
Te Au Moana Luau Rentals
- From $2742 per night (USD)
VRBO
BEAUTIFUL AZURE AZUL M212 AT LUXURIOUS/BREATHTAKING WAILEA BEACH VILLAS!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Aloha and Welcome to the iconic Azure Azul M212 a newly refreshed and re-decorated Corner Ocean View Villa at Wailea Bea ...
From $2742 per night (USD)VRBO
- Click For Pricing
Expedia
Palms at Wailea Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Mediterranean aparthotel with an outdoor pool and a hot tub An outdoor pool, a hot tub, and concierge services are avail ...
Click For PricingExpedia
- From $1416 per night (USD)
VRBO
Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Features of our 2300 sq oceanview condo include: Two full master suites Second bedroom can have two twins or king size ...
From $1416 per night (USD)VRBO
- From $1306 per night (USD)
Expedia
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This villa at Ho'olei was renovated in 2024. The renovations are extensive. New extra large kitchen island with ocean vi ...
From $1306 per night (USD)Expedia
- From $1530 per night (USD)
VRBO
Stunning Ocean View Wailea Beach Villa- Book & Save
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Most popular Maui Condo Wailea Beach Villa L409 Rated Perfect . 4BR (3 Kings/1 Queen, or 2 Kings/ 2 Twins/1 Queen) 3 BA ...
From $1530 per night (USD)VRBO
- From $658 per night (USD)
Expedia
Wailea Ekolu 703 / Beautiful Ground Floor, Expansive Lanai, Ocean Views & Aircon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Indoor outdoor living with Fantastic Ocean views from this spacious 2 bed/ 2 bath ground floor private condo! Enjoy ea ...
From $658 per night (USD)Expedia
- From $3286 per night (USD)
VRBO
LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for 8
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
SeaSpirit Villa 811 at Andaz Maui at Wailea Resort is a contemporary styled, privately-owned and independently-managed 3 ...
From $3286 per night (USD)VRBO
- From $784 per night (USD)
Expedia
Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**JUST OPENED CALENDAR FOR WINTER 2026** Modern Luxury! Featured on A&E home show Vacation Rental Potential. This ...
From $784 per night (USD)Expedia
- From $692 per night (USD)
VRBO
Beautifully Updated Grand Champions 3 Bedroom Villa on Fairway with Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
MAUI IS OPEN AND WELCOMING — and eager for your travel business! Despite some rumors, short-term rentals are still legal ...
From $692 per night (USD)VRBO
- From $583 per night (USD)
Expedia
Immaculate, Luxury Comfort, Stunning Views - Hawaiian-Chic, Mid-Century Modern
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the beauty of Wailea from the moment you arrive in your spacious and stylish villa. Situated in a secluded p ...
From $583 per night (USD)Expedia
- From $773 per night (USD)
VRBO
*Stroll To The Beach Til Toes In The Sand!*Beautiful Views*Ground Floor*4 Pools*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekahi Village Two bedroom, two-bath, 1505 sq ft. completely remodeled and upgraded, ground floor condo, sleeps s ...
From $773 per night (USD)VRBO
- From $619 per night (USD)
VRBO
KBM Resorts | FREE CAR | Wailea Elua Village | Ocean view | Spacious 2-Bedroom Condo! WEV-2103
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanview 2-bedroom, 2-bath villa in Wailea Elua with gourmet kitchen, large lanai, luxe resort amenities, and beach acc ...
From $619 per night (USD)VRBO
- From $2260 per night (USD)
VRBO
20% OFF 10/25-11/1/25 BEACHFRONT WAILEA PANORAMIC OCEAN VIEWS 4Bd 3BA 3892 s.f.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
ON SALE 10/25 TO 11/1/25 TAKE 20% OFF Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208, 4 Full B ...
From $2260 per night (USD)VRBO
- From $1219 per night (USD)
VRBO
Ocean Front, Luxury, Ground Floor, Polo Beach 102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
It is time to enjoy spectacular beach front living, warm water, soft sand, and incredible sunsets from our ocean view gr ...
From $1219 per night (USD)VRBO
- From $398 per night (USD)
VRBO
Beautiful Ocean View Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will t ...
From $398 per night (USD)VRBO
- From $453 per night (USD)
VRBO
Fantastic unit! 10/10! Hear the waves from the lanai! 1 bedroom unit. Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom, smoke-free condo, is located in Ekahi Village, and is a short (less than 4 minutes) relatively flat wa ...
From $453 per night (USD)VRBO
- From $1814 per night (USD)
VRBO
Stunning Luxury Remodel I Wailea Beach Villas J206
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Beach Villas is simply the best of the best! Enter the community through the 24hr private guarded gate & drive do ...
From $1814 per night (USD)VRBO
- From $2357 per night (USD)
VRBO
The Sweet Spot - Wailea Elua 3-Bdr/3-Bath Beachfront Paradise Townhouse #1004
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
New, New, New. Major upgrades! New floors, lighting, furniture, beds, appliances, paint, lanai furniture and artwork. ...
From $2357 per night (USD)VRBO
- From $1434 per night (USD)
VRBO
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Features of our 3300 sq condo include: Two full master suites Second and Third bedroom can have two twins or king size ...
From $1434 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Heart of Wailea, Remodeled Kitchen and AC! Ekahi 45A
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Full remodel! New AC, appliances and furnishings! Wailea Ekahi 45A is a 1 bed, 2 bath condo conveniently located on the ...
From $357 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Luxury at its Best with Big Ocean Views!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Aloha & welcome to the Wailea Diamond Suite at Ekolu Village #305! The moment you step through the door you’ll know you ...
From $554 per night (USD)VRBO
- From $546 per night (USD)
VRBO
Totally renovated, closest to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
TOTALLY RENOVATED & CLOSEST TO THE BEACH!! Welcome to Ekahi 20e! Our total renovation is now complete! After a day at t ...
From $546 per night (USD)VRBO
- From $1135 per night (USD)
VRBO
Wailea Elua Fresh and Contemporary 2Bdr+2 Bath Oceanview - 6th night FREE!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
6th night free! discounts applied when booked. offer good until Dec 15th 2025. New, New, New! New paint, carpet, appli ...
From $1135 per night (USD)VRBO
- From $1810 per night (USD)
Expedia
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
One of a kind four bedroom Ho'olei home in Wailea! Breathtaking is the best word to describe this luxury townhouse-styl ...
From $1810 per night (USD)Expedia
- From $737 per night (USD)
VRBO
Wailea Elua #207 Ocean and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
New owners, and recently updated (May 2017) CLICK "Send a Message to Owner" to communicate with Steve and Robin. Loca ...
From $737 per night (USD)VRBO
- From $555 per night (USD)
VRBO
Beautiful Condo Steps to a Great Beach . Stunning Pool that is Ocean Front.
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will the ...
From $555 per night (USD)VRBO
- From $414 per night (USD)
VRBO
Summer Fill in Special 189/nt Updated Designer Condo w/ Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Grand Champions 79! Located in the lush Wailea resort area, this 1 bedroom/two bath villa has been completel ...
From $414 per night (USD)VRBO
- From $2372 per night (USD)
VRBO
ULTRA LUXURY SOLARA LUXE POOL VILLA D101, NEWLY RENOVATED, 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 $2372 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Immaculate and Chic! Come relax in our luxury unit…
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our villa......First and foremost, our condo is professionally cleaned and disinfected using best-in-class me ...
From $550 per night (USD)VRBO
- From $1872 per night (USD)
VRBO
OCEAN VIEWS AT THE EXQUISITE SEA BREEZE J405 WAILEA BEACH VILLAS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on the 4th floor of the penthouse/tower building of the Wailea Beach Villas Resort, Sea Breeze Suite offers exp ...
From $1872 per night (USD)VRBO
- From $409 per night (USD)
VRBO
Palms at Wailea - Fully Air Conditioned
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our Wailea Condo at the Palms of Wailea. Our condo is a large 1200 square foot newly renovated two bedroom, t ...
From $409 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Ekahi 8F, Oceanview Studio, extremely close to Beach and Main Pool! 2nd Floor
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Escape to paradise with stunning ocean and green belt views from the lanai of this 2nd floor studio. 8F is a fully-furni ...
From $600 per night (USD)VRBO
- From $1508 per night (USD)
VRBO
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Maui Escape is located with views of the upper pool and the spectacular surroundings. The villa's location is the p ...
From $1508 per night (USD)VRBO
- From $1486 per night (USD)
Expedia
Ocean Views! Private Oasis at Penthouse 202!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay 5 Nights, Get 1 Free – More Time to Relax Enjoy an extra night on us! Book 5 consecutive nights, and we’ll give you ...
From $1486 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Palms at Wailea #1903 Luxe Remodel, Ground Floor, Walk to Beach and Shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Why stay in a crowded hotel when you can stay in this spacious, stunning, air conditioned 5 Star condo? The Palms at Wai ...
From $439 per night (USD)VRBO
- Click For Pricing
Expedia
Grand Champions by VTrips
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Close to windsurfing, surfing, and more, this smoke-free condo brings it all within reach. Shops at Wailea is an easy ...
Click For PricingExpedia
- From $3859 per night (USD)
VRBO
DISCOUNTED OCTOBER Special - Oceanfront Private Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
State of Hawaii Transient Accommodations Tax License #TA-053-364-5312-03 County of Maui Short-Term Rental License #Hotel ...
From $3859 per night (USD)VRBO
- From $562 per night (USD)
Expedia
Maui Retreat Ekahi 50F, All YOU Need! June Discount!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The rest of JUNE $299 per night!Waiting for you to come and unwind. Just bring yourself, everything else is HERE! Towe ...
From $562 per night (USD)Expedia
- From $1263 per night (USD)
VRBO
Beachfront, Ocean View, Polo Beach Wailea/Makena #302
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Polo Beach condos sleep 6. Please call for very latest openings as there may be a new booking in progress. Polo Beac ...
From $1263 per night (USD)VRBO
- From $1072 per night (USD)
VRBO
Beachfront, Polo Beach Wailea/Makena #103, Ground Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Polo Beach condos sleep 6. Please call for very latest openings as there may be a new booking in progress. Polo Beac ...
From $1072 per night (USD)VRBO
- From $530 per night (USD)
VRBO
BEACH LUX VILLA with AWESOME VIEW! CLICK on “About this Property” for a TOUR!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
If you are looking for luxurious, yet affordable, accommodations in a premier location, you have found it. The Gran ...
From $530 per night (USD)VRBO
- From $463 per night (USD)
Expedia
OCT 16-19 199USD a nt 175 5 Star Reviews Gorgeous Remodel OCT2024 FULL AC BOSE
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
EXCITING NEW REMODEL October 2024! Welcome to my beautiful home on Maui at the Palms at Wailea! The condo is located in ...
From $463 per night (USD)Expedia
- From $654 per night (USD)
VRBO
Grand Champions 144 | Tropical Golf Resort w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Whether you are looking for a relaxing getaway or seeking adventure of all kinds, Maui is the perfect vacation spot! Gra ...
From $654 per night (USD)VRBO
- From $545 per night (USD)
Expedia
Palms at Wailea Spectacular Ocean Views with Exceptional Star Rating
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha and welcome to our retreat in Wailea, Maui, the heart of paradise. Your Hawaiian vacation will be nothing short of ...
From $545 per night (USD)Expedia
- From $1931 per night (USD)
VRBO
PANORAMIC OCEAN VIEWS AT WAILEA BEACH VILLAS M511!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Regal Mandalay M511, a top floor full ocean view 2 bedroom plus enclose-able den (3rd sleeping area), 2 bath residence, ...
From $1931 per night (USD)VRBO
- From $618 per night (USD)
Expedia
Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Grand Champions Villas are the perfect place for vacation. Set amid Wailea’s Blue Golf Course and adjoining Waile ...
From $618 per night (USD)Expedia
- From $462 per night (USD)
VRBO
WEK 40E Dream Getaway w AC Pools Beaches Golf
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 40E Spacious 1Bedroom, 2Bathroom, Wailea Condo with 4 Pools, Close to Beaches, Fine Dining, Luxury Shopping ...
From $462 per night (USD)VRBO
- From $390 per night (USD)
Expedia
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the ...
From $390 per night (USD)Expedia
- From $1159 per night (USD)
VRBO
Fabulous Ocean Views, Steps From Polo Beach, Luxury 2 Bed 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy your Maui getaway on your private lanai with incredible ocean and beach views. Fall asleep to the sound of gentle ...
From $1159 per night (USD)VRBO
- From $718 per night (USD)
VRBO
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this mag ...
From $718 per night (USD)VRBO
- From $526 per night (USD)
VRBO
EXQUISITE REMODEL-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been completely remodeled from top to ...
From $526 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Location Location Location!Ekahi 32C! Designer Remodel 2bdrm Remaining 2025 $400
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekahi Unit 32C is a beautiful vacation condominium in the prestigious area of Wailea, known as the 'sunny side' o ...
From $694 per night (USD)Expedia
- From $623 per night (USD)
VRBO
5A - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, single-level, ground-floor unit. REMODELED. ...
From $623 per night (USD)VRBO
- From $579 per night (USD)
Expedia
Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! ...
From $579 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Beautiful One Bedroom Condo with Panoramic Ocean Views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will t ...
From $463 per night (USD)VRBO
- From $840 per night (USD)
Expedia
Wailea Ekahi 14F - Best Views - 3 Minutes Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"Comfortable luxury with a magnificent view," wrote a recent guest. Wailea Ekahi 14F is an upper-floor 2-bedroom 2-bath ...
From $840 per night (USD)Expedia
- From $626 per night (USD)
VRBO
Wailea Ekahi 51E, Lowest Price, Amazing Ocean Views, Walk to Beach, Sunset View!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
View! View! View! Imagine sipping gourmet coffee while enjoying the stunning ocean views and listening to the birds chir ...
From $626 per night (USD)VRBO
- From $619 per night (USD)
VRBO
5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!\n
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, 2nd floor corner unit. This unit was offered ...
From $619 per night (USD)VRBO
- From $445 per night (USD)
VRBO
WAILEA POINT...BETTER THAN THE GRAND WAILEA AT LESS THAN HALF THE PRICE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Best Property for the Best Price at this Exclusive World Class Destination! Make this beautiful condo your next vaca ...
From $445 per night (USD)VRBO
- From $387 per night (USD)
VRBO
Beautifully Studio Condo just steps to the Beach. Stunning Ocean Front Pool.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
LOCATION, LOCATION, LOCATION- Our Studio Condo in Building 9 is just steps from the Ocean Front Pool, Pavilion and Oce ...
From $387 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Treetop Studio 2nd floor, corner unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio offers private lanai and kitchenette with sink, full size fridge and microwave. King size bed, and remodele ...
From $191 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshi ...
From $694 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Wailea Ekahi 51F Oceanview - Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our spacious Wailea Ekahi 1 bedroom, 2 bath condominium is fully appointed and includes phone, radio, high speed wi-fi i ...
From $427 per night (USD)VRBO
- From $1098 per night (USD)
VRBO
OCEANFRONT WAILEA SUNSET BUNGALOW, HOT TUB, LARGE YARD!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Sunset Bungalow is a classic 1960's beach bungalow newly renovated, updated, and re-decorated from top to bottom ...
From $1098 per night (USD)VRBO
- From $426 per night (USD)
VRBO
16B; Ocean View, Quiet Beachfront King Studio in Luxurious Wailea Ekahi Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ocean View, King Bed, quiet Ground floor Studio condo, in the beautiful Wailea Ekahi Resort, near one of the 4 private p ...
From $426 per night (USD)VRBO
- From $543 per night (USD)
Expedia
Special Rate! Palms at Wailea 102. Top to Bottom Remodel with Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you're planning a romantic getaway, family vacation, or solo retreat, now is the perfect time to book. This spec ...
From $543 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Wailea Grand Champions 168 - Complete Remodel - Amazing Golf Course/Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID: TA-144-497-4592-01 COMPLETELY REMODELED - GOLF COURSE & OCEAN VIEWS Grand Champions #168 is a impeccabl ...
From $396 per night (USD)VRBO
- From $284 per night (USD)
VRBO
1 BR Treetop Wailea , 2nd floor vaulted ceilings
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Tree Top One Bedroom, is an elegant, bright 2nd floor unit with tropical modern king bedroom, teak and rattan furnis ...
From $284 per night (USD)VRBO
- From $780 per night (USD)
VRBO
Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ekahi Ocean Studio is a studio perfectly located in the lower village of Wailea Ekahi (#8C), a lush-landscaped paradise, ...
From $780 per night (USD)VRBO
- From $969 per night (USD)
VRBO
Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
For those looking for a peaceful, comfortable home base on Maui with true beachfront access. Just steps away, you can en ...
From $969 per night (USD)VRBO
- From $374 per night (USD)
VRBO
'Best Vacation Ever' Say Our Guests! Special May Rates
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You will love this luxurious, air conditioned, two bedroom, two bath, 1300 square foot Villa! Fully furnished, with its ...
From $374 per night (USD)VRBO
- From $571 per night (USD)
VRBO
2500usd/week all in for summer/fall 2025!! Ekahi13F: views, easy beach access!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our privately-owned, 1 bedroom 2 bath, second level condo has been renovated and updated with custom built-ins and new e ...
From $571 per night (USD)VRBO
- From $704 per night (USD)
VRBO
14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Wailea Ekahi #14D is an Ocean View condominium in Wailea Ekahi's acclaimed Lower Village. There are amazing panoramic oc ...
From $704 per night (USD)VRBO
- From $537 per night (USD)
Expedia
No stairs inside or out! Beautifully remodeled Palms at Wailea 503
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom con ...
From $537 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Charming Wailea Ekahi Condominium
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our Maui vacation rental is a light and airy one-bedroom, two-bath condominium on the second floor of Ekahi's Upper Vill ...
From $366 per night (USD)VRBO
- From $611 per night (USD)
VRBO
Romantic, Luxury Condo with Spectacular Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
1 BR, 2 BA condo. Close to beach, golf, tennis, restaurants, and shopping. Aloha. We are excited to be the owners of t ...
From $611 per night (USD)VRBO
- From $454 per night (USD)
VRBO
Peaceful Island Escape Condo with four pools near all the best things in Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom + 1 Sofa bed, 1 Bath Maui Condo that Sleeps 4 - That could be your comfortable & fun home-away-from-home while ...
From $454 per night (USD)VRBO
- From $780 per night (USD)
VRBO
The Palms 1202 Huge Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Luxury Vacation Rental - Relax & Recharge Welcome to the highest sales price unit at The Palms at Wailea. The Palm ...
From $780 per night (USD)VRBO
- From $715 per night (USD)
VRBO
Wailea Ekahi 54C: Best View & New Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Family owns 2 - Two bedroom units above and below each other in Ekahi Village. This is perfect for large Family vac ...
From $715 per night (USD)VRBO
- From $2227 per night (USD)
Expedia
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $2227 per night (USD)Expedia
- From $1017 per night (USD)
VRBO
Polo Beach Club 205! Direct Ocean Front and Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Polo Beach Club 205! Direct ocean front views! Located in the highly sought-after beachfront stack. Enjoy incredible vie ...
From $1017 per night (USD)VRBO
- From $534 per night (USD)
Expedia
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Book with us and come to Maui to explore everything we have to offer! Welcome to your beautiful vacation home at Maui V ...
From $534 per night (USD)Expedia
- From $368 per night (USD)
VRBO
9B EKAHI VILLAGE-STUDIO/BATH, GARDEN VIEW - 1 MINUTE STROLL TO BEACH!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ekahi means #1 in Hawaiian and this Maui luxury complex lives up to its name. Located in Wailea, Maui – the sunny side o ...
From $368 per night (USD)VRBO
- From $881 per night (USD)
Expedia
Sale!! Gorgeous 3BR 2BA Villa in Wailea, With Ocean and Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location and views are everything when it comes to this home. Only a short walk to some of the most beautiful beaches in ...
From $881 per night (USD)Expedia
- From $372 per night (USD)
VRBO
Palms at Wailea 902 - Luxuriously Decorated, Spacious, and Very Private & Quiet
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID: TA-144-497-4592-01 QUIET PRIVACY IN PARADISE - BEAUTIFUL GARDEN/OCEAN VIEWS The Palms #902 is a luxuri ...
From $372 per night (USD)VRBO
- From $779 per night (USD)
VRBO
Where Happiness Lives!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Grand Champions Villas are nestled in a premier location of Wailea, Maui and provide the experience you would expect ...
From $779 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Ocean Views & Privacy! Best Value! Modern Ekolu Remodeled Home
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Please email or call today! “Paradise Found” RECENT TESTIMONIAL My husband and I spent 10 WONDERFUL days in this unit ...
From $473 per night (USD)VRBO
- From $610 per night (USD)
VRBO
Premier 2 Bdrm+2 Ba Paradise Condominium at Wailea Grand Champion Villas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Treat yourself to an impeccable Front-Row 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villa ...
From $610 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Enjoy Comfort in Wailea Spacious 2BD/2BA Condo with Garden Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Grand Champions 130. Beautifully decorated with an island feel you will have a true sense of home away from home. This s ...
From $407 per night (USD)VRBO
- From $296 per night (USD)
VRBO
Cozy, Well-Furnished Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax, enjoy the gentle breeze, take a deep breath and enjoy the birds, flowers and scents of Maui that surround you. O ...
From $296 per night (USD)VRBO
- From $416 per night (USD)
VRBO
Romantic 1 BR Condo with King Tempurpedic
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax, enjoy the gentle breeze, take a deep breath and enjoy the birds, flowers and scents of Maui that surround you. O ...
From $416 per night (USD)VRBO
- From $588 per night (USD)
VRBO
Panoramic Ocean View Wailea Ekahi 34D overlooking Ekahi's lush greenbelt
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Wailea Ekahi 34D is located in the lower village, on the greenbelt, with direct views of the ocean, Molokini and Kaho'ol ...
From $588 per night (USD)VRBO
- From $1463 per night (USD)
VRBO
Beachfront, Ocean View, Polo Beach Wailea/Makena #306
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 306 is a 2 bedroom and 2 bath condo located on the third floor at the Polo Beach Club. The Polo Beach condo's sleep ...
From $1463 per night (USD)VRBO
- From $2398 per night (USD)
Expedia
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
'Wailea Beach Villas was named the Top Resort in Hawaii in 2014' - Conde Nast Readers Choice Award Conde Nast Traveler' ...
From $2398 per night (USD)Expedia
- From $1213 per night (USD)
VRBO
Gorgeous Wailea Elua 2Bd+2Ba 1st Floor, Ocean View Paradise Condominium #2301
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New living room furniture and lanai furniture - Absolutely Lovely! Wailea Elua Village #2301 is a premier vacation co ...
From $1213 per night (USD)VRBO
- From $854 per night (USD)
Expedia
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
For travelers seeking luxury and an escape from life in the resort town of Wailea, this complex is one of the most exclu ...
From $854 per night (USD)Expedia
- From $487 per night (USD)
VRBO
We've Found Paradise in the Palms at Wailea 3043581. Come see for yourself!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Why stay at a crowded hotel when you can have the entire condo to yourself? We are ready to welcome our guests back and ...
From $487 per night (USD)VRBO
- From $431 per night (USD)
Expedia
WAILEA JEWEL; NEAR BEACHES; SHOPS/5 STAR HOTELS; CONVENIENT!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
ALOHA and welcome to our unit in Wailea Ekolu, A two bedroom, two bath condominium on the ground floor. Our condo is loc ...
From $431 per night (USD)Expedia
- From $603 per night (USD)
VRBO
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\\2016\\0004
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special for Mon, Oct 31 - Thu, Nov 10, ...
From $603 per night (USD)VRBO
- From $1082 per night (USD)
Expedia
Unbeatable Ocean Vistas - Polo Beach Club 606 - Beachfront Living!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach #606 Welcome to Polo Beach #606, an elegant top-floor oceanfront condo at the sought-after Polo Beach Club in ...
From $1082 per night (USD)Expedia




































































































