Location

Dates

Guests

Vacation rentals in Wailea Makena, Hawaii, United States

A guest favorite: having dinner on the balcony and watching the sunset!

NEW - Steps to Beach • Ocean & Mountain Views image 2

Relax and enjoy the aloha spirit! Two sets of sliding doors exiting to balcony with nice views from both rooms.

Lots of counter space for cooking and baking.

Aerial view of the property showing proximately to beach. Steps to Kama'ole Beach II.

NEW - Steps to Beach • Ocean & Mountain Views

1 bedroom·2 baths

Kihei • Hawaii

$200 – $368/ night(excl. fees & taxes)

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)

$566.03 USD $528.70 USD total for 3 nights

Oct 12 – 15, 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

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 26 – 30, 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)

$890.73 USD total for 3 nights

Sep 26 – 29, 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

Living room looking at to the lanai

Kitchen dining area with pantry

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)

$719.82 USD total for 3 nights

Sep 26 – 29, 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)

$2,046.58 USD total for 5 nights

Sep 26 – Oct 1, 2026

Enjoy the tranquility of the saltwater pool just off the lanai

Come and Enjoy Maui!

King bed featuring plush memory foam for a dreamy night's sleep with AC at your fingertips

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

$707.52 USD total for 3 nights

Oct 8 – 11, 2026

Steps to Beach Condo with Ocean Views & Pool

Steps to Beach Condo with Ocean Views & Pool

Steps to Beach Condo with Ocean Views & Pool

Steps to Beach Condo with Ocean Views & Pool

Steps to Beach Condo with Ocean Views & Pool

Steps to Beach Condo with Ocean Views & Pool

1 bedroom·1 bath

Kihei • Hawaii

$3,439.00 USD total for 3 nights

Oct 2 – 5, 2026

Beach Bliss Retreat | Walk to Surf & Dining

Beach Bliss Retreat | Walk to Surf & Dining

Beach Bliss Retreat | Walk to Surf & Dining

Beach Bliss Retreat | Walk to Surf & Dining

Beach Bliss Retreat | Walk to Surf & Dining

Beach Bliss Retreat | Walk to Surf & Dining

1 bedroom·1 bath

Kihei • Hawaii

$1,099.00 USD total for 3 nights

Sep 26 – 29, 2026

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

Sep 26 – 29, 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

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

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

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

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)

$936.52 USD $862.29 USD total for 3 nights

Sep 26 – 29, 2026

Luana Kai Complex Grounds

Kihei Beaches Just Steps Away

Open Floor Concept

Beautiful Views

Luana Kai D206

1 bedroom·1 bath

Kihei • Hawaii

$956.82 USD total for 3 nights

Nov 10 – 13, 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

$809.62 USD total for 3 nights

Oct 7 – 10, 2026

Ocean Escape

0 bedrooms·1 bath

Kihei • Hawaii

5(92 reviews)

$848.99 USD total for 3 nights

Sep 26 – 29, 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 26 – 29, 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

$600.68 USD total for 3 nights

Oct 21 – 24, 2026

Unit 3B

2 bedrooms·2 baths

Kihei • Hawaii

4.97(34 reviews)

$2,411.99 USD total for 3 nights

Sep 27 – 30, 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 27 – Oct 1, 2026