230+ Vacation Rentals Near Maui Meadows

NearbyHoliday - Vacation Rentals in Maui Meadows

a bedroom with a bed and a living room at Tiki Tiki - Gorgeous Boho Beach Hideaway! in Wailea

From US $402

Tiki Tiki - Gorgeous Boho Beach Hideaway!

9.5 (35 Reviews) Apartment

The entire place is yours • 34 m² size • Swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.3km to center

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a kitchen with a table and chairs and a couch at Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! in Wailea

From US $494

Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!

9.9 (27 Reviews) Apartment

The entire place is yours • 73 m² size • Kitchen

Wailea Maui Meadows • In Maui Meadows · 1.3km to center

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a view of the ocean from the beach at Maui Vista - Kihei Kai Nani Beach Condos in Kihei

From US $318

Maui Vista - Kihei Kai Nani Beach Condos

8.0 (39 Reviews) Apartment

The entire place is yours • 59 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 3.6km to center

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a swimming pool with a stone floor and a patio at Signature Residences at Maui Banyan, Walk to Beach, Limited Offer in Wailea

From US $458

Signature Residences at Maui Banyan, Walk to Beach, Limited Offer

8.1 (24 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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a bedroom with a bed and a ceiling fan at Premier Collection at Grand Champions Wailea - Limited-Time Half Off in Wailea

From US $414

Premier Collection at Grand Champions Wailea - Limited-Time Half Off

7.4 (16 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.3km to center

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a white beach with the ocean and blue sky at Kihei Beach Paradise Steps to Sun, Sand & Snorkeling in Kihei

From US $343

Kihei Beach Paradise Steps to Sun, Sand & Snorkeling

8.5 (18 Reviews) Apartment

The entire place is yours • 59 m² size • Free private parking

Wailea Maui Meadows • In Maui Meadows · 3.6km to center

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a bathroom with a shower and a toilet and a sink at Kihei Kai Nani Resort in Kihei

From US $300

Kihei Kai Nani Resort

8.0 (23 Reviews) Apartment

The entire place is yours • 60 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.8km to center

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a balcony with a view of the ocean at Makena Surf G303, Maui on the Beach in Wailea

From US $870

Makena Surf G303, Maui on the Beach

9.5 (8 Reviews) Apartment

The entire place is yours • 96 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 4.6km to center

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Luxury Places to Stay in Maui Meadows

Over 79+ Luxury Places to Stay in or Near Maui Meadows

a view of a resort with palm trees and buildings at Fairmont Kea Lani, Maui in Wailea

From US $1100

Fairmont Kea Lani, Maui

9.1 (123 Reviews) Resort

Breakfast • On-site parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 2.9km to center

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an aerial view of a pool at a resort at Hotel Wailea, Relais & Châteaux - Adults Only in Wailea

From US $949

Hotel Wailea, Relais & Châteaux - Adults Only

9.3 (145 Reviews) Hotel

Private parking • Outdoor swimming pool • 2 restaurants

Wailea Maui Meadows • In Maui Meadows · 2.4km to center

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a pool at a resort with palm trees and a building at Andaz Maui at Wailea Resort - A Concept by Hyatt in Wailea

From US $858

Andaz Maui at Wailea Resort - A Concept by Hyatt

8.3 (58 Reviews) Resort

Breakfast • Private parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.8km to center

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an aerial view of a beach and the ocean at Four Seasons Resort Maui at Wailea in Wailea

From US $795

Four Seasons Resort Maui at Wailea

9.1 (149 Reviews) Resort

Breakfast • Private parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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an aerial view of the water park at the resort at Wailea Beach Resort - Marriott, Maui in Wailea

From US $738

Wailea Beach Resort - Marriott, Maui

9.1 (253 Reviews) Resort

Breakfast • Private parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 1.7km to center

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an aerial view of a resort with palm trees and the ocean at The Hale Pau Hana in Kihei

From US $350

The Hale Pau Hana

9.2 (107 Reviews) Resort

Free on-site parking • Outdoor swimming pool • Balcony

Wailea Maui Meadows • In Maui Meadows · 3.0km to center

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a pool at a hotel with chairs and a resort at AC Hotel by Marriott Maui Wailea in Wailea

From US $492

AC Hotel by Marriott Maui Wailea

8.3 (131 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.4km to center

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a bunch of flowers in a glass vase at Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort in Wailea

From US $716

Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort

8.2 (78 Reviews) Resort

Breakfast • Private parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 2.1km to center

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Pet-Friendly Vacation Rentals in Maui Meadows

Over 4+ Pet-Friendly Vacation Rentals in or Near Maui Meadows

a pool at a hotel with chairs and a resort at AC Hotel by Marriott Maui Wailea in Wailea

From US $492

AC Hotel by Marriott Maui Wailea Pets allowed

8.3 (131 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.4km to center

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a resort with a pool and chairs and a sunset at Residence Inn by Marriott Maui Wailea in Wailea

From US $494

Residence Inn by Marriott Maui Wailea Pets allowed

8.3 (37 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.6km to center

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a balcony with a wooden table and chairs and the ocean at Condo with Private Lanai, Ocean View and On-Site Pool! in Kihei

From US $251

Condo with Private Lanai, Ocean View and On-Site Pool! Pets allowed

8.6 (10 Reviews) Apartment

The entire place is yours • 71 m² size • On-site parking

Wailea Maui Meadows • In Maui Meadows · 4.3km to center

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a bedroom with two beds and a living room at Resort Retreat Studio-Walk to Beach, Shops, Dining with AC, WIFI in Wailea

From US $403

Resort Retreat Studio-Walk to Beach, Shops, Dining with AC, WIFI Pets allowed

9.0 (6 Reviews) Aparthotel

The entire place is yours • 26 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.5km to center

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Vacation Rentals in Maui Meadows

Over 196+ Vacation Rentals in or Near Maui Meadows

a bedroom with a bed and a living room at Tiki Tiki - Gorgeous Boho Beach Hideaway! in Wailea

From US $402

Tiki Tiki - Gorgeous Boho Beach Hideaway!

9.5 (35 Reviews) Apartment

The entire place is yours • 34 m² size • Swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.3km to center

Best Price Match

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a kitchen with a table and chairs and a couch at Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! in Wailea

From US $494

Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!

9.9 (27 Reviews) Apartment

The entire place is yours • 73 m² size • Kitchen

Wailea Maui Meadows • In Maui Meadows · 1.3km to center

Best Price Match

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a view of the ocean from the beach at Maui Vista - Kihei Kai Nani Beach Condos in Kihei

From US $318

Maui Vista - Kihei Kai Nani Beach Condos

8.0 (39 Reviews) Apartment

The entire place is yours • 59 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 3.6km to center

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a swimming pool with a stone floor and a patio at Signature Residences at Maui Banyan, Walk to Beach, Limited Offer in Wailea

From US $458

Signature Residences at Maui Banyan, Walk to Beach, Limited Offer

8.1 (24 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

Best Price Match

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a bedroom with a bed and a ceiling fan at Premier Collection at Grand Champions Wailea - Limited-Time Half Off in Wailea

From US $414

Premier Collection at Grand Champions Wailea - Limited-Time Half Off

7.4 (16 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.3km to center

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a white beach with the ocean and blue sky at Kihei Beach Paradise Steps to Sun, Sand & Snorkeling in Kihei

From US $343

Kihei Beach Paradise Steps to Sun, Sand & Snorkeling

8.5 (18 Reviews) Apartment

The entire place is yours • 59 m² size • Free private parking

Wailea Maui Meadows • In Maui Meadows · 3.6km to center

Best Price Match

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a bathroom with a shower and a toilet and a sink at Kihei Kai Nani Resort in Kihei

From US $300

Kihei Kai Nani Resort

8.0 (23 Reviews) Apartment

The entire place is yours • 60 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.8km to center

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a balcony with a view of the ocean at Makena Surf G303, Maui on the Beach in Wailea

From US $870

Makena Surf G303, Maui on the Beach

9.5 (8 Reviews) Apartment

The entire place is yours • 96 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 4.6km to center

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Resorts in Maui Meadows

Over 8+ Resorts in or Near Maui Meadows

an aerial view of the water park at the resort at Wailea Beach Resort - Marriott, Maui in Wailea

From US $738

Wailea Beach Resort - Marriott, Maui

9.1 (253 Reviews) Resort

Breakfast • Private parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 1.7km to center

Best Price Match

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an aerial view of a beach and the ocean at Four Seasons Resort Maui at Wailea in Wailea

From US $795

Four Seasons Resort Maui at Wailea

9.1 (149 Reviews) Resort

Breakfast • Private parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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a view of a resort with palm trees and buildings at Fairmont Kea Lani, Maui in Wailea

From US $1100

Fairmont Kea Lani, Maui

9.1 (123 Reviews) Resort

Breakfast • On-site parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 2.9km to center

Best Price Match

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an aerial view of a resort with palm trees and the ocean at The Hale Pau Hana in Kihei

From US $350

The Hale Pau Hana

9.2 (107 Reviews) Resort

Free on-site parking • Outdoor swimming pool • Balcony

Wailea Maui Meadows • In Maui Meadows · 3.0km to center

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a living room with couches and a table at Mana Kai Maui - Official Onsite Rental Company in Wailea

From US $690

Mana Kai Maui - Official Onsite Rental Company

8.9 (30 Reviews) Resort

Free on-site parking • Outdoor swimming pool • Balcony

Wailea Maui Meadows • In Maui Meadows · 2.1km to center

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a pool at a resort with palm trees and a building at Andaz Maui at Wailea Resort - A Concept by Hyatt in Wailea

From US $858

Andaz Maui at Wailea Resort - A Concept by Hyatt

8.3 (58 Reviews) Resort

Breakfast • Private parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.8km to center

Best Price Match

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a bunch of flowers in a glass vase at Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort in Wailea

From US $716

Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort

8.2 (78 Reviews) Resort

Breakfast • Private parking • 3 swimming pools

Wailea Maui Meadows • In Maui Meadows · 2.1km to center

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a pool at a resort with a waterfall at Ho'olei at Grand Wailea in Wailea

From US $2200

Ho'olei at Grand Wailea

10.0 (5 Reviews) Resort

Breakfast • Free on-site parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 2.3km to center

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Hotels in Maui Meadows

Over 26+ Hotels in or Near Maui Meadows

an aerial view of a pool at a resort at Hotel Wailea, Relais & Châteaux - Adults Only in Wailea

From US $949

Hotel Wailea, Relais & Châteaux - Adults Only

9.3 (145 Reviews) Hotel

Private parking • Outdoor swimming pool • 2 restaurants

Wailea Maui Meadows • In Maui Meadows · 2.4km to center

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a bedroom with a bed and a ceiling fan at Days Inn by Wyndham Maui Oceanfront in Wailea

From US $199

Days Inn by Wyndham Maui Oceanfront

8.6 (408 Reviews) Hotel

Breakfast • Free on-site parking • Balcony

Wailea Maui Meadows • In Maui Meadows · 2.0km to center

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a white beach with the ocean and blue sky at BeachFront Kihei Kai Nani - Maui Vista Deluxe Condos in Kihei

From US $490

BeachFront Kihei Kai Nani - Maui Vista Deluxe Condos

8.4 (10 Reviews) Aparthotel

The entire place is yours • 59 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.8km to center

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a living room with a couch and a table at Castle Kama'ole Sands in Wailea

From US $338

Castle Kama'ole Sands

8.0 (244 Reviews) Aparthotel

Apartments • Free on-site parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 2.4km to center

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a pool at a hotel with chairs and a resort at AC Hotel by Marriott Maui Wailea in Wailea

From US $492

AC Hotel by Marriott Maui Wailea

8.3 (131 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 1.4km to center

Best Price Match

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a living room with a view of the ocean at South Maui Ocean View Condo with Free Wifi and Parking in Wailea

From US $245

South Maui Ocean View Condo with Free Wifi and Parking

8.6 (35 Reviews) Aparthotel

The entire place is yours • 61 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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an aerial view of a building with a tennis court at Maui Banyan Vacation Club in Wailea

From US $293

Maui Banyan Vacation Club

7.7 (197 Reviews) Aparthotel

Apartments • Free on-site parking • Outdoor swimming pool

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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a white bedroom with a white bed and a ceiling fan at Updated Condo in Heart of Kihei Just 3-Min Walk to the Maui's Best Beaches in Wailea

From US $226

Updated Condo in Heart of Kihei Just 3-Min Walk to the Maui's Best Beaches

9.5 (30 Reviews) Aparthotel

The entire place is yours • 28 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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Cheap Places to Stay in Maui Meadows

Over 26+ Cheap Places to Stay in or Near Maui Meadows

a bedroom with a bed and a ceiling fan at Days Inn by Wyndham Maui Oceanfront in Wailea

From US $199

Days Inn by Wyndham Maui Oceanfront

8.6 (408 Reviews) Hotel

Breakfast • Free on-site parking • Balcony

Wailea Maui Meadows • In Maui Meadows · 2.0km to center

Best Price Match

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a house with flowers in front of it at Maui What a Wonderful World Bed & Breakfast in Wailea

From US $224

Maui What a Wonderful World Bed & Breakfast

9.0 (59 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Pet friendly

Wailea Maui Meadows • In Maui Meadows · 1.6km to center

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a white bedroom with a white bed and a ceiling fan at Updated Condo in Heart of Kihei Just 3-Min Walk to the Maui's Best Beaches in Wailea

From US $226

Updated Condo in Heart of Kihei Just 3-Min Walk to the Maui's Best Beaches

9.5 (30 Reviews) Aparthotel

The entire place is yours • 28 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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a bedroom with a bed and a ceiling fan at Walk to Beach from this Renovated Studio with King Bed and Resort-Level Amenities in Wailea

From US $232

Walk to Beach from this Renovated Studio with King Bed and Resort-Level Amenities

9.7 (3 Reviews) Aparthotel

The entire place is yours • 28 m² size • Garden

Wailea Maui Meadows • In Maui Meadows · 2.4km to center

Best Price Match

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a living room with a view of the ocean at South Maui Ocean View Condo with Free Wifi and Parking in Wailea

From US $245

South Maui Ocean View Condo with Free Wifi and Parking

8.6 (35 Reviews) Aparthotel

The entire place is yours • 61 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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a living room with a blue couch and a table at Renovated Condo - 3 Min Walk to Toes in the Sand! in Wailea

From US $268

Renovated Condo - 3 Min Walk to Toes in the Sand!

9.9 (9 Reviews) Aparthotel

The entire place is yours • 56 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.6km to center

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a balcony with a table and a view of the ocean at Hale Li'ili'i at Keawakapu #201 in Wailea

From US $266

Hale Li'ili'i at Keawakapu #201

9.1 (22 Reviews) Hotel

Balcony • View • Private bathroom

Wailea Maui Meadows • In Maui Meadows · 2.0km to center

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a bedroom with a large white bed with purple flowers on it at Maui Banyan Studio, King Bed, Steps to Kam2 Beach in Wailea

From US $262

Maui Banyan Studio, King Bed, Steps to Kam2 Beach

9.6 (5 Reviews) Aparthotel

The entire place is yours • 24 m² size • Free on-site parking

Wailea Maui Meadows • In Maui Meadows · 2.7km to center

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About Maui Meadows Vacation Rentals

Looking for places to stay in Maui Meadows? Compare top options in Wailea.

With more than 230 Maui Meadows vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Maui Meadows.

Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Maui Meadows. Prices average US $560 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in Maui Meadows, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Stay Categories in Maui Meadows

Category	Count
Vacation Rentals	196
Pool	167
Luxury Rentals	79
Cheap Rentals	26
Hotels	26
Hotels with Suites	12
Resorts	8
Pet-Friendly	4

Use These Quick Filters to Find a Vacation Rental in Maui Meadows

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Maui Meadows.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Maui Meadows. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.

Weather in Maui Meadows

Average temperatures and rainfall by month range to help plan your stay in Maui Meadows.

Mar - May

Avg High25°C / 77°F

Avg Low23°C / 74°F

Rainfall22 mm / 0.9 in

Jun - Aug

Avg High26°C / 80°F

Avg Low25°C / 77°F

Rainfall8 mm / 0.3 in

Sep - Nov

Avg High27°C / 80°F

Avg Low25°C / 77°F

Rainfall13 mm / 0.5 in

Dec - Feb

Avg High25°C / 76°F

Avg Low23°C / 74°F

Rainfall31 mm / 1.2 in

Other Places to Stay Near Maui Meadows

Maui Meadows Vacation Rental Frequently Asked Questions

There are a lot of options in Maui Meadows. If you plan on staying in the Maui Meadows area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Maui Meadows: