Holiday rentals near Waihee Ridge Trail

We found 10,886 holiday rentals — enter your dates for availability

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January 2026

February 2026

If you'd like to stay close to Waihee Ridge Trail, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include parking and a washer and dryer. At the end of the day, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Waihee Ridge Trail

Showing deals for:10 Apr - 17 Apr

Exceptional

(194 reviews)

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Kihei

7% off

for 7 nights, 1 apartment

AU$775 per night

includes taxes & fees

Gorgeous open concept living/dining overlooking lanai. Queen sleeper sofa

Exceptional

(160 reviews)

Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Kihei

7% off

for 7 nights, 1 apartment

AU$394 per night

includes taxes & fees

Street view showing off-street parking and front lanais with viewing deck

Exceptional

(40 reviews)

PRIVATE HOUSE ON MAUI / 3 BEDROOMS / 5MIN TO BEACH /UPGRADED WAILEA / KIHEI HI.

Kihei

7% off

for 7 nights, 1 home

AU$1,509 per night

includes taxes & fees

Exceptional

(94 reviews)

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Kihei

7% off

for 7 nights, 1 home

AU$1,507 per night

includes taxes & fees

Exceptional

(90 reviews)

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Paia

7% off

for 7 nights, 1 apartment

AU$506 per night

includes taxes & fees

Exceptional

(102 reviews)

PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002

Kihei

8% off

for 7 nights, 1 apartment

AU$1,841 per night

includes taxes & fees

GORGEOUS RARE CORNER UNIT- beautiful renovation highlights turquoise ocean views

Exceptional

(78 reviews)

SUGAR BEACH BLISS - NEW REDESIGN - Luxury Beachfront CORNER + NEW 5 STAR!

Kihei

7% off

for 7 nights, 1 apartment

AU$570 per night

includes taxes & fees

Exceptional

(90 reviews)

Stunning Maui Oceanfront Oasis: 2bd/2bth Penthouse w/AC Menehune Shores #625

Kihei

7% off

for 7 nights, 1 apartment

AU$768 per night

includes taxes & fees

Exceptional

(123 reviews)

SPRING BREAK SPECIAL, 239 OCEANFRONT walkout 1bdrm 2ba sleeps 4, pool & beach.

Lahaina

7% off

for 7 nights, 1 apartment

AU$492 per night

includes taxes & fees

Exceptional

(152 reviews)

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kihei

6% off

for 7 nights, 1 apartment

AU$605 per night

includes taxes & fees

Exceptional

(17 reviews)

Beautiful Kamaole Sands Oceanview Condominium - Xmas is available!!

Kihei

8% off

for 7 nights, 1 apartment

AU$544 per night

includes taxes & fees

Wonderful

(80 reviews)

Ocean Front Napili Point C25 Great Views Turtles Whales & Sunsets from Lanai A/C

Lahaina

7% off

for 7 nights, 1 apartment

AU$1,028 per night

includes taxes & fees

Exceptional

(26 reviews)

Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel

Kihei

7% off

for 7 nights, 1 apartment

AU$796 per night

includes taxes & fees

Excellent

(39 reviews)

~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!

Kihei

8% off

for 7 nights, 1 apartment

AU$464 per night

includes taxes & fees

Exceptional

(207 reviews)

The Best Ocean View Studio Condo at the Royal Kahana Oceanfront Resort

Kahana

7% off

for 7 nights, 1 apartment

AU$438 per night

includes taxes & fees

Exceptional

(163 reviews)

Mahana 717, Your Romantic Oceanfront Condo Awaits

Lahaina

8% off

for 7 nights, 1 apartment

AU$824 per night

includes taxes & fees

Great view of ocean & Haleakala (volcano). Not many units have both views!

Exceptional

(130 reviews)

Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!

Kihei

7% off

for 7 nights, 1 apartment

AU$861 per night

includes taxes & fees

Exceptional

(79 reviews)

Ekahi 29C, Ocean View, Steps away from the pool

Wailea

7% off

for 7 nights, 1 apartment

AU$1,000 per night

includes taxes & fees

Exceptional

(84 reviews)

Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.

Wailea

7% off

for 7 nights, 1 apartment

AU$978 per night

includes taxes & fees

Beautiful courtyard pool and view to ocean

Exceptional

(75 reviews)

A/C!15% Off Kahana Sunset 2BR/2BA Beautiful Condo Near Kaanapali Napili Kapalua

Lahaina

11% off

for 7 nights, 1 apartment

AU$827 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Waihee Ridge Trail

Kapalua Villas Maui

Sleeps 4 · 1 bedroom

Top rated rentals - Waihee Ridge Trail

Premier Host

Great value for money

Good location near the beach. Was perfect for what we needed. Would stay here again in future.

Nicholas V.

Stayed June 2023

Wonderful relaxing balcony with chairs and table

Premier Host

Amazing location

We stayed for a week at Lahaina Shores in early January. This was our first trip to Maui and we absolutely loved it. The property was just as presented on the website- no nasty surprises and there was everything you could want for a fantastic stay in the apartment. The view is fantastic and every single day we saw lots of whales swimming past our window. It is a wonderful spot to sit and have a drink and watch the world go by. The apartment is very well appointed with everything needed for cooking and relaxing on the beach. The location is excellent- just at the end of town in a wonderful quiet spot, but so close to everything as well. Only a few minutes walk into town and the shops and restaurants, although just out the back gate is a lovely place called Betty's where you can get a great meal and drink. Marge the owner was a pleasure to deal with during the booking process. We had a slight hiccup with check-in as we arrived after reception was closed which is 10pm, but this was soon resolved. This was a resort issue not an issue with the apartment. I would not hesitate to recommend this property, and we will definitely be back to stay with Marge again!

Jenny S.

Stayed Jan 2023

Living room, taken from inside the lanai sliding door

Kihei

We loved our stay, everything was exactly as described. Thanks for everything!

Clark T.

Stayed Sept 2019

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