Holiday rentals near Hawaii Trading Post
We found 3,291 holiday rentals — enter your dates for availability
Choose the right holiday rental within easy reach of Hawaii Trading Post. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as a hot tub and garden. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Hawaii Trading Post
Showing deals for:19 Sept - 26 Sept
Image gallery for ⭐️⭐️⭐️⭐️⭐️ 5-Star Waipouli Beach Resort Amazing Ocean view from every room
1010 out of 10 rating
Exceptional
(22 reviews)
⭐️⭐️⭐️⭐️⭐️ 5-Star Waipouli Beach Resort Amazing Ocean view from every room
Kapaa, HI
7% off
Price is AU$10,226
AU$10,226
AU$1,461 per night
includes taxes & fees
Image gallery for Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
Koloa, HI
7% off
Price is AU$4,213
AU$4,213
AU$602 per night
includes taxes & fees
Image gallery for 5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
1010 out of 10 rating
Exceptional
(139 reviews)
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Koloa, HI
7% off
Price is AU$14,044
AU$14,044
AU$2,006 per night
includes taxes & fees
Image gallery for Luxury Oceanfront Condo - Fabulous Ground Floor 3BR/2BA, Sleeps 6 - Lae Nani 511
1010 out of 10 rating
Exceptional
(105 reviews)
Luxury Oceanfront Condo - Fabulous Ground Floor 3BR/2BA, Sleeps 6 - Lae Nani 511
Kapaa, HI
7% off
Price is AU$9,298
AU$9,298
AU$1,328 per night
includes taxes & fees
Image gallery for AMAZING PRIME OCEANVIEW 2 BDRM, 3 BATH PENTHOUSE
9.89.8 out of 10 rating
Exceptional
(120 reviews)
AMAZING PRIME OCEANVIEW 2 BDRM, 3 BATH PENTHOUSE
Kapaa, HI
7% off
Price is AU$7,139
AU$7,139
AU$1,020 per night
includes taxes & fees
Image gallery for Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio
Koloa, HI
7% off
Price is AU$5,098
AU$5,098
AU$728 per night
includes taxes & fees
Image gallery for Luxury Condo with AC, Large Pool, Golf Course, Gym
1010 out of 10 rating
Exceptional
(7 reviews)
Luxury Condo with AC, Large Pool, Golf Course, Gym
Koloa, HI
7% off
Price is AU$7,472
AU$7,472
AU$1,067 per night
includes taxes & fees
Image gallery for Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/C
1010 out of 10 rating
Exceptional
(11 reviews)
Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/C
Koloa, HI
7% off
Price is AU$6,224
AU$6,224
AU$889 per night
includes taxes & fees
Image gallery for Oceanfront Sunny Westside TVRNCU- #1094
9.29.2 out of 10 rating
Wonderful
(50 reviews)
Oceanfront Sunny Westside TVRNCU- #1094
Kekaha, HI
8% off
Price is AU$3,084
AU$3,084
AU$441 per night
includes taxes & fees
Image gallery for Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!
9.29.2 out of 10 rating
Wonderful
(95 reviews)
Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!
Koloa, HI
7% off
Price is AU$8,454
AU$8,454
AU$1,208 per night
includes taxes & fees
Image gallery for Kauai Getaway Condo on the Coconut Coast
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Kauai Getaway Condo on the Coconut Coast
Kapaa, HI
7% off
Price is AU$3,355
AU$3,355
AU$479 per night
includes taxes & fees
Image gallery for Pristine 3br Ocean and Mountain View Home in Kukuiula
1010 out of 10 rating
Exceptional
(34 reviews)
Pristine 3br Ocean and Mountain View Home in Kukuiula
Koloa, HI
7% off
Price is AU$17,748
AU$17,748
AU$2,535 per night
includes taxes & fees
Image gallery for 4 Star Beach Front Luxury Resort, Lanai Ocean View, 1 minute walk to the beach
9.49.4 out of 10 rating
Exceptional
(55 reviews)
4 Star Beach Front Luxury Resort, Lanai Ocean View, 1 minute walk to the beach
Lihue, HI
7% off
Price is AU$3,118
AU$3,118
AU$445 per night
includes taxes & fees
Image gallery for NEW! Luxury Plantation Home on Kiahuna Golf Course
1010 out of 10 rating
Exceptional
(7 reviews)
NEW! Luxury Plantation Home on Kiahuna Golf Course
Koloa, HI
7% off
Price is AU$12,410
AU$12,410
AU$1,773 per night
includes taxes & fees
Image gallery for Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
1010 out of 10 rating
Exceptional
(127 reviews)
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Koloa, HI
7% off
Price is AU$9,678
AU$9,678
AU$1,383 per night
includes taxes & fees
Image gallery for Breathtaking Oceanfront Resort, 4 pools, 2 Jacuzzis and Restaurants on Site
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Breathtaking Oceanfront Resort, 4 pools, 2 Jacuzzis and Restaurants on Site
Lihue, HI
7% off
Price is AU$2,976
AU$2,976
AU$425 per night
includes taxes & fees
Image gallery for End unit 20 steps to ocean, Eastside, walking/biking trail, family friendly
9.69.6 out of 10 rating
Exceptional
(105 reviews)
End unit 20 steps to ocean, Eastside, walking/biking trail, family friendly
Kapaa, HI
8% off
Price is AU$3,417
AU$3,417
AU$488 per night
includes taxes & fees
Image gallery for Waipouli Beach Resort - Ground Floor #E103, 2 King Masters Suites
9.89.8 out of 10 rating
Exceptional
(177 reviews)
Waipouli Beach Resort - Ground Floor #E103, 2 King Masters Suites
Kapaa, HI
8% off
Price is AU$5,941
AU$5,941
AU$849 per night
includes taxes & fees
Image gallery for ALOHA Authentic Hawaii Condo C-7
8.68.6 out of 10 rating
Excellent
(14 reviews)
ALOHA Authentic Hawaii Condo C-7
Kapaa, HI
7% off
Price is AU$3,473
AU$3,473
AU$496 per night
includes taxes & fees
Image gallery for Oceanfront, Palm Trees and the Beautiful Blue Pacific Ocean...Poipu Palms 202!
9.89.8 out of 10 rating
Exceptional
(206 reviews)
Oceanfront, Palm Trees and the Beautiful Blue Pacific Ocean...Poipu Palms 202!
Koloa, HI
7% off
Price is AU$6,075
AU$6,075
AU$868 per night
includes taxes & fees
Image gallery for Prime Oceanfront Two Bedroom Two Bathroom Condo with views of Shipwreck Beach
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Prime Oceanfront Two Bedroom Two Bathroom Condo with views of Shipwreck Beach
Koloa, HI
7% off
Price is AU$10,659
AU$10,659
AU$1,523 per night
includes taxes & fees
Image gallery for Air-conditioned Hanalei Home TVR5160/TA124-541-3376-01 Tsunami evacuation zone
9.89.8 out of 10 rating
Exceptional
(95 reviews)
Air-conditioned Hanalei Home TVR5160/TA124-541-3376-01 Tsunami evacuation zone
Hanalei, HI
7% off
Price is AU$7,595
AU$7,595
AU$1,085 per night
includes taxes & fees
Image gallery for Kiahuna Plantation Condo - So Close to the Beach!
9.69.6 out of 10 rating
Exceptional
(138 reviews)
Kiahuna Plantation Condo - So Close to the Beach!
Koloa, HI
8% off
Price is AU$4,796
AU$4,796
AU$685 per night
includes taxes & fees
Image gallery for Quiet Kiahuna plantation #88 , New Remodel with AC
1010 out of 10 rating
Exceptional
(24 reviews)
Quiet Kiahuna plantation #88 , New Remodel with AC
Koloa, HI
7% off
Price is AU$5,580
AU$5,580
AU$797 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Hawaii Trading Post
Showing deals for: 15 Sept - 18 Sept
Kiahuna Plantation Resort Kauai by OUTRIGGER
Sleeps 4 · 1 bedroom
8.48.4 out of 10
Very goodvery good
934 reviews(934 reviews)
The current price is AU$2,481
AU$2,481
for 3 nights, 1 room
AU$827 per night
includes taxes & fees
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
Sleeps 14 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
189 reviews(189 reviews)
The current price is AU$7,215
AU$7,215
for 3 nights, 1 home
AU$2,405 per night
includes taxes & fees
Castle Kiahuna Plantation & Beach Bungalows
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
1,019 reviews(1,019 reviews)
The current price is AU$1,740
AU$1,740
for 3 nights, 1 room
AU$580 per night
includes taxes & fees
Beachfront Condo Poipu Beach Amenities Galore
Sleeps 6 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
52 reviews(52 reviews)
The current price is AU$1,697
AU$1,697
for 3 nights, 1 apartment
AU$566 per night
includes taxes & fees
Fabulous condo, great ocean views, steps from a great snorkeling beach.
Sleeps 2 · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
72 reviews(72 reviews)
The current price is AU$1,657
AU$1,657
for 3 nights, 1 apartment
AU$552 per night
includes taxes & fees
Whalers Cove Oceanfront Resort
Sleeps 4 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
159 reviews(159 reviews)
The current price is AU$3,227
AU$3,227
for 3 nights, 1 apartment
AU$1,076 per night
includes taxes & fees
Top rated rentals - Hawaii Trading Post
Impeccable
1010 out of 10
Exceptionalexceptional
150 reviews(150 reviews)
Spacious Condo
1010 out of 10
Exceptionalexceptional
214 reviews(214 reviews)
Right on the beach, sleep to the sound of the waves.
1010 out of 10
Exceptionalexceptional
148 reviews(148 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value