Wailea-Makena Rentals
From $938 per night (USD)VRBO
Gorgeous Oceanfront Sanctuary – Makena Surf #G-204 - Breathtaking Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Makena Surf G-204 Welcome to Makena Surf G-204, a beautifully appointed ocean view condo located within the exclusive Ma ...
From $938 per night (USD)VRBO
From $763 per night (USD)Expedia
Kihei Surfside #503: Luxe Oceanfront Getaway with Panoramic Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei Surfside #503 – Fully Remodeled Oceanfront Condo with Split-Duct AC and Elevated Comfort Welcome to Kihei Surfsid ...
From $763 per night (USD)Expedia
From $1956 per night (USD)VRBO
Beachfront penthouse w/ panoramic ocean views and pool access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best ...
From $1956 per night (USD)VRBO
From $510 per night (USD)Expedia
Ocean View, Double Lanai and a Quick Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Condo Details: **This is a NON-Smoking Unit AND a non-smoking property. All forms of smoking or vaping is prohibited ...
From $510 per night (USD)Expedia
From $424 per night (USD)VRBO
Hale Kamaole 213 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. Ki ...
From $424 per night (USD)VRBO
From $552 per night (USD)Expedia
Hale Kamaole 341 Third floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fabulous Ocean and Garden View – one of the BEST views on the property. There is new furniture and a king bed in the mas ...
From $552 per night (USD)Expedia
From $516 per night (USD)VRBO
Hale Kamaole 340 Third floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai ...
From $516 per night (USD)VRBO
From $568 per night (USD)Expedia
Hale Kamaole 236 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Begin your day with the golden sunlight of the Valley Isle emerging over Haleakala and bringing the multicolored hues of ...
From $568 per night (USD)Expedia
From $516 per night (USD)VRBO
#330 Third floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The main floor bedroom has a queen bed, air conditioner, and ceiling fan. The main floor bathroom has a walk-in tiled sh ...
From $516 per night (USD)VRBO
From $538 per night (USD)Expedia
Hale Kamaole 342 Third floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Great Ocean and Garden Views. This two bedroom unit offers king beds in both the upper and lower bedrooms which is great ...
From $538 per night (USD)Expedia
From $552 per night (USD)VRBO
Hale Kamaole 315 Third floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully renovated two bedroom condo with loft has Ocean and Garden View. Newly remodeled kitchen with stone counter ...
From $552 per night (USD)VRBO
From $424 per night (USD)Expedia
Hale Kamaole 130 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This ground floor unit has a newly renovated kitchen, with beautiful kitchen cabinets and brand new countertops. Bathroo ...
From $424 per night (USD)Expedia
From $425 per night (USD)VRBO
Hale Kamaole 156 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy One Bedroom unit with both Ocean and Garden View, overlooking tennis court, close to pool and BBQ. Well appointed l ...
From $425 per night (USD)VRBO
From $516 per night (USD)Expedia
Hale Kamaole 222 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
At this Maui Vacation Rental you will enjoy the location and the ocean view. The owners just did several upgrades throu ...
From $516 per night (USD)Expedia
From $424 per night (USD)VRBO
Hale Kamaole 142 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come experience this beautiful beach style remodeled ground floor condo. It is located close to pool and up on the top ...
From $424 per night (USD)VRBO
From $405 per night (USD)Expedia
Hale Kamaole 152 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Great Ocean View. Newly remodeled and new furniture this year, 2025. End unit with a large extra window bringing in a lo ...
From $405 per night (USD)Expedia
From $552 per night (USD)VRBO
Hale Kamaole 245 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two bedroom corner unit with loft has an Ocean View from the living room & kitchen. Additional side window provides ...
From $552 per night (USD)VRBO
From $424 per night (USD)Expedia
Hale Kamaole 206 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean View from the couch, mountain View from the lanai. Artistically decorated with beautiful art pieces and glass art. ...
From $424 per night (USD)Expedia
From $429 per night (USD)VRBO
Hale Kamaole 173 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nice one bedroom, one bath condo with ocean view as well as a full view of the West Maui Mountains from the lanai. Comfo ...
From $429 per night (USD)VRBO
From $424 per night (USD)Expedia
Hale Kamaole 207 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
New everything, 2014 remodel. Travertine floor from entrance to Lanai, new carpet installed in bedroom. All new applianc ...
From $424 per night (USD)Expedia
From $424 per night (USD)VRBO
Hale Kamaole 177 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean View from dining room & lanai. Close to pool and BBQ. Comfortable furniture. King bed in bedroom with queen hide-a ...
From $424 per night (USD)VRBO
From $437 per night (USD)Expedia
Maui Kamaole G211 condo w/ ocean views and pool access, summer deal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole G211, picturesque ocean views! This 2bed/2bath condo offers the perfect getaway for families or couples tra ...
From $437 per night (USD)Expedia
From $463 per night (USD)VRBO
Peaceful Wailea Retreat Near Keawakapu Beach & Resort Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Palms at Wailea 1904, a beautifully updated 2-bedroom, 2-bath vacation rental in the heart of Wailea. Perfect ...
From $463 per night (USD)VRBO
From $398 per night (USD)Expedia
Summer Deal Wailea Condo with Golf Course Views Pool and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Perched along the lush fairways of the Wailea Blue Golf Course, Wailea Grand Champions #122 offers the ideal blend of oc ...
From $398 per night (USD)Expedia
From $830 per night (USD)VRBO
Stunning Two Story Townhouse located in Ekahi Village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You can hear the waves crash against the shore from your lanai or perhaps you would prefer to enjoy it from your own pri ...
From $830 per night (USD)VRBO
From $457 per night (USD)Expedia
WAILEA EKAHI VILLAGE 27C - POOLSIDE, STEPS TO THE BEACH, SWEEPING OCEAN VIEWS!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*****UPDATE: New, mini-split air conditioning system installed in August, 2025*****Ekahi Village 27C is a beautifully-d ...
From $457 per night (USD)Expedia
From $793 per night (USD)VRBO
EKAHI 26C: SPACIOUS CONDO WITH THE BEST OCEAN VIEWS IN WAILEA EKAHI VILLAGE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We recently hosted several prominent Wailea-area realtors to our condo. Their consensus is that Ekahi 26C has the most ...
From $793 per night (USD)VRBO
From $894 per night (USD)Expedia
Three Bedrooms at Kamaole Sands-Nice!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine being steps away from your morning beach walk... Imagine sunsets and people-watching from your lanai... (b ...
From $894 per night (USD)Expedia
From $456 per night (USD)VRBO
COMPLETELY REMODELED-AC THROUGHOUT-GROUND FLOOR-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1200 sq. ft) condo that has been completely remodeled. This ...
From $456 per night (USD)VRBO
From $664 per night (USD)Expedia
Wailea Elua 2101 - Your Getaway Amidst Beautiful Beachfront Grounds!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua #2101 – Ocean View Comfort with Ground Floor Ease Step into luxury at Wailea Elua #2101, a beautifully upgr ...
From $664 per night (USD)Expedia
From $1121 per night (USD)VRBO
Tranquil Oceanview Corner Unit with Dual Lanais - Ekahi 22D - Soak Up the Sun!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi #22D – Ocean View Serenity in Wailea's Premier Beachfront Community Enjoy sweeping ocean views, bright tro ...
From $1121 per night (USD)VRBO
From $634 per night (USD)Expedia
Fabulous Ulua Beach & Lush Grounds Await: Wailea Elua 807, Ground floor Gem!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Wailea Elua #807 – Ground-Floor Serenity with Ocean Breezes and Refined Comfort Welcome to Wailea Elua #807, a beautifu ...
From $634 per night (USD)Expedia
From $1196 per night (USD)VRBO
Oceanfront Maui condo w/ lanai and island views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the worl ...
From $1196 per night (USD)VRBO
From $938 per night (USD)Expedia
Spectacular Corner Oceanfront Escape: Luxurious Makena Surf Resort G-206
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Makena Surf G-206 Welcome to Makena Surf G-206, a spacious ocean view condo set within the exclusive and serene Makena S ...
From $938 per night (USD)Expedia
From $393 per night (USD)VRBO
COMPLETELY REMODELED-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this nicely updated, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been remodeled. ...
From $393 per night (USD)VRBO
From $585 per night (USD)Expedia
Palms at Wailea #305 Ground Floor Unit, A/C Throughout, Wifi, Close to Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea #305 is a ground floor 2 bedroom, 2 bath unit close to the pool. It features split system air conditioni ...
From $585 per night (USD)Expedia
From $871 per night (USD)VRBO
Stunning ocean views await at Makena Surf #C-103, a spacious 2BR condo in beautiful Makena.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf C103 Nestled within the prestigious Makena community, Makena Surf Resort offers a luxurious and serene beach ...
From $871 per night (USD)VRBO
From $894 per night (USD)Expedia
Wailea Elua #902 – Bright, Open Ocean-View Haven with Exceptional Scenery
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Wailea Elua #902 – Newly Remodeled Ocean View Escape with Upscale Island Style Welcome to Wailea Elua #902, a beautiful ...
From $894 per night (USD)Expedia
From $318 per night (USD)VRBO
Maui Kamaole #H-111 Great South Kihei Location, A/C, Across Kamaole Bch III
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the charm of Maui Kamaole #H-111, a ground floor 1-bedroom/2-bathroom unit offering partial ocean views. Nestle ...
From $318 per night (USD)VRBO
From $1340 per night (USD)Expedia
Wailea Elua #1204 – Beachfront Haven with Stunning Views and Pristine Grounds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Wailea Elua #1204 – Premier Beachfront Condo with Ocean Views and Island Luxury Welcome to Wailea Elua #1204, a beautif ...
From $1340 per night (USD)Expedia
From $460 per night (USD)VRBO
Kamaole Sands #1-406 Front Row, Ocean View, Fitness Center, Great Rates!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kamaole Sands #1-406 is a beautifully appointed, 2 bedroom / 2 bath ocean view unit, on the front row of the complex (cl ...
From $460 per night (USD)VRBO
From $1293 per night (USD)Expedia
Summer Deal Ocean View Wailea Villa with Pool and Private Lanai
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Relax and unwind in this stunn ...
From $1293 per night (USD)Expedia
From $368 per night (USD)VRBO
Tropical Escape with Endless Coastal Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Ekolu 911 is a beautiful one-bedroom, two-bathroom condo featuring amenities such as expansive ocean views, a washer/dry ...
From $368 per night (USD)VRBO
From $634 per night (USD)Expedia
Island Luxury at Wailea Elua #302: Expansive Ocean Views and Gorgeous Interior
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua #302 – Top-Floor Ocean View Elegance with Artistic Hawaiian Touches Welcome to Wailea Elua #302, a stunning ...
From $634 per night (USD)Expedia
From $448 per night (USD)VRBO
Palms at Wailea #1902 Garden View, A/C Throughout, Fast Wifi, Shared Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea #1902 is an upstairs 2 bedroom 2 bath unit which sleeps 6 and has an open, spacious floor plan. It featu ...
From $448 per night (USD)VRBO
From $805 per night (USD)Expedia
Nestled Near the Pool with Stunning Grounds -Wailea Elua 1503- Getaway & Relax!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Wailea Elua #1503 – Panoramic Lanai Views Near Pool & Paddle Court Escape to the beauty of Wailea with a stay at Wailea ...
From $805 per night (USD)Expedia
From $427 per night (USD)VRBO
Maui Kamaole #L-202 Full Ocean View, Full A/C, Great Location, Great Rates
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole #L-202 has one of the most sought after views and locations in the entire complex!!! The front of the unit ...
From $427 per night (USD)VRBO
From $1719 per night (USD)Expedia
Prime Ground-Floor Hideaway with Expansive Oceanfront Views – Wailea Elua #1403
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Elua #1403 – Ocean View Elegance Just Steps from the Beach Discover beachfront luxury and refined style at Waile ...
From $1719 per night (USD)Expedia
From $1241 per night (USD)VRBO
Tranquil Ground-Floor Retreat: Wailea Elua 105, Set in an Enchanting Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #105 – Ocean View Luxury and Secluded Serenity in the Heart of Wailea Welcome to Wailea Elua #105, a beauti ...
From $1241 per night (USD)VRBO
From $946 per night (USD)Expedia
Gorgeous Ground-Floor Oasis – Makena Surf G-104 W/ Stunning Oceanfront Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf G-104 Welcome to Makena Surf G-104, a stunning oceanfront condo offering sweeping views of the Pacific and a ...
From $946 per night (USD)Expedia
From $723 per night (USD)VRBO
Oceanfront Escape: Kihei Surfside #211 – W/ Gorgeous Views & Grounds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei Surfside #211 – Stylish Remodel with Ocean Views, A/C, and Spacious Living Kihei Surfside #211 is a beautifully r ...
From $723 per night (USD)VRBO
From $441 per night (USD)Expedia
Summer Deal Wailea Condo with Ocean Golf Views Pool and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We love our Peaceful Maui Condo and want to share it with you! Enjoy views of the mountains, ocean, and golf course from ...
From $441 per night (USD)Expedia
From $1003 per night (USD)VRBO
Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Makena Surf #F-107 Discover F-107: Makena Surf's most exclusive marine sanctuary experience. With unparalleled proximit ...
From $1003 per night (USD)VRBO
From $319 per night (USD)Expedia
Maui Parkshore #304 Gorgeous, Partial Ocean View, Across Kamaole Beach III
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Parkshore #304 has been completely updated, including brand-new, stainless steel kitchen appliances and includes an ...
From $319 per night (USD)Expedia
From $348 per night (USD)VRBO
Serene Wailea Escape with Island Views & Resort Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The main living area boasts expansive high beam ceilings that add to the wonderful flow of air blowing in off the Shores ...
From $348 per night (USD)VRBO
From $621 per night (USD)Expedia
Ocean Views & Quaint Interiors - Wailea Elua 106 Situated on a Stunning Property
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Wailea Elua #106 – Peaceful Ocean View Condo in Wailea's Premier Beachfront Community Discover tranquility at Wailea El ...
From $621 per night (USD)Expedia
From $699 per night (USD)VRBO
Spectacular Views at Wailea Elua 2010: Tranquil Oasis on Lush Oceanfront Grounds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2010 – Elevated Island Comfort with Panoramic Views Enjoy the perfect blend of comfort and convenience at ...
From $699 per night (USD)VRBO
From $933 per night (USD)Expedia
Remodeled Retreat with Exquisite Ocean Views - Wailea Elua 2304 - Relax & Revive
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2304 – Peaceful Upper-Level Ocean View Retreat with Flexible Bedding and Island Charm Welcome to Wailea El ...
From $933 per night (USD)Expedia
From $896 per night (USD)VRBO
Exquisite Escape: Elegantly Renovated Wailea Elua 801 – Tranquil Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #801 – Ground-Floor Ocean View Retreat with Modern Upgrades Welcome to Wailea Elua #801, a beautifully remo ...
From $896 per night (USD)VRBO
From $980 per night (USD)Expedia
Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf F-202 Discover the serenity of oceanfront living at Makena Surf F-202. This beautifully appointed second-flo ...
From $980 per night (USD)Expedia
From $378 per night (USD)VRBO
Kamaole Sands #2-301 Great Location Near Beach,Fitness Center,Hot Tub, A/C!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kamaole Sands #2-301 is a large 1,036 sq ft. two-bedroom two-bath single-level end unit on the third floor with a peek-a ...
From $378 per night (USD)VRBO
From $527 per night (USD)Expedia
Palms at Wailea #1101 Great Ocean Views Large Sun Deck Near Beaches, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea #1101 is an ocean view ground floor 2 bedroom 2 bath condo with a full kitchen, washer and dryer, high s ...
From $527 per night (USD)Expedia
From $1349 per night (USD)VRBO
Beachfront condo Wailea w/ lanai and pool access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The location cannot be beat! There is no other accommodation closer to the beach in Wailea! Start your day walking the f ...
From $1349 per night (USD)VRBO
From $752 per night (USD)Expedia
Ground-Level Beauty on a Verdant Oceanfront Property - Wailea Elua 1601
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua #1601 – Oceanfront Luxury with Upgraded Interior & Ground Floor Access Step into effortless island living a ...
From $752 per night (USD)Expedia
From $459 per night (USD)VRBO
Summer Deal Wailea 2BR Condo Near Beach with Golf Course Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the best of Wailea from this spacious 2-bedroom lock-off condo at Wailea Grand Champions Villas, perfectly lo ...
From $459 per night (USD)VRBO
From $438 per night (USD)VRBO
Directly across from Kamaole III Beach! Maui Parkshore 107 - Kihei Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ground level 2 bedroom / 2 en-suite bathrooms open floor plan condominium. Steps from beautiful beach and pool. Ocean/su ...
From $438 per night (USD)VRBO
From $433 per night (USD)VRBO
Great Ocean View Remodeled 2-bedroom with a loft condo just minutes from Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In the heart of Kihei, Maui, find your haven within this two-bedroom plus a loft condominium. Nestled just a short walk ...
From $433 per night (USD)VRBO
From $542 per night (USD)Expedia
Enjoy Your Oceanside Dream at Kihei Surfside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly added split A/C system was just added!! Imagine sipping coffee from your private lanai overlooking the ocean! This ...
From $542 per night (USD)Expedia
From $691 per night (USD)VRBO
Wailea Ekahi 1B Recently Remodeled Ocean View 1st Floor Luxury 1BD 2BA Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 1B is located on beautiful Keawakapu Beach in gorgeous Wailea. This totally remodeled lower village, ground floor u ...
From $691 per night (USD)VRBO
From $290 per night (USD)Expedia
Your paradise - entire > 800 square feet apartment with affordable rate
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Descriptions Find your personal paradise at this lovely 1-bedroom, 2-bathroom vacation rental condo in beautiful Kihei. ...
From $290 per night (USD)Expedia
From $323 per night (USD)VRBO
Maui Paradise: Steps to Sand-Blg#1. Partial Ocean View, AC's, Wifi, 1st Floor
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy ocean views, sunsets, and sounds of waterfalls in our one-bedroom (King Size Bed), two-bath, air-conditioned ...
From $323 per night (USD)VRBO
From $472 per night (USD)Expedia
Gorgeous Luxury Ocean View 2 Bedroom Plus Den Kamaole Sands 10-115
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Book with us and come to Maui to explore everything we have to offer! Sought after building 10 nicely remodeled unit wi ...
From $472 per night (USD)Expedia
From $665 per night (USD)VRBO
Kihei Ease Thrives! Lanai, Kitchen, AC, Laundry, WiFi+Flat Screen–Kamaole Sands 6203
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical decor and casual style create an island vibe in this air-conditioned 818sf suite. Prep meals in the kitchen for ...
From $665 per night (USD)VRBO
From $323 per night (USD)Expedia
Ocean Front Property G-112
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
1 bedroom, 2 Baths, sleeps 2, has a California King Size Bed and is beautifully decorated. Whales can be seen jumping f ...
From $323 per night (USD)Expedia
From $388 per night (USD)VRBO
NEW GORGEOUS REMODEL-GREAT LOCATION-WELL EQUIPPED-METICULOUS CLEANING-AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book With Confidence This Brand New Remodeled, 1 bedroom, 1 bathroom (655 sq. ft) Condo That Provides An Exceptional Vac ...
From $388 per night (USD)VRBO
From $614 per night (USD)Expedia
Beautiful Wailea Retreat with Pool, Lanai & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fabulous condo! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities ...
From $614 per night (USD)Expedia
From $607 per night (USD)VRBO
Tropical Wailea Escape with Resort Pool & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This cool, ground floor condominium is the most spacious 1200 sq ft two-bedroom 'C' plan, with sunken living room, brand ...
From $607 per night (USD)VRBO
From $396 per night (USD)Expedia
Golf Front Wailea Condo Near Beaches, Shops and Dining
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in paradise at this beautifully appointed golf-front Wailea condo overlooking the first fairway of the Wailea Blue ...
From $396 per night (USD)Expedia
From $614 per night (USD)VRBO
Wailea Condo Near Keawakapu Beach with Pool & Tropical Setting
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you are looking for a perfect getaway in paradise, this is it! This luxury Palms at Wailea unit is located near the s ...
From $614 per night (USD)VRBO
From $445 per night (USD)Expedia
Summer Deal Wailea Villa with Golf Course Views and Resort Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Some of the features include: Travertine Tile, Granite, Marble, Top of the line Stainless Steel Appliances, Mahogany Cab ...
From $445 per night (USD)Expedia
From $681 per night (USD)VRBO
Summer Deal Wailea 2BR Condo with Lanai Pool and Jacuzzi Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fabulous value in Wailea Resort! If you want the perfect and spacious 2-bed/2-bath condo that is tastefully decorated, o ...
From $681 per night (USD)VRBO
From $476 per night (USD)Expedia
Tropical Wailea Condo Near Keawakapu Beach & Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fabulous condo! This luxury, private unit is located on the top floor and has all the amenities this popular complex aff ...
From $476 per night (USD)Expedia
From $615 per night (USD)VRBO
Summer Deal Wailea 3BR Condo with Ocean and Golf Course Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience gorgeous ocean and fairway views from this spacious top floor, tastefully decorated, family-friendly, three-b ...
From $615 per night (USD)VRBO
From $649 per night (USD)Expedia
Beautiful Wailea Retreat with Garden Views & Resort Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The name PALMS AT WAILEA aptly describes the feel of this beautiful complex. Located above the pristine shores of Keawak ...
From $649 per night (USD)Expedia
From $452 per night (USD)VRBO
Relaxing Wailea Condo with Lanai, Pool & Island Charm
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You're sure to have a fabulous stay! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi a ...
From $452 per night (USD)VRBO
From $518 per night (USD)Expedia
360 Ocean Views + Full Remodel! Top Floor # 904!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
When you think of Hawaii you imagine awe-inspiring views, amazing sunsets and the natural beauty of the wild blue Pacifi ...
From $518 per night (USD)Expedia
From $573 per night (USD)VRBO
360 Premier Ocean View! Remodeled Ekolu # 1510!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a premier unit with panoramic ocean views located just minutes to all Wailea Beaches, The Shops at Wailea and Lu ...
From $573 per night (USD)VRBO
From $474 per night (USD)Expedia
Spacious unit located in Maui Hill Resort+Netflix&more
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to an upscale neighborhood. Aston Maui Hill in the heart of Kihei right next to Wailea. We offer you an entire p ...
From $474 per night (USD)Expedia
From $776 per night (USD)VRBO
Mana Kai 404, Beautifully Renovated, Unbelievable Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This Beautiful, renovated Beachfront Condo on the fourth floor of the Mana Kai building has breath-taking unobstructed o ...
From $776 per night (USD)VRBO
From $419 per night (USD)Expedia
Summer Deal Wailea Condo with Lanai Pool and Golf Course Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location! Location! Location! Who needs a car?!? This central Wailea location makes it favorable as you can find tennis, ...
From $419 per night (USD)Expedia
From $362 per night (USD)VRBO
Palms at Wailea #307 Beautifully Remodeled, Ground Floor Unit, Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Palms at Wailea #307 is a beautifully spacious 1Bd/2Ba unit with all the comforts of home! It is conveniently located on ...
From $362 per night (USD)VRBO
From $501 per night (USD)Expedia
Wailea Ekahi #16-C Ground Floor Unit Near Keawakapu Beach, Wifi, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Wailea Ekahi #16-C is a 1 bedroom, 2 bath oceanfront ground floor unit. It has a huge ocean view, split system A/C throu ...
From $501 per night (USD)Expedia
From $608 per night (USD)VRBO
Open-Style Condo w/Chic Kitchen+Dining Area, WiFi, Lanai–Kamaole Sands 9206
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the island life in this spacious, air-conditioned 818 sq ft suite with full kitchen for the convenience of prepari ...
From $608 per night (USD)VRBO
From $608 per night (USD)Expedia
Charming Condo w/Lanai - Kamaole Sands 8304
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The perfect place to call home on your Maui vacation, this spacious air-conditioned 818 sq ft suite with full kitchen fo ...
From $608 per night (USD)Expedia
From $651 per night (USD)VRBO
Condo Relaxation w/Roomy Living Area, Lanai, Kitchen, WiFi–Kamaole Sands 4303
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Toast a day of Wailea Golf with Maui Brewing Breadfruit Ale while gazing out to breadfruit trees, fountain pool and wate ...
From $651 per night (USD)VRBO
From $767 per night (USD)Expedia
Ocean Theme+View! Island Decor, Kitchen+Bath Updates, WiFi–Kamaole Sands 9409
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Join us under the sea in this 1,200-square foot two-bedroom with loft vacation condo located on the 4th floor with a cen ...
From $767 per night (USD)Expedia
From $730 per night (USD)VRBO
Family Favorite! Kitchen, Laundry, AC, TV, WiFi, Kitchen+Lanai–Kamaole Sands 5212
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 5212 is a 2-bedroom vacation condo on the second floor with lush garden views amid towering coconut trees, well-man ...
From $730 per night (USD)VRBO
From $757 per night (USD)Expedia
Suite Paradise! Kitchen Perks, Washer/Dryer, WiFi, Scenic Lanai–Kamaole Sands 1402
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your very own piece of paradise awaits - this island style inspired 1,200 sq ft, 2 bedroom, 2 full bathrooms unit has ev ...
From $757 per night (USD)Expedia
From $610 per night (USD)VRBO
Homey Comfort+Style! Upgraded Kitchen, WiFi, Roomy Lanai–Kamaole Sands 7208<br>
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the second floor – with both elevator access and stairs – this 818 square foot one bedroom vacation condo loo ...
From $610 per night (USD)VRBO
From $650 per night (USD)Expedia
Chic Upgrades+Great View! Modern Kitchen, WiFi, Washer/Dryer–Kamaole Sands 5302
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
With views of channels between Maui, Lanai, Molokini and Kahoolawe, this 818sf vacation rental is a hit for its full kit ...
From $650 per night (USD)Expedia