Kauai. Pool Ocean View. 4 Star Beachfront Resort
Kauai. Pool Ocean View. 4 Star Beachfront Resort
Kauai. Pool Ocean View. 4 Star Beachfront Resort
Kauai. Pool Ocean View. 4 Star Beachfront Resort
Kauai. Pool Ocean View. 4 Star Beachfront Resort

Kauai. Pool Ocean View. 4 Star Beachfront Resort

1 bedroom·1 bath
Lihue • Hawaii
4.9(87 reviews)

$1,059.65 USD $873.57 USD total for 3 nights

Oct 1 – 4, 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)

$1,990.62 USD $1,695.03 USD total for 4 nights

Oct 26 – 30, 2026

Ka Hale Nani o Wainani
Ka Hale Nani o Wainani
Ka Hale Nani o Wainani
Ka Hale Nani o Wainani
Ka Hale Nani o Wainani

Ka Hale Nani o Wainani

4 bedrooms·3½ baths
Koloa • Hawaii
5(70 reviews)

$6,274.00 USD total for 5 nights

Oct 3 – 8, 2026

Private saltwater pool (warm 82-85F).
Bird of Paradise home is located on the rim of a dormant crater. This house sits high and is positioned perfectly to take advantage of the panoramic views of Pu'u Wanawana crater and Ha'upu mountain range, Pacific, rainbows and sunrises.
BreathtakingViews•Sleeps12•Private Pool•BeachWalk image 3
Outdoor dining area
Second King master suite (Bungalow suite) great view, ac, private, coffee maker/microwave/small fridges

BIRD OF PARADISE

4 bedrooms·3½ baths
Koloa • Hawaii
5(238 reviews)

$3,184.57 USD $2,845.51 USD total for 2 nights

Nov 6 – 8, 2026

Beachcomber Bungalow Steps to the Beach TVNC#1058
front of the house from the driveway
Front door and side yard
living room
living room couch

Beachcomber Bungalow Steps to the Beach TVNC#1058

3 bedrooms·2 baths
Kauai County • Hawaii
4.84(44 reviews)

$3,234.90 USD total for 5 nights

Oct 5 – 10, 2026

Kauai. Mountain View Room.4 Star Beachfront Resort
Kauai. Mountain View Room.4 Star Beachfront Resort
Kauai. Mountain View Room.4 Star Beachfront Resort
Kauai. Mountain View Room.4 Star Beachfront Resort
Kauai. Mountain View Room.4 Star Beachfront Resort

Kauai. Mountain View Room.4 Star Beachfront Resort

1 bedroom·1 bath
Lihue • Hawaii
5(36 reviews)

$1,040.65 USD total for 3 nights

Oct 26 – 29, 2026

Living room, open floorplan with panoramic ocean views, sunrise, moonrise, whale watching here. The whole house has wifi speaker playing your musics
Luxe Oceanview Villa-As Seen on TV,Heated Pool,AC image 2
Luxe Oceanview Villa-As Seen on TV,Heated Pool,AC image 3
Elegant dining table set before wide glass doors, framing palm trees and a deep blue ocean. Warm wood accents, tropical-patterned chairs, and bright daylight create a relaxed, resort-style atmosphere
Breathtaking sunrise views over the Pacific Ocean, enjoyed right from the living room, dining, kitchen and bedrooms!

Orchid House: Poipu Koloa Luxury with Ocean Views & Pool, Sleeps 12

4 bedrooms·4½ baths
Koloa • Hawaii
5(186 reviews)

$8,715.30 USD total for 5 nights

Sep 21 – 26, 2026

Kauai.Beachfront Resort. Oceanview Lanai. King Bed
New! Beachfront Resort. Oceanview Lanai. King Bed image 1
New! Beachfront Resort. Oceanview Lanai. King Bed image 4
New! Beachfront Resort. Oceanview Lanai. King Bed image 5
New! Beachfront Resort. Oceanview Lanai. King Bed image 9

Kauai.Beachfront Resort. Oceanview Lanai. King Bed

1 bedroom·1 bath
Lihue • Hawaii
4.76(17 reviews)

$1,038.28 USD $777.77 USD total for 3 nights

Sep 21 – 24, 2026

Luxury Estate,Ocean View, Pool, desired elevation
Relax after a day of exploring to the sounds of nature.
Open the wall and enjoy the ocean view and breeze while lounging on the Restoration Hardware Cloud couch.
Resort style pool and 16 person hot tub with breathtaking ocean views and so peaceful.
Open, spacious kitchen with every cooking amenity you could ask for. Prep your local Kona coffee at the drink station.

Luxury Estate,Ocean View, Pool, desired elevation

5 bedrooms·5 baths
Kailua-Kona • Hawaii
5(43 reviews)

$10,412.50 USD total for 4 nights

Oct 9 – 13, 2026

Sit, Relax, and Enjoy our very comfortable Living Room
Sit, Relax, and Enjoy our very comfortable Living Room
Sit, Relax, and Enjoy our very comfortable Living Room
Your kids will sleep comfortably on our queen-size pull-out couch.
Sit, Relax, and Enjoy your private deck

Cozy Tropical Retreat Guest House with AC

1 bedroom·1 bath
Hilo • Hawaii
4.98(300 reviews)

$656.02 USD total for 3 nights

Oct 10 – 13, 2026

View of the living room, kitchen and patio from the bedroom.
View of living room and bedroom with large sliding barn door for privacy.
North Shore Cottage Guest House | AirbnbOahu.com
North Shore Cottage Guest House | AirbnbOahu.com
Bedroom has a queen size bed, ceiling fan, mirror and closet.

North Shore Cottage Guest House | AirbnbOahu.com

1 bedroom·1 bath
Waialua • Hawaii
4.98(291 reviews)

$940.00 USD total for 3 nights

Sep 20 – 23, 2026

Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States
Entire home in Koloa, Hawaii, United States

Entire home in Koloa, Hawaii, United States

4 bedrooms·4 baths
Koloa • Hawaii
5(29 reviews)

$8,014.68 USD $7,295.12 USD total for 4 nights

Oct 10 – 14, 2026

Coconut Coast Studio
Coconut Coast Studio, Kauai
Coconut Coast Studio, Kauai
Coconut Coast Studio, Kauai
Coconut Coast Studio, Kauai

Coconut Coast Studio, Kauai

0 bedrooms·1 bath
Kapaa • Hawaii
4.74(54 reviews)

$759.73 USD total for 3 nights

Oct 23 – 26, 2026

Oceanfront Turtle Cove Maui Pole House Estate image 2
Oceanfront Turtle Cove Maui Pole House Estate image 3
Oceanfront Turtle Cove Maui Pole House Estate image 1
Room for the entire family to enjoy intimate outdoor dining with literally one of the Very Best oceanviews in all of Maui.
Panoramic "Wow" views great you the moment you walk in the front door.

Oceanfront Turtle Cove Maui Home - 5BR, 4BA, A/C

5 bedrooms·4 baths
Lahaina • Hawaii
4.78(148 reviews)

$5,955.00 USD total for 3 nights

Sep 27 – 30, 2026

Private Patio with Whitewater Views
Lush Backyard Surrounds the Infinity Edge Pool
Terraced Property to the End of the Point
Privacy on a Peninsula
Watch the Sunset from the End of the Point

Kauai Vacation Rental at Honu Point

3 bedrooms·4 baths
Princeville • Hawaii
5(144 reviews)

$10,085.58 USD total for 4 nights

Sep 23 – 27, 2026

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22
Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22
Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22
Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22
Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View Pool SPA AC Sleep22

6 bedrooms·6 baths
Koloa • Hawaii
5(18 reviews)

$14,564.34 USD $13,377.70 USD total for 3 nights

Sep 27 – 30, 2026

Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub
Breathtaking 180 Ocean Views with Pool, Hot Tub

Breathtaking 180 Ocean Views with Pool, Hot Tub

4 bedrooms·4½ baths
Kailua-Kona • Hawaii
4.73(86 reviews)

$4,348.61 USD total for 5 nights

Sep 21 – 26, 2026

A beach view right from the living room!
A picture-perfect setting for your morning coffee! We are facing East so you will see some amazing sunrises.
Custom made Hawaiian furniture.
Another view of the living and dining area. Hallway to the right leads to the bedrooms and bathrooms.
Spacious kitchen and dining area for you to enjoy.

Exquisite Oceanfront home, 4Bed/2B, Sleeps 8, A/C

4 bedrooms·2 baths
Kapaa • Hawaii
4.85(13 reviews)

$4,124.10 USD total for 4 nights

Sep 21 – 25, 2026

Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Beautiful front yard with pool, hot tub, and mountain views!
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach

Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach

5 bedrooms·3 baths
Kailua-Kona • Hawaii
5(33 reviews)

$3,022.00 USD total for 3 nights

Oct 19 – 22, 2026

Our house is set up perfectly for outdoor living. Lounge seating for 8. New outdoor furniture Feb 2025.
Giant 77-inch OLED 4K Smart TV, 450 cable channels, 160 DVD movies, 120 books, Infinity electronic game table
Read, have a cocktail, take a nap
Secluded 6-person hot tub with a hot water outdoor shower
Stocked with every imaginable kitchen tool to make cooking a breeze.

Kihei Garden Oasis

4 bedrooms·2 baths
Kihei • Hawaii
5(161 reviews)

$3,610.70 USD $2,958.95 USD total for 5 nights

Oct 1 – 6, 2026

Just another day at The Dolphin Hale where the view is constantly changing.
E Komo Mai! (Welcome!)
Aloha from Hina (Sun) and Hoku (Star)
Open Floor Plan - Living, Dining & Kitchen all flow seamlessly.
Foyer - Upstairs to Main Living Area, Downstairs to 4 of 5 Bedrooms

The Dolphin Hale LLC

5 bedrooms·4½ baths
Princeville • Hawaii
5(147 reviews)

$6,529.16 USD total for 4 nights

Nov 30 – Dec 4, 2026

4 Bedroom Princeville at Hanalei Modern Retreat -
4 Bedroom Princeville at Hanalei Modern Retreat -
4 Bedroom Princeville at Hanalei Modern Retreat -
4 Bedroom Princeville at Hanalei Modern Retreat -
4 Bedroom Princeville at Hanalei Modern Retreat -

4 Bedroom Princeville at Hanalei Modern Retreat -

4 bedrooms·2½ baths
Princeville • Hawaii
4.98(132 reviews)
$685/ night(excl. fees & taxes)
Private kitchen
Private kitchen
Private kitchen
Private kitchen
Private kitchen

Embrace the soothing trade winds & let the ocean breeze carry your worries away

2 bedrooms·1 bath
Hilo • Hawaii
4.92(77 reviews)

$860.74 USD total for 3 nights

Sep 29 – Oct 2, 2026

Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.

Kauai Beachfront Resort. Epic Ocean Views.

1 bedroom·1 bath
Lihue • Hawaii
4.86(77 reviews)

$1,047.78 USD total for 3 nights

Oct 16 – 19, 2026