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Villas in Hawaii and Houses - Holiday Lettings - Holiday Rentals Hawaii

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3,248 Holiday homes

Home rental in Hawaii with swimming pool

Hilo house

3 bedrooms • 2 bathrooms • sleeps 7

from £374 / night

£2,614 / week

1 / 38

Holiday home rental

Waianae house

1 bedroom • 1 bathroom • sleeps 4

from £138 / night

£962 / week

1 / 29

Hawaii holiday home rental

Hanalei house

3 bedrooms • 3 bathrooms • sleeps 6

“Comfortable and quiet accommodations” This home is very convenient for a stay on the North Shore with a view of the mountains and a peek at the ocean. The beds are comfy and the kitchen nicely equipped for simple food preparations. We enjoyed the walks to the beach and the cliff view. Liz communicates well and responded quickly to our questions. This is a great value for a family or small group, with plenty of privacy.

from £271 / night

£1,892 / week

1 / 31

Holiday guest house with swimming pool in Hilo

Hilo guest house

2 bedrooms • 2 bathrooms • sleeps 4

from £125 / night

£815 - £1,164 / week

1 / 27

Private room rental in Hilo

Hilo private room

1 bedroom • 1 bathroom • sleeps 3

from £84 / night

£542 / week

1 / 23

Holiday condo rental

Makaha condo

3 bedrooms • 1 bathroom • sleeps 5

from £116 / night

£809 / week

1 / 39

Condo rental in Poipu

Poipu condo

1 bedroom • 1 bathroom • sleeps 4

from £168 / night

£1,172 / week

1 / 16

Holiday condo with golf nearby in Hawaii

Honolulu condo

1 bedroom • 1 bathroom • sleeps 2

from £125 / night

£874 / week

1 / 10

Holiday home in Hawaii

Keauhou house

6 bedrooms • 7 bathrooms • sleeps 16

from £831 / night

£5,812 / week

1 / 25

Holiday condo in Hawaii

Honolulu condo

1 bedroom • 1 bathroom • sleeps 4

from £138 / night

£962 / week

1 / 14

Holiday studio in Hawaii

Honolulu studio

Studio • 1 bathroom • sleeps 4

from £59 / night

£408 / week

1 / 26

Holiday studio in Hawaii

Lahaina studio

Studio • 1 bathroom • sleeps 4

from £388 / night

£2,105 / week

1 / 16

Condo rental in Honolulu

Honolulu condo

2 bedrooms • 2 bathrooms • sleeps 6

from £496 / night

£3,468 / week

1 / 53

Hawaii holiday cottage rental

Volcano cottage

1 bedroom • 1 bathroom • sleeps 4

from £138 / night

£844 - £1,135 / week

1 / 20

Hawaii holiday condo rental

Honolulu condo

2 bedrooms • 2 bathrooms • sleeps 8

from £375 / night

£2,620 / week

1 / 4

Holiday b&b in Hilo

Hilo b&b

1 bedroom • 1 bathroom • sleeps 3

from £79 / night

£554 / week

1 / 21

Holiday condo in Hawaii

Maalaea condo

1 bedroom • 1 bathroom • sleeps 2

from £196 / night

£1,370 / week

1 / 11

Villa rental in Hawaii

Kapalua villa

1 bedroom • 1 bathroom • sleeps 4

from £291 / night

£2,026 / week

1 / 10

Holiday b&b in Hawaii

Hilo b&b

1 bedroom • 1 bathroom • sleeps 3

from £79 / night

£554 / week

1 / 21

Holiday b&b in Hawaii

Hilo b&b

1 bedroom • 1 bathroom • sleeps 3

from £75 / night

£525 / week

1 / 18

Holiday condo with shared pool, golf nearby in Hawaii

Princeville condo

2 bedrooms • 2 bathrooms • sleeps 4

from £266 / night

£1,862 / week

1 / 19

Holiday hotel apartment in Honolulu

Honolulu hotel apartment

2 bedrooms • 1 bathroom • sleeps 8

from £31 / night

£209 / week

1 / 12

Apartment rental in Kihei with shared pool

Kihei apartment

1 bedroom • 2 bathrooms • sleeps 4

“Very nice condo in Maui” Maui is the best Island in Hawaii. The condo was a good location - beaches and lots of restaurants and stores. It was a pleasure to walk around and not always in the car driving every place. We had the little ones and they hate being in the car... We got up every morning and enjoyed swimming before breakfast on the lanai. We brought our own snorketl gear and used it every day. It was no nice to just relax and enjoy the resort. They arranged tours for us and recommendations for dinners etc. Judy was also helpful and easy to deal with all the arrangements for booking the condo. I think we liked this condo bettern than just about any othe we have rented in Maui. It really did have lots of fun stuff for the beach and kitchen full of everything I needed. Thanks for sharing your beautiful condo. I will recommend to friends and family. My only complaint is the beach towels were a little worn. We ended up buying mats which worked better.

from £146 / night

£1,018 / week

1 / 29

Cottage rental in Hawaii

Wailea cottage

1 bedroom • 2 bathrooms • sleeps 3

“Great View, Great Place” Kihei/Wailea is hands down the best area to stay in. Woke up, had breakfast, enjoyed beers on the beach, great food everywhere, and our vacation rental was perfect. Dennis was very nice and easy to talk to, any questions I had he answer quickly and with alot of information. I am not a very social person and Dennis made the check in process quick which I appreciated, especially after a long flight. Over a thousand channels on the TV which was great since nightlife dies around 9PM every day. Extremely clean rental with a washer and dryer, this place was the best place I have stayed at to date. I would definitely recommend staying here, it made our vacation.

from £208 / night

£1,454 / week

1 / 25

Holiday apartment with shared pool in Hawaii

Kapaa apartment

1 bedroom • 1 bathroom • sleeps 6

from £91 / night

£635 - £873 / week

1 / 25

Holiday apartment in Hawaii

Maalaea apartment

1 bedroom • 1 bathroom • sleeps 4

“Centrally located condo with incredible viewand easy access to b” This is a beautful condo that has a great view of the beach and ocean from the sliding glass living room door. You can hear the waves of the ocean from the bedroom which is really relaxing to go to sleep and wake up to. The condo is in walking distance from the harbor that includes shops, restaurants, bars, and an aqauriaum. You can also walk along the beach anywhere right outside of the condo. On top of that, it is centrally located to major towns on the island and it's an easy drive in any direction to them. The condo itself is very clean and modern.

from £141 / night

£954 - £996 / week

1 / 17

Holiday home rental

Pahoa house

2 bedrooms • 2 bathrooms • sleeps 8

from £92 / night

£599 - £1,123 / week

1 / 17

Holiday condo with tennis court in Hawaii

Kailua-Kona condo

1 bedroom • 1 bathroom • sleeps 4

from £109 / night

£833 / week

1 / 26

Hawaii holiday apartment rental

Kapaa apartment

2 bedrooms • 3 bathrooms • sleeps 6

from £329 / night

£2,299 - £3,782 / week

1 / 28

Holiday cottage in Hawaii

Kapaa cottage

1 bedroom • 1 bathroom • sleeps 2

from £157 / night

£1,100 - £1,310 / week

1 / 27

Holiday condo with shared pool in Hawaii

Kailua-Kona condo

1 bedroom • 2 bathrooms • sleeps 2

from £95 / night

£616 - £786 / week

1 / 13

Captain Cook holiday cottage rental

Captain Cook cottage

1 bedroom • 1 bathroom • sleeps 4

“The Real Hawaii - Magical” My husband, two year old daughter and I had the pleasure of staying at this cottage for a few days in February. The cottage is amazing and fully equipped. The outdoor kitchen made us feel like we were on a cooking show on The Food Network. It was stocked right down to pink Himalayan sea salt. The master bed is very comfy - resort quality sheets and linens. There is an outdoor shower which is lovely for rinsing off after the beach and an indoor bath for relaxing. The beach itself was very close - my two year old could walk there - maybe 200 ft or so. The beach has a sandy area, a grassy park and a small sandy entrance way between lava rocks to swim out to excellent snorkeling. While out swimming my husband saw pods of dolphins which frequent this bay. We also heard whales in the early morning hours. Rusty and Janice were excellent hosts and introduced us to some friends and locals, giving us a feel for the real Hawaii. Rusty gave a demonstration of opening up a coconut with a machete which was a big hit with my daughter. All in all a magical place to stay, we were just sorry we hadn't planned a longer visit.

from £125 / night

£873 / week

1 / 23

Apartment rental in Hawaii with shared pool

Kapaa apartment

2 bedrooms • 3 bathrooms • sleeps 6

from £290 / night

£2,031 - £3,055 / week

1 / 24

Holiday apartment letting

Kihei apartment

2 bedrooms • 2 bathrooms • sleeps 6

“Awesome!!!” My three friends and I had a wonderful experience staying at this condo. It was welcoming and we were very comfortable the whole time we stayed. I would love to stay again in this condo next time I get a change to go back.

from £191 / night

£1,335 - £2,477 / week

1 / 50

Holiday villa in Hawaii

Wailea villa

3 bedrooms • 3 bathrooms • sleeps 8

“Great Vacation!” Unobstructed, amazing ocean views with beautiful sunsets. First class furnishings and very spacious unit. Good communication with owner whenever information was needed. Direct access to beach with use of umbrellas and lounge chairs. Would definitely recommend this property.

from £1,061 / night

£7,422 / week

1 / 21

Holiday home in Kapaa

Kapaa house

2 bedrooms • 1 bathroom • sleeps 4

from £325 / night

£2,271 / week

1 / 17

Holiday apartment with golf nearby in Hawaii

Ka'anapali apartment

2 bedrooms • 2 bathrooms • sleeps 6

“Week in Paradise!!!” We had the most amazing family vacation at Papakea G-407. The complex is located in a great area, close and convenient to shopping, dining, awesome beaches. It is small enough to feel like its your personal space, but has amenities and class of the big mega resorts. The actual unit was very comfortably furnished, had everything we needed, and extras we were not expecting. Sitting on the Lanai, watching the ocean over breakfast and dinner or enjoying a glass of wine was just the best! Our family really loved the fact that the condo was affordable to the point that we could get out, explore and enjoy all that Maui had to offer. Great Snorkeling, Zip-lining, Luau, shopping, many fantastic restaurants and a sunset vow renewal on the beach. The best part of renting from anne and Wes is the care that they took to make sure we had everything we needed for the best vacation ever. Lots of advice and tips that you cannot get from anyone unless they know the island. They turned us on the the best places to snorkel, places to eat, places to shop, things to do. The personal attention was better than any concierge! My family will definitely be back, there is no reason to test out another resort!

from £246 / night

£1,718 / week

1 / 30

Koloa holiday home rental

Koloa house

2 bedrooms • 2 bathrooms • sleeps 8

from £207 / night

£1,449 - £3,462 / week

1 / 25

Hawaii holiday apartment rental

Poipu apartment

1 bedroom • 1 bathroom • sleeps 2

from £221 / night

£1,497 / week

1 / 27

Holiday apartment with shared pool in Kapaa

Kapaa apartment

1 bedroom • 1 bathroom • sleeps 4

“Great central location” The location of Kapaa Shores is centrally location so it can be used as a starting point for viewing points of interest or going to find a place to eat. The only negative point is the noise from the highway it is next to. It has a nice swimming pool and hot tub, but no beach. The view of the ocean and hearing the waves is awesome. The only negative points of the inside of the condo is the furniture is old and very uncomfortable. The top of the refrigerator is also total rust,

from £91 / night

£635 - £873 / week

1 / 23

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Hawaii holidays

Cascading waterfalls bubble into a clear crisp pool under the emerald forest canopy. Ribbons of black sand beaches slope into the sapphire blue ocean while the sweet hibiscus-scented air seeps into your nose. Hawaii is this and so much more. It's hiking the once-fiery volcanoes, diving crystal-clear reefs, surfing the endless waves and, of course, relaxing on the soft sand. The beauty of a Hawaiian holiday is diversity; holiday in Maui and you will experience a cushy, custom-catered holiday. Kaua'i, on the Big Island, is for outdoor enthusiasts looking for breathtaking natural scenery. Honolulu, at the foot of majestic volcanic mountains, offers some of the best Pacific Rim food to be had, making it a foodie's "paradise found."

Here are some of the top destinations in Hawaii to check out:

  • Hawai'i: If you're looking to see volcanoes in Hawaii, this is the island for you. Five active volcanoes are present on the largest island in the archipelago, including the state's most active as well as two of the largest anywhere on Earth.
  • Maui: This famous island is a taste of paradise. From the luxurious beaches to the deserted volcanic crater of Haleakala, Maui is a must-see on any Hawaiian trip.
  • Oah'u: Bustling and eclectic, Oah'u is home to Waikiki Beach, perhaps the state's single most famous and popular destination.
  • Kaua'i: The perfect place for a Hawaii wedding or a honeymoon in Hawaii, Kaua'i features unspoilt tropical beauty, outstanding scuba diving and snorkelling, and some of the finest beaches anywhere in the world.
  • Honolulu: Dynamic and diverse, Honolulu is the starting point for many Hawaiian holidays. Located on the island of Oah'u, Honolulu is a fascinating mixture of Pacific and Western cultures and still makes a great day trip, even if you're in Hawaii to escape the hustle and bustle of the city. If you're looking to cruise in Hawaii, this will most likely be your city of departure.

For your accommodations, try a holiday rental such as a condo or villa on the beach. These options offer spectacular views and more freedom and privacy than you'd get in a hotel, and come complete with all the comforts of home.

If you're looking to explore the Pacific further, Hawaii makes a great starting point for visiting other exotic and tropical locales like Tahiti, Fiji, Palau and Vanuatu. Honolulu is also only a few hours by aeroplane from major cities on the U.S. west coast.

Top Destination reviews

Wyndham's Kona Hawaiian Village
Everything is great but.....

Everything is great except the internet. I thought they provided free wi-fi but in fact, there was a limit of only 4 devices can connect to the free wi-fi. If you have more than 4 devices that need to use the internet, you need to pay extra. It would cost $49.99 for unlimited devices for 3-10 days (or 6-10?). It was not too much, considering the rental already cost almost $3000. But why couldn't the owner make our vacation easier and simpler, or happier by taking out the extra charge of the internet? In that case, free wi-fi was not completely free as promised but has a hidden condition that was not clearly expressed in the rental description. I was really disappointed at this. Also, the internet remembered the IP addresses of the first four devices that connected to the internet. When I needed to change one of the four devices, I had to call customer service to ask them to reset it. This also caused me somewhat inconvenience. That was really frustrating and made me think, why do they need to cause us so much trouble during vacation? If they need to make that extra $50, they could just include it in the total rental and just said wi-fi was included. Overall, it gave me a bad taste, and therefore, I gave it 4 stars, not 5 stars.see more
Kamaole Sands--large lanai- Inner court- Ocean views
Wonderful home close to ocean

The condo was perfect for our family! We absolutely loved the Lanai, well-equipped kitchen and comfortable beds and bathrooms. We loved the super close walk across the street to the beach and enjoyed taking a glass of wine to watch the sunset every night while our son enjoyed the waves. Close to everything in Kihei, and excellent sidewalks and access to the Wailea beach trail for my morning run. The pool was awesome when we got tired or the waves got too big. The condo itself was clean, well-equipped and comfortable for all of our needs. Breakfast and dinner on the Lanai was amazing. Thank you for the wonderful stay!see more
LOLIA Eco-Village | Eco-Garden Room in Paradise
Truly a room in paradise

We had a wonderful time staying at the Eco-Village! It's a beautiful spot on Big Island with a lot of Papayatrees. The People were very friendly and open minded. Breakfast was delicious! Beds a very comfy! A Must-Do or Must-stay when you are on Big Island. … see more
Centrally Located 1BR w/FREE PARKING, CABLE & WIFI
Perfect location for shopping, traveling around the isand, and walking to the beach

This place is near Waikiki beach and the amenities are great in the condo. Very family-friendly and clean. Desi made it very easy to check-in and check-out. Will definitely stay here again on my next trip to Hawaii. … see more
Oceanfront Poipu, A.C, Turtles/Whales from Lanai. Snorkel/Surf/Dive right here!
Best Vacation Ever in the Most Amazing Condo!!

This condo has not only the stunning views, perfect location, and most gracious host, it was loaded with numerous amenities, beach toys, kitchen supplies, and local Hawaiian art. Constant warm tropical trade winds and the sound of ocean waves crashing on the volcanic rock shoreline added to the tranquility of this Garden Island treasure. While snorkeling right outside the condo, we were greeted daily by numerous tropical fish of many different species. Even saw Honu (green sea turtle) twice!! Nearby golf courses are definitely Bucket List items also. Only had time to play Poipu Bay and Princeville Makai, which were absolutely stunning! Can't wait to come back to immerse ourselves again in the most relaxing, ideallyic environment imaginable!! Look no further than this condo for your next "perfect Hawaiian Island oasis"!see more
Beautiful 2Bedroom Ocean View - Menehune Shores #422
Great location, great comfort

Very nice condo, right on the water. Great beach and ocean swimming. Very low key and quiet but easy access to everywhere. … see more

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