Beautiful Poipu Sunset Colors!
Poipu Palekaiko Heavenly Escape image 2
Comfortable relaxing couch
Comfy King size bed!
Ocean view dining for two!

Poipu Palekaiko Heavenly Escape

1 bedroom·1 bath
Koloa • Hawaii
4.78(302 reviews)

$857.10 USD total for 3 nights

Nov 1 – 4, 2026

Your private Poipu retreat, surrounded by tropical greenery and moments from the ocean.
Arrive at Hemolele, your private tropical retreat in the heart of Poipu.
Resort-style pool with waterslide, tropical landscaping & Kauai mountain views at the Poipu Beach Club.
Gather together in Hemolele’s spacious living room with soaring vaulted ceilings and tropical views.
See our glorious reviews from original listing

Balinese Poipu Beach Estate - 4 ensuites - AC

4 bedrooms·4½ baths
Koloa • Hawaii

$3,946.16 USD $3,700.09 USD total for 3 nights

Oct 28 – 31, 2026

Private lanai in beautiful gardens
Aerial of pool (click to see video)
Quiet relaxation
Open floor plan
Wine refridgerater available

Waikomo Streams Tranquil Retreat

1 bedroom·1 bath
Kauai County • Hawaii
5(13 reviews)

$952.09 USD total for 3 nights

Oct 22 – 25, 2026

Bedroom
Nice large living room area with beautiful mountain view
Poipulani Paradise Villa..See Special: image 3
Comfy king size bed in large room with beautiful private views
Comfy king size bed

Poipulani Paradise Villa..See Special:

1 bedroom·1 bath
Koloa • Hawaii
4.95(264 reviews)

$922.39 USD total for 3 nights

Oct 26 – 29, 2026

Tropical resort pool with waterslide, waterfalls & lush Kauai landscaping at the Poipu Beach Club.
Gather, relax and reconnect in an expansive open living space made for groups.
Your private Poipu retreat, surrounded by tropical greenery and moments from the ocean.
Gather, dine and reconnect in this airy tropical space designed for memorable meals together.
Everything you need to cook at home, with tropical views right outside the kitchen.

Poipu Beach Estate - 4 ensuites - AC - New Construction

4 bedrooms·4 baths
Koloa • Hawaii

$3,753.91 USD $3,527.06 USD total for 3 nights

Oct 20 – 23, 2026

Hemolele and Hanalei—two homes, 1 acre single lot, 8 ensuite bedrooms, heart of Poipu. Nothing else comes close on Kauai.
Home 1 - Arrive at Hemolele, your private tropical retreat in the heart of Poipu.
Your tropical home base with lush gardens for island living right in the heart of Poipu.
Gather, relax and reconnect in an expansive open living space made for groups.
Gather together in Hemolele’s spacious living room with soaring vaulted ceilings and tropical views.

Poipu Beach Estate - 8 ensuites - AC - New Construction

8 bedrooms·8½ baths
Koloa • Hawaii

$10,429.96 USD total for 3 nights

Nov 18 – 21, 2026

View of the ocean and Prince Kuhio Park from the lanai
Remodeled kitchen
Prince Kuhio Resort
Prince Kuhio Resort
Prince Kuhio Resort

Prince Kuhio Resort

1 bedroom·1 bath
Koloa • Hawaii
4.76(219 reviews)

$1,162.43 USD total for 4 nights

Nov 15 – 19, 2026

Extra-large lanai. 2 loungers, tall bistro, extra table and chairs. So relaxing.
From our lanai, we can watch turtles feed and see whales in winter.
Enjoy your coffee while the sun comes up. Then snorkel below and next door.
An ancient lava flow, Perfect reef/habitat for surfing, corals, fish & turtles.
Floor to ceiling windows, bamboo floor, stainless appliances, recliners, pullout

Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores

1 bedroom·1 bath
Koloa • Hawaii
4.88(129 reviews)

$1,857.87 USD total for 4 nights

Oct 20 – 24, 2026

Oceanfront Paradise 2bd with A/C, Steps to Beaches
Oceanfront Paradise 2bd with A/C, Steps to Beaches
Oceanfront Paradise 2bd with A/C, Steps to Beaches
Oceanfront Paradise 2bd with A/C, Steps to Beaches
Oceanfront Paradise 2bd with A/C, Steps to Beaches

Oceanfront Paradise 2bd with A/C, Steps to Beaches

2 bedrooms·2 baths
Koloa • Hawaii

$2,764.50 USD total for 4 nights

Oct 31 – Nov 4, 2026

Ocean and pool views from lanai
Watch and listen to ocean from lanai
Fabulous ocean views from lanai
More ocean and pool views from lanai
View from pool showing where condo is located

Poipu Kapili 46: Ocean Views-Near Beach-Central AC

1 bedroom·2 baths
Koloa • Hawaii
4.9(77 reviews)

$1,418.45 USD total for 3 nights

Nov 1 – 4, 2026

Aloha Kiahuna 247, A/C Top Floor, w/Ocean Views
Aloha - welcome to Kauai. Queen Sleeper Sofa and Twin Sleeper Sofa in the living room
Aloha Kiahuna 247, A/C Top Floor, w/Ocean Views
Aloha Kiahuna 247, A/C Top Floor, w/Ocean Views
Dining Room featuring seating for 5 and Kauai vintage art by a local artist

Aloha Kiahuna 247, A/C Top Floor, w/Ocean Views

1 bedroom·1 bath
Koloa • Hawaii

$1,378.46 USD total for 3 nights

Oct 23 – 26, 2026

KAUAI | OCEANVIEW | POIPU BEACH IS YOUR BACKYARD
KAUAI | OCEANVIEW | POIPU BEACH IS YOUR BACKYARD
Soak in the ocean view and the sound of the waves on your private lanai.
This condo is fully renovated with luxury finishings like travertine tiles, granite countertops and a marble shower.
Enjoy Kiahuna Beach as if it were your backyard! Be steps away from the beautiful white sand beach.

KAUAI | OCEANVIEW | POIPU BEACH IS YOUR BACKYARD

1 bedroom·1 bath
Koloa • Hawaii
4.93(60 reviews)

$1,097.40 USD total for 3 nights

Oct 20 – 23, 2026

KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!
KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!

KAUAI | PARADISE GARDEN VIEW | STEPS FROM BEACH!

1 bedroom·1 bath
Koloa • Hawaii
4.86(29 reviews)

$1,207.14 USD total for 3 nights

Nov 22 – 25, 2026

KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C
KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C

KAUAI | OCEANVIEW PENTHOUSE ON POIPU BEACH | A/C

1 bedroom·1 bath
Koloa • Hawaii
4.75(8 reviews)

$1,097.40 USD total for 3 nights

Oct 26 – 29, 2026

Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!

Gorgeous Penthouse w/ AC, Steps from the Beach!

1 bedroom·1 bath
Koloa • Hawaii

$1,283.43 USD total for 3 nights

Oct 27 – 30, 2026

Kiahuna Plantation 248 sits on an amazing beach, perfect for surfing, boogie boards, swimming or catching a few rays. A quick 2 minute walk down the grass from our unit
Wake up and enjoy breakfast on the lanai and soak in the ocean view and palm trees
Upgraded, A/C, Ocean View, In Unit W/D, KP 248
Upgraded, A/C, Ocean View, In Unit W/D, KP 248
California King Bed in bedroom Dresser, Ceiling Fan and TV

Upgraded, A/C, Ocean View, In Unit W/D, KP 248

1 bedroom·1 bath
Koloa • Hawaii

$1,403.24 USD total for 3 nights

Oct 20 – 23, 2026

Living area with pull out sleeper couch
Living Area with pull out sleeper couch
Open kitchen
New Microwave and Solid Surface Range Installed March 2026
New Ninja Dual (Drip and Pods) Coffee Maker installed June 2026

Serenity awaits - located just steps from beautiful Poipu beach with A/C

1 bedroom·1 bath
Koloa • Hawaii
5(117 reviews)

$2,287.40 USD $1,893.27 USD total for 4 nights

Oct 24 – 28, 2026

Freshly painted with an amazing ocean view from lanai!
Ocean View from Lanai
One of the closest condos to the beach! Just a 3 min stroll down the greenbelt.
Family Room
King size bed, new furniture, completely updated!

1BR/1BA Ocean View Suite! 3 Minute Walk To Poipu Beach!

1 bedroom·1 bath
Koloa • Hawaii
4.94(199 reviews)

$1,379.39 USD total for 4 nights

Oct 20 – 24, 2026

Seating area includes additional chairs and seats 8. Ceiling fans and AC
Easy access to greenbelt area, outdoor dining and grill. Dining area seats 10
TV viewing area, with New Smart TV for Amazon and Netflix movies and Pandora.
Open concept living /dining area, vaulted ceilings, AC and ceiling fans. Comfy!
Dining table seats 10 Lanai seats 8

Nani O'Hana

4 bedrooms·3 baths
Koloa • Hawaii
4.95(73 reviews)

$7,426.97 USD total for 6 nights

Oct 20 – 26, 2026

Enjoy a cocktail next to the resort style pool.
Bar stools for extra dining space.
Bifold doors open completely allowing you to enjoy indoor outdoor living.
Enjoy the comforts of an open living room.
Short walk to the beach down a beautiful garden path.

3BR/3BA Villa, Central A/C, 5 Minute Walk To Poipu Beach

3 bedrooms·3 baths
Koloa • Hawaii
4.97(160 reviews)

$3,334.04 USD total for 5 nights

Oct 20 – 25, 2026

BRENNECKE'S BEACH OVERHEAD
FRONT ENTRY - GROUND FLOOR END-UNIT, NO FLOOR ABOVE. SHARING ONLY A 10' WALL SECTION MAKING NEARLY A STAND ALONE VILLA. One of the few units with attic insulation let alone a minimum of 10.25". Most condo units built in this time period have no insulation!
DINING & WORKSPACE
DINING AREA (INDOOR)
WORKSPACE

My Kauai Vacation Rental℠

1 bedroom·1 bath
Koloa • Hawaii
4.91(77 reviews)

$1,171.38 USD $1,112.82 USD total for 3 nights

Oct 26 – 29, 2026

View from the lanai and living room.
Aikane Kauai at Poipu Beach, Partial Ocean View/AC image 2
Coming home after a day on the beach. Hot water and electricity are provided by the abundant Poipu sunshine.
Casual island-style living by Poipu Beach
Another view of the main living area.

Aikane Kauai at Poipu Beach, 3 bd/3ba, AC

3 bedrooms·3 baths
Kauai County • Hawaii
4.98(46 reviews)

$3,318.00 USD $2,737.50 USD total for 5 nights

Oct 25 – 30, 2026

Short walktoBeach,PartialOceanView,PerfectLocation
Short walktoBeach,PartialOceanView,PerfectLocation
Short walktoBeach,PartialOceanView,PerfectLocation
Short walktoBeach,PartialOceanView,PerfectLocation
Short walktoBeach,PartialOceanView,PerfectLocation

Short walktoBeach,PartialOceanView,PerfectLocation

2 bedrooms·2 baths
Koloa • Hawaii
5(48 reviews)

$2,842.96 USD total for 3 nights

Oct 25 – 28, 2026

Sunrise as seen from master bedroom lanai.
Poipu Sands pool (immediately in front of the condo)
BluEscape at Poipu Sands
BluEscape at Poipu Sands
BluEscape at Poipu Sands

BluEscape at Poipu Sands

2 bedrooms·2 baths
Koloa • Hawaii
5(94 reviews)

$1,602.07 USD total for 3 nights

Oct 28 – 31, 2026