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)

$1,118.38 USD total for 3 nights

Nov 18 – 21, 2026

Steps from the beach! Close to everything! image 1
Steps from the beach! Close to everything! image 2
Steps from the beach! Close to everything! image 3
Steps from the beach! Close to everything! image 4
Steps from the beach! Close to everything! image 5

Steps from the beach! Close to everything

1 bedroom·1 bath
Kihei • Hawaii
5(15 reviews)

$769.07 USD total for 3 nights

Nov 19 – 22, 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)

$6,338.57 USD total for 6 nights

Feb 6 – 12, 2027

Maui Vista Resort
One of 3 swimming pools on property, one per building
Entrance to the Maui Vista Resort, just across the street from the beach
Maui Vista Resort, Unit 2115 on the 1st floor, 2nd condo from the left
Well maintained gas BBQ grill area right outside the door.

Maui Vista: Paridise Found

1 bedroom·1 bath
Kihei • Hawaii

$974.03 USD total for 3 nights

Nov 12 – 15, 2026

Sunset on Charley Young Beach
Ocean views from our Lanai
Brand New LG27" Front Load Washer and Dryer, and very quiet
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)

$2,667.44 USD total for 5 nights

Dec 29, 2026 – Jan 3, 2027

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

Jan 1 – 4, 2027

Come and Enjoy Maui!
King bed featuring plush memory foam for a dreamy night's sleep with AC at your fingertips
Enjoy the tranquility of the saltwater pool just off the lanai
Tennis/Pickleball Courts
Enjoy the shade and the sun! Just off the lanai is the gated pool.

Honu Kihei

1 bedroom·1 bath
Kihei • Hawaii

$732.45 USD total for 3 nights

Nov 19 – 22, 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 Ground‑Floor Condo • 2‑Minute Walk

1 bedroom·1 bath
Kihei • Hawaii
5(101 reviews)

$737.62 USD total for 3 nights

Nov 29 – Dec 2, 2026

Wailea Studio image 1
Maui Banyan Studio T204A
Maui Banyan Studio T204A
Maui Banyan Studio T204A
Maui Banyan Studio T204A

Maui Banyan Studio T204A

0 bedrooms·1 bath
Kihei • Hawaii
4.72(130 reviews)

$654.90 USD $608.69 USD total for 3 nights

Nov 19 – 22, 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)

$1,966.40 USD total for 4 nights

Nov 12 – 16, 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)

$2,647.50 USD total for 5 nights

Nov 19 – 24, 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)

$2,897.87 USD total for 4 nights

Nov 21 – 25, 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)

$1,523.63 USD total for 4 nights

Nov 14 – 18, 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)

$2,121.44 USD total for 5 nights

Dec 5 – 10, 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

Nov 18 – 24, 2026

Newly Redesigned Condo Featuring Hawai'i Art
Living Room
Condo Information for Guests
Dining
Keawakapu Ocean View Condo

Keawakapu Ocean View Condo

2 bedrooms·1 bath
Kihei • Hawaii
4.94(149 reviews)

$1,222.73 USD total for 4 nights

Nov 12 – 16, 2026

Privacy guaranteed on the lanai! No golfers yelling fore or pool noise.
Fully stocked eat-in kitchen with pots and pans, spices, and all the essentials.
Cook if you want to or don't since you're on vacation. Monkeypod is two minutes away.
A bright and airy open plan makes it easy to spend time with friends and family.
Turn on the AC on, put your feet up, and relax after a hard day at the beach.

Wailea Oasis

2 bedrooms·2 baths
Wailea-Makena • Hawaii

$1,479.29 USD total for 4 nights

Nov 30 – Dec 4, 2026

Living Room
Living Room
Wailea Grand Champions Villa
Local Island Decor
Wailea Grand Champions Villa

Wailea Grand Champions Villa

2 bedrooms·2 baths
Wailea-Makena • Hawaii
4.94(145 reviews)

$1,333.14 USD total for 3 nights

Nov 14 – 17, 2026