
Wailea-Makena Rentals

- From $448 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 $448 per night (USD)VRBO
- From $518 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 $518 per night (USD)Expedia
- From $1306 per night (USD)
VRBO
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)VRBO
- From $557 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 $557 per night (USD)Expedia
- From $2930 per night (USD)
VRBO
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Makena Surf #G-301-302 Welcome to Makena Surf #G-301-302, an expansive and newly remodeled four-bedroom, five-bathroom o ...
From $2930 per night (USD)VRBO
- From $421 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 $421 per night (USD)Expedia
- From $784 per night (USD)
VRBO
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)VRBO
- From $212 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 $212 per night (USD)Expedia
- From $354 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 $354 per night (USD)VRBO
- From $1176 per night (USD)
Expedia
Makena Surf | E105 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Makena Surf E105, your ideal oceanfront getaway nestled within the luxurious Makena Surf resort, located on t ...
From $1176 per night (USD)Expedia
- From $357 per night (USD)
VRBO
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)VRBO
- From $296 per night (USD)
Expedia
Tropical getaway at the Maui Banyan! Partial Ocean View 1 bedroom, 2 bath.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Banyan complex and condo are located just a short walk to the Kamaole Beach Park II. This is one of South Maui's mo ...
From $296 per night (USD)Expedia
- From $324 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 $324 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 $470 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 $470 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Beautiful Home! 4 Adults 4 Minors w/Stunning Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Please note that per Maui county law, that two adults and two minors are allowed per bedroom. We are allowed to host up ...
From $710 per night (USD)Expedia
- From $335 per night (USD)
VRBO
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 $335 per night (USD)VRBO
- From $588 per night (USD)
Expedia
Mana Kai Maui Resort condo with WiFi & W/D access - near everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mana Kai Maui Resort 201C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $588 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Hale Kamaole Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole 167 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $259 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 $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 $1920 per night (USD)
Expedia
Luxurious Tropical Home with Heated Pool, 5min to Wailea Beach, Mini Split ACs!
- 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 $1920 per night (USD)Expedia
- 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 $401 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 $401 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
- From $920 per night (USD)
Expedia
Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201
- 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 $920 per night (USD)Expedia
- From $367 per night (USD)
VRBO
2 Bed/ 2 Bath with loft South Maui Condo with Gorgeous Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hale Kamaole is located across from one of the best beaches on Maui. This 2 bedroom, 2 bathroom condo with a loft comfor ...
From $367 per night (USD)VRBO
- From $370 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 $370 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 $281 per night (USD)
Expedia
Tropical condo & ground-floor lanai with pools & hot tub - snorkel, surf, swim
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole C108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $281 per night (USD)Expedia
- From $545 per night (USD)
VRBO
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)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 $499 per night (USD)
VRBO
Top-floor getaway with lagoon pool, hot tub, tennis & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole D205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $499 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Live da HI life with views of the ocean and steps to the beach
- 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 $306 per night (USD)Expedia
- From $573 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 $573 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Desirable Kamaole Sands 6-102 Ground Floor with Ocean Views and Top Beach Access
- 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 $255 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Beach lovers dream condo with pools, hot tub, beach access & W/D
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole D111 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $320 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Upscale escape with pool, hot tub & grill - near beaches & water sports
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole H110 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $276 per night (USD)Expedia
- From $390 per night (USD)
VRBO
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)VRBO
- From $359 per night (USD)
Expedia
Tropical hideaway with pools, hot tub & grill - the waves await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole H206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $359 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Hale Kamaole Condo w/ Shared Pool, Shared Grill, Private Washer/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole 139 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $268 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Hale Kamaole Condo w/ Shared Grill, Shared Outdoor Pool, Private Washer/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole 151 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $239 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Snorkel, surf & swim condo with lagoon pool, hot tub & easy beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole D206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $342 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Luxe getaway with pools, hot tub & washer/dryer - the waves are waiting
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole I102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $351 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hale Kamaole 120 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $298 per night (USD)VRBO
- From $1159 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 $1159 per night (USD)Expedia
- From $691 per night (USD)
VRBO
Luxurious Mana Kai 508 Oceanfront 2bd/2ba with Stunning Views and Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront views combined with the incredible amenities of the Mana Kai resort are nothing short of luxurious. Panoramic ...
From $691 per night (USD)VRBO
- From $738 per night (USD)
Expedia
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 $738 per night (USD)Expedia
- From $1374 per night (USD)
VRBO
Sweeping Ocean Views - Makena Surf Resort C-106 - Peaceful Ground Level Gem
- 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 $1374 per night (USD)VRBO
- From $526 per night (USD)
Expedia
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)Expedia
- From $1213 per night (USD)
VRBO
Makena Surf | F305 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Makena Surf F305, your ideal vacation rental for a dream-filled island getaway! This stunning oceanfront resi ...
From $1213 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
- Click For Pricing
VRBO
Makena Surf | C105 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enter the cool marbled foyer of Makena Surf C105, a luxurious 1,600 sq. ft. ocean view vacation rental on the first floo ...
Click For PricingVRBO
- 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 $1322 per night (USD)
VRBO
Makena Surf | E102 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Makena Surf E102 is a prime oceanfront vacation condo that offers a perfect blend of luxury and natural beauty. This 1,5 ...
From $1322 per night (USD)VRBO
- From $411 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 $411 per night (USD)Expedia
- From $694 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 $694 per night (USD)VRBO
- From $435 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 $435 per night (USD)Expedia
- From $543 per night (USD)
VRBO
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)VRBO
- From $880 per night (USD)
Expedia
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Eco Friendly home is conveniently located near Maui’s most beautiful beaches. Minutes away from Wailea Beach, Keawak ...
From $880 per night (USD)Expedia
- From $517 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 $517 per night (USD)VRBO
- From $1189 per night (USD)
Expedia
Makena Surf C-107 • Ocean Views •Hotel-Zoned: Won't Be Banned!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
MAKENA SURF C107 A Premier Home in the Heritage Vacation Homes Collection Welcome to Makena Surf C-107, a quiet and rel ...
From $1189 per night (USD)Expedia
- From $324 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 $324 per night (USD)VRBO
- From $454 per night (USD)
Expedia
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)Expedia
- From $929 per night (USD)
VRBO
Stunning views! Exclusive pool, spa and big private yard.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine you're sitting on your private deck overlooking the ocean, and other islands on 1 acre at the end of the street. ...
From $929 per night (USD)VRBO
- From $440 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 $440 per night (USD)Expedia
- From $347 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 $347 per night (USD)VRBO
- From $466 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 $466 per night (USD)Expedia
- From $2227 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 $2227 per night (USD)VRBO
- From $1017 per night (USD)
Expedia
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)Expedia
- From $302 per night (USD)
VRBO
Stay near two beautiful Kihei beaches
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to Kihei and experience the ultimate island getaway in this charming 1-bedroom, 2 bathroom condo. Situated just a ...
From $302 per night (USD)VRBO
- From $482 per night (USD)
Expedia
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 $482 per night (USD)Expedia
- From $534 per night (USD)
VRBO
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)VRBO
- From $829 per night (USD)
Expedia
Maui Oceanfront Condo, Mana Kai 811, Amazing Views, on Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Here it is - the Hawaiian Ali'i oceanfront getaway that puts a check mark next to everything on your vacation wish list. ...
From $829 per night (USD)Expedia
- From $371 per night (USD)
VRBO
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 $371 per night (USD)VRBO
- From $586 per night (USD)
Expedia
Steps to Kamaole 3 Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Hosted by VacaMaui We chose Kamaole Sands due to it's fantastic location directly across the street from Kamaole Beach ...
From $586 per night (USD)Expedia
- 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 $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 $591 per night (USD)
VRBO
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 $591 per night (USD)VRBO
- From $406 per night (USD)
Expedia
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 $406 per night (USD)Expedia
- From $263 per night (USD)
VRBO
HOT SUMMER SPECIALS~WONDERFUL VIEW~ King Bed, large lanai, amazing sunsets!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You will not be disappointed by this 1 bedroom/1 bath condo. Providing a King Bed in the bedroom with TV and A/C. The ...
From $263 per night (USD)VRBO
- From $603 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 $603 per night (USD)Expedia
- From $1082 per night (USD)
VRBO
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)VRBO
- From $621 per night (USD)
Expedia
Mana Kai 412: Oceanview 2bd/2ba Condo Beach Access at Exclusive Kihei Resort
- 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 $621 per night (USD)Expedia
- From $4169 per night (USD)
VRBO
Private Ocean Front at Wailea Beach Villas B102
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Welcome to the prestigious oce ...
From $4169 per night (USD)VRBO
- From $732 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 $732 per night (USD)Expedia
- From $1445 per night (USD)
VRBO
Wailea Beach Villas | PH211
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you’ve spent an action-pack ...
From $1445 per night (USD)VRBO
- From $464 per night (USD)
Expedia
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 $464 per night (USD)Expedia
- From $923 per night (USD)
VRBO
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 $923 per night (USD)VRBO
- From $504 per night (USD)
Expedia
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 $504 per night (USD)Expedia
- From $734 per night (USD)
VRBO
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 $734 per night (USD)VRBO
- From $1278 per night (USD)
Expedia
OceanView Tranquility: Luxurious Condo with Spectacular Grounds - Elua #1104
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wailea Elua #1104 – Ocean View Comfort with Versatile Sleeping Options and Elegant Island Style Welcome to Wailea Elua ...
From $1278 per night (USD)Expedia
- From $1225 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 $1225 per night (USD)VRBO
- From $1235 per night (USD)
Expedia
Polo Beach Club | 409
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach Club 409 is a luxurious oceanfront vacation rental located in the world-renowned beach vacation destination o ...
From $1235 per night (USD)Expedia
- From $1145 per night (USD)
VRBO
Polo Beach Club | 407
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach Club 407 is a premier oceanfront vacation rental located in the upscale resort area of Wailea. This two-bedro ...
From $1145 per night (USD)VRBO
- From $439 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 $439 per night (USD)Expedia
- From $474 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 $474 per night (USD)VRBO
- From $330 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 $330 per night (USD)Expedia
- From $470 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 $470 per night (USD)VRBO
- From $537 per night (USD)
Expedia
Wailea Ekahi 10C - Close to Main Pool & Beach! Spacious condo -Sleeps Up to Four
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our home is in the 1st (and closest) phase of Ekahi and is just steps away from the main pool pavilion, the beach, and a ...
From $537 per night (USD)Expedia