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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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Holiday condo with golf nearby in Hawaii

Waikoloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £218 / night

£1,443 / week

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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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Condo rental in Hawaii

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £174 / night

£1,219 / week

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Holiday home rental

Kohala Coast house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,283 / week

1 / 16

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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Apartment rental in Hawaii

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,142 - £1,405 / 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

1 / 6

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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Holiday condo in Hawaii

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £225 / night

£1,347 / 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

1 / 17

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

1 / 19

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 cottage rental

Laie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £379 / night

£2,383 / 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 apartment rental

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Perfect Location for a Perfect Kahului Vacation” My husband and I loved this large beautiful roomy condo at the Whalers in Maui. The wonderful fact that it is on the ground floor (no elevators wait time) and entrances from both the front door and direct lanai access to beach was such an added plus. We were literally 30 steps from the ocean yet it is quiet and feels very private. The well-stocked kitchen provided everything (except for the food and wine) for our sunset cocktails and steak dinners on the waterfront. Passers-by were envious of our perfect unobstructed ocean view. This is an ideal spot for a romantic get-away, close to everything we love about Maui.

from £216 / night

£1,507 / week

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Holiday apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A Home away From Home” We stayed in the 2nd floor unit. It's beautifully furnished and decorated, with all the comforts of home. We will come back and stay in this unit as often as we return to Maui. Everything you need for the beach is there, so don't use suitcase space to bring anything other than your swimsuit. The 2 weeks we were there, the trade winds weren't blowing - very unusual according to the locals. It made the unit very hot and humid without the aC. But the aC worked great, except in the bedroom. We only used the bedroom to sleep in, so it didn't ruin the charm and comfort of the unit. The location is perfect. I wouldn't stay anywhere but Kihei. We travelled all over the island, and while there are beautiful places all over Maui, Kihei is the best place to stay. Especially the area where the unit is located. It's on the edge of the beach condo neighborhood, with the resort and high end homes just to the south. The beaches are fantastic. All powder soft sand, including in the water. No need for water shoes as there are no rocks, except for the rocky area between the beaches to the north and south. The Kamaole II beach is large, so we never had any reason to go to either of the bordering beaches. From the condo to the airport clear on the other side of the island is maybe 14 miles-nothing. You do hear your neighbors though. The louvered windows throughout the complex doesn't make for a lot of privacy. You can hear your neighbors below and to the side and next to them. Though everyone is very courteous and respectful of everyone else, so it wasn't really a problem. We didn't have any children anywhere near during our stay, so depending on your attitude, it could end up being pretty noisy, or a joyful experience. Bottom line, we loved our stay on Maui, and our stay in the condo, and would live there full time (Maui & condo) if we could afford the lifestyle. You will not be disappointed, or wonder if another unit is better than this one - they just won't be.

from £165 / night

£1,155 / week

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Hawaii holiday apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £161 / night

£1,123 / 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

1 / 40

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