Walking holiday villas and apartments Hawaii | Holiday Lettings

Close

View larger map

Also consider

Villas Maui
2,382 properties
Island of Hawaii
1,113 properties
Holiday rentals Kauai
893 properties
Holiday rentals Oahu
815 properties
Villas Molokai
85 properties
Hawaii holidays
5,384 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

14 Holiday homes

Filters applied: Walking holidays (14)

Travellers going to Hawaii are booking December dates now. Secure your holiday home today and have the perfect trip.

(11) Excellent 

1 / 20

Kipuka Cottage - Volcano cottage sleeps 6

Island of Hawaii / Volcano

1 6 2 nights min stay

  • 1 bedroom
  • Sleeps 6
  • 2 nights min stay
Key info: Ask owner if suitable for children; Car essential; No pets allowed;
In the Hawaiian language, a "kipuka" is a kind of oasis. It can be an island of forest surrounded by lava fields, or an opening within a forest, or even a dwelling, a home within the forest. This is our Kipuka -- a custom-designed cottage, a vacation home for you here o  …see more

from £126 / night

£775 - £1310 / week

Enquire Enquire View

from £126 / night

(2) Excellent 

1 / 24

Opaliuli Historic Estate Guest House - Hilo guest house sleeps 4

Island of Hawaii / Hilo

2 4 4 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 12 km; Swimming pool;
Enter the magnificent Royal Palm lined drive and experience Big Island history. Enjoy the unique atmosphere of a one of a kind guest-house located in this Historic Plantation Estate.The history dates back centuries to the legend of the Hawaiian Princess La'ieikawai  …see more

from £114 / night

£743 - £1061 / week

Book Book View

from £114 / night

1 / 124

Paradise Sanctuary- The perfect Maui Vacation home - Haiku house sleeps 6

Maui / Haiku

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacation, and are kind  …see more

from £72 / night

£493 / week

Book Book View

from £72 / night

1 / 14

Humuhumunukunukuapuaa Room $75 per night - Waikoloa private room sleeps 3

Kohala Coast / Waikoloa

2 3 1 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Centrally located home in a new subdivision on the south edge of Waikoloa on the Big Island. Very private bedroom with private bath. For friends traveling together an extra bedroom with single bed is available for same price. Clean quiet and peaceful. Perfect location.  …see more

from £57 / night

£398 / week

Book Book View

from £57 / night

1 / 49

Window to the Whales *Unbelievable view~over 180* - Wailuku condo sleeps 6

Maui / Wailuku

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
~~~Your own private window to the whales. Conveniently situated in quaint Maalaea Village. We invite you to come aboard, and set sail into a radiant Maui sunset. You'll see whimsical turtles playing peekaboo in the gentle surf (year round) and magnificent humpback wh  …see more

from £228 / night

£1591 / week

Book Book View

from £228 / night

1 / 23

Oasis at TB Resort! Close to everything! - Kahuku condo sleeps 4

Oahu / Kahuku

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
This homey one bedroom / two bathroom Turtle Bay condo offers the perfect true Hawai'i get-away for up to four lucky humans! The closest condo to the beach and sitting on the 18th hole of PGA Fazio Course, we welcome you to the coveted North Shore! **The Condo** New  …see more

from £129 / night

£897 / week

Book Book View

from £129 / night

1 / 144

Paradise Sanctuary- The perfect Maui Vacation home - Haiku house sleeps 8

Maui / Haiku

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious vegetarian home! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacati  …see more

from £72 / night

£493 / week

Book Book View

from £72 / night

(4) Excellent 

1 / 24

POSH*&*LAVISH - DIRECT OCEAN - 2 MASTER SUITES - Honolulu condo sleeps 6

Oahu / Honolulu

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
OUR CALENDAR IS UPDATED DAILY--PLEASE CHECK 'AVAILABILITY & RATES'***********************************************************************************************THIS UNIT IS IDEAL FOR 2 COUPLES OR 2 FAMILIES TRAVELING TOGETHER.*****************************  …see more

from £375 / night

£2625 / week

Enquire Enquire View

from £375 / night

(1) Excellent 

1 / 27

Hale Mar Hawaii: oceanfront luxury home w/pool - Hawaii Paradise Park house sleeps 8

Hilo / Hawaii Paradise Park

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
Hale Mar provides the best value in luxury, absolute ocean front homes in Hawaii, with private swimming pool, outdoor hot tub, resort quality furnishings, gourmet kitchen, full laundry, FREE wireless internet, and more. Close to the active Volcano for unique day and nig  …see more

from £227 / night

£1586 - £2435 / week

Book Book View

from £227 / night

1 / 59

Oceanfront Alohahouse-Live on the Edge of Pacific! - Keaau house sleeps 6

Island of Hawaii / Keaau

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Child friendly ; No pets allowed;
The Alohahouse is a spectacular oceanfront property where you will experience breathtaking sunrises, cascading rainbows, dolphin & whale watching all from the comfort of your Hawaiian hale. The property is located just 30 minutes south of Hilo in a private community, Ha  …see more

from £121 / night

£754 - £1179 / week

Book Book View

from £121 / night

(2) Very Good 

1 / 28

paradise at kiahuna plantation - Poipu apartment sleeps 4

Kauai / Poipu

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Paradise Found! Secluded End Unit,#331, Partial Ocean View. Quiet, perfect retreat,pristine beaches,stunning garden paradise.Tastefully decorated condo home with lofted ceilings,louvered windows,gleaming new wood floors,large tile entry hall and kitchenupdate granite  …see more

from £129 / night

£796 - £985 / week

Book Book View

from £129 / night

(23) Excellent 

1 / 31

Kauai Vacation Home Rental - Hanalei house sleeps 7

Kauai / Hanalei

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Stay in our private home in Princeville Kauai at a fraction of what a hotel costs! Three bedrooms, 2 baths, open living room with dining room and full kitchen. The kitchen is fully equipped for eating in, plus we have 2 large lanais for outdoor dining overlooking the m  …see more

from £175 / night

£1220 - £1273 / week

Book Book View

from £175 / night

1 / 41

Ocean View Pualani Tropical Home, Snorkel, Hot Tub - Pahoa house sleeps 4

Island of Hawaii / Pahoa

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Come visit Kapoho on the Eastern tip of the Big Island where you can swim and snorkel with giant sea turtles and enjoy tropical trade winds and some of the newest land on earth! This tropical home features open-beamed ceilings and panoramic tropical and ocean views. You  …see more

from £106 / night

£720 - £777 / week

Book Book View

from £106 / night

1 / 9

MAUi OCEANFRONT ROYAL MAUIAN, COMPARE THIS UNIT - Kihei apartment sleeps 4

Maui / Kihei

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
Our Royal Mauian home is so perfectly situated. Wake up In the morning, and enjoy sitting up in bed and looking out the bedroom window or into the mirror on the lanai, and seeing the turtles coming to the edge of the lawn. In the evening, it is so pleasant to sit up o  …see more

from £239 / night

£1432 - £2016 / week

Book Book View

from £239 / night

Top Destination reviews

Kauai Vacation Home Rental
E komo mai (welcome, come in)

Welcome is how you will feel as soon as you step inside this charming home that is tastefully appointed with garden flowers and themed wall art. It has everything a eclectic family group might want or need to turn a vacation into a experience. Clos … see more
Beachfront Exquisite Remodel
Beach Front Paradise

The Condo was located on its own secluded beach with its great views on both sides of the building. The Condo was fully furnished with boogie boards, lounge chairs and snorkel gear. We grocery shopped at the local market and cooked most of our meal … see more
K&C Vacation Rental (guest house near the beach)
beach house blast

very clean and nice a bit far from Honolulu and the north shore but doable the owners were very accommodating as my wife had some health issues. a fun place to stay. … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page