Ocean Escape
Ocean Escape
Ocean Escape
Ocean Escape
Ocean Escape

Ocean Escape

0 bedrooms·1 bath
Kihei • Hawaii
5(92 reviews)
$179 – $251/ night(excl. fees & taxes)
Unit 3B
Unit 3B
Unit 3B
Unit 3B
Unit 3B

Unit 3B

2 bedrooms·2 baths
Kihei • Hawaii
4.97(34 reviews)

$2,411.99 USD total for 3 nights

Sep 29 – Oct 2, 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)

$7,873.99 USD total for 4 nights

Sep 29 – Oct 3, 2026

Unit #205
Unit #205
Unit #205
Unit #205
Unit #205

Unit #205

2 bedrooms·2 baths
Kihei • Hawaii
4.96(76 reviews)

$3,852.87 USD total for 5 nights

Sep 29 – Oct 4, 2026

Unit #204
Unit #204
Unit #204
Unit #204
Unit #204

Unit #204

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

$1,283.09 USD total for 3 nights

Sep 29 – Oct 2, 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)

$3,213.26 USD total for 3 nights

Sep 29 – Oct 2, 2026

Oceanfront Maui views and rainbows from Hale Kai O Kihei in beautiful South Kihei.
Oceanfront lawn, swaying palms and the Pacific Ocean — paradise right outside your door at Hale Kai O Kihei.
Spectacular South Kihei sunset from the oceanfront property at Hale Kai O Kihei — Maui evenings don’t get much better than this.
Beachfront living at Hale Kai O Kihei — the oceanfront lawn meets the sandy shoreline right here in South Kihei.
Oceanfront pool at Hale Kai O Kihei, with swaying palms, lush lawn and the Pacific Ocean just beyond.

Kihei Beach Stay - Oceanfront South Kihei Condo

1 bedroom·1 bath
Kihei • Hawaii
4.75(4 reviews)

$997.14 USD $947.66 USD total for 3 nights

Sep 29 – Oct 2, 2026

Our house is set up perfectly for outdoor living. Lounge seating for 8. New outdoor furniture Feb 2025.
Giant 77-inch OLED 4K Smart TV, 450 cable channels, 160 DVD movies, 120 books, Infinity electronic game table
Read, have a cocktail, take a nap
Secluded 6-person hot tub with a hot water outdoor shower
Stocked with every imaginable kitchen tool to make cooking a breeze.

Kihei Garden Oasis

4 bedrooms·2 baths
Kihei • Hawaii
5(161 reviews)

$3,610.70 USD $2,958.95 USD total for 5 nights

Oct 1 – 6, 2026

Beautiful private cottage in a lush setting
Relaxation in style! Saltwater, powerful Hydromassage jets
Watch a movie or the big game on the 65-inch (4k OLED Smart TV)
Gourmet kitchen with induction range, Vitamix, German knives, and more
Honeymooners can enjoy a serene, private garden.

Kihei Garden Cottage

1 bedroom·1 bath
Kihei • Hawaii
5(75 reviews)

$1,777.50 USD total for 3 nights

Oct 21 – 24, 2026

Kihei/Maui private home 4B/3BA Pool,Hot Tub, A/C
Kihei/Maui private home 4B/3BA Pool,Hot Tub, A/C
Kihei/Maui private home 4B/3BA Pool,Hot Tub, A/C
Kihei/Maui private home 4B/3BA Pool,Hot Tub, A/C
living room

Kihei/Maui private home 4B/3BA Pool,Hot Tub, A/C

4 bedrooms·3 baths
Wailea-Makena • Hawaii
5(9 reviews)

$5,642.38 USD total for 4 nights

Oct 31 – Nov 4, 2026

View from lanai
View of pool from lanai
Relax on the couch. If needed this is a sofa sleeper with memory foam mattress.
Ocean Views! Maui Vista - 180 steps to beach
Ocean Views! Maui Vista - 180 steps to beach

Ocean Views! Maui Vista - 180 steps to beach

2 bedrooms·2 baths
Kihei • Hawaii
5(2 reviews)

$1,538.20 USD total for 3 nights

Oct 17 – 20, 2026

Best Location! First Floor Family Friendly 2B/2B
Best Location! First Floor Family Friendly 2B/2B
Best Location! First Floor Family Friendly 2B/2B
Open floor-plan helps all members of the family and friends to be in the same space
Plenty of seating around the kitchen and the dinning table for family meals and socializing

Best Location! First Floor Family Friendly 2B/2B

2 bedrooms·2 baths
Kihei • Hawaii
5(2 reviews)

$2,093.98 USD total for 5 nights

Sep 29 – Oct 4, 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)

$737.62 USD total for 3 nights

Sep 29 – Oct 2, 2026

Kamaole Beach II, looking south. Ten minute walk from the suite.
Sleek kitchen remodel. Granite, porcelain, new everything!
Glass top range, microwave w/exhaust fan.
Living area view from kitchen.
Living area, cafe table, front door.

South Kihei Guest Suite - Quiet Private Convenient

1 bedroom·1 bath
Kihei • Hawaii
4.99(151 reviews)

$1,519.65 USD total for 6 nights

Oct 2 – 8, 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!
Brand NEW high-end KING size Mattress and Platform Bed! New Tommy Bahama Beach Chairs in the closet.
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)

$890.73 USD total for 3 nights

Sep 29 – Oct 2, 2026

Decorated with bright tropical ocean colors.
Located directly across from Kamaole II Beach in Sunny Kihei!
Well stocked Chef's Kitchen with every possible amenity!
Luxury queen bed, Smart TV, ceiling fan, USB charging stations.
Walk-out Garden Lanai! Enjoy your morning coffee while listening to the birds.

Kihei Akahi - Amazing Location

1 bedroom·1 bath
Kihei • Hawaii
5(13 reviews)

$1,635.97 USD total for 4 nights

Sep 29 – Oct 3, 2026

Maui Banyan T204
Maui Banyan T204
Maui Banyan T204
Maui Banyan T204
Condo Next to Wailea image 5

Maui Banyan T204

1 bedroom·1 bath
Kihei • Hawaii
4.9(105 reviews)

$660.83 USD $599.51 USD total for 3 nights

Sep 29 – Oct 2, 2026

Aloha and welcome to your dream Maui vacation!
We have fully stocked kitchen so that you can easily prepare your favorite meal.
Stock the fridge with your favorite food and drinks.
Enjoy your meal at the table with enough room for 4 people.
Nice seating area to spend an evening.

Tranquil 1BD/2BA in South Kihei, Maui

1 bedroom·2 baths
Kihei • Hawaii
5(82 reviews)

$2,341.32 USD total for 5 nights

Oct 29 – Nov 3, 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 2 bedrooms, 2 bathrooms 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 ceiling fans and a split AC system make your stay comfortable.

Comfortable 2BR/2BA in South Kihei, Maui

2 bedrooms·2 baths
Kihei • Hawaii
5(44 reviews)

$2,545.73 USD total for 4 nights

Oct 9 – 13, 2026

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)

$1,207.73 USD total for 4 nights

Oct 9 – 13, 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)

$1,497.85 USD total for 5 nights

Oct 9 – 14, 2026

Wailea Surf Shack: Beaches, Shops & Golf!
Wailea Surf Shack: Beaches, Shops & Golf!
Wailea Surf Shack: Beaches, Shops & Golf!
Wailea Surf Shack: Beaches, Shops & Golf!
Wailea Surf Shack: Beaches, Shops & Golf! image 5

Wailea Surf Shack: Beaches, Shops & Golf!

1 bedroom·2 baths
Kihei • Hawaii
5(134 reviews)

$1,401.99 USD total for 3 nights

Oct 10 – 13, 2026

Dine with the Best Views
View from the Bar
Nothing but Ocean!
Front Lanai
Front Lanai with BBQ

Oceanfront Maui Penthouse

3 bedrooms·3 baths
Wailea-Makena • Hawaii
5(106 reviews)

$8,512.71 USD total for 5 nights

Dec 11 – 16, 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