Location

Dates

Guests

Vacation rentals in Hawaii

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

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

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

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

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

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

View of Island of Lanai from Whaler 1063

You have arrived!

View of Island of Lanai from Whaler 1063

Whaler 1063 on Ka'anapali Beach, Maui, Hawaii

1 bedroom·1 bath

Kaanapali • Hawaii

4.98(165 reviews)

$1,406.74 USD total for 3 nights

Sep 27 – 30, 2026

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii

1 bedroom·1 bath

Napili-Honokowai • Hawaii

4.9(302 reviews)

$1,256.76 USD total for 3 nights

Nov 11 – 14, 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

$1,185.24 USD total for 3 nights

Sep 21 – 24, 2026

Tropical Hawaiian Oceanfront - Maui, Hawaii

Tropical Hawaiian Oceanfront - Maui, Hawaii

Tropical Hawaiian Oceanfront - Maui, Hawaii

Tropical Hawaiian Oceanfront - Maui, Hawaii

Tropical Hawaiian Oceanfront - Maui, Hawaii

Tropical Hawaiian Oceanfront - Maui, Hawaii

1 bedroom·1 bath

Napili-Honokowai • Hawaii

4.85(215 reviews)

$882.32 USD total for 3 nights

Sep 23 – 26, 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

Amazing Sunsets Oceanfront Views - Maui, Hawaii

Amazing Sunsets Oceanfront Views - Maui, Hawaii

Amazing Sunsets Oceanfront Views - Maui, Hawaii

Amazing Sunsets Oceanfront Views - Maui, Hawaii

Amazing Sunsets Oceanfront Views - Maui, Hawaii

Amazing Sunsets Oceanfront Views - Maui, Hawaii

1 bedroom·1 bath

Napili-Honokowai • Hawaii

4.81(194 reviews)

$832.86 USD total for 3 nights

Oct 3 – 6, 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)

$1,255.52 USD total for 3 nights

Oct 26 – 29, 2026

photo shows added ceiling fan

Mahana 919

2 bedrooms·2 baths

Lahaina • Hawaii

5(193 reviews)

$5,668.40 USD total for 5 nights

Oct 1 – 6, 2026

Kona Paradise with Oceanfront views!

Ocean View from Pool Patio

Front Entrance to condo

Kitchen/Living Open Floor plan

Kitchen Bar or table seating

Kona Paradise with Oceanfront views!

2 bedrooms·2 baths

Kailua-Kona • Hawaii

4.8(166 reviews)

$1,589.30 USD total for 5 nights

Sep 27 – Oct 2, 2026

View from the lanai (balcony).

Kaha Lani 1BR,1.5B:Coconut Coast Lydgate Beachpark

Kaha Lani 1BR,1.5B:Coconut Coast Lydgate Beachpark

Living room; Cathedral ceilings; Sofa bed; Lanai (balcony) - view of ocean; Natural ventilation (tropical breeze).

Kaha Lani 1BR,1.5B:Coconut Coast Lydgate Beachpark

Kaha Lani 1BR,1.5B:Coconut Coast Lydgate Beachpark

1 bedroom·1½ baths

Lihue • Hawaii

4.94(54 reviews)

$2,101.20 USD total for 5 nights

Sep 28 – Oct 3, 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

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.

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(198 reviews)

$1,465.99 USD total for 4 nights

Sep 21 – 25, 2026

Moring on the Lanai

Front Room looking towards the Kitchen.

Kahana Reef from the Sea

Annie's Surf Shack, Kahana Reef

Kitchen look towards the Front Room

Annie's Surf Shack, Kahana Reef

1 bedroom·1 bath

Lahaina • Hawaii

4.97(34 reviews)

$1,054.70 USD total for 3 nights

Sep 23 – 26, 2026