Location

Dates

Guests

Vacation rentals in Kaanapali, Hawaii, United States

Maui Tropical Sunset

Private Lanai & Walking Terrace for Ground Floor Condos!

Maui Tropical Sunset

Maui Tropical Sunset | High-Demand First Floor Condo at the Ocean Front Royal Kahana Resort | Private Lanai | No Stairs | Ocean Views | Private Workspace | Fast Wi-Fi | Air Conditioning | Walk-in Shower | Washer & Dryer | Beach Toys | Concierge

Maui Tropical Sunset

Maui Tropical Sunset

1 bedroom·1 bath

Lahaina • Hawaii

5(65 reviews)

$1,735.97 USD total for 4 nights

Dec 16 – 20, 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)

$1,823.10 USD total for 3 nights

Dec 31, 2026 – Jan 3, 2027

Comfortable and relaxing living space

Living area with queen sofa sleeper

Oceanfront Pohailani Paradise, Maui

1 bedroom·1 bath

Lahaina • Hawaii

5(20 reviews)

$1,326.33 USD total for 3 nights

Dec 2 – 5, 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)

$1,002.42 USD total for 3 nights

Nov 13 – 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 2 – 5, 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 2 – 5, 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)

$1,092.87 USD total for 3 nights

Nov 2 – 5, 2026

View of Kahana Sunset Resort

View of Resort Pool

Views from Maui

Kahana Sunset

2 bedrooms·2 baths

Lahaina • Hawaii

$2,095.27 USD total for 4 nights

Nov 25 – 29, 2026

Kahana Sunset B1

Kahana Sunset B1

Kahana Sunset B1

Kahana Sunset B1

Kahana Sunset B1

Kahana Sunset B1

2 bedrooms·2 baths

Lahaina • Hawaii

$863.04 USD total for 3 nights

Nov 2 – 5, 2026

Kahana Sunset D2D

Private Lanai with Seating for 4

Beach access just steps away...

Kahana Sunset Grounds

View from the Lanai

Kahana Sunset D2D

1 bedroom·1 bath

Lahaina • Hawaii

$1,412.67 USD total for 4 nights

Jul 23 – 27, 2027

Exceptional Oceanfront Location One Bed Condo image 1

Exceptional Oceanfront Location One Bed Condo image 2

Exceptional Oceanfront Location One Bed Condo image 3

The pool located right on the ocean.

Welcome to Lahaina Roads Suite 212

1 bedroom Oceanfront Maui Vacation Condo

1 bedroom·1 bath

Lahaina • Hawaii

4.67(45 reviews)

$1,043.12 USD total for 3 nights

Nov 2 – 5, 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)

$10,025.42 USD total for 4 nights

Nov 28 – Dec 2, 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)

$828.00 USD total for 3 nights

Nov 2 – 5, 2026

View from the private oceanfront balcony!

Whale watching on the oceanfront lanai.

Living room featuring our new Chaise sofa.

Oceanfront Molokai

Our new 55" Smart TV all ready for you to log in to your favorite streaming services.

Oceanfront Molokai

1 bedroom·1 bath

Kaunakakai • Hawaii

$530.00 USD total for 3 nights

Nov 2 – 5, 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)

$569.07 USD total for 3 nights

Nov 8 – 11, 2026

Picture taken from our lanai, facing the ocean, pool and grounds.

Picture taken from our lanai.

I took this pic with my phone from the lanai.

Picture taken from our lanai, facing the West Maui mountains & Wildlife Refuge.

Sugar Beach Resort #504

1 bedroom·1 bath

Kihei • Hawaii

4.88(43 reviews)

$2,282.32 USD total for 7 nights

Nov 2 – 9, 2026

Unit #204

1 bedroom·1 bath

Kihei • Hawaii

5(20 reviews)

$1,283.09 USD total for 3 nights

Nov 2 – 5, 2026

Unit #205

2 bedrooms·2 baths

Kihei • Hawaii

4.96(76 reviews)

$3,852.87 USD total for 5 nights

Nov 3 – 8, 2026

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

All 3 Condos - Room for 16!

5 bedrooms·5 baths

Kihei • Hawaii

5(6 reviews)

$1,469 – $2,000/ night(excl. fees & taxes)

Unit 3B

2 bedrooms·2 baths

Kihei • Hawaii

4.97(34 reviews)

$2,411.99 USD total for 3 nights

Nov 3 – 6, 2026

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

Master bedroom with 50'smart tv, king bed, bath

4th bedrm upstairs w/ king bed

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

4 bedrooms·3 baths

Kihei • Hawaii

4.7(50 reviews)

$2,770.90 USD total for 3 nights

Nov 2 – 5, 2026

Kihei Bay Vista D212

Kihei Bay Vista D212

Kihei Bay Vista D212

Kihei Bay Vista D212

Kihei Bay Vista D212

Kihei Bay Vista D212

1 bedroom·1 bath

Kihei • Hawaii

$644.61 USD total for 3 nights

Nov 12 – 15, 2026

Ocean Escape

0 bedrooms·1 bath

Kihei • Hawaii

5(92 reviews)

$1,103.79 USD total for 3 nights

Nov 2 – 5, 2026

Kauhale Makai 135

Kauhale Makai 135

Kauhale Makai 135

Kauhale Makai 135

Kauhale Makai 135

Kauhale Makai 135

2 bedrooms·2 baths

Kihei • Hawaii

$1,049.41 USD total for 3 nights

Nov 10 – 13, 2026