Location

Dates

Guests

Vacation rentals in Wailea Makena, Hawaii, United States

Unit #205

2 bedrooms·2 baths

Kihei • Hawaii

4.96(76 reviews)

$3,852.87 USD total for 5 nights

Sep 27 – Oct 2, 2026

Unit #204

1 bedroom·1 bath

Kihei • Hawaii

5(20 reviews)

$1,283.09 USD total for 3 nights

Sep 26 – 29, 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

Oct 21 – 28, 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

Sep 29 – Oct 2, 2026

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)

$200/ night(excl. fees & taxes)

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

Whaler 552

2 bedrooms·2 baths

Lahaina • Hawaii

5(74 reviews)

$7,508.41 USD total for 5 nights

Sep 26 – Oct 1, 2026

Honua Kai - Hokulani 746

Honua Kai - Hokulani 746

Honua Kai - Hokulani 746

Honua Kai - Hokulani 746

Honua Kai - Hokulani 746

Honua Kai - Hokulani 746

2 bedrooms·2 baths

Lahaina • Hawaii

$239 – $1,283/ night(excl. fees & taxes)

Perfect for Whale Watching!

Kids shallow pool area with waterfall and waterslide in the background.

Honua Kai - Hokulani 749

2 bedrooms·2 baths

Lahaina • Hawaii

$3,226.49 USD total for 3 nights

Nov 15 – 18, 2026

Perfect for Whale Watching!

Kids shallow pool area with waterfall and waterslide in the background.

Honua Kai - Hokulani 749

2 bedrooms·2 baths

Lahaina • Hawaii

5(9 reviews)

$399 – $799/ night(excl. fees & taxes)

Honua Kai - Konea 512

2 bedrooms·1 bath

Lahaina • Hawaii

5(5 reviews)

$222 – $989/ night(excl. fees & taxes)

Lounge chairs and table with Champagne Ice Bucket

View from Lanai

Honua Kai - Konea 218

2 bedrooms·2 baths

Lahaina • Hawaii

5(12 reviews)

$229 – $954/ night(excl. fees & taxes)

Famous Kaanapali Beach - Just steps away from the condo!

Property grounds

Honua Kai - Konea 830

1 bedroom·1 bath

Lahaina • Hawaii

5(3 reviews)

$129 – $559/ night(excl. fees & taxes)

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

Maui - Mahana 607

Dining Area at The Maui Condos

Maui - Mahana 607

High End Kitchen Remodel:

Maui - Mahana 607

Maui - Mahana 607

1 bedroom·1 bath

Kaanapali • Hawaii

4.93(30 reviews)

$199 – $625/ night(excl. fees & taxes)

These are the views from the Lanai

Maui - Mahana 507

Maui - Mahana 507

Maui - Mahana 507

Maui - Mahana 507

Maui - Mahana 507

1 bedroom·1 bath

Kaanapali • Hawaii

$199 – $625/ night(excl. fees & taxes)

This is your view! You come to Maui for the Ocean - stay oceanfront.

Maui - Papakea F307

Maui - Papakea F307

Maui - Papakea F307

Maui - Papakea F307

Maui - Papakea F307

1 bedroom·1 bath

Lahaina • Hawaii

4.81(32 reviews)

$110 – $349/ night(excl. fees & taxes)

Papakea E-206

1 bedroom·1 bath

Napili-Honokowai • Hawaii

$575/ night(excl. fees & taxes)

Beautiful view from the Lanai of the ocean and grounds.

Kitchen at Papakea H304

Maui - Papakea H304

Maui - Papakea H304

Maui - Papakea H304

Maui - Papakea H304

2 bedrooms·2 baths

Lahaina • Hawaii

4.94(34 reviews)

$239 – $699/ night(excl. fees & taxes)

Paki Maui

1 bedroom·1 bath

Lahaina • Hawaii

$500.96 USD total for 3 nights

Oct 3 – 6, 2026

Maui - Papakea F205

Maui - Papakea F205

Maui - Papakea F205

Oceanfront Views

Maui - Papakea F205

Maui - Papakea F205

1 bedroom·1 bath

Lahaina • Hawaii

4.87(15 reviews)

$1,460.26 USD total for 4 nights

Oct 12 – 16, 2026

Toast to your Maui vacation!

Oceanview Lanai, Pool, Hot Tub, Across the Beach image 2

Oceanview Lanai, Pool, Hot Tub, Across the Beach image 1

Oceanview Lanai, Pool, Hot Tub, Across the Beach image 4

Wake up with the ocean views and morning sunshine greeting you "Aloha Kakahiaka" (Good Morning)

Maui Magic: Views, Pool, Hot Tub, Beach ✨

2 bedrooms·2 baths

Lahaina • Hawaii

4.92(142 reviews)

$399 – $1,200/ night(excl. fees & taxes)

Kahana Villa

2 bedrooms·2 baths

Lahaina • Hawaii

$724.14 USD total for 3 nights

Oct 8 – 11, 2026

Kahana Manor 209

Kahana Manor 209

Kahana Manor 209

Kahana Manor 209

Kahana Manor 209

Kahana Manor 209

1 bedroom·1 bath

Lahaina • Hawaii

$1,413.86 USD total for 3 nights

Dec 27 – 30, 2026