Te Au Moana Luau Rentals
- From $1034 per night (USD)
VRBO
Wailea Ekahi 11F - Spectacular 2 bed\/bath Oceanview Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet Ocean View Lower Village setting / Spectacular Remodel Welcome to our renovated and beautifully decorated 11F. We ...
From $1034 per night (USD)VRBO
- From $1314 per night (USD)
Expedia
Ultimate Oceanfront Luxury - Polo Beach Club #706 in Wailea, Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Polo Beach Club 706 is an ideal home base for your tropical getaway. Make your Maui experience one to be remembered. Whe ...
From $1314 per night (USD)Expedia
- From $726 per night (USD)
VRBO
Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Maui paradise at Wailea Ekahi 21B, a fully renovated ground-floor one-bedroom/two-bath vacation condo nestled ...
From $726 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Wailea Ekolu Village | 910
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the perfect Hawaiian retreat at Wailea Ekolu Village with this stunning two-bedroom, two-bathroom ocean view re ...
From $399 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Wailea Ekolu Village | 912
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Wailea Ekolu 912 is a delightful one-bedroom, two-bathroom vacation rental that offers stunning ocean views and a relaxi ...
From $405 per night (USD)VRBO
- From $331 per night (USD)
Expedia
New Listing! Grand Champions 12, great Wailea location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your serene Wailea retreat! This charming one-bedroom, one-bathroom vacation rental offers the perfect blend ...
From $331 per night (USD)Expedia
- From $1171 per night (USD)
VRBO
Wailea Elua Village | 2108
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Elua Village #2108. This two-bedroom, two-bath residence is fully remodeled and redecorated, features ...
From $1171 per night (USD)VRBO
- From $1575 per night (USD)
Expedia
Breathtaking Ocean Views! Beach Front Luxury Penthouse, Polo Beach 2 Bed\/2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Indulge in the ultimate Maui experience at this top-floor, direct oceanfront penthouse. Unit 804 boasts a brand-new, hig ...
From $1575 per night (USD)Expedia
- From $1344 per night (USD)
VRBO
Stunning Oceanfront 1BR\/2BA Retreat with Spectacular Views - Wailea Elua 1802\n
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua 1802 - Luxurious Oceanfront Retreat Welcome to Wailea Elua 1802, a stunning oceanfront condo offering unpar ...
From $1344 per night (USD)VRBO
- From $620 per night (USD)
Expedia
Gorgeous Updated Wailea Condo Walking Distance to Beaches & Near Golf Courses
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Address for this Condo: Palms at Wailea 3200 Wailea Alanui Dr. (Unit 2105)Wailea, HI 96753 *** Professionally Cleaned C ...
From $620 per night (USD)Expedia
- From $531 per night (USD)
VRBO
Wailea Ekolu 2 Bedroom \/ 2 Bath Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax at our quiet 2 bedroom /2 bath condo with stunning views overlooking the Wailea Blue golf course all the way to th ...
From $531 per night (USD)VRBO
- From $666 per night (USD)
Expedia
Palms at Wailea Villa 1002 Garden Deluxe 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- 2nd floor, walk-up unit - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, ...
From $666 per night (USD)Expedia
- From $747 per night (USD)
VRBO
Palms at Wailea Villa 1805 Garden View 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- Ground floor unit - Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookwa ...
From $747 per night (USD)VRBO
- From $629 per night (USD)
Expedia
Palms at Wailea Villa 2203 Garden Deluxe 1 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
- Ground floor unit - Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookwa ...
From $629 per night (USD)Expedia
- From $741 per night (USD)
VRBO
Palms at Wailea Villa 1806 Garden Deluxe 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- 2nd floor, walk-up unit - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, ...
From $741 per night (USD)VRBO
- From $640 per night (USD)
Expedia
Palms at Wailea Villa 1103 Ocean View 1 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
- Ground floor unit - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookwa ...
From $640 per night (USD)Expedia
- From $566 per night (USD)
VRBO
Palms at Wailea Villa 301 Garden Deluxe 1 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
- Ground floor unit - Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookwa ...
From $566 per night (USD)VRBO
- From $806 per night (USD)
Expedia
Palms at Wailea Villa 805 Garden View 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- Ground floor unit - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookwa ...
From $806 per night (USD)Expedia
- From $908 per night (USD)
VRBO
Luxurious Wailea Ekahi 19A - Ground Floor with Ocean Views & Easy Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Wailea Ekahi 19A, a rare and spacious townhouse in the beautifully terraced Wailea Ekahi Village, located at ...
From $908 per night (USD)VRBO
- From $576 per night (USD)
Expedia
Escape to Serenity – Oceanview 1 Bedroom 2 Bath at Wailea Ekahi 48-E, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Unwind in this gorgeous second-floor, 1-bedroom, 2-bathroom corner unit with breathtaking ocean views and lush tropical ...
From $576 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Large Ocean View 2-bedroom condo with AC and WiFi in wonderful Wailea-Makena
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a ...
From $557 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Large Charming Ocean View studio in terrific Wailea with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfort meets convenience. Our spacious bedroom suite features two queen beds, a covered lanai overlooking gorgeous tro ...
From $366 per night (USD)Expedia
- From $794 per night (USD)
VRBO
Wailea Ekolu 1106 by Gather: Remodeled 2BR with Ocean Views & Resort Pools
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wailea Ekolu 1106 by Gather, exclusively offered by the Stice Team. This beautifully remodeled two-bedroom, t ...
From $794 per night (USD)VRBO
- From $638 per night (USD)
Expedia
Wailea Ekolu 1605 by Gather: Garden Condo w\/ Ocean View, Pools & BBQ Areas
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wailea Ekolu 1605 by Gather, exclusively offered by the Stice Team. This beautiful two-bedroom, two-bathroom ...
From $638 per night (USD)Expedia
- From $1861 per night (USD)
VRBO
Ho’olei 23-3 by Gather: Lux Townhome w\/ Pool, Gourmet Kitchen & Outdoor Living
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Ho’olei Residence #23-3 (L3) by Gather, an exclusive offering by the Stice Team, situated in the heart of the ...
From $1861 per night (USD)VRBO
- From $638 per night (USD)
Expedia
Oceanview Serenity Meets Modern Comfort: Discover Wailea Ekolu #402
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu #402 – Your Serene Wailea Escape! Welcome to Wailea Ekolu Village, a peaceful, terraced property located a ...
From $638 per night (USD)Expedia
- From $1249 per night (USD)
VRBO
Maui Resort Rentals: Polo Beach Club 608 – Luxurious 6th-Floor Oceanfront 2BR w\/ Stunning Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We are proud to present this luxurious 2BR/2BA oceanfront residence at Polo Beach Club–newly launched on 10/25/24 to sta ...
From $1249 per night (USD)VRBO
- From $1130 per night (USD)
Expedia
Charming Wailea Elua 806 1-bedroom condo in beautiful finishes - WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this oceanfront condo your home away from home while you visit Wailea-Makena. This gorgeous property features a ...
From $1130 per night (USD)Expedia
- From $1004 per night (USD)
VRBO
Oceanfront Wailea Resort Vistas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a wonderful ocean view from this private, second floor corner unit in highly sought after building 6 at W ...
From $1004 per night (USD)VRBO
- From $582 per night (USD)
VRBO
Stunning ocean view! 2\/2 in the heart of Wailea
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean a ...
From $582 per night (USD)VRBO
- From $1040 per night (USD)
VRBO
180 Degree Ocean View in Wailea! WE204
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Wailea Ekolu Village, unit 204! This is a top floor, FRONT LINE, two bedroom, two bath condo with a 180 degre ...
From $1040 per night (USD)VRBO
- From $2343 per night (USD)
Expedia
Luxury 3-Bedroom Wailea Beach Villa M312
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Luxury 3-Bedroom Wailea Beach ...
From $2343 per night (USD)Expedia
- From $968 per night (USD)
VRBO
WAILEA BEACH CONDO W\/ OCEAN VIEWS!! NEW RATES
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
NEWLY REMODELED BEACH CHIC CONDO with ocean views, in the heart of Wailea. Our Wailea condo offers 2 bedrooms, and 2½ ba ...
From $968 per night (USD)VRBO
- From $590 per night (USD)
Expedia
Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of Waves
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful ground floor unit was completely remodeled in 2015 and every surface is brand new. If you prefer one of ...
From $590 per night (USD)Expedia
- From $1475 per night (USD)
VRBO
Sandy Beach Front Property - Family Friendly - Luxurious - Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekahi Unit 16A, a luxurious town home (2 story) 2 bed, 2 bath corner end unit can accommodate up to 6 guests. O ...
From $1475 per night (USD)VRBO
- From $564 per night (USD)
VRBO
Fantastic Wailea Ekahi Beachfront Condo 45F
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to my sunny Wailea Paradise! This refreshed and tastefully decorated second-floor condo (Unit 45F) has fantastic ...
From $564 per night (USD)VRBO
- From $415 per night (USD)
VRBO
Remodeled 1br\/1ba Condo Steps From Mokapu Beach Ekahi #23d
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a 1 bedroom, 1 bath upper level condo for a maximum ot two people. It has been remodeled throughout, is newly fu ...
From $415 per night (USD)VRBO
- From $1489 per night (USD)
Expedia
Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is a spacious 1980 square foot, 2 bedroom/2 bath Wailea Beach Villa with a den that functions as a third bedroo ...
From $1489 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Grand Champions Wailea Condo-2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Wailea resort is located at 155 Wailea Ike Drive and is considered by many to be the most desirable spot on Maui. ...
From $512 per night (USD)VRBO
- From $768 per night (USD)
VRBO
On Wailea Blue Golf Course ⛳️with Ocean View. 🌊
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hawaii GE & TA Tax ID # G/T 006-824-3456-01 Taxes on total amount is 17.42%. Not included in the vrbo quote. Required ...
From $768 per night (USD)VRBO
- From $1357 per night (USD)
VRBO
Wailea, Oceanfront, Polo Beach Club Condo #403
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach wal ...
From $1357 per night (USD)VRBO
- From $962 per night (USD)
VRBO
Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Aloha! We are Julie and Randy and welcome to our home! We want you to enjoy the fantastic ocean views and luxury of our ...
From $962 per night (USD)VRBO
- From $563 per night (USD)
VRBO
Palms at Wailea #308 Full Renovated in 2023, Open Layout, Wifi, AC Throughout
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Palms at Wailea #308 is a 1 bedroom, 2 bath unit on the second floor with split system A/C throughout. Over April to Jun ...
From $563 per night (USD)VRBO
- From $592 per night (USD)
Expedia
Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Ekolu 310, experience breathtaking, panoramic ocean views from main living area and over-sized lanai o ...
From $592 per night (USD)Expedia
- From $762 per night (USD)
VRBO
Wailea Ekahi #8-B Partial Ocean View, Steps to Beach, Easy access to Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom Condo, Steps to Keawakapu Beach, 60 steps to Oceanfront Pool. This ground floor one bedroom two bath has a/c t ...
From $762 per night (USD)VRBO
- From $3741 per night (USD)
VRBO
FUN IN THE SUN LUXURY AT SUN SPLASH C301 AT WAILEA BEACH VILLAS!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private ...
From $3741 per night (USD)VRBO
- From $516 per night (USD)
VRBO
Wailea Gem in Paradise-Convenient-Close to Shops of Wailea,5 STAR Hotels,BEACHES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2BR,2BA Ground Floor Unit, Convenient location. This wonderful two-bedroom, two-bath, ground floor unit offers easy ac ...
From $516 per night (USD)VRBO
- From $1591 per night (USD)
VRBO
Ocean View, Close to Beach&Pool Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the luxury of a resort community while staying in a home larger than four hotel rooms!! Beach and Snow Rent ...
From $1591 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Wailea Ekolu 304 - Luxurious Front-Row Unit with Amazing Ocean & Golf Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID: TA-144-497-4592-01 FRONT-ROW UNIT - STUNNING OCEAN & GOLF COURSE VIEWS Wailea Ekolu #304 is a luxurio ...
From $514 per night (USD)VRBO
- From $568 per night (USD)
VRBO
Wailea Ekahi 31B, 1 BR\/2BA, Lower Greenbelt, Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Please read under Rules & policies-Rental Agreement the new COVID-19 Rules & Guidelines- and the Waiver of Liability Agr ...
From $568 per night (USD)VRBO
- From $1021 per night (USD)
VRBO
Modern Spacious Beachfront Luxury in Wailea. Family Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A modern 2 bedroom, 2 bath condo w. extra bunk beds and an amazing ocean view! South Maui is one of the most beautiful ...
From $1021 per night (USD)VRBO
- From $750 per night (USD)
VRBO
FULL OCEAN VIEW WAILEA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Full renovation of this condo was completed December 2020. Both bathrooms, master bedroom, as well as entire condo pain ...
From $750 per night (USD)VRBO
- From $472 per night (USD)
VRBO
Lovely Remodelled Unit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Paradise - This is a beautifully appointed ground floor, one bedroom, two bathroom vacation condominium, loca ...
From $472 per night (USD)VRBO
- From $346 per night (USD)
VRBO
Enjoy Beautiful Sunsets with this Ocean View!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NOTICE: OUR COMPLEX WILL BEGIN ROOF REPLACEMENT ON ALL BUILDINGS BEGINNING MAY 1, 2023. (Our building is scheduled Oct ...
From $346 per night (USD)VRBO
- From $1432 per night (USD)
VRBO
Wailea Condo-Grand Ocean Views over its Beach in Polo's Top Spot-1or2 Bdm option
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New HOLIDAY availability for Dec. 29 to Jan 04 dates due to cancellation. A perfect opportunity to enjoy this highest ra ...
From $1432 per night (USD)VRBO
- From $434 per night (USD)
VRBO
2BR, 2 BA Ocean View, Everything you need is here!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is our 2nd Floor, Ocean view condo. There is a condo above this unit. You have a designated parking spot directly ...
From $434 per night (USD)VRBO
- From $1751 per night (USD)
VRBO
Beachfront, Ocean Views, Ground Floor, AC, Fully Renovated | Polo Beach 108 by L
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This highly sought after 2-bedroom, 2-bathroom ground floor walkout condo in the prestigious Polo Beach Club co ...
From $1751 per night (USD)VRBO
- From $564 per night (USD)
VRBO
Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this Wailea Ekahi Condo (Unit 33C -LINKS TO OUR PERSONAL WEBSITE ARE LOCATED BELOW). Our one bedroom, one bat ...
From $564 per night (USD)VRBO
- From $324 per night (USD)
VRBO
Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The tropical splendor surrounding Grand Champion Villas is a paradise. Wailea, near Kihei is where you can play 54 ho ...
From $324 per night (USD)VRBO
- From $715 per night (USD)
Expedia
Wailea Ekahi 54A: Completely Remodeled & Panoramic Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Family has Two - Two Bedroom/Two Bathroom Units above and Below Each other in Ekahi Village. This is great for Fami ...
From $715 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Palms at Wailea 901 - Luxuriously Decorated Spacious Unit w\/ Large Private Lanai
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID: TA-144-497-4592-01 QUIET PRIVACY IN PARADISE The Palms #901 is a luxurious one-bedroom two-bath grou ...
From $427 per night (USD)VRBO
- From $372 per night (USD)
VRBO
Ocean View, Air Conditioned, 2 level Wailea Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi In ...
From $372 per night (USD)VRBO
- From $816 per night (USD)
VRBO
The Best of 'The Palms' - Panoramic Views, Private End Unit #1102
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to paradise. A private, two bedroom, non-smoking condo at the Palms at Wailea with sweeping ocean views from Mo ...
From $816 per night (USD)VRBO
- From $799 per night (USD)
Expedia
Wailea Elua Village | 1102
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This ocean view one-bedroom Wailea Elua Village condo is a great home base for experiencing the joys and beauty of south ...
From $799 per night (USD)Expedia
- From $1065 per night (USD)
VRBO
Wailea Elua Village | 1501
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wailea Elua Village 1501 is the perfect home base for exploring the sights, sounds, and tastes of Maui. This two-bedroom ...
From $1065 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Wailea Ekahi Village | 30D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the prestigious Wailea Ekahi Village, condo 30D is an exquisitely decorated island-inspired vacation rental t ...
From $549 per night (USD)Expedia
- From $1145 per night (USD)
VRBO
Wailea Elua Village | 805
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Wailea Elua 805 is a spacious and family-friendly vacation rental located along the world-famous southern coastline of M ...
From $1145 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Wailea Ekahi Village | 20H
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroo ...
From $560 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Wailea Ekahi Village | 20J
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Paradise can be found at Wailea Ekahi 20J in the heart of Wailea. This second-floor, one-bedroom vacation condo is perfe ...
From $439 per night (USD)VRBO
- From $534 per night (USD)
Expedia
Wailea Ekahi Village | 12E
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi Village 12E is a delight to the senses. A vibrant row of Bougainvillea and the sweet smell of plumeria welc ...
From $534 per night (USD)Expedia
- From $943 per night (USD)
VRBO
Wailea Elua Village | 1301
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the ultimate Hawaiian getaway when vacationing at Wailea Elua 1301. This beautifully designed vacation rental ...
From $943 per night (USD)VRBO
- From $1036 per night (USD)
VRBO
Luxury Vacation Rental in Wailea Beachfront - Exclusive Polo Beach Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Polo Beach Club... Whether you are planning a romantic getaway for two or a family vacation, you will find everythin ...
From $1036 per night (USD)VRBO
- From $462 per night (USD)
VRBO
Best Value in Maui
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to your tropical paradise! Experience the luxury of a 5-star resort without the hefty price tag ! With a Tommy B ...
From $462 per night (USD)VRBO
- From $649 per night (USD)
VRBO
STUNNING OCEAN VIEW CONDO! Fully Remodeled! Ground!Private!Bunks!Large Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
EKAHI 51B Wailea Ekahi 51B is a luxury high end condo in the highly sought after ocean front complex Wailea Ekahi Vill ...
From $649 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Summer Special! Perfect Couple Retreat! Stylish Renovated Top Floor Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Summer Special! Perfect Couple Retreat! Enjoy Sweeping Ocean Views High End Top Floor Remodel TOP FLR OCEAN VIEW BE ...
From $256 per night (USD)VRBO
- From $626 per night (USD)
Expedia
Amazing view, Close to the beach, Wailea Ekahi Unit 20i
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Condo 1 bedroom, 2 bath (sleeps 4) PRIME location on the front row in lower Wailea Ekahi, Wailea. Listen to the sound of ...
From $626 per night (USD)Expedia
- From $695 per night (USD)
VRBO
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Paradise!! This 2 Bed, 2 Bath Luxury Ekahi Village Unit is impeccably appointed and maintained. Starting Su ...
From $695 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Ekahi 37A Tropical Townhouse, Partial Ocean View. Sleeps 2 Adults + 2 Kids
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience your dream vacation for a romantic getaway or for the whole family. 5 Minutes walk to the beach through lus ...
From $430 per night (USD)Expedia
- From $784 per night (USD)
VRBO
GC 179 Relaxing 3Bedroom Wailea Condo w AC Pools Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu’au, ...
From $784 per night (USD)VRBO
- From $1283 per night (USD)
VRBO
I.P.M PRESENTS: Penthouse K108 - GREAT RATES! FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1283 per night (USD)VRBO
- From $401 per night (USD)
VRBO
Wailea Ekahi #45-E Ocean View Beachfront Resort Great Rates, Pool, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi #45-E is a 1 bedroom, 2 bath unit on the second floor and has an ocean view, fully-equipped kitchen, washer ...
From $401 per night (USD)VRBO
- From $492 per night (USD)
VRBO
~This is Wailea Living~
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is Wailea Living! Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis C ...
From $492 per night (USD)VRBO
- From $512 per night (USD)
VRBO
Ocean, Greenbelt and Haleakala view Ekahi 33E
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's ...
From $512 per night (USD)VRBO
- From $832 per night (USD)
Expedia
Largest Two Bedroom\/ Two Bath in the Village, Sleeps Eight & Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in the lower village, ground floor unit #20C has two lanais and a patio. The condo is surrounded by a private, ...
From $832 per night (USD)Expedia
- From $718 per night (USD)
VRBO
Fall Special! Luxury Wailea Condo - Beautiful Ocean & Golf Views, Multi Zone AC.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Olu’olu (meaning a “happy" home, in Hawaiian), which it will always be! Enjoy beautiful Wailea, in South Maui ...
From $718 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Wailea Ekahi Village | 7A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
In a quiet corner, close to the ocean and resort’s pool pavilion, Wailea Ekahi Village 7A offers a place to relax and un ...
From $439 per night (USD)Expedia
- From $2153 per night (USD)
VRBO
I.P.M PRESENTS: VILLA E102 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $2153 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Wailea Grand Champions | 75
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxu ...
From $613 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for famili ...
From $600 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Beautiful 1 bedroom condo. Private ocean-view lanai overlooking fairway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Please come support the Island of Maui * South Maui specifically is open and welcomes visitors! Following the fires on ...
From $365 per night (USD)Expedia
- From $1464 per night (USD)
VRBO
I.P.M PRESENTS: PH-I203 - OCEAN VIEWS AND NEW DECOR. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1464 per night (USD)VRBO
- From $476 per night (USD)
VRBO
Fantastic ALL NEWLY DECORATED Wailea condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
WELCOME to The Palms at Wailea, Unit 202 - your home away from home! This unit has been completely refurbished and newly ...
From $476 per night (USD)VRBO
- From $865 per night (USD)
VRBO
GC 124 3Bedroom Wailea Condo w AC Pool Hot Tub Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu’au, ...
From $865 per night (USD)VRBO
- From $1023 per night (USD)
VRBO
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Sun, fun and the Hawaiian Island lifestyle is waiting for you! Our townhouse is located in the beautiful beach front pr ...
From $1023 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Million Dollar Views...Affordable Rates...Traveling on a Budget?
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The view will take your breath away from the second you walk in until you leave. On the slopes of Haleakala, this second ...
From $425 per night (USD)VRBO
- From $1917 per night (USD)
VRBO
I.P.M PRESENTS: VILLA F101 - PRIVATE POOL + YARD! FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1917 per night (USD)VRBO
- From $1659 per night (USD)
VRBO
August Special Rates! Elua Premier 2-Bedroom Front-Row... Oceanfront Unit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Wailea Elua #1002! This recently renovated luxury beachfront 2 bedroom/2 bath residence is located in the he ...
From $1659 per night (USD)VRBO
- From $521 per night (USD)
VRBO
Grand Champions 108 | Sunset Views + Amenities
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Grand Champions 108 stands as a beacon of refined luxury in Wailea, Maui. This meticulously remodeled one-bedroom, two-b ...
From $521 per night (USD)VRBO
- From $458 per night (USD)
VRBO
100KContemporaryHawaiian Reno in Wailea-Beach\/Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning 100K Recent Reno+New Decor for a Hawaiian Beach Vibe. Wailea is one of the most sought after resort addresses o ...
From $458 per night (USD)VRBO
- From $1537 per night (USD)
VRBO
I.P.M PRESENTS: HOOLEI 81-3. NEW REMODEL + VIEW. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1537 per night (USD)VRBO