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Hawaii Holidays & City Breaks - Holiday Lettings

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277 properties suitable for city breaks and holidays

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Hawaii holiday condo rental

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £124 / night

£863 / week

1 / 24

Holiday apartment in Honolulu

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £146 / night

£912 - £976 / week

1 / 20

Hawaii holiday home accommodation

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Outstanding Home, Would Stay Here again” This rental is better than described. The pictures don't do it justice. Our stay was comfortable and fantastic!!! The view was gorgeous! The house is clean, well equipped with all the comforts home. Michele and Ron have thought of everything! The house is walking distance to the beach and an easy drive to other local beaches, dining, local shopping and more.

from £215 / night

£1,502 / week

1 / 49

Holiday home in Hawaii

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £4,422 / night

£30,949 / week

1 / 27

Home accommodation in Hawaii

Milolii house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“I will be coming back again!!” This is a great house for a family or romantic getaway. It is clean, spacious, and had all of the amenities of home. After a long day of activities it was nice to just sit on the lanai and relax while the children were playing in the game room. It was perfect for our family. I highly recommend this property. I will be coming back to this gem!

from £242 / night

£1,917 - £3,322 / week

1 / 30

Hawaii holiday home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Beautiful accommodation. Laid back feel.” Our accommodations were beautiful, clean and exactly what we were looking for. The location is fantastic and we were only a few minutes from Kailua and Lanikai beaches, as well as a very short walk to downtown Kailua. Sabine and Ray are excellent hosts. Upon our arrival, we had time to settle in and relax; we even found a small fruit plate to welcome us. Later, Sabine stopped by to greet us, answer any questions we may have had, and offered recommendations on restaurants and activities in the area; Sabine even made certain to give us directions to nearby locations. This was our first trip to Hawaii, and we had a great trip. We look forward to staying here again.

from £86 / night

£601 / week

1 / 35

Hawaii holiday apartment rental

Kihei apartment

  • 1 bathroom
  • sleeps 2

“A slice of heaven!” My husband and I loved our 3 week stay at Tracy's Tropical Treasure #1. The condo was amazing and had every conceivable luxury that we needed. Tracy kept in touch with us in case we needed anything and was always quick to provide excellent service. Another bonus was having the pool 3 doors down from us; the hot tub was awesome and both the pool and tub were very, very clean.We were so happy that we have already booked Tracy's Tropical Treasure #2 for next year.

from £264 / night

£1,846 / week

1 / 79

Holiday condo in Hawaii

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £91 / night

£635 / week

1 / 8

Apartment rental in Kailua-Kona with shared pool

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £182 / night

£1,272 / week

1 / 42

Holiday apartment with shared pool in Hawaii

Kihei apartment

  • 1 bathroom
  • sleeps 2

“An excellent vacation rental” The place is loaded with anything you could imagine to accommodate your stay. The rental is in a great location also. Fresh fruit everywhere, we defiantly took advantage of the lime trees. The place is very well kept and in mint condition. Watching the sunrise off the lanai while eating breakfast was very nice. Second time staying in Tracy's places, different place each time, will be coming again no doubt. What a great experience.

from £282 / night

£1,974 / week

1 / 89

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 £137 / night

£959 / week

1 / 23

Hawaii holiday apartment rental

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful home, wonderful beach, great surroundings!” Thoroughly enjoyed our stay here. The booking service was friendly and helpful, and everything about our vacation on the Big Island was perfect!

from £291 / night

£2,310 - £2,637 / week

1 / 106

Holiday home in Kahuku

Kahuku house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Memorable!” Our visit to the north shore of Oahu was incredible. We discovered, a nice house for our 7 day stay in Hale Malaekahana. Our first visit to the beautiful north shore was everything we imagined about Hawaii. The renters were very gracious about allowing us to use their home for our vacation. Only a few feet from the beach to swim and we got up early to enjoy the sunrise with a nice cup of coffee and a walk on the beach. If we had known there was a walking path on the highway, we would have brought our running shoes along. The locals were friendly and everyone we met were helpful on places to shop and eat. Our next visit to Oahu, will be only on the northshore and using trip advisor. That's how we found our place in Hale Malaekahana.

from £320 / night

£2,236 / week

1 / 21

Holiday apartment in Honolulu

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Home away from home.” Wow, what can I say Gary, your place was such a nice surprise. Actually from the reviews I kinda expected somewhere nice and comfy, yet when I arrived I was still pleasantly surprised. Located at the 30th floor, Garys place is never too hot. We seriously didn't need the air con the whole time we were there and I was glad for it. Seriously, fresh air or conditioned air... I'd take fresh air every time! The kitchen was a definite plus, as we could have brekkers in the room and dinner if we wished. The best thing about the condo was coming back after a long day at the malls/beaches, and just winding down in front of the tv. My kids loved the space, and the sofa bed was actually quite comfy, and huge! Not to mention the massive king size for me and the hubby. Seriously great, especially seeing as we've got a superking at home and it's hard to go from a superking to a queen I tell you! Anyway, thank you so much for providing such a nice place at such an affordable price especially for families like mine who are travelling on a budget! I would stay back here in a heart beat. I just wish you had more days available for me and my family to stay, because it beats staying at a hotel any day!

from £156 / night

£1,086 / week

1 / 26

Apartment rental in Hawaii

Honolulu apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £206 / night

£1,438 / week

1 / 10

Holiday villa rental

Honolulu villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 25

from £365 / night

£2,549 / week

1 / 39

Holiday condo with swimming pool in Honolulu

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £209 / night

£1,463 / week

1 / 29

Honolulu holiday apartment rental

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £208 / night

£1,450 - £1,642 / week

1 / 37

Holiday home in Hawaii

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £2,008 / night

£14,054 / week

1 / 14

Kihei holiday apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £247 / night

£1,730 / week

1 / 21

Holiday condo in Hawaii

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £224 / night

£1,342 / week

1 / 23

Home rental in Hawaii with swimming pool

Keaau house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £781 / night

£5,462 / week

1 / 27

Holiday studio with golf nearby in Haleiwa

Haleiwa studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £160 / night

£1,095 / week

1 / 17

Holiday home with swimming pool in Hawaii

Honolulu house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £3,194 / night

£22,358 / week

1 / 33

Holiday condo with golf nearby in Hawaii

Lahaina condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £557 / night

£3,900 / week

1 / 24

Waianae holiday condo rental

Waianae condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £178 / night

£1,597 - £2,236 / week

1 / 34

Holiday home in Hawaii

Lahaina house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £166 / night

£1,161 / week

1 / 14

Holiday condo in Hawaii

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £303 / night

£2,120 / week

1 / 16

Holiday home in Honalo

Honalo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £365 / night

£2,549 / week

1 / 45

Holiday home rental

Haleiwa house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,095 / night

£7,666 / week

1 / 11

Cottage rental in Hawaii

Volcano cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £411 / night

£2,875 / week

1 / 22

Holiday apartment in Hawaii

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £76 / night

£533 / week

1 / 39

Home rental in Hawaii

Naalehu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £145 / night

£1,016 / week

1 / 17

Waianae holiday apartment rental

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £105 / night

£735 / week

1 / 27

Holiday apartment rental

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Best vacation ever !!!” This studio apartment was great!!! Excellent location, clean, great building and many extras that isn't included in the description, such as cooler, beach chairs, shopping cart, etc. I'm sure that is impossible to find a better studio apartment in Waikiki. Just keep in mind, this is a studio, if you need a huge apartment, its not for you. We stayed 20 days and it was hard to leave. Thanks Kelly Cicero Seisdedos

from £138 / night

£965 / week

1 / 36

Holiday home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £148 / night

£880 / week

1 / 23

Hawaii holiday apartment rental

Hilo apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £164 / night

£867 - £1,123 / week

1 / 33

Makaha holiday cottage rental

Makaha cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £206 / night

£1,438 / week

1 / 5

Holiday apartment in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,278 / week

1 / 10

Home rental in Hawaii with shared pool

Kaneohe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £502 / night

£3,514 / week

1 / 15

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