
Wailea-Makena Rentals

- From $1700 per night (USD)
VRBO
Tropical Luxury Villa Indoor-Outdoor Living, Gourmet Kitchen and Spa Bathrooms!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free! Thi ...
From $1700 per night (USD)VRBO
- From $406 per night (USD)
Expedia
125+ 5star REVIEWS SAYS IT ALL! All upgraded/vaulted ceil/Golf & Ocean view!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Location: Grand Champions, Wailea, South Maui, Maui, Hawaii, USA (2 miles Kihei, 13 miles airport, 1/2 mile beach.) Ac ...
From $406 per night (USD)Expedia
- From $451 per night (USD)
VRBO
Wailea Ekolu #906 Great Location, Panoramic Ocean View, Private, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu #906 is a 2 bedroom, 2 bath unit on the 2nd floor with panoramic ocean views, air conditioning, and complim ...
From $451 per night (USD)VRBO
- From $696 per night (USD)
Expedia
Ekahi 34F - Best Panoramic Ocean View!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi 34F in Ekahi Village - A modern vacation escape. Our fully renovated condo with spectacular views has ever ...
From $696 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Charming Kam Sands 6-104 Ground Floor 1Bd/1Ba with Garden Views and Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to one of the best locations in Kihei, Kamaole Sands 6-104. Start your Maui getaway here. This 1-bedroom/2-bath ...
From $314 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Ground Floor 1Bd/1Ba Across From Kamaole III Beach - Kamaole Sands 7-102
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands 7-102, directly across the street from one of the best beaches in Kihei! This 1bed/2bath condo is the perf ...
From $287 per night (USD)Expedia
- From $1153 per night (USD)
VRBO
Maui Villa with Lanai Views Gourmet Kitchen Elevator and Resort Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. This lovely villa is designed ...
From $1153 per night (USD)VRBO
- From $445 per night (USD)
Expedia
\"Paradise Found!\" writes one VRBO reviewer. . .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Perhaps, John Milton should have booked Kihei Surfside Resort before he wrote his epic poem. . . . and thank you Jeanne ...
From $445 per night (USD)Expedia
- From $599 per night (USD)
VRBO
PERFECT Maui Getaway! Wailea Ekolu Luxury Ocean View Top Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to ocean view luxury in the heart of Wailea; welcome to your perfect Maui getaway. This 2 bedroom, 2 bathroom r ...
From $599 per night (USD)VRBO
- From $1149 per night (USD)
Expedia
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**FAMILY FRIENDLY** If you are looking for a modern, luxurious retreat in Wailea with BRAND NEW EVERYTHING, look no fur ...
From $1149 per night (USD)Expedia
- From $382 per night (USD)
VRBO
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
We are a 2-3 minute walk to beautiful Kamaole Beach III. Our building is located in quiet building 5 on the 2nd floor. O ...
From $382 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Haleakala Shores B509: Spacious Top Floor Unit with Stunning Maui Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Haleakala Shores B509 offers views of the beautiful Maui waters, West Maui mountains, and Haleakala! Your perfect Maui g ...
From $338 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Maui Kamaole 2 Bedroom Corner Unit J101
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to one of the rare ground floor 2 bed/2bath den units, offering extra side windows and even an extra lanai off t ...
From $417 per night (USD)VRBO
- From $512 per night (USD)
Expedia
RARE 2 BEDROOM, SINGLE LEVEL-2 LANAIS-WELL EQUIPPED-METICULOUS CLEANING-AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) single level condo. This condo is managed ...
From $512 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy our quiet and spacious, 2 bedroom/2 bathroom, remodeled ground floor condo. Stunning views of the ocean and our n ...
From $495 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean and mountain views from this penthouse level two-bedroom, two-bath 1188 square foot condo in the highly desired bu ...
From $508 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the exclusive Wailea lifestyle in this fashionably decorated, high-end suite with incredible ocean views!!!--- Th ...
From $646 per night (USD)VRBO
- From $420 per night (USD)
VRBO
Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wifi
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions #162 is managed by people who love and spend time in Maui and want their guests to have a wonderf ...
From $420 per night (USD)VRBO
- From $682 per night (USD)
VRBO
Grand Champions in Wailea – Spacious Villa Near Pool w/ Ocean & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream Maui getaway! This beautifully remodeled upstairs three-bedroom, two-bathroom condo comfortably sl ...
From $682 per night (USD)VRBO
- From $452 per night (USD)
Expedia
OCEAN VIEW, LARGE LANAI, STEPS FROM THE BEACH, BLDG 10
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
** A Pipe & Roofing Renovation will take place in Building 10 from 9/8/25 to 12/8/25. During this time there will be noi ...
From $452 per night (USD)Expedia
- From $1624 per night (USD)
VRBO
Beachfront Luxury - Polo Beach Club #707 - Amazing Views & Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Polo Beach #707 Indulge in the refined elegance of Polo Beach #707, a fully remodeled “Maui Modern Masterpiece” at the e ...
From $1624 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Great for families and couples. Next to a tropical pool in Hawaiian landscape.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
-Maui Kamaole Unit K202 -upstairs, beautiful garden view, 2 bedroom, 2 bathroom unit -fully equipped kitchen -full size ...
From $359 per night (USD)Expedia
- From $478 per night (USD)
VRBO
Rear Ocean View 2 Bedroom Single Level Condo at Kamaole Sands 9-305
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
ook with us and come to Maui to explore everything we have to offer! Now with newly remodeled bathrooms! A rare single ...
From $478 per night (USD)VRBO
- From $683 per night (USD)
Expedia
Mana Kai 410 - The Ultimate Maui Beach Condo Experience - Renovated - Split AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Mana Kai Maui is Kihei's most exclusive vacation rental resort, with its location on the sand on Keawakapu Beach - and t ...
From $683 per night (USD)Expedia
- From $1398 per night (USD)
VRBO
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surround yourself in luxury while enjoying privacy and seclusion all while being close to world class dining and shoppin ...
From $1398 per night (USD)VRBO
- From $788 per night (USD)
Expedia
Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha, Maui is welcoming visitors and need your support by coming to our beautiful island. Enjoy stunning panoramic ocea ...
From $788 per night (USD)Expedia
- From $330 per night (USD)
VRBO
BEAUTIFUL OCEAN & GARDEN VIEWS-REMODELED-AC THROUGHOUT-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this beautifully appointed Kamaole Sands, 1 bedroom, 2 bathroom (820 sq. ft) condo that has been ...
From $330 per night (USD)VRBO
- From $1632 per night (USD)
VRBO
WELCOME TO OUR BEAUTIFULLY REMODELED & REDECORATED SEA LA VIE L510 AT WAILEA BEACH VILLAS!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on the 5th TOP FLOOR of the penthouse/tower building of the Wailea Beach Villas Resort, Sea La Vie L510, a full ...
From $1632 per night (USD)VRBO
- From $2507 per night (USD)
VRBO
FRESHLY RENOVATED, SPECTACULAR OCEAN VIEWS, ULTRA-LUXE BLUE OCEAN SUITE H401
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
H401 was just beautifully renovated and redecorated with fantastic upgrades throughout. Come and enjoy this exquisitely ...
From $2507 per night (USD)VRBO
- From $1077 per night (USD)
Expedia
Luxurious & Spacious Ground Floor Gem with Panoramic Oceanview - Wailea Elua 305
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Elua #305 – Stunning Ocean View Retreat with Luxury Comforts and Designer Finishes Experience the elegance and s ...
From $1077 per night (USD)Expedia
- From $1279 per night (USD)
VRBO
Luxurious, Modern Oceanfront Escape –Polo Beach Club 602 with Breathtaking Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach #602 Welcome to Polo Beach #602, a beautifully remodeled oceanfront condo located at the prestigious Polo Bea ...
From $1279 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Ground floor Kihei condo~ updated one bedroom. Hale Kamaole. Updated gem!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei-recently renovated condo., 1br (very comfortable new king size bed) & flat screen TV, 1 bath, living room w Queen ...
From $375 per night (USD)Expedia
- From $805 per night (USD)
VRBO
One of highest # of five star reviews, 1 of largest units, best panoramic views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This home is positioned at the very front row on the Maui Kamaole knoll, has spectacular panoramic ocean/sunset views an ...
From $805 per night (USD)VRBO
- From $1533 per night (USD)
Expedia
Exquisite Oceanview Villa with Resort Amenities in Gated Community
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Located in highly desirable se ...
From $1533 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Family Friendly, Garden & Ocean View, Steps to Beaches, Pool, Spas, Tennis & BBQ
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our South Kihei condominium is clean and comfortable, with a beautiful garden and ocean view. We've updated a number of ...
From $308 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Wailea Ekahi 36B: Ground Floor, Lush Garden Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 36B is a great ground floor location with lush garden views. This 1bedroom/2 bath condo offers the perfect ...
From $358 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Maui Kamaole, 2 lanais, queen sofa beds, quiet, eco friendly, south Kihei condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Enjoy a million dollar a year garden setting, steps from the pool, waterfall and spa, at this quiet, private one bedroom ...
From $377 per night (USD)VRBO
- From $446 per night (USD)
Expedia
1 Bedroom w/Modern Kitchen - Kamaole Sands 6206
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands unit #6206: Tropical décor and homey ease blend in this 884sf air-conditioned suite offering WiFi, washer/ ...
From $446 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions 146 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $380 per night (USD)VRBO
- From $460 per night (USD)
Expedia
Easy Kihei Living! Kitchen, Lanai, Laundry, AC, WiFi+Flat Screens–Kamaole Sands 10204
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical decor and homey comforts set the stage in this 818sf air-conditioned suite with a full kitchen and washer/dryer ...
From $460 per night (USD)Expedia
- From $1266 per night (USD)
VRBO
Beautiful Ground Floor Oasis: Workspace & Serene Surroundings -Wailea Elua 2501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2501 – Ground Floor Elegance with Ocean Views and a Completely Upgraded Interior Welcome to Wailea Elua #2 ...
From $1266 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Hale Kamaole 262 Second floor large condo, Ocean view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom with loft condo has a great view of the ocean from its private lanai! Room amenities include air conditio ...
From $349 per night (USD)Expedia
- From $530 per night (USD)
VRBO
Palms at Wailea #803 Fully Renovated, Partial Ocean View! Free Wifi, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palms at Wailea #803 has all the comforts of home in a beautiful tropical setting. This unit features a fully equipped k ...
From $530 per night (USD)VRBO
- From $1216 per night (USD)
Expedia
Captivating Tropical Escape at Wailea Elua 2202 - Breathtaking Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2202 – Ocean View Escape with Ample Space and Classic Island Comfort Welcome to Wailea Elua #2202, a seren ...
From $1216 per night (USD)Expedia
- From $692 per night (USD)
VRBO
Oceanfront 3rd Floor Mana Kai Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hawaii Tax ID: TA-081-303-9616-01 TMK: 390040230025 Relax and enjoy sunrise over Haleakala and sunset over the ocean fr ...
From $692 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Comfortable Maui Banyan Condo Walking Distance to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID: TA-192-602-7264-01 TMK: 390040050058 Practical and budget friendly! This quaint one bedroom unit ...
From $290 per night (USD)Expedia
- From $748 per night (USD)
VRBO
3rd Floor Oceanfront Mana Kai Unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID: TA-081-303-9616-01 TMK: 390040230025 Relax and enjoy sunrise over Haleakala and sunset over the o ...
From $748 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Affordable Garden View in Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hawaii Tax ID: TA-192-602-7264-01 TMK: 390040050058 This affordable garden view unit offers many luxuries you wo ...
From $366 per night (USD)Expedia
- From $1340 per night (USD)
VRBO
Makena Surf | C207 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Makena Surf C207, a vacation rental nestled in paradise. This spacious suite offers a serene escape, featurin ...
From $1340 per night (USD)VRBO
- From $1302 per night (USD)
Expedia
Polo Beach Club | 508
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach Club 508 is a stunning oceanfront vacation rental located in the heart of the luxurious Wailea area of Maui. ...
From $1302 per night (USD)Expedia
- From $578 per night (USD)
VRBO
Hale Kamaole 327 Ocean Views-2 Bedroom 2 Bathroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to South Maui, home of consistent sunny weather! 327 Hale Kamaole (Kamaole Ocean Views) welcomes you to a beach ...
From $578 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Kamaole Sands #8-208 Central A/C, Near Beach, Granite, Fitness Center!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands #8-208 is a 2nd floor, 1-bedroom, 2-bath unit with central air conditioning. It's got a fully-equipped kit ...
From $268 per night (USD)Expedia
- From $617 per night (USD)
VRBO
Oceanview 2bd condo steps from sandy beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole G208 has central A/C, is a two story, 2-bedroom, 2-bath spacious condo situated on the 2nd floor, and can a ...
From $617 per night (USD)VRBO
- From $785 per night (USD)
Expedia
Ekahi 29C, Ocean View, Steps away from the pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
"COVID-19: Dear travelers. Even though we have always maintained an exceptionally clean property, you can rest assured ...
From $785 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Stunning Ocean-View Remodel: 1BR/2BA at Maui Hill, Steps from Top Beaches
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Luxurious remodel with stunning ocean and sunset views! Across the Street from the top beaches in the world and steps aw ...
From $342 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Modern Ground-Floor Maui Kamaole – A/C, Garden Lanai, Walk to Beach & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in your personal piece of paradise! This spacious one-bedroom condo is located on the ground floor and has a priva ...
From $312 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Romantic, Luxury, Sensual Retreat - Couples Only
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Palms at Wailea – Your Island Paradise Awaits! Located in the prestigious Wailea resort community, The ...
From $559 per night (USD)VRBO
- From $871 per night (USD)
Expedia
Mana Kai 607 Great Ocean Views, Best Beach on Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Mana Kai Condo 607 has everything you are looking for! Best Beach... it's right on it! Unbelievable Ocean View... that ...
From $871 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Lovely home with lanai & enclosed courtyard, close to beach & restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole J105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $337 per night (USD)VRBO
- From $873 per night (USD)
Expedia
Custom Designed Beachfront Ocean View Condo Polo Beach 402!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Book 5 nights and enjoy the 6th night free! Valid for all new reservations arriving after 1/15/2025. This updated condo ...
From $873 per night (USD)Expedia
- From $442 per night (USD)
VRBO
7th Floor Ocean View Condo at Mana Kai Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hawaii Tax ID: TA-091-878-1952-01 TMK: 390040230080 Location location! This unit on the 7th floor has panoramic ocean s ...
From $442 per night (USD)VRBO
- From $511 per night (USD)
Expedia
7th Floor Oceanfront Condo at Mana Kai Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hawaii Tax ID: TA-091-878-1952-01 TMK: 390040230080 Location location! This unit on the 7th floor has panoramic ocean s ...
From $511 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Paradise awaits! Oceanview Ground floor 1bdrm. Updated. #175 Hale Kamaole. Kihei
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei-Recently renovated condo., 1 br (very comfortable king size bed) & flat screen TV, 1 ba, living room w Queen size ...
From $291 per night (USD)VRBO
- From $978 per night (USD)
Expedia
Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wailea Elua #1508 – Partial Ocean Views & Comfort Near Pool Set within the prestigious Wailea Elua Village, Wailea Elua ...
From $978 per night (USD)Expedia
- From $787 per night (USD)
VRBO
Mana Kai 601, Best Location in Building, on Best Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location! Location! Location! The Mana Kai Resort is located right on one of the nicest beaches on Maui. It is 'Right Th ...
From $787 per night (USD)VRBO
- From $628 per night (USD)
Expedia
Oceanfront 2BR/2BA Unit: Stunning Views, Modern Upgrades, Prime Location MKAI307
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located at the premier oceanfront property of Mana Kai, this upgraded 2 Bed, 2 Bath unit will make you never want to lea ...
From $628 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Grand Champions 105 I Spacious Wailea 3bd
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene c ...
From $565 per night (USD)VRBO
- From $1418 per night (USD)
Expedia
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
RARE NOVEMBER OPENING - THANKSGIVING AVAILABLE The best location in Wailea! Quick 2-minute walk to Wailea beach, shops ...
From $1418 per night (USD)Expedia
- From $499 per night (USD)
VRBO
Ground Floor Treasure: Beautiful Oceanfront Retreat - Kihei Surfside #107
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei Surfside #107 – Ground-Floor Ocean View Retreat Just Steps from the Beach Enjoy the relaxed charm of South Kihei ...
From $499 per night (USD)VRBO
- From $362 per night (USD)
Expedia
Hale Kamaole 218 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remo ...
From $362 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Golf course-front condo with outdoor pool, hot tub, central AC, & free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Grand Champions 149 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $363 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Hale Kamaole 133 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is one bedroom ground floor unit decorated in Hawaiian style prints and artwork, with a Garden View and easy access ...
From $289 per night (USD)Expedia
- From $698 per night (USD)
VRBO
Modern Maui Condo perfect for your Island Getaway
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha & Welcome to Maui! Unwind at this stunning beachside condo located in the Kamaole Sands Resort. This ground floor ...
From $698 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Second Floor Condo with Free WiFi, Furnished Lanai, Shared Pool, Hot Tub, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kamaole Sands 8-205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $375 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Haleakala Shores A309 | 2 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two couples can enjoy a perfect Maui getaway at Haleakala Shores A-309, with two bedrooms and bathrooms, there’s plenty ...
From $529 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Stunning Remodel - Maui Kamaole I-201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your serene escape at Maui Kamaole! This beautifully designed and recently fully remodeled 2-bedroom, 2-bathr ...
From $508 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Quiet condo with lanai, pools & hot tubs - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Maui Kamaole M104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $323 per night (USD)VRBO
- From $773 per night (USD)
Expedia
NEWLY UPDATED-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that has been nicely updated. This condo is ma ...
From $773 per night (USD)Expedia
- From $1383 per night (USD)
VRBO
Wailea Elua 1602: Oceanview Oasis W/ Easy Beach Access Amidst Tropical Splendor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Elua #1602 – Oceanfront Elegance with Stunning Views & Upgraded Interior Enjoy luxury island living at Wailea El ...
From $1383 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Spacious Bright and Airy! Ground floor! Palms at Wailea 609
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Luxury awaits at this beautifully decorated Palms at Wailea condo. With an open and inviting floor plan, there is plenty ...
From $411 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Your slice of Paradise, ground floor with Lanai
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Book with confidence – This property is situated in a district that is not subject to any of the currently proposed tran ...
From $338 per night (USD)VRBO
- From $531 per night (USD)
Expedia
SPECIAL 295 SEPT-OCT RATES! Stunning Ocean View 2BR/2BA condo across KAM3 Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy our beautifully furnished two bedroom, two bath luxury condo located in the Maui Kamaole complex; Kihei's fin ...
From $531 per night (USD)Expedia
- From $994 per night (USD)
VRBO
Picture Perfect Oceanfront Condo at Mana Kai Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hawaii Tax ID: TA-078-732-6976-01 TMK: 390040230067 Beautifully remodeled two bedroom in the desirable South Kih ...
From $994 per night (USD)VRBO
- From $576 per night (USD)
Expedia
Seventh-floor oceanfront condo with gym, pool & high-speed WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Mana Kai Maui Resort 701C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $576 per night (USD)Expedia
- From $479 per night (USD)
VRBO
REMODELED-KAMAOLE SANDS-BEAUTIFUL OCEAN VIEWS-AC-METICULOUS CLEANING
- 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. T ...
From $479 per night (USD)VRBO
- From $577 per night (USD)
Expedia
STUNNING REMODEL-OCEAN VIEW-MODERN FINISHES-AC THROUGHOUT-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1188 sq. ft) condo that has been completely remodeled from t ...
From $577 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Prime Location Near South Maui's Top Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Keawakapu 206 is a bright and well-appointed 2-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers ...
From $312 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Completely refurbished Building 9 1 bedroom, 1.5 bathroom condo across street from ocean on the best beach in Kihei. Bea ...
From $290 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
This beautifully remodeled ground level, 1 bedroom 2 full bathroom condo, features all new stainless steel appliances, a ...
From $473 per night (USD)VRBO
- Click For Pricing
Expedia
Luxe Wailea Condo w/ King Suite Limited Offer: Book 28 Days for 15% Off
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Special Promotions – Limited Time Offers Stay Longer and Save More Book a stay of 28 nights or more and receive a 15% d ...
Click For PricingExpedia
- From $1160 per night (USD)
VRBO
Captivating Ocean Views at Spectacularly Located Makena Surf Resort #C-205
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Makena Surf C205 Makena Surf Resort, located in the exclusive Makena area, offers a secluded beachfront retreat surround ...
From $1160 per night (USD)VRBO
- From $533 per night (USD)
Expedia
Wailea Luxury Beachfront Resort #904
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Palms in Wailea will allow you to 'live like the locals'. #904 is in one of the quietest corners of the community w ...
From $533 per night (USD)Expedia
- From $800 per night (USD)
VRBO
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Perfect location for vacationers. The condo is located on the first row of condos right on the 10th hole of the Blue Go ...
From $800 per night (USD)VRBO
- From $419 per night (USD)
Expedia
FULLY UPGRADED 2BED/2BATH BREATHTAKING VIEWS ACROSS FROM THE BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Paradise! This fully upgraded 2 bedroom, 2 bathroom condo has spectacular ocean views from the spacious lanai ...
From $419 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Kamaole Sands #10-216 Best Location! Ocean View, Hot Tub, Fitness Center!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kamaole Sands #10-216 is a single level 2 bedroom, 2 bath unit on the second floor. It has a fully-equipped kitchen, was ...
From $322 per night (USD)VRBO
- From $285 per night (USD)
VRBO
NEWLY RENOVATED 2 MINUTES FROM THE BEACH! MAUI Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This newly renovated condo, is just steps away from Kamaole beach, with its white sands and spectacular views, amazing r ...
From $285 per night (USD)VRBO
- From $1326 per night (USD)
VRBO
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Indulge in a tropical retreat at Ho'olei 12-2 in Wailea, Maui! This opulent 3-bedroom, 3.5-bathroom vacation rental, sho ...
From $1326 per night (USD)VRBO
- From $426 per night (USD)
Expedia
290/nt 11/24-30 340/nt 12/1-22 Ekahi 33A, 1bd/2bth, Lux, Remodel, Many Amenities
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Coming Up Soon Special: 11/24 - 30, $290/night, $340/nt 12/1-22 Wailea Ekahi 33A is a beautiful, romantic, family f ...
From $426 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Faces Kamaole Beach Park 3, Ground Floor, Large Lanai, ocean view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 1-103 is on the ground floor of the highly desirable Building 1 at Kamaole Sands Resort. This condo complex faces ...
From $360 per night (USD)VRBO
- From $1064 per night (USD)
Expedia
Stunningly Renovated! Ocean View! Elua 2305
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This property is hotel zoned, and not being affected by the recent proposed legislation. Welcome to Elua 2305. Your ult ...
From $1064 per night (USD)Expedia