details
1 / 22
Waikoloa
2 Bedrooms, 3 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Fairways at Mauna Lani #1003 offers peace and serenity. This villa looks out to the golf course and has its own centrally located, resort style pool and hot tub, lava rock waterfalls, koi ponds, and a state of the art fitness center The inside of this villa is inviting and streamline. It has an... View all property information
Make Enquiry
5 of 5 stars Reviewed 29 October 2014
We have rented more than half a dozen condos in the Mauna Lani area and this is our favorite by far. It is more spacious, and well laid out. We liked having two stories; enjoyed...
See all reviews
From
$117
Per Night
View Details
1 / 10
Kailua-Kona
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This unit has a newly remodeled, everything from the bathroom to the kitchen. With anything you might need to make your stay as enjoyable as possible. Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and are individually and privately owned. The gorgeous 74-unit complex... View all property information
Make Enquiry
From
$1,676
Per Week
View Details
1 / 44
Keauhou
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Kanaloa at Kona is an oceanfront vacation condo located in Keauhou. It overlooks beautiful Keauhou Bay on the Big Island of Hawaii. The complex has exceptionally beautiful tropical landscaping and shaded coconut palms that will fulfill your paradise dream! Sit back and enjoy your vacation in this... View all property information
Make Enquiry
5 of 5 stars Reviewed 26 October 2014
After living on the Big Island for several years, we felt like we had seen it all until we found this ocean front gem! Just south enough from downtown Kailua-Kona to be quiet and...
5 of 5 stars Reviewed 13 September 2014
My wife and I stayed here for the second time, deciding to stick with same condo after looking at what seemed like hundreds of others on-line before booking here. Last time we...
See all reviews
From
$853
Per Night
View Details
1 / 18
Waikoloa
4 Bedrooms, 5 Bathrooms, Sleeps 6
Details Reviews (18) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Hokulani is a piece of paradise that instantly relaxes and soothes the senses. Located on Hawaiis Gold Coast in the shadow of Mauna Kea, Hokulani which means heavenly star offers golden sunsets you can almost reach out and touch every evening and then transforms each night into a peaceful... View all property information
Make Enquiry
Enquire for rates
1 / 11
Kohala Coast
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Grill
  • Housekeeping...
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Facing Mykonos town, Villa Fayrouz enjoys sea and charming town harbour views while being just minutes away from sandy beaches and tavernas. The villa consists of a spacious open plan living and dining area, tastefully arranged with wooden furniture and pastel-coloured cushions, all creating a soft... View all property information
Make Enquiry
From
$123
Per Night
View Details
1 / 12
Waikoloa
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (4) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
PRIVATE AND QUIETDCI Dining Discount Card included during your stayEnjoy your vacation in this home in Waikoloa Village at the cooler elevation 1000 feet above the ocean. Enjoy ocean and sunset views from the lanai while sipping on a cool drink. This studio is nicely decorated and on a quiet flag... View all property information
Make Enquiry
4 of 5 stars Reviewed 21 February 2014
We stayed at the Gecko Studio at the end of a trip visiting our son in Hawaii. It is in a great location a short drive to Hapuna and Spencer Beaches. Wonderful market just down...
See all reviews
From
$92
Per Night
View Details
1 / 15
Kailua-Kona
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and are individually and privately owned. The gorgeous 74-unit complex is meticulously maintained and blissfully tranquil. While staying at Kona Isle you can swim, relax by the pool, or watch the whales and dolphins passing... View all property information
Make Enquiry
From
$215
Per Night
View Details
1 / 18
Kailua-Kona
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (15) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious private three bedroom two and a quarter bath home offers lots of wide-open spaces and million dollar oceanviews for your tropical get away. The single family home is located right above the Kona Village at about a 700 feet elevation, which offers wonderful ocean views of the Kona... View all property information
Make Enquiry
3 of 5 stars Reviewed 14 January 2014
I stayed here with my toddler son, husband, and his parents & sister over Christmas and New Years. The house is nice with fantastic views. The deck is HUGE. Great for...
4 of 5 stars Reviewed 9 April 2013
My wife and 4 kids stayed in this home for 2 weeks... It is a wonderful home in one of the better neighborhoods in Kona.... We LOVED all the birds and the gecko's, coupled with...
See all reviews
From
$227
Per Night
View Details
1 / 34
Payment Protection
Kailua-Kona
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (5) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Rejuvenate and indulge your senses while relaxing on our beautiful lanai just 40 feet from the shore of the Pacific Ocean. With a cool drink at your elbow, you'll be amused by the flying fish and turtles at your feet. Watch the surfing action or the dolphins just a little further out. Perhaps... View all property information
Make Enquiry
4 of 5 stars Reviewed 22 March 2014
Following some fairly extensive research, my wife and I booked a five week stay in Unit 208 at Kona Bali Kai in Kailua Kona, Hawaii. This is a privately owned two bedroom condo...
See all reviews
From
$244
Per Night
View Details
1 / 35
Waikoloa
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Gorgeous Tropical Retreat on golf course. Your condo is decorated in the “Hawaii Island” style. The main level includes the kitchen, dining room, living room, and lanai just off the dining room and living room. You will enjoy the scenic view of the 10th hole of the Waikoloa Beach Golf Course that... View all property information
Make Enquiry
From
$552
Per Night
View Details
1 / 24
Kailua-Kona
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautiful 4 bedroom, 4 bath home with a private pool and an outdoor shower. Unobstructed oceanview of the Kona Coast line. Spectacular stargazing from your own private deck. The home is conveniently located close to many amenities which include a plethora of dining options (including the famous... View all property information
Make Enquiry
From
$307
Per Night
View Details
1 / 13
Waikoloa
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Mauna Lani, traditionally known as Kalahuipua'a, this historical place was once where Hawaiian royalty retreated to replenish their Hawaiian souls. Today this special place is called Mauna Lani, meaning 'mountain facing the heavens'. Mauna Lani's carefully planned and preserved 3,200 acre... View all property information
Make Enquiry
From
$135
Per Night
View Details
1 / 9
Payment Protection
Pahoa
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is the elegant Hawaiian retreat that you have been dreaming about. This inviting contemporary home sits atop 25 acres of gently sloping grassy fields with commanding panoramic ocean views. This estate is a slice of 'Old Hawaii', fragrant breezes, rainbows, a forest of Ohia trees, and sunny... View all property information
Make Enquiry
5 of 5 stars Reviewed 4 November 2013
We stayed in the rain forest suite for 4 nights, woke up to excellent sunrise views right from our bed. It's off the beaten path yet still not too far to explore Hilo, Puna...
See all reviews
From
$399
Per Night
View Details
1 / 26
Waikoloa
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our Kolea Villa is a wonderful family vacation spot. This is for the families or individuals who enjoy lovely surroundings, with gracious vacations residences. This garden villa is over 1,550 square feet with a 200 square foot lanai that opens up to your very own grass area. All the furniture is... View all property information
Make Enquiry
4 of 5 stars Reviewed 8 August 2014
Kolea and property is beautiful in a gated community. The property was well-kept and pool/pool area was always clean. There was always someone on-site replenishing towels and...
See all reviews
From
$1,350
Per Night
View Details
1 / 21
Puako
4 Bedrooms, 4 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This unique property is situated above beautiful Wailea Bay on the Kohala Coast of the Big Island of Hawaii, one of the few white sand beaches on the island of Hawaii. Beautiful tropical landscaping abounds with privacy and romance. This designer home is perfect for family and friends. It features... View all property information
Make Enquiry
From
$123
Per Night
View Details
1 / 22
Payment Protection
Captain Cook
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Great location on main highway, minutes away from the best bays for snorkeling and kayaking. Deluxe standard room with king size bed, mini fridge/freezer, opens to lanai (deck) and full bathroom just outside the room. Property is on one acre with pool. Kona coffee trees provide your morning... View all property information
Make Enquiry
5 of 5 stars Reviewed 6 November 2014
Had a good few days staying with Rhonda in her beautiful B&B. Our luggage took a few days to arrive and she was very accommodating to make sure we had everything we needed in the...
5 of 5 stars Reviewed 1 September 2014
Loved having a balcony with our room! The bed was extremely comfortable. I miss the homemade banana bread & all the fresh fruit and avocados from your garden! Thanks for all...
See all reviews
From
$160
Per Night
View Details
1 / 26
Payment Protection
Keaau
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
• Introductory pricing for this NEW property with a large Main house and smaller Guest house ((called an 'Ohana,' which means family in Hawaiian). Large resort quality home on an acre with separate Guest house that can be rented on its own or with the Main house. We call it Hale E Komo Mai, the... View all property information
Make Enquiry
5 of 5 stars Reviewed 19 September 2014
Clean, beautiful and huge house with great atmosphere! We've had awesome stay and cooked everyday at clean kichen with a lot of tableware:)
See all reviews
From
$98
Per Night
View Details
1 / 9
Payment Protection
Ocean View
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Balcony
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Romantic getaway, 1 bedroom cottage in magical settings at the foot of Mauna Loa, 3200 feet above sea level ideal for Honeymoon or other romantic occasions.... The cottage is fully furnished, living room w/integrated kitchen, bathroom (small), lanai, many skylights for star gazing.... As one of my... View all property information
Make Enquiry
5 of 5 stars Reviewed 11 October 2014
This puts you right in the rural Hawaii experience. Beautiful flowers, birds singing all around. This is a wonderful place to relax and unwind and experience the natural raw...
5 of 5 stars Reviewed 20 February 2014
Comfortable cottage that immediately surrounded us with good mana (energy). While some initially may think it's removed from the island's resorts, the location served as a great...
See all reviews
From
$166
Per Night
View Details
1 / 18
Payment Protection
Kailua-Kona
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (17) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our vacation condominium is located at Kanaloa at Kona, a 4-star resort right on the ocean and adjacent to the Kona golf course, overlooking the Keauhou Bay. Set in 18 acres of lush tropical foliage and manicured lawns, our condo provides a beautiful setting for a relaxing, memorable vacation.... View all property information
Make Enquiry
5 of 5 stars Reviewed 2 September 2012
The condo was exactly what we needed. Lots of space, well equipped, great location and an easy to deal with owner! We stayed for 6 days in August and it was a great home base to...
4 of 5 stars Reviewed 18 March 2012
We stayed at this vacation rental for 10 days and had a very nice time. It is in a safe, clean, well managed building. Quiet, friendly and safe. There are 3 pools, and one is...
See all reviews
From
$92
Per Night
View Details
1 / 10
Payment Protection
Papaikou
Studio, 1 Bathroom, Sleeps 4
Bookings
Details Make Enquiry
Amenities & Details
  • Dryer
  • Internet Access
  • Sauna
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Greetings and welcome to our home on the Hamakua coast of the Big Island!! Our home is a short 5 miles North of Hilo on the Hamakua Coast but feels a world away. The house is situated on an amazingly beautiful river gorge with a 20ft waterfall and crystal clear pond just a few minutes-walk away.... View all property information
Make Enquiry
From
$119
Per Night
View Details
1 / 6
Kailua-Kona
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Kalani Kai is a very nice condo located right in Kona town and walking distance to the beach. There is a queen bed in the condo plus a sleeper sofa in the living room. Air conditioned. Washer and dryer in the condo 7 night minimum during Ironman and year end holidays email us for shorter stays... View all property information
Make Enquiry
From
$110
Per Night
View Details
1 / 8
Payment Protection
Kailua-Kona
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
1 Bedroom/1 bath spacious oceanview condo conveniently located a short walk from the shopping, restaurants and beaches of Kailua-Kona, and extremely well suited for longer stays. Our condo features all the amenities that the discerning traveler requires, including king-sized bed, full kitchen,... View all property information
Make Enquiry
5 of 5 stars Reviewed 3 August 2014
The main problem with this condo was that it was so nice we often didn't want to leave. It's clean, nicely decorated, in a great location and the view is absolutely spectacular...
5 of 5 stars Reviewed 28 June 2014
This condo was excellent for our purpose. Fantastic location and walking distance from excellent activities and resturants. It was comfortable for 2. I think it would be possible...
See all reviews
From
$122
Per Night
View Details
1 / 12
Payment Protection
Kailua-Kona
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Aloha! My Unit is #326 and it is a 400 sq ft studio condo in the heart of downtown Kailua-Kona. The studio is a very clean budget accomodation with a lot of aloha! The condo sits off of Alii Drive between Lava Java and Bubba Gumps. The property has a pool, jacuzzi, BBQ (by pool) and beautiful... View all property information
Make Enquiry
5 of 5 stars Reviewed 20 September 2014
My husband and I spent a couple of nights in Kailua-Kona and had some things planned right in town, so we wanted a place that was close by. We chose this place for the location...
5 of 5 stars Reviewed 7 August 2014
Just returned from a 3 night stay at #326 Kona Islander and had another great time. The bonus of the unit is the newly remodeled kitchenette with FULL-SIZED refrigerator. The...
See all reviews
From
$227
Per Night
View Details
1 / 15
Kailua-Kona
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (18) Make Enquiry
Amenities & Details
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
*Free economy car with 7 night stay or more, valid 4/9 thru 12/18, while cars are available. Not valid with any other special offers. Car can be upgraded for minimal fee. If you are interested in adding a rental car outside of these dates, please inquire for rental car pricing. This beautiful 2... View all property information
Make Enquiry
5 of 5 stars Reviewed 22 September 2014
We spent a week at this location and was not disappointed in the least with the location and the view. Everything was as advertised. Initially, I was attracted by the prospect...
5 of 5 stars Reviewed 8 July 2014
This Condo 4207 was clean and beautiful. Great location "Ocean Front" Everything we were hoping for to celebrate our Daughter's graduation from High School and Entry to the...
See all reviews
From
$3,394
Per Week
View Details
1 / 23
Keauhou
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Make lasting memories while luxuriating on your dream vacation in this custom built, eco-friendly, solar home in beautiful and secure Keauhou Estates on the Island of Hawaii. Hawaii ( also called the Big Island) has been hailed as the world’s “best island for living” and you will understand why as... View all property information
Make Enquiry
From
$117
Per Night
View Details
1 / 5
Payment Protection
Kailua-Kona
Studio, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The newly remodeled 400 sq ft suite in my 'Little Surf Shack' has a great 180 degree view of Kona's coastline... Check out the shoreline breaks to see which beaches are pounding and choose your surf spot... Those of you who don't surf the harbor, town and many other water activities are just... View all property information
Make Enquiry
5 of 5 stars Reviewed 13 November 2014
I was visiting Kona and found this rental to be better than expected. I was worried about sharing a house, but it was a lock out until with the privacy of any 4 star hotel...
See all reviews
From
$239
Per Night
View Details
1 / 27
Waikoloa
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Luxurious remodeled 2 bedroom, 2 bath third (top) floor condominium in a gated complex with elevator access and ocean, golf course and Kohala mountain views. You will enjoy beautiful sunsets and watch whales in season from the west facing lanai. The master has a king bed and the second bedroom twin... View all property information
Make Enquiry
5 of 5 stars Reviewed 6 June 2014
This condominium was very clean and had every convenience you could possibly want. The location in Waikoloa was pleasant if you like nearby shopping and dining options. The...
See all reviews
From
$117
Per Night
View Details
1 / 13
Pahoa
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
The Whale House is located in one of the most beautiful places on earth - Kehena Beach on The Big Island of Hawaii. PLEASE NOTE: We do have 3 units so if the calendar shows 'booked for the 'Whale House', we may still have availability in The Dolphin or Sunshine Cottage. All have spectacular... View all property information
Make Enquiry
4 of 5 stars Reviewed 23 April 2014
THE Whale house has very good views of the ocean and has everything you need for a comfortable stay.
4 of 5 stars Reviewed 18 September 2013
The view from the front porch is worth the stay, palm trees and blue ocean. Located on Hawai'i's rainy side, you are on the edge of a spectacular rainforest with an equally...
See all reviews
From
$158
Per Night
View Details
1 / 11
Waikoloa
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The AAA 3-Diamond rated Vista Waikoloa condominiums are spacious 2 bedroom luxury residences. The Vista condominiums are larger than most properties and have extra living space and ceiling fans for natural ventilation. All units are air conditioned and feature a light pleasant atmosphere. Just 20... View all property information
Make Enquiry
From
$1,000
Per Night
View Details
1 / 23
Kailua-Kona
6 Bedrooms, 4 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Description This fabulous ocean-view rental home is just 1 block from family-friendly White Sands Beach. You will know that you have arrived at Kona's premier estate property as you pull up to the iron gates and drive that lead to this 6 bedroom, 4 bath island oasis. With both a large swimming... View all property information
Make Enquiry
From
$276
Per Night
View Details
1 / 23
Payment Protection
Hilo
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Sauna
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Welcome to a relaxing piece of paradise in the heart of historic Hilo. If quality and character are important to you, this is the perfect home. Original artwork, locally crafted furniture and lush tropical jungle will be your setting at Aloha Falls. The house has all the comforts of home and the... View all property information
Make Enquiry
5 of 5 stars Reviewed 28 July 2014
First off, this house is spectacular! The rooms are airy, comfortable, and have all the amenities of home. If you are looking to be away from the tourists and crowds of other...
5 of 5 stars Reviewed 16 January 2014
we enjoyed the time we stayed at aloha fall a lot. The house is only couple minutes drive away from the downtown and located next to forest and water fall. I love sitting on the...
See all reviews
From
$144
Per Night
View Details
1 / 15
Kailua-Kona
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (7) Make Enquiry
Amenities & Details
  • Gym
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious one bedroom condo is in one of Kona's most popular resorts. You will love your fully equipped kitchen and the very nice furnishings. But what you will enjoy most is the great tropical views from your large private lanai while you have your Kona coffee in the morning and perhaps a... View all property information
Make Enquiry
4 of 5 stars Reviewed 25 February 2014
Our rental allowed easy access to highways and exploring. It was quiet and very pleasant. Thank you for the stay
See all reviews
From
$220
Per Night
View Details
1 / 26
Payment Protection
Pahoa
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
The Malama House is nestled in a native ohia forest in Leilani Estates in the district of Puna, and close to everything you need for your Big Island adventure. The gardens welcome you with tropical splendor and inside, discover comfort and room for entertaining, dining and relaxation. The home... View all property information
Make Enquiry
5 of 5 stars Reviewed 21 July 2014
Had an amazing stay at Malama House! When I first drove in I was awestruck by the beauty of the huge landscaped yard. So many different tropical trees and plants. It's truly a...
See all reviews
From
$166
Per Night
View Details
1 / 32
Payment Protection
Kailua-Kona
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Location: White Sands Village, Kailua-Kona, Kona Coast, Big Island, Hawaii, USA View Map Accommodations: Condo, 2 Bedrooms, 2 Baths (Sleeps 4) White Sands Village Condominium is across from the finest beach on the Kona coast: White Sands Beach. The locals call it 'Magic Sands.' Swimming, boogie... View all property information
Make Enquiry
5 of 5 stars Reviewed 18 June 2014
With business travel you face the constant tension between frugality and privacy. I value my co-worker deeply; do I want to share a bed (or bathroom!?) with her? That's a bit...
See all reviews
From
$215
Per Night
View Details
1 / 27
Payment Protection
Pahoa
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Make Enquiry
Amenities & Details
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Oceanfront home on the gorgeous Red Road and a short walk to a black sand beach. Quiet and serene yet modern in a natural tropical setting. Wake up looking at the waves, watch a pod of dolphins swim by. Have your coffee on the private outside deck or relax in the Hot Tub overlooking the ocean.... View all property information
Make Enquiry
From
$258
Per Night
View Details
1 / 12
Kailua-Kona
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Surf & Racquet 3-302 is a third (top) floor, two bedroom plus sleeping loft oceanfront condo located approx. four miles south of Kailua Kona. Its completely furnished and equipped. Bedding includes a king in the master, queen in the guest and two twins in the loft. It offers WiFi and the living... View all property information
Make Enquiry
From
$215
Per Night
View Details
1 / 15
Payment Protection
Kailua-Kona
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Just a 10-minute drive to downtown Kona, our quiet, private cottages sit on a 10-acre gated estate. Silver Oaks Ranch is located just five miles from downtown Kailua Kona and five miles from Keahole airport at a cool 1400 feet elevation. Although less than 10 minutes from downtown, we are nestled... View all property information
Make Enquiry
From
$171
Per Night
View Details
1 / 23
Waikoloa
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Outstanding 2 bedroom, 2 bath Top Floor “Penthouse” condo with spectacular view of the 6th fairway of the Waikoloa Beach Golf Course, Mauna Kea, and the Kohala mountains. This contemporary hawaiian plantation designed condominium gives you space to relax and enjoy your Big Island Hawaiian vacation.... View all property information
Make Enquiry
5 of 5 stars Reviewed 20 January 2014
My husband and I stayed here from 1/11-1/18/2014 for my business conference, held at the nearby Fairmont Orchid. We prefer condos to hotel/resorts. Our condo was spotless with...
See all reviews
From
$281
Per Night
View Details
1 / 26
Kailua-Kona
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (28) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
No Worries is a lovely newly renovated 3bd/2bth beach house with outside private shower and A/C units in the main living area and Master bedroom. There are also fans in all rooms. There is a covered lanai for relaxing and BBQ's, and a large front lawn protected with rock wall for kids and games.... View all property information
Make Enquiry
5 of 5 stars Reviewed 11 June 2014
This house was perfect for our family of 8 with young adults and teenagers. Loved the location right across from the beautiful white sands beach. The house was comfortable and had...
See all reviews
From
$620
Per Night
View Details
1 / 11
Waikoloa
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Sauna
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Mauna Lani, traditionally known as Kalahuipua'a, was once where Hawaiian royalty retreated to replenish their Hawaiian souls. Today this special place is called Mauna Lani, meaning "mountain facing the heavens". Mauna Lani's carefully planned and preserved 3,200 acre environment has become the... View all property information
Make Enquiry
Popular cities
Book Online(554)
Use filters to find the best results!

Suitability

  • Wheelchair access (205)
  • Elder access (529)
  • Suitable for children (144)
  • Pet friendly (32)
  • Smoking allowed (17)

Amenities

  • Internet (1,292)
  • Other outdoor space (1,002)
  • Grill (896)
  • Washer/Dryer (839)
  • Parking (824)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Island of Hawaii Vacation Rentals

If you are planning a trip to the Big Island, you know you are headed to a destination full of ocean adventures, beautiful sights, and fascinating local culture. To make your trip to Island of Hawaii even more unforgettable, why not try staying in your very own vacation rental instead of a hotel? From a cozy oceanfront condo in Kailua-Kona, to a spacious rental house in Waikoloa, to a luxury villa in Keauhou that can accommodate the whole family, there is sure to be an Island of Hawaii vacation rental to suit your needs and your style. Even if you are traveling on a budget, there are amazing deals available on the perfect Island of Hawaii rental home for you.

An Island of Hawaii Vacation

Whether you are looking to relax on pristine beaches, explore the depths of the ocean, or absorb amazing local sights and sounds, there is something for everyone on Island of Hawaii. Coffee lovers can take a trip to Holualoa and visit Big Daddy Kona Coffee for free tastings and fascinating tours of the award winning coffee farm. Adrenaline junkies will love getting a bird's eye view of the island with Big Island Eco Adventures Ziplining in Hawi. Kilauea Iki Trail offers a scenic hike into a living caldera, and Sunlight on Water in Kailua-Kona allows you to take a guided swim or snorkel with the beautiful local wildlife. Relax in the sun and melt your troubles away at Hapuna Beach in Kamuela. There are so many great Island of Hawaii activities it can be hard to choose just how to spend your days, but renting a vacation home is not a choice you will have second guesses about. Enjoy all the benefits of a home away from home with our Island of Hawaii vacation rentals on your next trip.

Money Saving Vacation Rentals

In addition to being a comfortable and convenient option for you and your family, did you know vacation rentals can also save you money? Hotels can be expensive, especially when traveling with a large group. Being able to rent a spacious home that can fit even the largest group instead of booking separate hotel rooms means you can cut off a lot of the cost of your trip. Island of Hawaii vacation rentals often offer discounted rates for extended stays, so if you are planning on staying a while you can actually save money while staying longer. It is easy to see that for your next vacation to Island of Hawaii, renting a vacation home is truly a win-win situation.