
Te Au Moana Luau Rentals
- From $397 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 $397 per night (USD)VRBO
- From $1310 per night (USD)
Expedia
Exquisite Spacious Wailea Beach Villas H102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Incredible Location! Ground Floor, Garden View Penthouse at the Wailea Beach Villas, steps from the pool! Beautifully a ...
From $1310 per night (USD)Expedia
- From $417 per night (USD)
VRBO
1br/1ba Condo Steps From The Pavilion pool, Mokapu Beach with beautiful views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a 1 bedroom, 1 bath upper level condo for a maximum of two people. It is well furnished and equipped, is very co ...
From $417 per night (USD)VRBO
- From $844 per night (USD)
VRBO
On Wailea Blue Golf Course ⛳️with Ocean View. 🌊
- Bedrooms:
- 1
- 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 $844 per night (USD)VRBO
- From $1811 per night (USD)
VRBO
Maui Breeze Retreat at Ho'olei! Open Sep 25-Oct 14, Oct 26-Nov 7 & Nov 26-Dec 10
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Surround yourself with the lush scenery of Maui Breeze Retreat at Ho'ol!ei, a tastefully decorated two-story villa with ...
From $1811 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of Waves
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful ground floor unit was completely remodeled in 2015 and every surface is brand new. If you prefer one of ...
From $519 per night (USD)Expedia
- From $1734 per night (USD)
VRBO
Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
'Wailea Beach Villas was named the Top Resort in Hawaii in 2014' - Conde Nast Readers Choice Award Conde Nast Traveler' ...
From $1734 per night (USD)VRBO
- From $582 per night (USD)
VRBO
Remodelled 3 Bdrm Grand Champions Villa with Full Ocean View and New Central A/C
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We're very excited to offer our returning and our new guests our Maui home, which includes full remodels to the kitchen ...
From $582 per night (USD)VRBO
- From $466 per night (USD)
VRBO
The Best of 'The Palms' - Panoramic Views, Private End Unit #1102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to paradise. A private, two bedroom, non-smoking condo at the Palms at Wailea with sweeping ocean views from Mo ...
From $466 per night (USD)VRBO
- From $3107 per night (USD)
Expedia
Wailea Beach Villas | B101
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
You will feel like a rock star in this oceanfront villa that even has a vinyl record Juke box with complimentary play! V ...
From $3107 per night (USD)Expedia
- From $1299 per night (USD)
VRBO
Wailea Elua Village | 401
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor ...
From $1299 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Wailea Ekahi 45B-Summer Special 225/Nt, New Kitch, Lrg Lanai, Pool #3 w/BBQ
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 45B is located in Building 45 on the ground floor. This lovely one bedroom, two bathroom condo has a 400 square fo ...
From $358 per night (USD)Expedia
- From $1375 per night (USD)
VRBO
Prime Beachfront on the Ground Floor, Polo Beach Wailea/Makena #104
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Polo Beach condos sleep 6 in total. Please call for very latest openings as there may be a new booking in progress. ...
From $1375 per night (USD)VRBO
- From $2540 per night (USD)
Expedia
Wailea Elua Village | 904
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wailea Elua 904 is a stunning vacation rental property that offers a luxurious island getaway. Nestled within the upscal ...
From $2540 per night (USD)Expedia
- From $791 per night (USD)
VRBO
REMODELED-LARGE LANAI-GROUND FLOOR-AC-OCEAN VIEWS-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Book with confidence, Wailea Ekahi 46 B is a brand new luxurious 1100 sq. ft. condo. This condo is managed by PMI Maui, ...
From $791 per night (USD)VRBO
- From $1447 per night (USD)
Expedia
Wailea Elua Village | 707
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll ...
From $1447 per night (USD)Expedia
- From $928 per night (USD)
VRBO
Wailea Ekahi Village | 39A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you’re seeking privacy and relaxation, Wailea Ekahi Village 39A offers a secluded Maui retreat nestled behind a lush ...
From $928 per night (USD)VRBO
- From $1271 per night (USD)
Expedia
Wailea Elua Village | 2004
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua 2004 is a luxurious vacation rental located along the shores of Maui's southern coastline. This one-bedroom, ...
From $1271 per night (USD)Expedia
- From $640 per night (USD)
VRBO
Wailea Ekahi Village | 11A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 11A offers a truly exceptional and luxurious island getaway on Maui. Situated in the prestigious Wailea res ...
From $640 per night (USD)VRBO
- From $971 per night (USD)
Expedia
Wailea Ekahi Village | 12A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 12A is an exquisite vacation rental located within the desireable area of Wailea along Maui's southern coas ...
From $971 per night (USD)Expedia
- From $640 per night (USD)
VRBO
Wailea Ekahi Village | 12C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 12C is a beautiful vacation rental nestled within the landscaped 32 acres that make up Wailea Ekahi Village ...
From $640 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Wailea Ekahi Village | 15A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walk to the beach in minutes from this ground floor condo at Wailea Ekahi Village. Slide open the glass lanai doors of ...
From $560 per night (USD)Expedia
- From $1224 per night (USD)
VRBO
Wailea Elua Village | 708
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua Village 708 is a luxurious two-bedroom, two-bathroom vacation rental located in the prestigious Wailea commu ...
From $1224 per night (USD)VRBO
- From $948 per night (USD)
Expedia
Wailea Ekahi Village | 10F
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi Village 10F is a premier vacation rental located in the heart of Wailea, Maui. This one-bedroom, two-bathro ...
From $948 per night (USD)Expedia
- From $1571 per night (USD)
VRBO
Wailea Elua 1308 - Direct Beachfront Luxury Condo in the Heart of Wailea, Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Introducing: Wailea Elua 1308. Offering a front row beachfront location, this immaculately maintained unit features unob ...
From $1571 per night (USD)VRBO
- From $785 per night (USD)
Expedia
Wailea Ekahi Village | 3A
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
For a vacation condo that feels like a private home, select this two story residence with a sunken living room and casca ...
From $785 per night (USD)Expedia
- From $1457 per night (USD)
VRBO
Wailea Elua Village | 1103
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located within short walking distance to the beach and close to the on-property pickleball court and swimming pool, Wail ...
From $1457 per night (USD)VRBO
- From $2064 per night (USD)
Expedia
Wailea Elua Village | 1604
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Expansive unobstructed views of blue Pacific waters and gentle waves will greet you each time you step out onto the lana ...
From $2064 per night (USD)Expedia
- From $608 per night (USD)
VRBO
Wailea Ekahi Village | 54B
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 54B is a luxurious one-bedroom two-bathroom vacation rental offering an exceptional blend of comfort and el ...
From $608 per night (USD)VRBO
- From $708 per night (USD)
Expedia
Fabulous Condo with Amazing Ocean Views - Building 22! Remaining 2025 $350
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui! T ...
From $708 per night (USD)Expedia
- From $1345 per night (USD)
VRBO
Wailea Elua Village | 1102
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $1345 per night (USD)VRBO
- From $1247 per night (USD)
Expedia
Wailea Elua Village | 1501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua Village 1501 is the perfect home base for exploring the sights, sounds, and tastes of Maui. This two-bedroom ...
From $1247 per night (USD)Expedia
- From $689 per night (USD)
VRBO
Wailea Ekahi Village | 30D
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the prestigious Wailea Ekahi Village, condo 30D is an exquisitely decorated island-inspired vacation rental t ...
From $689 per night (USD)VRBO
- From $819 per night (USD)
Expedia
Wailea Ekahi Village | 20H
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroo ...
From $819 per night (USD)Expedia
- From $658 per night (USD)
VRBO
Wailea Ekahi Village | 12E
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $658 per night (USD)VRBO
- From $1223 per night (USD)
Expedia
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 $1223 per night (USD)Expedia
- From $1036 per night (USD)
VRBO
Luxury Vacation Rental in Wailea Beachfront - Exclusive Polo Beach Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $499 per night (USD)
Expedia
Escape to Paradise – Your Dream Wailea Getaway Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your tropical retreat at Grand Champions Villas in Wailea, where luxury meets tranquility. Imagine unwinding ...
From $499 per night (USD)Expedia
- From $683 per night (USD)
VRBO
STUNNING OCEAN VIEW CONDO! Fully Remodeled! Ground!Private!Bunks!Large Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $683 per night (USD)VRBO
- From $998 per night (USD)
Expedia
Wailea Elua Village | 2401
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua 2401 is a stunning condo that features a large private wrap-around lanai with breathtaking ocean views. Co ...
From $998 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Best 2 Bedroom Condo In Wailea - Enjoy Paradise All Year
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Aloha and welcome to our home at The Palms at Wailea. The ocean view will take your breath away the minute you step ins ...
From $525 per night (USD)VRBO
- From $3975 per night (USD)
Expedia
Beachfront Maui Home - 4 bedroom 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Polo Beach House is a unique 3500 sq ft property with singular direct beach access to Polo Beach. Walk out of your oce ...
From $3975 per night (USD)Expedia
- From $2127 per night (USD)
VRBO
Wailea Elua Village | 1303
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
When vacationing in Wailea Elua 1303, you’ll feel pampered by the extra touches that await you in this suite featuring m ...
From $2127 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Wailea Ekolu Village | 1007
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the beauty of Maui at Wailea Ekolu 1007, a stunning two-bedroom, two-bathroom ocean view condo designed for r ...
From $552 per night (USD)Expedia
- From $1345 per night (USD)
VRBO
Wailea Elua Village | 2104
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua 2104 is a charming two-bedroom, two-bathroom condo that comfortably accommodates up to six guests. Designed ...
From $1345 per night (USD)VRBO
- From $1547 per night (USD)
Expedia
Wailea Elua Village | 2006
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua Village 2006 is a charming vacation rental that epitomizes the luxury and tranquility of Maui. This beautifu ...
From $1547 per night (USD)Expedia
- From $1345 per night (USD)
VRBO
Wailea Elua Village | 1502
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Situated near the center of the resort, Wailea Elua 1502 is siutated near the putting green and central swimming pool. J ...
From $1345 per night (USD)VRBO
- From $1129 per night (USD)
Expedia
Wailea Ekahi Village | 38F
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the heart of Wailea, Wailea Ekahi 38F is an exquisite vacation rental that offers a luxurious and serene Maui ...
From $1129 per night (USD)Expedia
- From $1515 per night (USD)
VRBO
Wailea Elua Village | 1703
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elua 1703 is a distinctive oceanfront vacation rental, perfectly situated directly in front of the renowned Ulua Beach a ...
From $1515 per night (USD)VRBO
- From $844 per night (USD)
Expedia
Wailea Elua Village | 2012
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua Village 2012 is a luxurious vacation rental located in the stunning Wailea area of Maui. This one-bedroom, t ...
From $844 per night (USD)Expedia
- From $2017 per night (USD)
VRBO
Wailea Elua Village | 1704
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua 1704 is a stunning oceanfront vacation rental located a short stroll from one of the top snorkeling beaches ...
From $2017 per night (USD)VRBO
- From $3177 per night (USD)
VRBO
Wailea Beach Villas E-302 on Wailea Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Modern living, in one of the best locations at Wailea Beach Villas, with outer island and sunset views that are unmatche ...
From $3177 per night (USD)VRBO
- From $796 per night (USD)
VRBO
Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Polo #406 is a beautiful, comfortable unit overlooking the ocean. It offers breathtaking views of Molokini, West Maui, ...
From $796 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Steps to Ocean View Pool, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Forget your worries in this spacious and serene space. First floor, family-friendly unit located steps away from a tranq ...
From $485 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi Village - Spacious one bedroom, two bath condo with a enchanting garden view located in the Upper Village. ...
From $345 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Wailea Ekahi 46F Spacious 2 bedroom 2 Bath Condo in Wailea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekahi - Beautiful Garden and Ocean Views from this comforting unit! Nice 2 bedroom, 2 bath condo over looking t ...
From $531 per night (USD)VRBO
- From $1831 per night (USD)
VRBO
Ho'olei Villas | Wailea Kapili
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This residence has been given the Hawaiian name "Wailea Kapili", which translates to "a Wailea Gathering." It is the per ...
From $1831 per night (USD)VRBO
- From $1664 per night (USD)
Expedia
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly Remodeled in 2023! Come relax and enjoy the spectacular ocean and island views in this rare three bedroom condo pe ...
From $1664 per night (USD)Expedia
- From $569 per night (USD)
VRBO
Palms at Wailea 1201! Perfect Location in Wailea!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Palms at Wailea 1201! Perfect location in Wailea! This 2-bed/2-bath condo offers the perfect getaway for families or cou ...
From $569 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Palms at Wailea 1203 Offers The Perfect Location in Wailea!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea 1203, offers the perfect location in Wailea. This 2-bedroom/2-bath ground-level unit surrounded by lush ...
From $496 per night (USD)Expedia
- From $498 per night (USD)
VRBO
Wailea Ekahi Premier 1 Bd+2Ba Condominium 20G-Adjacent to Keawakapu Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Don't miss the best that Wailea Ekahi has to offer. Ekahi 20G - newly remodeled as of August 2025. Gorgeous! Stay wi ...
From $498 per night (USD)VRBO
- From $646 per night (USD)
Expedia
Fully Remodeled Modern Island Style!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha and welcome to our condo, the Palms at Wailea 606. We’re looking forward to hosting you and making your vacation ...
From $646 per night (USD)Expedia
- From $726 per night (USD)
VRBO
NEWLY REMODELED! Partial Ocean View condo along the golf course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly remodeled 3 bedroom 2 bath condo located in the heart of Wailea is the perfect vacation oasis for your island ...
From $726 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Dramatic Ocean Views, Wailea Ekolu 407, Perfect for Couples, Renovated, Split AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the essence of Maui at Wailea Ekolu 407, a luxurious 1-bedroom, 2-bathroom condo that offers breathtaking pan ...
From $444 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Luxury 2-Bedroom with Ocean and Fairway Views Upgraded and Beautifully Decorated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury awaits you in this beautifully upgraded 2-bedroom condo. Magnificent ocean and fairway views from this beachy uni ...
From $416 per night (USD)VRBO
- From $813 per night (USD)
Expedia
Luxurious Wailea Ocean Vistas
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Completely remodeled (Dec 2022). Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, ...
From $813 per night (USD)Expedia
- From $419 per night (USD)
VRBO
Experience Wailea Ekahi 4E, Greenbelt Location, New Split-AC, Serene & Stylish!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Wailea Ekahi 4E, a serene one-bedroom, one-bathroom retreat nestled in the heart of Maui's lush Wailea coast. ...
From $419 per night (USD)VRBO
- From $1184 per night (USD)
Expedia
Elua 1310 Oceanfront - Family Managed-Full Condo Remodel Completed 9/25!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
(9/17/25) We just wrapped a full condo remodel of our oceanfront home and am bringing the unit back online! Elua 1310 i ...
From $1184 per night (USD)Expedia
- Click For Pricing
VRBO
Grand Champions Condos by KBM
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
<p>You'll find snow sports gear on site at this beach apartment. Shops at Wailea is within an easy 10-minute walk and Ul ...
Click For PricingVRBO
- From $685 per night (USD)
Expedia
Beautifully remodeled ocean view condo in Wailea WE27B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hawaii Tax ID: TA-072-016-4864-01 TMK: 210080600050 Enjoy this beautifully remodeled luxury unit at Wailea Ekahi! A sh ...
From $685 per night (USD)Expedia
- From $533 per night (USD)
VRBO
October LAST Minute SPECIAL ! Direct Ocean Front Prop Wailea Ekahi 42A 1 Bed/2B
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Imagine waking to the gentle lull of the trade winds, sunlight streaming through your lanai, and the promise of a perfec ...
From $533 per night (USD)VRBO
- From $502 per night (USD)
Expedia
Grand Champions #86 Gorgeous Views On Golf Course, Near Popular Beaches
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Wailea Grand Champions #86 is a 1 bedroom, 2 bath unit on the second floor with gorgeous ocean and golf course views. Wi ...
From $502 per night (USD)Expedia
- From $1944 per night (USD)
VRBO
Polo Beach Club | 408
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal g ...
From $1944 per night (USD)VRBO
- From $510 per night (USD)
Expedia
Wailea Ekolu 206 -Gorgeous Ocean View - AC - Close to Wailea Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
E Komo Mai to our luxury 2 bedroom unit on the 2nd floor with a beautiful ocean view and a spacious interior. From our c ...
From $510 per night (USD)Expedia
- From $1111 per night (USD)
VRBO
Wailea Elua - Ocean views paradise | Pool & AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Nestled in the scenic beauty of Wailea, this inviting condo promises a delightful escape with everything you ne ...
From $1111 per night (USD)VRBO
- From $746 per night (USD)
Expedia
Elua 2303: Gorgeous Luxe Condo, Ocean Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This property is hotel zoned, and not being affected by the recent proposed legislation. This bright and spacious condo ...
From $746 per night (USD)Expedia
- From $521 per night (USD)
VRBO
Wailea Ekahi Village 43B 1Bed/2Bath near quiet pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious one bedroom, two bath ground-floor condo is just steps away from one of four pools and a short walk throug ...
From $521 per night (USD)VRBO
- From $552 per night (USD)
Expedia
BEAUTIFUL BRAND NEW REMODEL-OCEAN VIEWS-SLEEPS 8-AC-WELL EQUIPPED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been newly remodeled. This condo is m ...
From $552 per night (USD)Expedia
- From $862 per night (USD)
VRBO
Wailea Grand Champions | 84
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wailea Grand Champions 84 is a beautifully appointed vacation rental located in the prestigious Wailea area of Maui. Thi ...
From $862 per night (USD)VRBO
- From $685 per night (USD)
Expedia
Aloha Moon - The Honeymoon Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to Aloha Moon. This calming island hideaway will have you falling in love all over again! Whether it’s your honey ...
From $685 per night (USD)Expedia
- From $581 per night (USD)
VRBO
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fall in ALOHA with Tiki Tiki!! This special studio is truly a piece of Paradise! A magical retreat that will have you f ...
From $581 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Palms at Wailea 801, your ultimate tropical getaway on the island of Maui. At over 1000 square feet, our spac ...
From $338 per night (USD)Expedia
- From $703 per night (USD)
VRBO
Spring Special! Fantastic Beachfront Wailea Ekahi 2/2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to my sunny Wailea Ekahi Paradise! This unit is a remodeled, expanded and wonderfully furnished 2 bedroom 2 bath ...
From $703 per night (USD)VRBO
- From $771 per night (USD)
Expedia
Wailea Point | 3203 | 30+ Night Luxury Stays
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Point #3203 offers a luxurious and serene retreat with stunning ocean views, located in the exclusive gated commu ...
From $771 per night (USD)Expedia
- From $1171 per night (USD)
VRBO
Maui Resort Rentals: Wailea Elua 2204 − Luxuriously Remodeled 2BR w/ Stunning Ocean Views, New Listing!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Boasting stunning panoramic views of the Pacific Ocean that extend deep into the home's living, kitchen, and dining area ...
From $1171 per night (USD)VRBO
- From $1042 per night (USD)
Expedia
Charming Oceanview Oasis: Wailea Elua 802 Surrounded by Lush Tropical Grounds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #802 – Panoramic Oceanfront Luxury, Fully Remodeled in November 2024 Welcome to Wailea Elua #802, a stunnin ...
From $1042 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Gorgeous Beachfront Condo in Wailea with Private Lanai
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*Please note Ekahi Village is a non-smoking community. Smoking is not permitted anywhere on property including patio/lan ...
From $335 per night (USD)VRBO
- From $678 per night (USD)
VRBO
Gem near Keawakapu Beach - Privacy, Ocean Views, Split A/C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The Palms at Wailea #2204 has been totally remodeled. This large condo of 1022 sq feet has soaring ceilings and stunning ...
From $678 per night (USD)VRBO
- From $545 per night (USD)
VRBO
2024 Remodel! Brand New Luxury! Ocean View! Sleeps 5! Remaining 2025 $225
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
EKAHI's NEWEST LUXURY REMODEL WITH INCREDIBLE OCEAN VIEW! This is a beautiful vacation condominium in the prestigious W ...
From $545 per night (USD)VRBO
- From $642 per night (USD)
Expedia
Gorgeous Expansive Condo in Wailea with HUGE Lanai & Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Address for this Condo: Wailea Ekahi, 3300 Wailea Alanui Dr. (Unit 51A), Kihei HI 96753 ***Professionally Cleaned Condo ...
From $642 per night (USD)Expedia
- Click For Pricing
VRBO
Ho'olei Garden View by Coldwell Banker Island Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Close to fishing, hiking and biking trails, and more, this smoke-free villa brings it all within reach. Wailea Beach ...
Click For PricingVRBO
- From $455 per night (USD)
VRBO
Tropical Wailea Retreat
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
We invite you to come and stay at our spacious suite where you can enjoy the exclusive Wailea lifestyle. Relax & restore ...
From $455 per night (USD)VRBO
- From $772 per night (USD)
VRBO
KBM Resorts | FREE CAR | Grand Champions | Remodeled 2-Bedroom Villa in the Heart of Wailea! GCH-120
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated 2-bedroom, 2-bath villa at Grand Champions Resort with ocean views, pools, tennis, shopping, and dining-perfec ...
From $772 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Panoramic Ocean View Condo on Golf Course close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our townhouse in the Wailea Ekolu Place located on the Wailea Blue Golf Course. It has a spectacular view and large lana ...
From $582 per night (USD)Expedia
- From $412 per night (USD)
VRBO
WEK 37C Wailea Retreat w AC Pool Near Beach Golf
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 37C Experience the Luxury of Wailea at Updated 1Bedroom Condo with Split AC Throughout and Comfortably Furn ...
From $412 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Grand Champions #57 Gorgeous High-end Wailea Suite on Ground Floor, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Grand Champions #57 is a spacious, bright and airy 1Bd/2Ba unit on the ground floor. It features window unit air conditi ...
From $473 per night (USD)Expedia
- Click For Pricing
VRBO
Wailea Ekahi Two Bedrooms - Garden View by Coldwell Banker Island Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Close to sailing, cycling, and more, this smoke-free condo brings it all within reach. There's convenient onsite park ...
Click For PricingVRBO
- Click For Pricing
Expedia
Wailea Ekahi One Bedrooms - Ocean View by Coldwell Banker Island Vacations
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Close to sailing, cycling, and more, this smoke-free condo brings it all within reach. Ulua Beach Park is just steps ...
Click For PricingExpedia
- From $993 per night (USD)
VRBO
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
<p>A short distance from sailing, cycling, and more, this smoke-free condo lets you experience it all. Shops at Wailea i ...
From $993 per night (USD)VRBO
- Click For Pricing
Expedia
Polo Beach Club Two Bedrooms - Sleeps 6 by Coldwell Banker Island Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Close to fishing, this smoke-free condo brings it all within reach. Polo Beach is just steps away while Wailea Beach ...
Click For PricingExpedia




































































































