Location

Dates

Guests

Vacation rentals in Hawaii

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 $604.20 USD total for 3 nights

Nov 5 – 8, 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

4.79(150 reviews)

$9,772.04 USD total for 4 nights

Nov 28 – Dec 2, 2026

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

Dec 4 – 7, 2026

The Kings view at twilight is one of our favorites. Don't let the ocean side spectacular sunset side detract you from this view with pink clouds and frequeent rainbows.

View from the dining area table, or work station if needed.

Resort pool for morning swims before creative work or exploration begins. Peaceful early hours, social when you want it. Most guests here are digital nomads, writers, and remote workers.

Vintage style glass knobbed doors provide privacy between the toilet and shower room and the sink and mirror area to provide "together but separate" privacy. Bath gel, Shampoo and conditioner are provided.

Privacy when it matters. A full wood door between the shower and toilet space and the the sink, cabinet and vanity area.

Beachfront Guest Favorite | Turtles, Seals & Surf

1 bedroom·1 bath

Lahaina • Hawaii

5(15 reviews)

$916.00 USD total for 3 nights

Nov 12 – 15, 2026

Fairways resort pool & Keiki pool

Lava rock hot tub and water falls

Mauna Lani Beach Club (Makaiwa Bay) w/ free-to-use shade canopy lounge chairs

Beach at Makaiwa Bay, aka, Mauna Lani Beach Club

Villa Lava Floor plan and topographical view to pool from lanai

Villa Lava

2 bedrooms·2½ baths

Puako • Hawaii

5(75 reviews)

$2,243.66 USD total for 5 nights

Jan 8 – 13, 2027

Ocean Escape

0 bedrooms·1 bath

Kihei • Hawaii

5(92 reviews)

$1,103.79 USD total for 3 nights

Nov 20 – 23, 2026

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

Dec 11 – 14, 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)

$9,383.05 USD $8,526.65 USD total for 4 nights

Nov 12 – 16, 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

Nov 22 – 25, 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

Nov 5 – 8, 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)

$14,451.45 USD total for 3 nights

Nov 29 – Dec 2, 2026

Remodeled throughout in 2023 including all new decor, furniture (including sofa sleeper), windows and more!

Kamaole II is literally across the street! One of the best beaches in Maui! Kihei Akahi is so conveniently located!

Dine, read, relax or work from this convenient, quiet 'D' building, ground floor lanai.

Two pools on property: Upper Pool just steps to our DG 06 condo!

Kihei Akahi (2531 S. Kihei Road), #DG06

1 bedroom·1 bath

Kihei • Hawaii

4.97(120 reviews)

$987.22 USD total for 3 nights

Nov 5 – 8, 2026

View from right outside bedroom door.

Hotel Room w/in beautiful Oceanfront Condo.

Hotel Room w/in beautiful Oceanfront Condo.

Hotel Room w/in beautiful Oceanfront Condo.

Hotel Room w/in beautiful Oceanfront Condo.

1 bedroom·1 bath

Kapaa • Hawaii

4.84(99 reviews)

$1,035.37 USD total for 3 nights

Nov 15 – 18, 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)

$804.60 USD total for 3 nights

Nov 5 – 8, 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)

$815.40 USD $723.55 USD total for 3 nights

Nov 15 – 18, 2026

WOW - this is from inside condo

Sunset in the Hot Tub.

Dinner at Sunset. Perfect.

Oceanfront, Million-Dollar-View, Renovated Two BDR

2 bedrooms·2 baths

Kihei • Hawaii

5(206 reviews)

$1,702.00 USD $1,227.79 USD total for 3 nights

Nov 8 – 11, 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)

$1,156.40 USD total for 3 nights

Nov 23 – 26, 2026

Sunset on Charley Young Beach

Ocean views from our Lanai

Full-size applicances

View from our kitchen looking towards ocean

Ocean View Paradise! - Maui Vista

2 bedrooms·2 baths

Kihei • Hawaii

4.83(166 reviews)

$2,650.85 USD total for 5 nights

Dec 29, 2026 – Jan 3, 2027

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)

$1,198.88 USD total for 3 nights

Nov 27 – 30, 2026

Island Glow Kailua Village downtown/freeparking/AC

Island Glow Kailua Village downtown/freeparking/AC

Island Glow Kailua Village downtown/freeparking/AC

Island Glow Kailua Village downtown/freeparking/AC

Island Glow Kailua Village downtown/freeparking/AC

Island Glow Kailua Village downtown/freeparking/AC

1 bedroom·1 bath

Kailua-Kona • Hawaii

5(53 reviews)

$1,055.74 USD total for 3 nights

Nov 5 – 8, 2026

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA image 1

Spacious living room to relax after a long day sightseeing, snorkeling or swimming at the beach.

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA image 3

Queen size bed with a comfortable mattress for great sleep during your stay. Overhead ceiling fan provides a nice breeze to keep you cool at night.

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA image 5

Beautiful Pacific Shores Condo, Full AC, 2BR 2BA

2 bedrooms·2 baths

Kihei • Hawaii

4.98(182 reviews)

$755.00 USD total for 3 nights

Jan 9 – 12, 2027

Aloha! Welcome to the Tranquil Turtle Retreat studio!

Relax and watch your favorite TV show on the comfortable California King bed.
If needed our beautiful light blocking bamboo drapes will provide extra privacy.

On entrance there is a built in closet to store all your clothes.

Woke up early? Cook your morning breakfast in the convenient kitchenette. Check out other photos to see our recently remodeled bathroom!

There is some extra storage under the sink to store all your essentials.

Cozy Studio in South Kihei, Maui

0 bedrooms·1 bath

Kihei • Hawaii

4.98(95 reviews)

$1,523.63 USD total for 4 nights

Nov 14 – 18, 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)

$2,499.00 USD total for 3 nights

Nov 13 – 16, 2026

Aloha and welcome to your dream Maui vacation!

A comfortable Queen size sofa bed easily sleeps 2 guests.

Make yourself at home! Inside you'll find 1 bedroom, 1 bathroom and an open space living room.

Want to take some rest and spend a day at home? No problem! Enjoy 55' Smart TV, DVD, high-speed Internet (up to 300Mbps), upgraded Wi-FI (up to 5334 Mbps) as well as our collection of books, board gam

Let the ceiling fans and split AC system make your stay comfortable.

Convenient 1BD/1BA in South Kihei, Maui

1 bedroom·1 bath

Kihei • Hawaii

4.94(79 reviews)

$2,145.90 USD total for 5 nights

Nov 5 – 10, 2026