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Hiking & Walking Holiday Accommodation in Hawaii - Holiday Lettings

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356 properties suitable for rambling, hiking & walking

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Home rental in Pupukea

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

from £619 / night

£4,328 / week

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Holiday home in Hawaii

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,282 / night

£8,970 / week

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Holiday villa with golf nearby in Hawaii

Kapolei villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £825 / night

£5,771 / week

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Condo rental in Hawaii

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £138 / night

£962 / week

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Home rental in Hawaii

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from £454 / night

£3,174 - £3,815 / week

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Hawaii holiday home rental

Koloa house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,237 / night

£8,656 / week

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Hawaii holiday condo rental

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £344 / night

£2,405 / week

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Hawaii holiday condo let

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £265 / night

£1,853 / week

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Hawaii holiday condo rental

Molokai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £78 / night

£458 / week

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Villa rental in Ka'anapali with golf nearby

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £655 / night

£4,580 / week

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Holiday cottage in Ocean View

Ocean View cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £54 / night

£321 / week

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Kihei holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £206 / night

£1,443 / week

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Condo rental in Hawaii with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £275 / night

£1,924 / week

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Holiday condo with shared pool, golf nearby in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £152 / night

£1,058 - £1,187 / week

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Cottage rental in Hawaii

Paia cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £435 / night

£2,565 / week

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Guest house letting in Hawaii with shared pool

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

from £133 / night

£930 / week

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Holiday home rental

Pahoa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £101 / night

£660 - £1,237 / week

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Holiday home with swimming pool in Hawaii

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“We found paradise at Hale Mauka Makai!!” We love Hale Mauka Makai!! We were searching all over Hawaii for the perfect place, a pool, a view, land, privacy and all the amenities that make a vacation easy and memorable. Claudia was beyond knowledgable, friendly and professional. She couldn't have been better or more helpful in any way. The house is a dream. The location is perfection. Easily accessible to the town, the best beaches on the island and top notch local restaurants just down the street. I miss it all so much! The long driveway is flanked by palm trees and surrounded by organic vegetable, fruit and herb gardens and leads to the private house on a large plot of grassy land. Inside the beautifully decorated and perfectly laid out house you really feel all the stresses of life melt away. The kitchen is perfect. We cooked a lot and Bbq'ed outside on the deck overlong the gorgeous land and ocean. The breeze in the house was divine. The beds were like clouds! We even had an a/C delivered that Claudia handled so kindly and she also arranged for pick up as we never needed it once. Our mainland friends told us we would need one in the middle of august, but on the north shore, the trade winds are always blowing so no worries ever! The weather was blissful. The pool is a dream. Morning and night swimming were daily rituals along with picking guavas from the trees in the yard. There wasn't one thing I would change about our stay here. Everything was taken care of and we cannot wait to go back!! So happy we discovered this gem!

from £825 / night

£5,771 / week

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Holiday studio with golf nearby in Haleiwa

Haleiwa studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £161 / night

£1,100 / week

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Hawaii holiday condo rental

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £1,832 / night

£12,824 / week

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Villa rental in Hawaii with shared pool, golf nearby

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £511 / night

£3,573 - £6,321 / week

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Holiday condo with shared pool in Hawaii

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,283 / week

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Apartment rental in Poipu with shared pool, golf nearby

Poipu apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £390 / night

£2,565 - £2,748 / week

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Hawaii holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £274 / night

£1,918 / week

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Condo rental in Hawaii

Hilo condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£513 / week

1 / 35

Kailua-Kona holiday apartment rental

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Second to none...” We stayed in Kyle's unit (306) in late July. Although our travel plans were unexpectedly changed at the last minute because of United airlines and Tropical Storm Flossie, Kyle was very understanding and accommodating. I can vouch for everything the other reviewers have written. The setting was beautiful, and watching the surf and the surfers from the Lanai was a great way to begin and end the day as we enjoyed the spectacular sunsets. The unit was private, clean, modern, equipped with a full complement of snorkeling, boogie boards and other toys. It was also remarkably quiet (other than the sound of the surf), and the location was convenient to Kailua and conveniences. A small, friendly grocery store was located right across the street. When we return to Kona, we will not look elsewhere!

from £230 / night

£1,605 / week

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Holiday home in Hawaii

Anahola house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £641 / night

£4,486 / week

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Hawaii holiday apartment rental

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Place” We loved this place and would love to stay again. We stayed for two weeks! The location was great. Not too touristy. Great location right on the beach. Plus they had all of the beach accessories that we needed including beach chairs, towels, snorkels, and boogie boards and a surf board. The house was incredibly clean and up to date, just wish there was a second full bath. Awesome kitchen as well. Cant wait to get back. Thanks Ryan!

from £454 / night

£3,177 / week

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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 £216 / night

£1,507 / week

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Holiday apartment with shared pool in Hawaii

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“25th anniversary in Maui” Honokowai Palms is just what we needed for our 25th anniversary. Comfortable, convenient, full of amenities, and clean. The information provided was a tremendous help to make our stay both enjoyable and also more affordable. We loved staying in a condo that had it all from appliances to beach gear. The location was just right...next to a wonderful farmers market and coffee shop. 5 minutes from awesome shopping, restaurants, and beaches. The park right across the street is perfect for families to enjoy swimming, snorkeling, viewing turtles or just relaxing on the beach or in the grass. There are plenty of places within walking distance for meals, spa treatments or shopping. What ever your schedule might be, there are suggestions for the best places to go across the island. The books on Maui really helped find hiking spots and sight seeing locations. The condo is right in between to big resort locations, but feels like your home town with where its situated. One of the best beaches that is a cove is right up the road north in Napili for board activities, family outings and even has 2 restaurants. The owners of the condo thought of everything to make the best of your time on the island without breaking the bank. My wife and I couldn't have had a better time even in the big resorts because we were in charge and our parking spot was right in front of the door. Remeber to take time to just relax and lay on the beach, coffee in the morning and/or drinks in the afternoon were awesome on the beach right in the park 100yds from the condo. Don't pass up the volcano, Whaler's village (good shopping, beach area and eateries on the beach with live music), Front Street in Lahaina and Honolua Bay. Parking is the only challenge around the island, look for blue beach access signs, the open areas on the side of the roads, or just ask the locals and condo owners. The only way you can't have a good time is if you turn on the TV and sit on the couch all day! Enjoy Maui!

from £169 / night

£1,098 - £1,226 / week

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Home rental in Hawaii

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £734 / night

£5,134 / week

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Hawaii holiday home rental

Poipu house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Best Vacation Ever” This was an amazing vacation from the very start. Even before we left I was able to speak with Ning about the home and the area. She had some great suggestions about different activities and restaurants. The home was fantastic. It was way more room than we needed with 5 bedrooms, a large kitchen and spacious living room. The highlight of the home for us was the wrap-around lanai. I was nice to just sit outside and relax in the bright sun and refreshing trade winds. The amenities in the home were also outstanding. We especially enjoyed all the beach gear and the wireless internet service, both of which we were not expecting. The location was perfect. It was a short

from £963 / night

£6,692 - £10,043 / week

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Holiday apartment in Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Our Maui stay” The condo had all the comforts of home. The location was great, close to some stores and shopping. It was also close to where our son's wedding was and to everything we wanted to see and do. People at the condo guests and neighbors were all very friendly. It was so nice to get up in the morning and the ocean was right there. The view was amazing. We have a lot of beautiful memories of Maui. Thanks for the wonderful experience.

from £298 / night

£2,084 / week

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Holiday apartment rental

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing Views and Fabulous Comfort” With amazing ocean views from every room and beautiful furnishings throughout you may be tempted to never leave this condo. But the perfect beach with a great snorkeling spot just steps away will lure you out. My husband and two teenage daughters felt we were vacationing in the lap of luxury.

from £916 / night

£6,412 / week

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Holiday apartment in Hawaii

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £271 / night

£1,622 / week

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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 £243 / night

£1,926 - £3,337 / week

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Yurt rental in Hawaii

Ocean View yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Clean, affordable lodging on the Big Island” We stayed in the studio yurt at Hawaiian Journeys for a week in between stays on other islands. The managers were very easy to deal with, informative, and helpful. The yurt was new, clean and well appointed for a studio. The one drawback was the incinerating toilet, which did provide a burning odor if the wind blew the right? direction. The seperate toilet/shower building for the 1 BR and 2BR would probably be better. The location is ideal if you are traveling to both sides of the island for activities and sight seeing. If you prefer to stay in one spot, it is a bit isolated, but very peaceful. The price was definitely right too!

from £78 / night

£545 / week

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Apartment rental in Hawaii

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“fantastic time” We loved our experience. Stayed during Iron Man Race and had an inspiring time. Great condo owners thought of everything. Wonderful time had by all.

from £141 / night

£921 - £1,001 / week

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Hawaii holiday apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Accommodations.” Our family had a great time staying in the very well equipped condo. The amenities are top notch and new. The place has been recently renovated and is very comfortable with each room being air conditioned. The Murphy bed in the living area was awesome when compared to a pull-out couch. Great Place and we will definitely be coming back!!

from £179 / night

£1,251 / week

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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 £138 / night

£963 / week

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