
Te Au Moana Luau Rentals
- From $409 per night (USD)
VRBO
Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi Village #25C is a four-minute walk to Keawakapu Beach, one of the best rated beaches on Maui. It is a one b ...
From $409 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Wailea Elua #102 Beautifully Remodeled Ocean View short walk to beach, shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Elua #102 is a 2 bedroom, 2 bath ocean view unit on the second floor, with a four-minute walk to Ulua Beach which ...
From $950 per night (USD)VRBO
- From $369 per night (USD)
VRBO
Amazing Ocean Views, AC in every room, remodeled, #504
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms at Wailea 504 the most sought after complex in Wailea. Newly Remodeled, New AC in every room, Walk to Beach, ...
From $369 per night (USD)VRBO
- From $439 per night (USD)
Expedia
WAILEA EKAHI 28C 2 LANAI'S GROUND LEVEL, OCEAN VIEW
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
COMPLETELY RENOVATED WITH GREAT LOCATION . WONDERFUL MORNING AND EVENING OCEAN VIEWS. LOCATED NEXT TO ONE OF THE 'QU ...
From $439 per night (USD)Expedia
- From $492 per night (USD)
VRBO
\nNEW KITCHEN REMODEL! Amazing View!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Condo, 1 bedroom + other (See Description) 2 baths (Sleeps 4) Peace of mind is important for where you are staying. Ou ...
From $492 per night (USD)VRBO
- From $649 per night (USD)
VRBO
Experience the Magic of Maui at Ekahi 13C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our remodeled and continually updated South Maui condo sleeps up to four guests and has a lovely greenbelt & ocean view ...
From $649 per night (USD)VRBO
- From $1491 per night (USD)
VRBO
HO'OLEI #93-2-BEAUTIFULLY APPOINTED VILLA-SLEEPS 8-METICULOUS CLEANING
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2426 sq. ft) Villa That Provides Everything That You Need T ...
From $1491 per night (USD)VRBO
- From $909 per night (USD)
Expedia
Private Lanai with Ocean Views! Updated Furnishings! Polo Beach 203
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the worl ...
From $909 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Great Wailea studio Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Update: The Maui county council has approved the ban on short term rentals in areas like ours, but with an effective da ...
From $252 per night (USD)VRBO
- From $487 per night (USD)
Expedia
Wailea Serenity | 2 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Grand Champions condo (#15 in building #2) is located in the heart of beautiful Wailea, a short walk to the beach, ...
From $487 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Update: The Maui county council has approved the ban on short term rentals in areas like ours, but with an effective da ...
From $265 per night (USD)VRBO
- From $847 per night (USD)
Expedia
Stunning 2-bedroom Wailea Elua, walk to beach, ocean view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Elua #101! A spacious 2-bedroom, 2-bath condo in the heart of Wailea’s resort area. Just a 5-minute w ...
From $847 per night (USD)Expedia
- From $1561 per night (USD)
VRBO
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Your Pristine Oasis Indulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa ( ...
From $1561 per night (USD)VRBO
- From $456 per night (USD)
VRBO
Beautiful Condo -Beachfront Complex 3-4 min easy walk to beach. Grt Ocean views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
***NOTE: We respect and follow relevant Government, Vrbo, CDC and WHO best practices for cleaning and disinfection. Cov ...
From $456 per night (USD)VRBO
- From $765 per night (USD)
VRBO
Delightful Oceanfront Island Gem w/ Views, Shared Pool, Beach Access, Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi Village 5C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $765 per night (USD)VRBO
- From $1083 per night (USD)
Expedia
Bright and Luxurous Wailea Beach Villas I204
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This property is hotel zoned, and not being affected by the recent proposed legislation. Located at The Wailea Beach Vi ...
From $1083 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Redesigned 1BD/2BA Condo with Haleakala Views Near Wailea's Beaches and Dining
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Grand Champions 136 is situated in a lush tropical setting. This 1 bedroom / 2 bathroom is located on the top floor with ...
From $273 per night (USD)VRBO
- From $471 per night (USD)
Expedia
Ocean View Townhouse, Two Story, Central Air, Free Internet, & Washer & Dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu Village 410 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $471 per night (USD)Expedia
- From $1576 per night (USD)
VRBO
Hoolei Uni 31-2 Ocean view- ideal Wailea location walking to beaches and shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Dramatic ocean views, this spacious town home is approximately 2500 sq ft of interior footage and 596 sq ft of lanai spa ...
From $1576 per night (USD)VRBO
- From $623 per night (USD)
VRBO
Wailea Elua- 2 Bd/2 Bath Oceanview Condo 1 minute to Beach-6th night FREE!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
6th night free! discounts applied when booked. offer good until Dec 15th, 2025. Roomy and relaxing top floor 2 bedroom ...
From $623 per night (USD)VRBO
- From $647 per night (USD)
VRBO
Hula On In to Beach House Chic Style, Click the Video tour below!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Tax ID:TA-118-085-8368-01 For those seeking a gorgeous ocean and golf course view one bedroom, sleeps 4, please check o ...
From $647 per night (USD)VRBO
- From $655 per night (USD)
Expedia
5 Star Ocean View, Beach House Chic, Click the Video tour below!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Tax ID:TA-118-085-8368-01 Aloha Maui vacation planners, Grand Champions Villas is located in the heart of Wailea and ...
From $655 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Wailea Ekolu 804- Ocean Breathtaking Views- 1Bd 2Ba /sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Special offer for Dec 19-28th! 15 % discount Due to Last minute cancelation. Wailea Ekolu is one of most sought after pr ...
From $441 per night (USD)VRBO
- From $624 per night (USD)
Expedia
New Listing, Wailea Ekahi Village 5F, Close to Oceanfront Pool Pavilion on Keawakapu Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime Location & Ocean Vistas: Escape to Maui's paradise at Wailea Ekahi Village unit 5F. This charming 2-bedroom, 2-bat ...
From $624 per night (USD)Expedia
- From $691 per night (USD)
VRBO
Paradise is Here! Big Ocean Views in newly remodeled luxury condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Please read full description and acknowledge house rules before booking: Condo 1504. This 2 bedroom 2 bath is perfect ...
From $691 per night (USD)VRBO
- From $1646 per night (USD)
Expedia
Wailea Beach Villas | PH307
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This deli ...
From $1646 per night (USD)Expedia
- From $1410 per night (USD)
VRBO
Very Best Deluxe Ocean View...Panoramic View....First Class!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
My wife and I are proud to offer the very best Deluxe Ocean View villa in all of Ho'olei for your vacation. Only the to ...
From $1410 per night (USD)VRBO
- From $578 per night (USD)
Expedia
Incredibly Large Polynesian Style Villa in Wailea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend your vacation in this villa like Polynesian style vacation rental located at the beautiful Palms at Wailea Resort ...
From $578 per night (USD)Expedia
- From $1089 per night (USD)
VRBO
Captivating Ocean Views from Polo Beach Club 805! Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book Your Stay and Get a $300 Gift Card! Planning a getaway? Book a stay of 5+ nights between September 24th and Novemb ...
From $1089 per night (USD)VRBO
- From $383 per night (USD)
Expedia
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This Wailea Ekolu retreat goes hand in hand with your Maui experience. Here you will find a clean, open, beautiful condo ...
From $383 per night (USD)Expedia
- From $635 per night (USD)
VRBO
Wailea Ekahi Village | 40C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi Village 40C was fully renovated in the summer of 2021. Open the windows or lanai doors and let the Maui bre ...
From $635 per night (USD)VRBO
- From $1003 per night (USD)
Expedia
Beachfront, Ocean View, Polo Beach Wailea/Makena #209
- 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 $1003 per night (USD)Expedia
- From $419 per night (USD)
VRBO
Grand Champions #65, Golf Course View, Ground Floor, Large Poolside Lanai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Grand Champions #65 is a 2 bedroom, 2 bath unit on the ground floor with a golf course view and large pool-side l ...
From $419 per night (USD)VRBO
- From $648 per night (USD)
Expedia
Elua Village Beach Front Townhomes- 2 Bdrm Premier Unit, Ocean Views, Top Rated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elua Village 2105 in the Coral Tree Residential Resort Complex. Owner Managed = better value and better service. Ple ...
From $648 per night (USD)Expedia
- From $1066 per night (USD)
VRBO
Unforgettable Maui Escape: Experience Wailea Elua 1402, Your Oceanfront Haven!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua #1402 – Oceanfront Luxury with Spectacular Views If you're searching for an exceptional oceanfront condo on ...
From $1066 per night (USD)VRBO
- From $692 per night (USD)
Expedia
Spacious Wailea Townhouse and Ocean Views! Ekahi 48A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Ekahi 48A, offering the largest floor plan with gorgeous ocean view! This beautiful 2 bedroom/2.5 bath ...
From $692 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Private and Sweet Wailea 1 BD+2 BA Grand Champions Villa
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Bldg. - 6 - Unit#54 - New Furniture! New personal amenities! new soft goods! An impeccable 1 Bedroom + 2 Bathroom parad ...
From $439 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Luxury on a Budget at Grand Champion Villas - 2 Bd+2 Bath- 6th night FREE!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
6th night free! discounts applied when booked. offer good until Dec 15th, 2025. Bldg. 13 - Unit #118 - wonderful upgrad ...
From $505 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Wailea Ekahi 40A - 5-Star South Maui Oasis
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your piece of paradise in a completely remodeled, fully furnished, ground floor unit! Our home is located in ...
From $487 per night (USD)VRBO
- From $964 per night (USD)
Expedia
Magnificent Ocean Views From Polo Beach Club 705, with Direct Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Magnificent ocean views from Polo Beach Club 705, with direct beach access! Enjoy the serenity and privacy of one of the ...
From $964 per night (USD)Expedia
- From $576 per night (USD)
VRBO
Wailea Sunset Condo -Wailea Ekolu Village #607- Summer Get Away Special
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our piece of paradise. Why stay in a resort hotel like the Four Seasons or the Grand Wailea when you can save ...
From $576 per night (USD)VRBO
- From $501 per night (USD)
Expedia
You'll Love The Ocean Views! 5 Star Hospitality! Hoʻokipa at Wailea Ekolu.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
ALOHA! Immerse yourself in the warmth of Aloha at Our Maui Condos - Ho'okipa at Wailea Ekolu Village. Discover the true ...
From $501 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Lesli's luxury Wailea Ekolu Village Condominium is a 900-square-foot, one bedroom, two bath, oceanview condo, occupying ...
From $388 per night (USD)VRBO
- From $206 per night (USD)
Expedia
TOP FLOOR CORNER PRIVATE STUDIO, LOCALLY OWNED AND MANAGED, WALK TO BEACH
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Last minute DISCOUNTED RATES We appreciate your support as a small, self managed Maui family owned rental instead of ...
From $206 per night (USD)Expedia
- From $319 per night (USD)
VRBO
CLEAN, MAUI FAMILY OWNED, PRIVATE, TOP FLOOR, Lots of amenities, Oceanview!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
DISCOUNTED RATES FOR LAST MINUTE OPENINGS We appreciate your support as a small, self managed Maui family owned rental ...
From $319 per night (USD)VRBO
- From $825 per night (USD)
Expedia
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2002 Ocean View Condo This newly remodeled in 2021 second floor 2 bedroom and 2 bathroom condo has an open ...
From $825 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Palms At Wailea 1801, 2Bd 2Bath, FULL AC, Sleep 6, New Owner, Renovated,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The fabulous Keawakapu Beach is just a short 10 min stroll. The Palms at Wailea is a gorgeous property with a large pool ...
From $586 per night (USD)VRBO
- From $658 per night (USD)
VRBO
Coastal Elegance Across from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Ekahi 20b is a 1 bedroom / 2 bath, tastefully decorated condo in the LOWER VILLAGE of the Ekahi complex, at the bottom o ...
From $658 per night (USD)VRBO
- From $412 per night (USD)
VRBO
Budget Luxury Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo-6th night FREE!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
6th night free! discounts applied when booked. offer good until Dec 15th, 2025. Fresh new upgrades - new king bed, new ...
From $412 per night (USD)VRBO
- From $1705 per night (USD)
Expedia
Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free! Thi ...
From $1705 per night (USD)Expedia
- From $1700 per night (USD)
VRBO
Tropical Luxury Villa Indoor-Outdoor Living, Gourmet Kitchen and Spa Bathrooms!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free! Thi ...
From $1700 per night (USD)VRBO
- From $406 per night (USD)
Expedia
125+ 5star REVIEWS SAYS IT ALL! All upgraded/vaulted ceil/Golf & Ocean view!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Location: Grand Champions, Wailea, South Maui, Maui, Hawaii, USA (2 miles Kihei, 13 miles airport, 1/2 mile beach.) Ac ...
From $406 per night (USD)Expedia
- From $451 per night (USD)
VRBO
Wailea Ekolu #906 Great Location, Panoramic Ocean View, Private, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu #906 is a 2 bedroom, 2 bath unit on the 2nd floor with panoramic ocean views, air conditioning, and complim ...
From $451 per night (USD)VRBO
- From $431 per night (USD)
VRBO
Luxury Ocean View Condo, Recently Completely Updated!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Perfect Wailea Ekahi condominium, tastefully renovated! Ground floor center unit, #13B. Air conditioning in the living ...
From $431 per night (USD)VRBO
- From $1929 per night (USD)
VRBO
I.P.M PRESENTS: VILLA E301 - STUNNING NEW REMODEL + FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1929 per night (USD)VRBO
- From $3820 per night (USD)
Expedia
I.P.M PRESENTS: VILLA C302 - SPECTACULAR NEW REMODEL + GREAT OCEAN VIEW!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS 24 HOUR PROFESSIONAL PROPERTY ...
From $3820 per night (USD)Expedia
- From $696 per night (USD)
VRBO
Ekahi 34F - Best Panoramic Ocean View!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi 34F in Ekahi Village - A modern vacation escape. Our fully renovated condo with spectacular views has ever ...
From $696 per night (USD)VRBO
- From $1153 per night (USD)
Expedia
Maui Villa with Lanai Views Gourmet Kitchen Elevator and Resort Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. This lovely villa is designed ...
From $1153 per night (USD)Expedia
- From $431 per night (USD)
VRBO
There is NO PLACE like Wailea especially in a two-storey townhouse! Enjoy!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WELCOME TO OUR HAWAIIAN RETREAT in Wailea! We purchased our second property in Wailea - November 2019. Enjoy your getaw ...
From $431 per night (USD)VRBO
- From $599 per night (USD)
Expedia
PERFECT Maui Getaway! Wailea Ekolu Luxury Ocean View Top Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to ocean view luxury in the heart of Wailea; welcome to your perfect Maui getaway. This 2 bedroom, 2 bathroom r ...
From $599 per night (USD)Expedia
- From $1149 per night (USD)
VRBO
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**FAMILY FRIENDLY** If you are looking for a modern, luxurious retreat in Wailea with BRAND NEW EVERYTHING, look no fur ...
From $1149 per night (USD)VRBO
- From $574 per night (USD)
Expedia
Ground-Floor Retreat Wailea Ekahi Condo #33B: Updated & Perfect for Your Escape!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi #33B – Ocean Breezes and Garden Views from Your Ground-Floor Retreat Welcome to Wailea Ekahi #33B, a beaut ...
From $574 per night (USD)Expedia
- From $569 per night (USD)
VRBO
PAW 1306 Remodeled Wailea 2BD w AC Pool Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea 1306 Spacious 2Bedroom, 2Bathroom Palms at Wailea with Ocean Views, Large Furnished Lanai for Additional ...
From $569 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Palms at Wailea 601, Perfect Location in Wailea! Ground Floor 2 Bedroom!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Palms at Wailea 601 offers the perfect location in Wailea. This 2-bedroom/2-bath ground level unit surrounded by the lus ...
From $390 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy our quiet and spacious, 2 bedroom/2 bathroom, remodeled ground floor condo. Stunning views of the ocean and our n ...
From $495 per night (USD)VRBO
- From $581 per night (USD)
Expedia
WE 504 Remodeled 2BD w Panoramic Ocean Views AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu 504 Remodeled 2Bedroom with Breathtaking Panoramic Ocean Views from the Wailea Hillside. Split AC Throughou ...
From $581 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the exclusive Wailea lifestyle in this fashionably decorated, high-end suite with incredible ocean views!!!--- Th ...
From $646 per night (USD)VRBO
- From $420 per night (USD)
VRBO
Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wifi
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions #162 is managed by people who love and spend time in Maui and want their guests to have a wonderf ...
From $420 per night (USD)VRBO
- From $682 per night (USD)
VRBO
Grand Champions in Wailea – Spacious Villa Near Pool w/ Ocean & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream Maui getaway! This beautifully remodeled upstairs three-bedroom, two-bathroom condo comfortably sl ...
From $682 per night (USD)VRBO
- From $1624 per night (USD)
Expedia
Beachfront Luxury - Polo Beach Club #707 - Amazing Views & Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Polo Beach #707 Indulge in the refined elegance of Polo Beach #707, a fully remodeled “Maui Modern Masterpiece” at the e ...
From $1624 per night (USD)Expedia
- From $668 per night (USD)
VRBO
WEK 34A Spacious Wailea Condo w AC Pool Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 34A Experience a Little Piece of Paradise at This Ground Floor 1Bedroom, 1Bathroom Condo in Wailea with Spl ...
From $668 per night (USD)VRBO
- From $335 per night (USD)
VRBO
High on a hill overlooking Ekahi with Great Ocean Views!\nSpecial Low Fall Rates!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Situated on the hill overlooking Ekahi Village, our Ekahi 46D condominium offers great views of the ocean from the livin ...
From $335 per night (USD)VRBO
- From $633 per night (USD)
VRBO
1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hyundai Santa Fe with room for five is made available to guests through Turo for $40-$60 a day. If you are interested, ...
From $633 per night (USD)VRBO
- From $1632 per night (USD)
VRBO
WELCOME TO OUR BEAUTIFULLY REMODELED & REDECORATED SEA LA VIE L510 AT WAILEA BEACH VILLAS!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on the 5th TOP FLOOR of the penthouse/tower building of the Wailea Beach Villas Resort, Sea La Vie L510, a full ...
From $1632 per night (USD)VRBO
- From $2507 per night (USD)
VRBO
FRESHLY RENOVATED, SPECTACULAR OCEAN VIEWS, ULTRA-LUXE BLUE OCEAN SUITE H401
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
H401 was just beautifully renovated and redecorated with fantastic upgrades throughout. Come and enjoy this exquisitely ...
From $2507 per night (USD)VRBO
- From $1077 per night (USD)
Expedia
Luxurious & Spacious Ground Floor Gem with Panoramic Oceanview - Wailea Elua 305
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Elua #305 – Stunning Ocean View Retreat with Luxury Comforts and Designer Finishes Experience the elegance and s ...
From $1077 per night (USD)Expedia
- From $1279 per night (USD)
VRBO
Luxurious, Modern Oceanfront Escape –Polo Beach Club 602 with Breathtaking Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach #602 Welcome to Polo Beach #602, a beautifully remodeled oceanfront condo located at the prestigious Polo Bea ...
From $1279 per night (USD)VRBO
- From $1533 per night (USD)
Expedia
Exquisite Oceanview Villa with Resort Amenities in Gated Community
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Located in highly desirable se ...
From $1533 per night (USD)Expedia
- From $567 per night (USD)
VRBO
Updated Wailea Condo in Oceanfront Complex!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your open and airy living area with breathtaking views of the picturesque foliage through your lanai door in unit ...
From $567 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Wailea Ekahi 36B: Ground Floor, Lush Garden Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 36B is a great ground floor location with lush garden views. This 1bedroom/2 bath condo offers the perfect ...
From $358 per night (USD)Expedia
- From $1623 per night (USD)
VRBO
FABULOUS FLORAL GARDENS POOL VILLA G102! PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private ...
From $1623 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions 146 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $380 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Extraordinary Molokini Views, Spectacular Renovation, New Split AC, Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu 102 is a bright and airy corner unit showcases spectacular, unobstructed forever ocean views that take in t ...
From $529 per night (USD)VRBO
- From $1266 per night (USD)
Expedia
Beautiful Ground Floor Oasis: Workspace & Serene Surroundings -Wailea Elua 2501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2501 – Ground Floor Elegance with Ocean Views and a Completely Upgraded Interior Welcome to Wailea Elua #2 ...
From $1266 per night (USD)Expedia
- From $1591 per night (USD)
VRBO
Ho'olei Villa 17-1: Luxury Retreat with Breathtaking Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Luxury at its finest! Ho'olei ...
From $1591 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Palms at Wailea #803 Fully Renovated, Partial Ocean View! Free Wifi, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea #803 has all the comforts of home in a beautiful tropical setting. This unit features a fully equipped k ...
From $530 per night (USD)Expedia
- From $1216 per night (USD)
VRBO
Captivating Tropical Escape at Wailea Elua 2202 - Breathtaking Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2202 – Ocean View Escape with Ample Space and Classic Island Comfort Welcome to Wailea Elua #2202, a seren ...
From $1216 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Wailea Ekolu Village | 1404
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekolu 1404 is a beautifully appointed one-bedroom, two-bathroom vacation rental that offers an idyllic escape in ...
From $496 per night (USD)Expedia
- From $1302 per night (USD)
VRBO
Polo Beach Club | 508
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach Club 508 is a stunning oceanfront vacation rental located in the heart of the luxurious Wailea area of Maui. ...
From $1302 per night (USD)VRBO
- From $785 per night (USD)
Expedia
Ekahi 29C, Ocean View, Steps away from the pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
"COVID-19: Dear travelers. Even though we have always maintained an exceptionally clean property, you can rest assured ...
From $785 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Romantic, Luxury, Sensual Retreat - Couples Only
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Palms at Wailea – Your Island Paradise Awaits! Located in the prestigious Wailea resort community, The ...
From $559 per night (USD)VRBO
- From $873 per night (USD)
Expedia
Custom Designed Beachfront Ocean View Condo Polo Beach 402!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Book 5 nights and enjoy the 6th night free! Valid for all new reservations arriving after 1/15/2025. This updated condo ...
From $873 per night (USD)Expedia
- From $978 per night (USD)
VRBO
Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wailea Elua #1508 – Partial Ocean Views & Comfort Near Pool Set within the prestigious Wailea Elua Village, Wailea Elua ...
From $978 per night (USD)VRBO
- From $565 per night (USD)
Expedia
Grand Champions 105 I Spacious Wailea 3bd
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene c ...
From $565 per night (USD)Expedia
- From $1418 per night (USD)
VRBO
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
RARE NOVEMBER OPENING - THANKSGIVING AVAILABLE The best location in Wailea! Quick 2-minute walk to Wailea beach, shops ...
From $1418 per night (USD)VRBO
- From $533 per night (USD)
VRBO
Wailea Ekahi 1C - Wonderful 1bd/1ba / Close to the Beach / Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Oceanfront complex, one-bedroom, one-bath, single-level, ground-floor corner unit. Quiet location. No traffic noise (you ...
From $533 per night (USD)VRBO
- From $363 per night (USD)
VRBO
Golf course-front condo with outdoor pool, hot tub, central AC, & free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Grand Champions 149 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $363 per night (USD)VRBO
- From $773 per night (USD)
Expedia
NEWLY UPDATED-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that has been nicely updated. This condo is ma ...
From $773 per night (USD)Expedia
- From $1383 per night (USD)
VRBO
Wailea Elua 1602: Oceanview Oasis W/ Easy Beach Access Amidst Tropical Splendor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Elua #1602 – Oceanfront Elegance with Stunning Views & Upgraded Interior Enjoy luxury island living at Wailea El ...
From $1383 per night (USD)VRBO
- From $618 per night (USD)
Expedia
🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions Villas -- Condo #188 Aloha! You are coming to Maui for your Dream vacation---Why not stay in a ...
From $618 per night (USD)Expedia




































































































