
Wailea-Makena Rentals
- From $370 per night (USD)
VRBO
Maui Family Owned/Managed - Keawakapu Beauty
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A mere four minute walk from the lavish Keawakapu beaches will find you in the serenity of our peaceful condominium. Our ...
From $370 per night (USD)VRBO
- From $543 per night (USD)
Expedia
OCEAN VIEWS-EXCEPTIONAL REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this stunning 2 bedroom, 2 bathroom condo at Maui Kamaole that was just remodeled as of January 20 ...
From $543 per night (USD)Expedia
- From $1446 per night (USD)
VRBO
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the third tier on the south side of the Ho’olei Resort on Maui, our two-level villa has jaw-dropping Pacific ...
From $1446 per night (USD)VRBO
- From $695 per night (USD)
Expedia
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We do not Rent on Craigs list if you find this on any other site it is a scam be careful there are lots of scams ,NEVER ...
From $695 per night (USD)Expedia
- From $3058 per night (USD)
VRBO
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Makena Surf #G-301-302 Welcome to Makena Surf #G-301-302, an expansive and newly remodeled four-bedroom, five-bathroom o ...
From $3058 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Kamaole Sands 6-303 - Courtyard and Ocean Views from Renovated 3rd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Step into your dream vacation at Kamaole Sands 6-303, located on the third floor in preferred Building 6! You will feel ...
From $314 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Featured on A&E - Fully Renovated - A/C & Pool - Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern Wailea Retreat | Family Friendly | Fully Renovated | Full A/C l Pool Featured on A&E's Vacation Rental Potential ...
From $415 per night (USD)VRBO
- From $218 per night (USD)
Expedia
#162 Ground Floor Peak Ocean View New Stearns & Foster CA King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is one of the best locations at Hale Kamaole, ground floor walk out to the pools, tennis court, bbq's and of course ...
From $218 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Experience Maui in Comfort!! ~Fully Furnished 1b/2b Recently Updated Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The Kamaole Sands complex and condo is one of the best and most desirable locations, located just across the street from ...
From $277 per night (USD)VRBO
- From $446 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 $446 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Kamaole Sands #5-313 Idyllic Ocean Courtyard View, Across from Beach! A/C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands #5-313 is a desirable one bedroom, two bath unit with an amazing view of a scenic tropical courtyard, comp ...
From $342 per night (USD)VRBO
- From $1608 per night (USD)
Expedia
Four Bedroom,, Remodeled 2022, Closest to Ho'olei Pool, Wailea Beach, the Grand
- 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 $1608 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Ocean-View Maui Kamaole Condo – A/C, Lanai, Walk to Beach & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful two-bedroom condominium has been remodeled and decorated by a designer. Enjoy sunsets and ocean views whi ...
From $529 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Hale Kamaole 123 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Maui from this ground floor one bedroom unit - close to grill and easy parking! The furniture has been renewe ...
From $424 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Hale Kamaole 141 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This one bedroom condo with Garden View, is located near pool in upper complex and has beautiful Hawaiian decor througho ...
From $424 per night (USD)VRBO
- From $414 per night (USD)
VRBO
Updated Designer Condo w/ Ocean Views within five minutes to the beach
- 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 $679 per night (USD)
VRBO
Immaculate and Chic - Come relax in our luxury villa…
- 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 $679 per night (USD)VRBO
- From $2336 per night (USD)
Expedia
Wailea Luxurious Tropical Home w/ Heated Pool, 5min to Wailea Beach, Mini Split
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Discover the breathtaking Wailea area in Kihei and indulge in top-notch tropical life at this lavish four-bedroom holida ...
From $2336 per night (USD)Expedia
- From $434 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 $434 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Fabulous Ocean Views from Front Row Condo!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Why come to Maui and not be able to see the ocean? Enjoy dining from my lanai looking right at the ocean! My one bedroom ...
From $398 per night (USD)Expedia
- From $382 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 $382 per night (USD)VRBO
- From $807 per night (USD)
Expedia
Oceanfront Wailea condo with hot tubs, resort pools summer deals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf is an exclusive oceanfront property in World Famous Wailea-Makena! One of the best-kept secrets on South Mau ...
From $807 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Colorful Kamaole Sands Condo, Kihei, with Family Friendly Pool, Steps from Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Colorfully decorated condo to enjoy Maui sunsets. Building 9, Floor 2. Start your day with coffee on the lanai, then gra ...
From $293 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Kamaole Sands, bldg 9, remodeled, ground floor, across the street from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Condo, 1 Bedroom, 2 Baths, (Sleeps 1-4). _______________________________________________ NO CONSTRUCTION TAKING PLACE ON ...
From $347 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Grand Champions 144 | Tropical Golf Resort w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Grand Champions 144, a spacious three-bedroom, two-bathroom condo that sleeps six guests in beautiful Wailea, ...
From $525 per night (USD)VRBO
- From $620 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 $620 per night (USD)Expedia
- From $1118 per night (USD)
VRBO
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 $1118 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Come Live da HI Life at Kamaole Sands!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Ho'onanea is a 5star experience on Maui's South Shore. Take the convenient elevator to this third-floor residence with p ...
From $378 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Kihei Surfside #608: Oceanfront Sanctuary with Spectacular Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Kihei Surfside #608 – Panoramic Oceanfront Views with Split-Duct AC and Relaxed Island Comfort Welcome to Kihei Surfsid ...
From $344 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Ground Floor Kihei Condo Steps to Kamaole Beach III and Resort Pool 6-102
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Highly desirable Kamaole Sands 6-102 offers the perfect ground floor location right across from one of the best beach pa ...
From $407 per night (USD)Expedia
- From $508 per night (USD)
VRBO
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
- 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 $508 per night (USD)VRBO
- From $1143 per night (USD)
Expedia
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 $1143 per night (USD)Expedia
- From $832 per night (USD)
VRBO
Spacious Condo Across the Street from Maui's Best Beaches G304
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hawaii Tax ID: TA-075-907-0720-01 TMK: 390040050052 This unit provides 2 bedrooms and 2 bathrooms and will sleep up to ...
From $832 per night (USD)VRBO
- From $987 per night (USD)
Expedia
Relax in luxury at Makena Surf #C-106, a 2-bedroom ocean-view condo in beautiful Makena.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf C-106 Nestled within the exclusive Makena community, Makena Surf Resort is a luxurious beachfront retreat of ...
From $987 per night (USD)Expedia
- From $489 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 $489 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Location Location Location!Ekahi 32C!Designer Remodel 2bd Remaining Fall $400/nt
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Note that the main pool will be closed August 10-October 15, 2026. The other three pools, beach pavilion kitchen, fitne ...
From $710 per night (USD)Expedia
- From $850 per night (USD)
VRBO
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 $850 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Kamaole Sands BUILDING ONE Ocean View- 2BR/2BA- Large Lanai & A/C THRU-OUT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
GE/TA# 146897766401 Maui temperatures seem to keep going up so please note Kama'ole Sands 1-405 has a "three zone split ...
From $552 per night (USD)Expedia
- From $865 per night (USD)
VRBO
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 $865 per night (USD)VRBO
- From $603 per night (USD)
Expedia
Bright 1 Bedroom W/Lanai - Kamaole Sands 1205
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands unit #1205: Step inside the condo with keyless entry to a bright and airy living room set with plenty of s ...
From $603 per night (USD)Expedia
- From $574 per night (USD)
VRBO
Wailea Condo Near Keawakapu Beach and Resort Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea 102 has been totally renovated, professionally designed and decorated with luxury at its finest. Enjoy a ...
From $574 per night (USD)VRBO
- From $832 per night (USD)
Expedia
Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay just minutes from Maui’s most beautiful beaches in this newly remodeled 3-bedroom, 2-bath private home in Wailea/Ki ...
From $832 per night (USD)Expedia
- From $640 per night (USD)
VRBO
Beachfront Mana Kai Maui Unit #502
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, ...
From $640 per night (USD)VRBO
- From $926 per night (USD)
Expedia
Makena Surf • Bright and Airy Retreat • Steps to the Beach: Swim w/Turtles
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
MAUI LIVING ALL IN ONE CONDO If you want a Maui condo where you can relax in an open-air inspired living room, watch wh ...
From $926 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Maui Kamaole J-104 - Renovated, Private Ground Floor Unit, Two Lanais, Split AC!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole J-104 is located near the Maui Kamaole's amazing Grotto pool, this elegant and serene condo has been beauti ...
From $334 per night (USD)VRBO
- From $615 per night (USD)
Expedia
Steps to Keawakapu Beach - 4 Pools - Private Lanai - Wailea Ekahi 44A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 44A | Keawakapu Beach • Private Lanai • Wailea Condo Wailea Ekahi • Keawakapu Beach • Ocean View Condo • W ...
From $615 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Undoubtedly one of the premiere units at the highly rated Kamaole Sands Resort, this newly remodeled luxury condo, Kamao ...
From $404 per night (USD)VRBO
- From $397 per night (USD)
Expedia
COMPLETELY REMODELED-GROUND FLOOR-LARGE LANAI-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, as this nicely remodeled 1 bedroom, 2 bathroom (820 sq. ft) condo with ground floor convenience an ...
From $397 per night (USD)Expedia
- From $561 per night (USD)
VRBO
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You will be right at the beach, there is super boogie boarding, great sunsets, & lots of beach walking! Hale Kamaole i ...
From $561 per night (USD)VRBO
- From $657 per night (USD)
Expedia
Spacious getaway w/Kitchen, Lanai, WiFi, A/C–#5309
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Begin the day with a coffee on your private lanai overlooking the grounds while scoping out the best spot to relax pools ...
From $657 per night (USD)Expedia
- From $1245 per night (USD)
VRBO
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 $1245 per night (USD)VRBO
- From $1255 per night (USD)
Expedia
Oceanfront Wailea condo w/ Molokini views and pool access
- 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 $1255 per night (USD)Expedia
- From $389 per night (USD)
VRBO
Maui Parkshore 414, Beautiful Remodel, Center Cut Top Floor, Amazing Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*** NOTE: Maui Parkshore is a 100% Non-Smoking property. There are no designated smoking areas on the property. *** Gr ...
From $389 per night (USD)VRBO
- From $560 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 $560 per night (USD)Expedia
- From $1121 per night (USD)
VRBO
Maui Oceanfront Condo, Amazing Views, on Sandy Bea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Oceanfront/Beachfront Maui Condo, Mana Kai 811, Amazing Views, on Sandy Beach The Space: Here it is - the ...
From $1121 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Steps to Kamaole 3 Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Hosted by VacaMaui We chose Hale Kamaole due to it's fantastic location directly across the street from Kamaole Beach P ...
From $312 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Steps to Kamaole 3 Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hosted by VacaMaui We chose Kamaole Sands due to it's fantastic location directly across the street from Kamaole Beach ...
From $512 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Summer Deal Wailea Condo with Pool Jacuzzi and Walk to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the best of Wailea at Grand Champions 130, a spacious top-floor two-bedroom condo surrounded by lush tropical ...
From $373 per night (USD)Expedia
- From $3268 per night (USD)
VRBO
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 $3268 per night (USD)VRBO
- From $578 per night (USD)
Expedia
Fantastic Ocean View Steps to Kamaole Beach 3
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Hosted by VacaMaui We chose Hale Kamaole due to it's fantastic location directly across the street from Kamaole Beach P ...
From $578 per night (USD)Expedia
- From $399 per night (USD)
VRBO
604 - Luxury Oceanfront - top floor unit with A/C and a spectacular ocean view!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*NEW* unit 604 now has air-conditioning! This upgrade will provide a more comfortable and cool environment for our gues ...
From $399 per night (USD)VRBO
- From $629 per night (USD)
Expedia
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 $629 per night (USD)Expedia
- From $1862 per night (USD)
VRBO
Unbeatable Ocean Vistas at Polo Beach Club #606 – Beachfront Living in Wailea
- 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 $1862 per night (USD)VRBO
- From $714 per night (USD)
Expedia
Mana Kai 2BR w/ ocean views steps to Kamaole Beach, summer deal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mana Kai 412 with direct ocean views and beach access! Mana Kai is one of Kihei's most exclusive resorts, located right ...
From $714 per night (USD)Expedia
- From $4024 per night (USD)
VRBO
Oceanfront 3BR villa w/ private pool and beach access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best ...
From $4024 per night (USD)VRBO
- From $859 per night (USD)
Expedia
Palms At Wailea 2002- RARE FIND - Multi Level townhouse in Wailea!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom 3 bath multi level condominium apartment is like a private home! From the entry you can step up to the ...
From $859 per night (USD)Expedia
- From $581 per night (USD)
VRBO
Beautifully Remodeled Wailea Condo Perfect for your Family Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hawaii Tax ID: TA-043-585-3312-01 TMK: 210080770146 Beautifully remodeled second floor unit is perfect for your ...
From $581 per night (USD)VRBO
- From $953 per night (USD)
Expedia
Ekahi Ocean View Escape and close to beach (21F)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Hawaii Tax ID: TA-200-429-5680-01 TMK: 210080600026 We invite you to stay in one of Ekahi's premier ocean view units; ...
From $953 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Wailea Ekolu #105 Scenic Ocean View, Great Location, Near Beaches, Full AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu #105 is a luxury 2Bd/2Ba condo with scenic views of the ocean, mountains, and tropical garden. The unit has ...
From $405 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Hale Kamaole 212 - Enjoy Your Beautiful Spacious Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book with us and come to Maui to explore everything we have to offer! Beautiful condo conveniently located very close t ...
From $647 per night (USD)Expedia
- From $1162 per night (USD)
VRBO
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Book With Confidence,This Gorgeous, Newly Remodeled, 3 Bedroom, 2 Bathroom Home That Has Beautiful Ocean Views, A Stunni ...
From $1162 per night (USD)VRBO
- From $533 per night (USD)
Expedia
FULLY REMODELED-GROUND FLOOR-2 BEDROOM-AC THROUGHOUT-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this completely remodeled 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo is managed by PMI ...
From $533 per night (USD)Expedia
- From $428 per night (USD)
VRBO
NICELY REMODELED-2 BEDROOM WITH LOFT-OCEAN VIEWS-AC THROUGHOUT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book With Confidence, This Nicely Updated 2 Bedroom Condo That Features A loft With An Additional Queen Sized Bed. This ...
From $428 per night (USD)VRBO
- From $427 per night (USD)
Expedia
OCEAN VIEWS-BUILDING 10-STUNNING REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands has been completely remodeled. Everyth ...
From $427 per night (USD)Expedia
- From $488 per night (USD)
VRBO
NEWLY REMODELED-2 BEDROOM-OCEAN VIEW-AC-WELL EQUIPPED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1188 sq. ft) condo that is located at Kamaole Sands. ...
From $488 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Wailea Ekahi 10C - Just steps away from Main Pool & Beach! - Family Managed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Note: The main pool is closed for repairs until October 17th. The adjacent main pavilion is not closed. Unit 10C is v ...
From $470 per night (USD)Expedia
- From $960 per night (USD)
VRBO
Stunning Sea to Summit View - Spectacular Remodel Just Completed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi Unit 41C is a beautiful vacation condominium in the prestigious area of Wailea, known as the ''sunny side'' ...
From $960 per night (USD)VRBO
- From $603 per night (USD)
Expedia
Lush Garden View w/A/C, WiFi and Lanai-Kamaole Sands
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands - Unit #8103 On The Ground Floor: This charming one-bedroom/two-bathroom unit features light rattan furnit ...
From $603 per night (USD)Expedia
- From $670 per night (USD)
VRBO
Wow !! What a Great View!!--GREAT REVIEWS !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WOW !! What a GREAT view! We've heard this comment many times from vacation rental guests and friends visiting our Maui ...
From $670 per night (USD)VRBO
- From $840 per night (USD)
Expedia
Amazing Gem Nestled on Lush & Beachfront Grounds -Wailea Elua 2106
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2106 – Elevated Island Comfort with Ocean & Village Views Welcome to Wailea Elua #2106, a beautifully upda ...
From $840 per night (USD)Expedia
- From $432 per night (USD)
VRBO
Wailea Ekolu #501 Panoramic Ocean View, Ground Floor, Wifi, A/C, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekolu #501 is an ocean view 2 bedroom, 2 bath ground floor unit with air conditioning throughout, a fully equippe ...
From $432 per night (USD)VRBO
- From $1261 per night (USD)
Expedia
Stunning Beachfront Luxurious Corner Condo - Makena Surf E206 Enchanting Grounds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf E-206 Welcome to Makena Surf E-206, a rare corner unit in the exclusive Makena Surf Resort. Originally held ...
From $1261 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Maui Kamaole M-105 Ground Floor, Spacious, Secluded, Full A/C, Great Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole #M-105 is a 2 bedroom, 2 bath unit on the ground floor-meaning no steps into or inside the unit. It has air ...
From $351 per night (USD)VRBO
- From $1059 per night (USD)
Expedia
Experience luxury at Makena Surf #C-102, a spacious 2-bedroom condo with ocean views in Makena.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf C102 Experience unparalleled oceanfront living in Makena Surf C102, a luxurious ground-floor condo with spe ...
From $1059 per night (USD)Expedia
- From $861 per night (USD)
VRBO
Beachfront Wailea condo w/ pool, hot tub and sunset lanai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Start your day with a stroll along the world-famous beachfront path, which ends right in front of this property. You can ...
From $861 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Palms at Wailea #205 Fully Remodeled, Ground Floor Unit, Shared Hot Tub, A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea #205 is a fully remodeled, 2 bedroom / 2 bath unit with a tropical garden view, with a partial ocean vie ...
From $478 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Palms at Wailea #1508 The Ultimate Condo at the Palms,Great Location on Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Updates in 2022! Palms at Wailea #1508 is a recently updated upstairs ocean view 2 bedroom 2 bath unit in the ...
From $487 per night (USD)VRBO
- From $393 per night (USD)
Expedia
Kamaole Sands #7-408 Beautiful Unit, Great Location, Close to Beach, Spacious
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kamaole Sands #7-408 is a beautiful 2 bedroom, 2 bath unit on the 4th floor with a fully-equipped kitchen, washer & drye ...
From $393 per night (USD)Expedia
- From $999 per night (USD)
VRBO
Spacious Ground Floor Revitalized Oasis- Discover Wailea Ekahi #22B
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi #22B – Ground-Floor Elegance with Ocean Breezes and Garden Views Step into comfort, space, and tranquility ...
From $999 per night (USD)VRBO
- From $858 per night (USD)
Expedia
Your Island Sanctuary: Spacious Ground-Floor Condo at Wailea Elua #2201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2201 – Spacious Island Comfort with Partial Ocean Views Welcome to Wailea Elua Village #2201, a beautifull ...
From $858 per night (USD)Expedia
- From $518 per night (USD)
VRBO
Top Floor Remodel! Ocean and Fairway Views Ekolu 908
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful and completely remodeled! The moment you walk through the front door, you will be mesmerized by the views and ...
From $518 per night (USD)VRBO
- From $3683 per night (USD)
Expedia
Lavish Premier Beachfront Townhouse W/ Unrivaled Views Wailea Elua 1305
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wailea Elua #1305 – Premier Oceanfront Townhouse for Elevated Maui Living Welcome to Wailea Elua #1305, a luxury 3-bedr ...
From $3683 per night (USD)Expedia
- From $373 per night (USD)
VRBO
MODERN & LUXURIOUS-HIGH END FINISHES-OCEAN VIEW-METICULOUS CLEANING-AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo has been remodeled from top to bottom with ...
From $373 per night (USD)VRBO
- From $1009 per night (USD)
Expedia
Experience beachfront luxury at Makena Surf #B-304, a stunning 2-bedroom retreat in Maui.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Makena Surf B304 Nestled within the prestigious Makena community, Makena Surf Resort offers a luxurious and serene beac ...
From $1009 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Beachfront Wailea condo w/ 4 pools and direct beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Tutu’s House! Step into 25B and be transported back to the days as a child visiting your favorite Auntie or T ...
From $460 per night (USD)VRBO
- From $859 per night (USD)
Expedia
Tranquil Groundfloor Retreat - Wailea Ekolu Village 401 - Close to Pool & BBQ!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekolu #401 – Your Ocean View Wailea Retreat Surround yourself with sunshine, palm trees, and endless ocean views ...
From $859 per night (USD)Expedia
- From $469 per night (USD)
VRBO
Grand Champions #45, Great Rates, Ocean view condo, A/C, Shared Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Grand Champions #45 is a tastefully remodeled 2 bedroom 2 bath unit on the 3rd floor with an incredible ocean vie ...
From $469 per night (USD)VRBO
- From $1049 per night (USD)
Expedia
Spacious Townhouse Gem with Spectacular Ocean Views - Wailea Ekolu Village #914
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Wailea Ekolu #914 Welcome to Wailea Ekolu #914, a rare and fully upgraded two-story townhouse offering breathtaking 180- ...
From $1049 per night (USD)Expedia
- From $616 per night (USD)
VRBO
Tranquil Garden Oasis Steps from Oceanfront Pool & Ulua Beach - Elua 909
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua #909 – Garden View Comfort Just Steps from the Pavilion, Pool, and Beach Welcome to Wailea Elua #909, a cha ...
From $616 per night (USD)VRBO
- From $989 per night (USD)
Expedia
Beachfront Living - Makena Surf E-202 - Mesmerizing Views & Tropical Landscapes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf E202 Makena Surf Resort, a luxurious and secluded beachfront condominium located in the prestigious Makena ...
From $989 per night (USD)Expedia




































































































