Wailea Studio image 1
Maui Banyan Studio T204A
Maui Banyan Studio T204A
Maui Banyan Studio T204A
Maui Banyan Studio T204A

Maui Banyan Studio T204A

0 bedrooms·1 bath
Kihei • Hawaii
4.72(130 reviews)

$566.03 USD total for 3 nights

Oct 12 – 15, 2026

Big Island. Kona Bay View Condo. Pool+Lanai. AC.
Main bedroom
Main bedroom
Main bedroom
Main bedroom

Big Island. Kona Bay View Condo. Pool+Lanai. AC.

2 bedrooms·1½ baths
Kailua-Kona • Hawaii
4.66(116 reviews)

$970.62 USD $834.34 USD total for 3 nights

Sep 26 – 29, 2026

Comfortable updated furnishings and remote controlled ceiling fans
Ocean views from the Lanai
Smart TV with Netflix provided
Queen sized fold out couch with mattress topper for extra comfort

Molokai Island Retreat

1 bedroom·1 bath
Kaunakakai • Hawaii
4.98(58 reviews)

$522.06 USD total for 3 nights

Sep 21 – 24, 2026

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

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
4.77(203 reviews)

$1,257.40 USD total for 4 nights

Dec 3 – 7, 2026

Oahu. Ocean Views. Walk to Waikiki Beach. AC.
Oahu. Ocean Views. Walk to Waikiki Beach. AC.
Oahu. Ocean Views. Walk to Waikiki Beach. AC.
Oahu. Ocean Views. Walk to Waikiki Beach. AC.
Oahu. Ocean Views. Walk to Waikiki Beach. AC.

Oahu. Ocean Views. Walk to Waikiki Beach. AC.

1 bedroom·1 bath
Honolulu • Hawaii
5(20 reviews)

$1,142.75 USD $920.16 USD total for 3 nights

Sep 28 – Oct 1, 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)

$1,228.38 USD total for 3 nights

Sep 29 – Oct 2, 2026

Ocean Views- Beachfront- Steps to a Sandy Beach!
Ocean Views- Beachfront- Steps to a Sandy Beach!
Ocean Views- Beachfront- Steps to a Sandy Beach!
Ocean Views- Beachfront- Steps to a Sandy Beach!
Ocean Views- Beachfront- Steps to a Sandy Beach!

Ocean Views- Beachfront- Steps to a Sandy Beach!

1 bedroom·1 bath
Lahaina • Hawaii
4.95(151 reviews)

$1,557.60 USD total for 3 nights

Oct 18 – 21, 2026

Welcome to your home away from home at the Aloha Lani condo #A208. This panorama view shows you the kitchen and living room with our newly updated flooring and granite counters.
💖Relaxing & Well Appointed Kona HI Getaway w/ AC
💖Relaxing & Well Appointed Kona HI Getaway w/ AC
💖Relaxing & Well Appointed Kona HI Getaway w/ AC
Our fully stocked kitchen is filled to the brim with everything including rice cooker, sharp knifes, Ninja blender and so much more.

💖Relaxing & Well Appointed Kona HI Getaway w/ AC

1 bedroom·1 bath
Kailua-Kona • Hawaii
5(11 reviews)

$1,042.09 USD total for 4 nights

Nov 1 – 5, 2026

sunrise!
enjoy your meals and relax on the lanai
Open the sliding doors to enjoy the Kauai air
view of living from from the lanai
Listing image 5

Oceanfront Aloha @ tropical vacation paradise.

2 bedrooms·1 bath
Kapaa • Hawaii
5(55 reviews)

$1,965.19 USD total for 4 nights

Oct 9 – 13, 2026

Living room looking at to the lanai
Kitchen dining area with pantry
Pool 30x60
Main Room
Looking out the front door no stairs to block your view and barbecue right out front.

Kihei Kai Nani, Sandy Beaches, Free Parking, Wi-Fi

1 bedroom·1 bath
Kihei • Hawaii
5(33 reviews)

$684.20 USD total for 3 nights

Sep 21 – 24, 2026

Keauhou Resort - Entire Ocean & Sunset View Condo, 2 Lanais, AC
"Serene, peaceful, beautiful home to nurture one's soul."-Robynne, California Have breakfast with an Ocean View
Two Salt water pools to choose from.
TV cabinet pulls out into a queen Murphy bed.
"The upstairs balcony with ocean view is absolutely stunning." - Kelly, Seattle

Keauhou Resort - Entire Ocean & Sunset View Condo, 2 Lanais, AC

1 bedroom·1 bath
Kailua-Kona • Hawaii
4.99(95 reviews)

$1,011.00 USD total for 3 nights

Nov 4 – 7, 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

Oceanfront in beautiful Coconut Coast#paradise
Oceanfront in beautiful Coconut Coast#paradise
Oceanfront in beautiful Coconut Coast#paradise
Oceanfront in beautiful Coconut Coast#paradise
Oceanfront in beautiful Coconut Coast#paradise

Oceanfront in beautiful Coconut Coast#paradise

2 bedrooms·1½ baths
Kapaa • Hawaii
4.94(129 reviews)

$1,965.19 USD total for 4 nights

Sep 27 – Oct 1, 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

$1,270.71 USD total for 3 nights

Oct 7 – 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. Garden View Room. 4 Star Beachfront Resort
Kauai. Garden View Room. 4 Star Beachfront Resort
Kauai. Garden View Room. 4 Star Beachfront Resort
Kauai. Garden View Room. 4 Star Beachfront Resort
Kauai. Garden View Room. 4 Star Beachfront Resort

Kauai. Garden View Room. 4 Star Beachfront Resort

1 bedroom·1 bath
Lihue • Hawaii
4.84(37 reviews)

$1,559.42 USD $1,119.42 USD total for 3 nights

Sep 21 – 24, 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

Welcome to Sea and Sky Condo in Kapa'a! Our oceanfront condo with direct access to beach on property.
Living room with ocean and pool view
Relax comfortably and enjoy the view of ocean from living room
Living room with AC
Living room

Sea and Sky Beachfront Condo, Kauai

2 bedrooms·1½ baths
Kapaa • Hawaii
5(72 reviews)

$1,560.19 USD total for 4 nights

Sep 27 – Oct 1, 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