
Holiday rentals near Hawaii Trading Post
We found 3,295 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 NZ$10,944
NZ$10,944
NZ$1,563 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 NZ$4,550
NZ$4,550
NZ$650 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 NZ$15,757
NZ$15,757
NZ$2,251 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 NZ$9,964
NZ$9,964
NZ$1,423 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 NZ$7,854
NZ$7,854
NZ$1,122 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 NZ$5,500
NZ$5,500
NZ$786 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 NZ$8,214
NZ$8,214
NZ$1,173 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 NZ$6,709
NZ$6,709
NZ$958 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 NZ$3,333
NZ$3,333
NZ$476 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 NZ$9,075
NZ$9,075
NZ$1,296 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 NZ$19,964
NZ$19,964
NZ$2,852 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 NZ$3,625
NZ$3,625
NZ$518 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 NZ$3,370
NZ$3,370
NZ$481 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 NZ$13,741
NZ$13,741
NZ$1,963 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 NZ$10,365
NZ$10,365
NZ$1,481 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 NZ$3,216
NZ$3,216
NZ$459 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 NZ$3,691
NZ$3,691
NZ$527 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 NZ$6,411
NZ$6,411
NZ$916 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 NZ$3,761
NZ$3,761
NZ$537 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 NZ$6,553
NZ$6,553
NZ$936 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 NZ$11,395
NZ$11,395
NZ$1,628 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 NZ$8,349
NZ$8,349
NZ$1,193 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 NZ$5,180
NZ$5,180
NZ$740 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 NZ$6,027
NZ$6,027
NZ$861 per night
includes taxes & fees
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Find the best place to stay - Hawaii Trading Post
Kiahuna Plantation Resort Kauai by OUTRIGGER
Sleeps 4 · 1 bedroom
8.48.4 out of 10
Very goodvery good
934 reviews(934 reviews)
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
187 reviews(187 reviews)
Ocean-View Studio, Steps from Beaches In Sunny Poipu
Sleeps 2 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
203 reviews(203 reviews)
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)
Dazzling 4th Floor Oceanfront in Poipu - Sunset Kahili #406 - "Mele Moana"
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
117 reviews(117 reviews)
Poipu, Ocean View, Pool, Walk to the beach and Relax!
Sleeps 3 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
136 reviews(136 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