Maui Vacation Rentals

Private Nine-Bedroom Luxury Estate with Pool and 20-Acre Arboretum
10

Excellent

·
·
9 br
·
Sleeps 20
·
Fireplace · Outdoor Space · Wifi ·
From
$8,330/night
Check availability
Property
House · 9 Beds · 11 baths
Amenities
Fireplace
Wifi
Pool
Oven
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Aloha Villas Resort | 12 Bed, 12.5 Bath
9.7

Excellent

·
·
12 br
·
Sleeps 24
·
Assigned Parking · On Site Laundry · Wifi ·
From
$6,102/night
Check availability
Property
House · 12 Beds · 13 baths
Amenities
Assigned Parking
On Site Laundry
Wifi
Oven
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Ho'omaha Kahakai - Your luxury Beach Vacation
10

Excellent

·
·
3 br
·
Sleeps 8
·
Walk In Closets · Assigned Parking · On Site Laundry ·
From
$4,401/night
Check availability
Property
Condo · 3 Beds · 4 baths
Amenities
Walk In Closets
Assigned Parking
On Site Laundry
Fitness Center
Wifi
Pool
Oven
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
*On the Beach!* Van incl. in Jan* Luxury Private Villa, Pool, Kite, SUP, Relax
9.8

Excellent

·
·
4 br
·
Sleeps 10
·
Smoking Allowed · Fireplace · Private Pool ·
From
$4,273/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Smoking Allowed
Fireplace
Private Pool
Fitness Center
Wifi
Waterfront
Ocean
Beach
Other spaces
Workspace, Kitchen
TOP ROW CENTER-GRAND WAILEA ACCESS-BEST VIEWS IN HO'OLEI
10

Excellent

·
·
3 br
·
Sleeps 8
·
Private Pool · Outdoor Space · Hot Tub ·
From
$3,896/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Private Pool
Hot Tub
Fitness Center
Wifi
Waterfront
Ocean
Beach
Pool
Other spaces
Balcony, Kitchen
Hoku at Ho'olei - Grand Wailea Resort Pools / Services / Amenities Included!
9.8

Excellent

·
·
3 br
·
Sleeps 8
·
Carpet · Outdoor Space · Assigned Parking ·
From
$3,674/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Carpet
Assigned Parking
On Site Laundry
Fitness Center
Wifi
Pool
Oven
Dishwasher
Other spaces
Balcony, Kitchen
Maluhia at Ho'olei Grand Wailea Resort -DELUXE Ocean View with Resort Privileges
9.9

Excellent

·
·
3 br
·
Sleeps 8
·
Carpet · Outdoor Space · Assigned Parking ·
From
$3,599/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Carpet
Assigned Parking
Hot Tub
Fitness Center
Wifi
Beach
Pool
Oven
Other spaces
Balcony, Kitchen
Akela at Ho'olei - Ocean View Villa with Grand Wailea Resort Access Included!

No reviews

·
·
3 br
·
Sleeps 8
·
Carpet · Walk In Closets · Outdoor Space ·
From
$3,501/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Carpet
Walk In Closets
Assigned Parking
On Site Laundry
Hot Tub
Wifi
Fitness Center
Waterfront
Other spaces
Balcony, Kitchen

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Okalani at Ho'olei Grand Wailea Resort Access and Use of Amenities is Included!
10

Excellent

·
·
3 br
·
Sleeps 8
·
Carpet · Walk In Closets · Outdoor Space ·
From
$3,438/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Carpet
Walk In Closets
Assigned Parking
Hot Tub
Fitness Center
Wifi
Beach
Pool
Other spaces
Balcony, Kitchen
Incredible wrap around corner lanai, outdoor dining + sunbathing (WBV-PH512)
10

Excellent

·
·
3 br
·
Sleeps 8
·
Ceiling Fan · On Site Laundry · Workspace ·
From
$3,349/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
On Site Laundry
Fitness Center
Wifi
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Ocean views from great room, lanai, and master suite (WBV-PH309)
10

Excellent

·
·
3 br
·
Sleeps 8
·
Ceiling Fan · Walk In Closets · On Site Laundry ·
From
$3,349/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
Walk In Closets
On Site Laundry
Fitness Center
Oven
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Private Oceanfront w pool, hot tub, sunsets and Turtles
10

Excellent

·
·
3 br
·
Private Pool · Outdoor Space · Hot Tub ·
From
$3,250/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Private Pool
Hot Tub
Fitness Center
Wifi
Waterfront
Ocean
Beach
Pool
Other spaces
Kitchen
K B M Resorts- HALE-1470 Presidential 3bd 3ba beach-front estate ac private yard

No reviews

·
·
3 br
·
Sleeps 8
·
On Site Laundry · Wifi · Waterfront ·
From
$3,163/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
On Site Laundry
Wifi
Waterfront
Ocean
Oven
Dishwasher
Air Conditioning
Furnished
Other spaces
Kitchen
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
10

Excellent

·
·
3 br
·
Sleeps 8
·
Private Pool · Walk In Closets · Hot Tub ·
From
$3,100/night
Check availability
Property
Condo · 3 Beds · 4 baths
Amenities
Private Pool
Walk In Closets
Hot Tub
Fitness Center
Wifi
Waterfront
Ocean
Beach
Other spaces
Balcony, Kitchen
Kalea at Ho'olei - Grand Wailea Resort Access and Use of Facilities Is Included
10

Excellent

·
·
3 br
·
Sleeps 8
·
Outdoor Space · Assigned Parking · Hot Tub ·
From
$3,041/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Assigned Parking
Hot Tub
Fitness Center
Wifi
Beach
Pool
Oven
Dishwasher
Other spaces
Balcony, Kitchen
Exquisitely Renovated 3 Bedroom Heated Pool Private Beachfront Home with Pool Cabana and Hot Tub Spa
10

Excellent

·
·
3 br
·
Sleeps 6
·
Private Pool · Walk In Closets · On Site Laundry ·
From
$2,995/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Private Pool
Walk In Closets
On Site Laundry
Hot Tub
Fitness Center
Waterfront
Ocean
Beach
Other spaces
Workspace, Kitchen
Luxury Oceanfront Villa, great for families or couples (WBV-B101)
9.5

Excellent

·
·
3 br
·
Sleeps 8
·
Ceiling Fan · Private Pool · Walk In Closets ·
From
$2,923/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Ceiling Fan
Private Pool
Walk In Closets
On Site Laundry
Wifi
Pool
Oven
Dishwasher
Other spaces
Workspace, Kitchen
Prime Oceanfront 3Bd/3Ba Condo - Wailea Elua #1305
10

Excellent

·
·
3 br
·
Sleeps 8
·
Outdoor Space · Assigned Parking · Hot Tub ·
From
$2,649/night
Check availability
Property
Condo · 3 Beds · 3 baths
Amenities
Assigned Parking
Hot Tub
Fitness Center
Wifi
Waterfront
Ocean
Beach
Pool
Other spaces
Balcony, Kitchen
Luxury Villa great for families/group (WBV- F201)

No reviews

·
·
3 br
·
Sleeps 8
·
Ceiling Fan · Fitness Center · Wifi ·
From
$2,641/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Ceiling Fan
Fitness Center
Wifi
Air Conditioning
Furnished
In Unit Laundry
Concierge Service
Package Service
Other spaces
Balcony, Kitchen
Luxury Villa w/ huge wraparound lanai, honed marble floors (WBV-F202)

No reviews

·
·
3 br
·
Sleeps 8
·
High Ceilings · Ceiling Fan · On Site Laundry ·
From
$2,588/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
High Ceilings
Ceiling Fan
On Site Laundry
Fitness Center
Wifi
Pool
Oven
Dishwasher
Other spaces
Balcony, Kitchen
Ho'olei 43-3; Grand Wailea Privileges; Upgraded Internet! Recently Remodeled!
9.9

Excellent

·
·
3 br
·
Sleeps 8
·
Walk In Closets · Outdoor Space · On Site Laundry ·
From
$2,579/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Walk In Closets
On Site Laundry
Hot Tub
Fitness Center
Wifi
Beach
Pool
Oven
Other spaces
Kitchen
Luxurious villa w/ large lanai and panoramic ocean views
10

Excellent

·
·
3 br
·
Sleeps 8
·
Wifi · Pool · Furnished ·
From
$2,549/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Wifi
Pool
Furnished
In Unit Laundry
Swimming Pool
Concierge Service
Fitness Center
Other spaces
Kitchen
Your Maui Adventure Starts Here! 3 Relaxing Units, Near Grand Wailea Luau
10

Excellent

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,515/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
3 x Ocean View 2BR 2 Bath Villa at Palms at Wailea Maui by Outrigger

No reviews

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,515/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
YOUR OWN PRIVATE MAUI PARADISE! BEACHFRONT MOANA HIDEAWAY!!
9.9

Excellent

·
·
4 br
·
Sleeps 8
·
Free Parking · Private Pool · Hot Tub ·
From
$2,498/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Free Parking
Private Pool
Hot Tub
Fitness Center
Wifi
Waterfront
Ocean
Beach
Other spaces
Workspace, Kitchen
4 x Ocean View 1BR 2 Bath Villa at Palms at Wailea Maui by Outrigger

No reviews

·
·
4 br
·
Sleeps 16
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,466/night
Check availability
Property
House · 4 Beds · 8 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Dream Getaway! 4 Beautiful Units, Minutes to Wailea Beach Path

No reviews

·
·
4 br
·
Sleeps 16
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,466/night
Check availability
Property
House · 4 Beds · 8 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Outdoor Pool w/Loungers! 4 Relaxing Units, Full Kitchen, Pool

No reviews

·
·
4 br
·
Sleeps 16
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,466/night
Check availability
Property
House · 4 Beds · 8 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Escape Those Winter Blues at Our Ultra-Luxe Plunge Pool Villa; Fully Redecorated & Updated!
10

Excellent

·
·
3 br
·
Sleeps 8
·
Private Pool · Assigned Parking · Hot Tub ·
From
$2,450/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Private Pool
Assigned Parking
Hot Tub
Fitness Center
Waterfront
Ocean
Beach
Pool
Other spaces
Workspace, Balcony, Kitchen
PREMIER PANORAMIC OCEAN VIEWS! WBV I503
9.7

Excellent

·
·
3 br
·
Sleeps 8
·
Walk In Closets · Hot Tub · Fitness Center ·
From
$2,406/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Walk In Closets
Hot Tub
Fitness Center
Wifi
Waterfront
Ocean
Beach
Pool
Other spaces
Balcony, Kitchen
TOP FLOOR OCEAN VIEWS AND TOP TIER LUXURY! SANDCASTLES SUITE L509
10

Excellent

·
·
4 br
·
Sleeps 8
·
Carpet · Outdoor Space · Assigned Parking ·
From
$2,400/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Carpet
Assigned Parking
On Site Laundry
Hot Tub
Wifi
Fitness Center
Waterfront
Ocean
Other spaces
Workspace, Balcony, Kitchen
Kihei Like You've Never Seen It! 3 Spacious Units, Near Shops of Wailea

No reviews

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,397/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
SPECTACULAR TOP FLOOR OCEAN VIEWS! ORIENT PACIFIC J505!
10

Excellent

·
·
3 br
·
Sleeps 6
·
Assigned Parking · Hot Tub · Workspace ·
From
$2,395/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Assigned Parking
Hot Tub
Fitness Center
Waterfront
Ocean
Beach
Pool
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
I.P.M PRESENTS: VILLA E102 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY
8.6

Very good

·
·
3 br
·
Hardwood Floor · Free Parking · Walk In Closets ·
From
$2,378/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Hardwood Floor
Free Parking
Walk In Closets
Fitness Center
Wifi
Pool
Oven
Dishwasher
Other spaces
Workspace, Kitchen
Maui Dream! 3 Modern Units w/Full Kitchens, Private Lanai w/BBQ Grill

No reviews

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,353/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Outdoor Pool w/Loungers! 3 Comfortable Units, Full Kitchen, Pool

No reviews

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,348/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
3 x 1 Garden View Deluxe 2 BR Villa at Palms at Wailea Maui by Outrigger

No reviews

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,348/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Gorgeous Oceanfront Paia Bay Home
10

Excellent

·
·
2 br
·
Sleeps 4
·
Wifi · Waterfront · Ocean ·
From
$2,343/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Wifi
Waterfront
Ocean
Beach
Oven
Dishwasher
Air Conditioning
Furnished
Other spaces
Kitchen
Villa Moana 4 Bedroom

No reviews

·
·
4 br
·
Sleeps 8
·
Mountains · On Site Laundry · Wifi ·
From
$2,338/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Mountains
On Site Laundry
Wifi
Waterfront
Ocean
Beach
Oven
Dishwasher
Other spaces
Balcony, Kitchen
ASTOUNDING PANORAMIC VIEWS!! EXPERIENCE MER ET SOLEIL K408 AT WAILEA BEACH VILLAS!!
10

Excellent

·
·
4 br
·
Sleeps 8
·
Mountains · Carpet · Assigned Parking ·
From
$2,295/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Mountains
Carpet
Assigned Parking
On Site Laundry
Hot Tub
Fitness Center
Waterfront
Ocean
Other spaces
Workspace, Balcony, Kitchen
DELIGHT IN EVERY MOMENT AT THE EXQUISITE SEA BREEZE J405
10

Excellent

·
·
3 br
·
Sleeps 6
·
Mountains · Assigned Parking · On Site Laundry ·
From
$2,295/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Mountains
Assigned Parking
On Site Laundry
Fitness Center
Waterfront
Ocean
Beach
Pool
Other spaces
Workspace, Balcony, Kitchen
High Tides And Good Vibes! 3 Spacious Units, Lanai, Outdoor Pool

No reviews

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,259/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
3 x Garden View 2 BR 2 Bath Villa at Palms at Wailea Maui by Outrigger

No reviews

·
·
6 br
·
Sleeps 18
·
Ski In Ski Out · Workspace · Waterfront ·
From
$2,259/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Ski In Ski Out
Waterfront
Ocean
Beach
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
LAST MINUTE AVAILABILITY! BEAUTIFUL OCEAN VIEWS, INCOMPARABLE LUXURY BELLA LUNA D30
10

Excellent

·
·
3 br
·
Sleeps 6
·
Carpet · Assigned Parking · On Site Laundry ·
From
$2,250/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Carpet
Assigned Parking
On Site Laundry
Hot Tub
Fitness Center
Waterfront
Ocean
Beach
Other spaces
Workspace, Balcony, Kitchen
Makena Oceanfront 4 Bedroom Home - Spectacular Views - Great Location
9.7

Excellent

·
·
4 br
·
Sleeps 14
·
Outdoor Space · Wifi · Waterfront ·
From
$2,250/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Wifi
Waterfront
Ocean
Oven
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Luxury Oceanview Villa set amid natural, private setting of lush greenery
10

Excellent

·
·
3 br
·
Sleeps 8
·
Ceiling Fan · Walk In Closets · On Site Laundry ·
From
$2,249/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Ceiling Fan
Walk In Closets
On Site Laundry
Fitness Center
Wifi
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Incredible luxury home with two master suites
10

Excellent

·
·
3 br
·
Sleeps 8
·
Wifi · Pool · Air Conditioning ·
From
$2,239/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Swimming Pool
Concierge Service
Fitness Center
Other spaces
Kitchen
Kamaole Villa is a Beachfront Home on a Golden Sand Beach
9.8

Excellent

·
·
3 br
·
Sleeps 6
·
Private Pool · Outdoor Space · Hot Tub ·
From
$2,200/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Private Pool
Hot Tub
Fitness Center
Wifi
Waterfront
Ocean
Beach
Pool
Other spaces
Kitchen
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views
10

Excellent

·
·
4 br
·
Sleeps 8
·
Hot Tub · Fitness Center · Waterfront ·
From
$2,199/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Hot Tub
Fitness Center
Waterfront
Ocean
Beach
Oven
Dishwasher
Air Conditioning
Other spaces
Kitchen
LUXURIOUS SERENITY HOUSE POOL VILLA D102! UNBEATABLE LOCATION!
9.5

Excellent

·
·
3 br
·
Sleeps 8
·
Private Pool · Assigned Parking · Hot Tub ·
From
$2,198/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Private Pool
Assigned Parking
Hot Tub
Fitness Center
Waterfront
Ocean
Beach
Pool
Other spaces
Workspace, Balcony, Kitchen
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Updated: March 25, 2023

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