Te Au Moana Luau Rentals
- From $648 per night (USD)
VRBO
Beautiful Ocean Views - Wailea Elua Village #802
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the epitome of luxury at Wailea Elua Village #802, a stunning 2-bedroom, 2-bathroom condo available for your ...
From $648 per night (USD)VRBO
- From $1280 per night (USD)
Expedia
New! Luxury Oceanview Wailea Point Maui 3Bd 4Ba
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Discover luxury living at Wailea Point Resort, nestled between prestigious resorts, this oceanfront paradise pr ...
From $1280 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Wonderful Wailea Condo with Lanai Water Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Discover paradise in our stunning 1-bedroom, 1-bathroom apartment located in the heart of Kihei, Hawaii. Enjoy breathtak ...
From $380 per night (USD)VRBO
- From $955 per night (USD)
Expedia
Hoolei 23-3 Deluxe Ocean View Wailea Residence Personifies Maui Lux Living
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Hawaii Life Vacations presents residence #23-3 (L3) at Ho’olei in the heart of the Wailea Resort in South Maui. Located ...
From $955 per night (USD)Expedia
- From $850 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 $850 per night (USD)VRBO
- From $525 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 $525 per night (USD)VRBO
- From $1210 per night (USD)
VRBO
New Listing! Wailea Beach Villas M312. Your Hawaiian Paradise Awaits!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury 3-Bedroom Wailea Beach Villa - Your Hawaiian Paradise Awaits! Prepare for an extraordinary escape to Wailea, whe ...
From $1210 per night (USD)VRBO
- From $370 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 $370 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Wailea Elua Village 1102 - Newly Renovated!
- 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 $550 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Wailea Elua Village 1501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua Village offers tropical vacation condos set amid Wailea’s resort hotels, making it a perfect luxury destinat ...
From $597 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Wailea Ekahi Village 30D
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
P L A T I N U M R A T I N GCoralTree Residence Collection Hawaii’s signature Platinum category rating is reserved for ...
From $441 per night (USD)VRBO
- From $764 per night (USD)
Expedia
Wailea Elua Village 805
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-bedroom, 2-bath vacation condo is family friendly, a short 2-minute walk from Ulua Beach, and within easy walking ...
From $764 per night (USD)Expedia
- From $437 per night (USD)
VRBO
Wailea Ekahi Village 20H
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy three garden view lanai areas from this spacious second floor Maui vacation condo. Granite countertops in the kitc ...
From $437 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Wailea Ekahi Village 20J
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This second floor, one-bedroom vacation condo is ideally situated with the paddle tennis court and one of the resort’s f ...
From $351 per night (USD)Expedia
- From $426 per night (USD)
VRBO
Wailea Ekahi Village 12E
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
G O L D R A T I N GCoralTree Residence Collection Hawaii’s Gold category residences combine refined and stylish interi ...
From $426 per night (USD)VRBO
- From $602 per night (USD)
Expedia
Wailea Elua Village 1301
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
G O L D R A T I N GCoralTree Residence Collection Hawaii’s Gold category residences combine refined and stylish interi ...
From $602 per night (USD)Expedia
- From $750 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 $750 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Best Value in Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $228 per night (USD)Expedia
- From $402 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 $402 per night (USD)VRBO
- From $330 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 $330 per night (USD)VRBO
- From $1190 per night (USD)
VRBO
Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $1190 per night (USD)VRBO
- From $299 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 $299 per night (USD)VRBO
- From $600 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 $600 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Fully Renovated, Fantastic Private Location Very Close to Pool & Beach! 21B
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 21B is a beautiful, spacious, fully renovated ground-floor one-bedroom/two-bath vacation condo in the prest ...
From $395 per night (USD)Expedia
- From $744 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 $744 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- Click For Pricing
VRBO
Magnificent Panoramic Views!! Gorgeous Completely Remodeled Private End Unit!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your own oasis... UNOBSTRUCTED PANORAMIC MOUNTAIN AND GOLF COURSE VIEWS FROM ALL ROOMS, overlooking the Wailea Blue Golf ...
Click For PricingVRBO
- From $395 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 $395 per night (USD)VRBO
- From $812 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 $812 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Owner Direct - 20% Off Sale for 2024! - 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 $495 per night (USD)VRBO
- From $2724 per night (USD)
VRBO
Stunning Ocean Views in Ho'olei w\/ Grand Wailea Resort Privileges
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Ho'olei Villas named #1 resort in Hawaii by Conde Nast Traveler 2019 Readers' Choice Awards' All of the luxury of a hom ...
From $2724 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Molokini to West Maui Ocean Views, Modern Wailea Single Level, 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 $279 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Wailea Ekahi #8-B Partial Ocean View, Steps to Beach, Easy access to Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Updated 1 Bedroom Condo, Steps to Keawakapu Beach, 60 steps to Oceanfront Pool. This ground floor one bedroom two ...
From $350 per night (USD)VRBO
- From $1750 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 $1750 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Perfect Couple Retreat! Stylish Renovated Top Floor Ocean View Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect Couple Retreat! Enjoy Sweeping Ocean Views High End Top Floor Remodel TOP FLR OCEAN VIEW BEAUTIFUL REMODEL, E ...
From $250 per night (USD)VRBO
- From $375 per night (USD)
VRBO
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 $375 per night (USD)VRBO
- From $327 per night (USD)
VRBO
Palms at Wailea #308 Full Renovated in 2023, Open Layout, Wifi, AC Throughout
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Palms at Wailea #308 is a 1 bedroom, 2 bath unit on the second floor with split system A/C throughout. We just completed ...
From $327 per night (USD)VRBO
- From $386 per night (USD)
Expedia
GC 179 Relaxing 3BD Wailea Condo w AC Pools Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Grand Champions 179 is the perfect vacation destination for you and your family! New on the market, this 3 bedroom, 2 ba ...
From $386 per night (USD)Expedia
- From $329 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 $329 per night (USD)VRBO
- From $1116 per night (USD)
VRBO
Ocean View, Close to Beach&Pool Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Experience the luxury of a resort community while staying in a home larger than four hotel rooms!! Beach and Snow Rent ...
From $1116 per night (USD)VRBO
- From $294 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 $294 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $685 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 $685 per night (USD)VRBO
- From $381 per night (USD)
VRBO
FULL OCEAN VIEW WAILEA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Full renovation of this condo was completed December 2020. Both bathrooms, master bedroom, as well as entire condo pain ...
From $381 per night (USD)VRBO
- Click For Pricing
VRBO
Amazing Views and Stunning Wailea Ekolu Upper Floor 2b\/2b Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Aloha! We invite you to come to Maui's southwest shores where Haleakala reaches for the sea. Experience spectacular oc ...
Click For PricingVRBO
- From $314 per night (USD)
VRBO
Lovely Remodelled Unit!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Paradise - This is a beautifully appointed ground floor, one bedroom, two bathroom vacation condominium, loca ...
From $314 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $1064 per night (USD)
Expedia
Wailea:Private Luxury 1or2 Bdm-WOW Ocean Views over its Beach in Polo's TopSpot
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Available as a one or two bedroom/ two bath penthouse...Come, experience the delightful allure of this perfectly situate ...
From $1064 per night (USD)Expedia
- From $250 per night (USD)
VRBO
2BR Ocean View, Everything you need! <br>
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NOTICE: OUR COMPLEX WILL BEGIN ROOF REPLACEMENT ON ALL BUILDINGS MAY 1, 2023. Our building is scheduled October 27 - N ...
From $250 per night (USD)VRBO
- From $1049 per night (USD)
VRBO
Beachfront, Oceanfront, Pool, AC, Ground Floor, Fully Renovated, Polo Beach 108!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach Club is an exclusive beachfront complex on one of Wailea's best swimming beaches, next to the Fairmont Kea La ...
From $1049 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this Wailea Ekahi Condo (Unit 33C -LINKS TO OUR PERSONAL WEBSITE ARE LOCATED BELOW). Our one bedroom, one bat ...
From $295 per night (USD)VRBO
- From $235 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 $235 per night (USD)VRBO
- From $421 per night (USD)
VRBO
Wailea Ekahi 54A: Completely Remodeled & Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $421 per night (USD)VRBO
- From $279 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 $279 per night (USD)VRBO
- From $240 per night (USD)
VRBO
Ocean View, Air Conditioned, 2 level Wailea Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi In ...
From $240 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- Click For Pricing
VRBO
Ekahi 37A Tropical Townhouse, Partial Ocean View (2 Adults + 2 Kids)
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience your dream vacation for a romantic getaway or for the whole family. 5 Minutes walk to the beach through lus ...
Click For PricingVRBO
- From $952 per night (USD)
VRBO
I.P.M PRESENTS: Penthouse K108 - GREAT RATES! FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $952 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $375 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 $375 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Wailea Ekahi Village 7A
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $354 per night (USD)Expedia
- From $1545 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 $1545 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Wailea Grand Champions 75
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
G O L D R A T I N GCoralTree Residence Collection Hawaii’s Gold category residences combine refined and stylish interi ...
From $278 per night (USD)Expedia
- From $285 per night (USD)
VRBO
More Than a Few Lives Have Been Changed by a Visit to Maui!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This apartment is a great option in these uncertain times. Health and safety are more than ever the primary concerns for ...
From $285 per night (USD)VRBO
- From $595 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 $595 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Luxury Wailea Condo - Enjoy Beautiful Ocean & Golf Views and 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 $417 per night (USD)VRBO
- From $1166 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 $1166 per night (USD)VRBO
- From $279 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 $279 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Beautiful 1 bedroom condo. Private lanai overlooking fairway with ocean view!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
*Please come support the Island of Maui **South Maui specifically is open and welcome to to visitors at this time. Foll ...
From $208 per night (USD)VRBO
- From $406 per night (USD)
VRBO
GC 124 3Bedroom Wailea Condo w AC Pool Hot Tub Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Grand Champions 124 is the vacation destination that you and your family have been dreaming of! This spacious 3 bedroom, ...
From $406 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $466 per night (USD)VRBO
- From $750 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 $750 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Million Dollar Views...Affordable Rates...Traveling on a Budget?
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The view will take your breath away from the second you walk in until you leave. (check out the video of the view on the ...
From $275 per night (USD)VRBO
- From $1395 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 $1395 per night (USD)VRBO
- From $1400 per night (USD)
VRBO
Ulua Beach Premier 2-Bedroom Oceanfront Unit...Unobstructed Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Wailea Ulua #1002! This recently renovated luxury beachfront 2 bedroom/2 bath residence is located in the he ...
From $1400 per night (USD)VRBO
- From $1095 per night (USD)
VRBO
I.P.M PRESENTS: HOOLEI 81-4: NEW REMODEL AND DECOR + 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 $1095 per night (USD)VRBO
- From $1424 per night (USD)
VRBO
I.P.M PRESENTS: VILLA C202 - 2 MIN WALK TO BEACH. 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 $1424 per night (USD)VRBO
- From $975 per night (USD)
VRBO
I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! 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 $975 per night (USD)VRBO
- From $1095 per night (USD)
VRBO
I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + VIEW. 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 $1095 per night (USD)VRBO
- From $1095 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 $1095 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Grand Champions 108 | Sunset Views + Amenities
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Grand Champions 108 is one of the finest one-bedroom two-bath luxury villas. Completely remodeled, this spacious villa w ...
From $304 per night (USD)VRBO
- From $285 per night (USD)
VRBO
100KContemporaryHawaiian Reno in Wailea-Beach\/Golf
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $285 per night (USD)VRBO
- From $1035 per night (USD)
VRBO
I.P.M PRESENTS: PH-J105 - BEAUTIFUL NEW REMODEL + FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1035 per night (USD)VRBO
- From $410 per night (USD)
VRBO
2 Bed, 2 Bath Condo in the Heart of Wailea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
An all-around luxury condo at Grand Champions in the heart of Wailea! An outstanding layout with 2 large master-suites, ...
From $410 per night (USD)VRBO
- From $283 per night (USD)
VRBO
🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions Villas -- Condo #188 (Owner’s Note: We try to accommodate last minute bookings, if available. B ...
From $283 per night (USD)VRBO
- From $382 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 $382 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Wailea Ekolu Village 1404
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekolu Village sits at the gateway to Wailea along the lush slopes of Haleakala with incredible ocean vistas. Thes ...
From $283 per night (USD)Expedia
- From $1725 per night (USD)
VRBO
FABULOUS FLORAL GARDENS POOL VILLA G102! PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private ...
From $1725 per night (USD)VRBO
- From $449 per night (USD)
Expedia
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. Ample ...
From $449 per night (USD)Expedia
- From $294 per night (USD)
VRBO
WEK 34A $199 May Specials at Spacious Wailea Condo w AC Pool Near Beach Golf
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 34A is set in South Maui, with incredible ocean views to enjoy while you relax on the patio. This ground fl ...
From $294 per night (USD)VRBO
- From $260 per night (USD)
VRBO
High on the hill overlooking Ekahi Village with Great Ocean Views
- 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 $260 per night (USD)VRBO
- From $593 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 $593 per night (USD)VRBO
- From $350 per night (USD)
VRBO
There is NO PLACE like Wailea especially in a two-storey townhouse! Enjoy!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
WELCOME TO OUR HAWAIIAN RETREAT in Wailea! We purchased our second property in Wailea - November 2019. Enjoy your getaw ...
From $350 per night (USD)VRBO
- From $416 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 $416 per night (USD)VRBO
- From $398 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 $398 per night (USD)VRBO
- From $721 per night (USD)
VRBO
Beachfront, Polo Beach Wailea\/Makena #209 - Accommodates 1-6, Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Polo Beach condo's sleep 6 in total. Please call for very latest openings as there may be a new booking in progress. ...
From $721 per night (USD)VRBO
- From $304 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 $304 per night (USD)VRBO
- From $725 per night (USD)
VRBO
Elua Village 2 Bdrm - Ocean Views - Beach Front Complex Golf & Tennis Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Owner direct pricing = better value and better service. Please see the video (https://youtube.com/watch?v=_mjte4in4k8 ...
From $725 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Steps to beach, Luxury Modern Condo for 4, Fully Remodeled & Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Private and lush corner of the beachfront Wailea Ekahi resort. A breezy, quick walk from the condo right to the sands of ...
From $450 per night (USD)VRBO