
Wailea-Makena Rentals
- From $331 per night (USD)
VRBO
Grand Champions 12, Great Wailea Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your serene Wailea retreat! This charming two-bedroom, two-bathroom vacation rental offers the perfect blend ...
From $331 per night (USD)VRBO
- From $1915 per night (USD)
Expedia
Wailea Elua Village | 2108
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Elua Village #2108. This two-bedroom, two-bath residence is fully remodeled and redecorated, features ...
From $1915 per night (USD)Expedia
- Click For Pricing
VRBO
Beautifully Upgraded Ocean View Condo, Walk to Beach in Kihei
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
4 guests · 2 bedrooms · 3 beds · 2 baths Highlights - Fast WiFi: 60 Mbps with a configurable work table and chair (to s ...
Click For PricingVRBO
- From $589 per night (USD)
Expedia
Wailea Ekahi 24C - Gorgeous 1-bedroom apartment, close to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our large 1 bedroom 1 bathroom has been recently renovated for your comfort. There is a king bed and a walk-in shower. P ...
From $589 per night (USD)Expedia
- From $583 per night (USD)
VRBO
Wailea Grand Champions | 102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Grand Champions 102, a luxurious 2-bedroom, 2-bathroom residence nestled between the fairways of one o ...
From $583 per night (USD)VRBO
- From $802 per night (USD)
Expedia
Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space for your Maui Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Book with us and come to Maui to explore everything we have to offer! Large 3 bedroom unit with 3 full bathrooms! Perfe ...
From $802 per night (USD)Expedia
- From $740 per night (USD)
VRBO
KBM Resorts | FREE CAR | Wailea Elua | 2-Bedroom Condo Condo with Luxury Amenities! WEV-2009
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elegant 2-bedroom condo in Wailea Elua Village with ocean views, central A/C, full kitchen, lanai, and resort amenities ...
From $740 per night (USD)VRBO
- From $1167 per night (USD)
Expedia
Makena Surf | A204 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf A204 is a luxurious oceanfront residence offering a serene Hawaiian retreat. This spacious 1,600 square foot ...
From $1167 per night (USD)Expedia
- Click For Pricing
VRBO
Newly Remodeled Coastal Modern Condo Maui Kamaole with AC in beautiful Kihei
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
MAUI IS OPEN! 🌺 This completely renovated luxury condo is a perfect island getaway! Located in the Maui Kamaole complex ...
Click For PricingVRBO
- From $1016 per night (USD)
Expedia
The Best Condo in Wailea Ekahi Village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekahi Village is a tropical oasis that sits right on Ke'awakapu Beach, considered by locals to be Maui’s best bea ...
From $1016 per night (USD)Expedia
- From $2657 per night (USD)
VRBO
Wailea Beach Villas | D302
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Wailea Beach Villas D302! Recently renovated, this residence features a custom gourmet kitchen and dining are ...
From $2657 per night (USD)VRBO
- From $718 per night (USD)
Expedia
Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bldg. 16 - Unit #153 - A front-row, ground floor, impeccable 3 Bedroom + 2 Bathroom paradise condominium at the Wailea G ...
From $718 per night (USD)Expedia
- From $654 per night (USD)
VRBO
Beachfront 2 Bedroom / 2 Bathroom Condo in Kihei
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Indulge in luxurious island living at this oceanfront 2-bedroom, 2-bath condo in Kihei, Hawaii! This well-appointed cond ...
From $654 per night (USD)VRBO
- From $514 per night (USD)
Expedia
Newly remodeled 2-bedroom! Palms at Wailea 2303
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience paradise in this newly remodeled 2-bedroom, 2-bathroom condo at Palms at Wailea, 2303. Nestled in a private c ...
From $514 per night (USD)Expedia
- From $570 per night (USD)
VRBO
Palms at Wailea Garden Villas 2 Bedroom 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Garden View 2 Bedroom 2 Bath Villa - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, ...
From $570 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Steps to the Beach w/ Ocean View - Kamaole Sands 5-304
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
With an unbelievable view of the expansive ocean, the gentle sway of the surrounding palms, and the sparkling community ...
From $418 per night (USD)Expedia
- From $407 per night (USD)
VRBO
Wailea Grand Champion Golf Villa 2 Bd/2 Bath-6th night FREE!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
6th night free! discounts applied when booked. offer good until Dec 15th 2025. Comfortable and spacious 2 Bedroom + 2 B ...
From $407 per night (USD)VRBO
- From $568 per night (USD)
Expedia
180 Degree Ocean View in Wailea! WE204
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Wailea Ekolu Village, unit 204! This is a top floor, FRONT LINE, two bed, two bath condo with a 180 degree oc ...
From $568 per night (USD)Expedia
- From $528 per night (USD)
VRBO
Gorgeous Updated Wailea Condo Walking Distance to Beaches & Near Golf Courses
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Address for this Condo: Palms at Wailea 3200 Wailea Alanui Dr. (Unit 2105)Wailea, HI 96753 *** Professionally Cleaned C ...
From $528 per night (USD)VRBO
- From $274 per night (USD)
Expedia
A Tropical Retreat with Garden & Water Views + Resort Amenity Access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Maui Kamaole C-109, a serene ground-floor condo located in the heart of Kihei, Hawaii. Perfect for a small fa ...
From $274 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Wailea Ekolu 1207 2 Bedroom 2 Bath Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax at our quiet 2 bedroom /2 bath condo with stunning views overlooking the Wailea Blue golf course all the way to th ...
From $519 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Spacious Maui Paradise Retreat-Across from 2 Fave Beaches MK-B202
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience paradise in this fantastic 2-bedroom, 2-bath Maui Kamaole condo. Located in the coveted B building, closest t ...
From $387 per night (USD)Expedia
- From $1285 per night (USD)
VRBO
Makena Surf | B204 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the ultimate beachfront getaway at this luxurious 2-bedroom oceanfront vacation rental at Makena Surf, locate ...
From $1285 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Palms at Wailea Villa 1805 Garden View 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- Ground floor unit - Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookw ...
From $515 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Palms at Wailea Villa 2203 Garden Deluxe 1 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
- Ground floor unit - Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookwa ...
From $424 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Palms at Wailea Villa 301 Garden Deluxe 1 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
- Ground floor unit - Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookwa ...
From $535 per night (USD)Expedia
- From $871 per night (USD)
VRBO
Luxurious Wailea Ekahi 19A - Ground Floor with Ocean Views & Easy Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Wailea Ekahi #19A – Spacious Townhouse Comfort Near Keawakapu Beach Welcome to Wailea Ekahi #19A, a rare and spacious 2 ...
From $871 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Serenity in South Kihei – Maui Kamaole I-215, Your Ideal Island Escape!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole #I-215 Welcome to Maui Kamaole #I-215, a fully remodeled 2-bedroom, 2-bathroom condo nestled in the quiet, ...
From $340 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Tropical Paradise Awaits at Maui Kamaole L107. Across from 2 Fave Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
* Coastal Living! Updated in 2024! * 1 Bedroom/ 2 Baths-Sleeps 4 * Across from 2 Popular Beaches * Ground Floor and Nea ...
From $299 per night (USD)VRBO
- From $481 per night (USD)
Expedia
Luxe 1BD Condo w/ Ocean Views @ Maui Banyan Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in our pristine 1-bedroom condo at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in ...
From $481 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Cute Seaview Studio! Steps from Kamaole 2 Beach & Pool 🌺 Maui Banyan Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax in our cute studio apartment at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in gl ...
From $308 per night (USD)VRBO
- From $576 per night (USD)
Expedia
Escape to Serenity – Oceanview 1 Bedroom 2 Bath at Wailea Ekahi 48-E, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Unwind in this gorgeous second-floor, 1-bedroom, 2-bathroom corner unit with breathtaking ocean views and lush tropical ...
From $576 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Charming Condo Steps Away From Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Settle into this beautifully appointed spacious condo with all the amenities and extras you will need to have the home a ...
From $417 per night (USD)VRBO
- From $752 per night (USD)
Expedia
Large Ocean View 2-bedroom condo with AC and WiFi in wonderful Wailea-Makena
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a ...
From $752 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Large Charming Ocean View studio in terrific Wailea with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfort meets convenience. Our spacious bedroom suite features two queen beds, a covered lanai overlooking gorgeous tro ...
From $301 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Wailea Ekolu 1106 May & June Deals at Remodel Condo for Peaceful Island Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforge ...
From $675 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Wailea Ekolu 1605 60%Off May & June Deals at Relaxing Peaceful Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforge ...
From $440 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Upscale Wailea with stunning ocean view!
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Halloween Special! 20% off all days October 28 - November 5! Beautiful, spacious, modern 2/2 condo located in the hear ...
From $426 per night (USD)VRBO
- From $1274 per night (USD)
VRBO
Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforge ...
From $1274 per night (USD)VRBO
- From $429 per night (USD)
Expedia
Spacious 2bd condo, garden lanais island style
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Maui Kamaole M210, a stunning 2-bedroom, 2-bathroom split-level condo that combines modern comfort with tropi ...
From $429 per night (USD)Expedia
- From $605 per night (USD)
VRBO
Opulent Remodel, Steps To Beach! HSA206
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The entire unit was remodeled in 2020 - over $100,000 remodel! Absolutely everything is new; down to the dishes! Aloh ...
From $605 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Maui Parkshore 416: two bedroom condo with stunning view of the ocean.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Parkshore 416: two bedroom condo with stunning view of the ocean. Stunning, unobstructed ocean views from this two ...
From $392 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Blissful 1 Bedroom w/lanai, WiFi, and Cable-#H206
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II B ...
From $303 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Oceanview Serenity Meets Modern Comfort: Discover Wailea Ekolu #402
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu #402 – Your Serene Wailea Escape Escape to paradise at Wailea Ekolu #402, where stunning ocean views, seren ...
From $700 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Beautiful central kihei two bedroom (MBG309)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hawaii Tax ID: TA-156-046-3872-01 **Charming 2-Bedroom Condo Across from the Ocean in the Heart of Kihei, Maui** Stay ...
From $362 per night (USD)VRBO
- From $563 per night (USD)
Expedia
Remodeled condo w Pool, Steps to Kamaole Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Imagine waking up to the sound of ocean waves and stepping onto your private lanai for a breathtaking view. Our ...
From $563 per night (USD)Expedia
- From $476 per night (USD)
VRBO
Welcome to Mavi Bay, luxury ocean view condo,by Kamaole II beach newly renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Mavi Bay, our beautiful condo, completely renovated and professionally decorated in summer/fall 2024. You are ...
From $476 per night (USD)VRBO
- From $1402 per night (USD)
Expedia
Maui Resort Rentals: Polo Beach Club 608 – Luxurious 6th-Floor Oceanfront 2BR w/ Stunning Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are proud to present this luxurious 2BR/2BA oceanfront residence at Polo Beach Club–newly launched on 10/25/24 to sta ...
From $1402 per night (USD)Expedia
- From $1101 per night (USD)
VRBO
OCEANFRONT OASIS -Wailea Elua 806 2-bedroom condo with beautiful finishes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Consider this oceanfront condo your home away from home while you visit Wailea-Makena. This gorgeous property features a ...
From $1101 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Comfortable loft condo with private lanai, resort pool, hot tub, tennis courts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole K205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $442 per night (USD)Expedia
- From $4188 per night (USD)
VRBO
YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked within one of Wailea's most exclusive beachfront communities, SeaGlass Villa 810 at Andaz Maui Wailea Resort is a ...
From $4188 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Tranquil Retreat in South Kihei: Maui Kamaole A-106 – Your Dream Island Escape!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole, #A-106 – Ground-Floor Comfort Near the Beach Maui Kamaole #A-106 is a beautifully remodeled 1-bedroom, 2- ...
From $424 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Mana Kai 310 - Beautiful Ocean Front Condo at the Mana Kai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Mana Kai 310 ... Where you can have your toes on the beach in 60 seconds. Your captivating relaxed Hawaiian v ...
From $482 per night (USD)VRBO
- From $1518 per night (USD)
Expedia
Wailea Point 3 Bedroom/3+ Bath Oceanview Condominium #2503
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Yes, you can enjoy a holiday and vacation stay at Wailea Point, the iconic red roofs on Maui's wonderful southern shore; ...
From $1518 per night (USD)Expedia
- From $1296 per night (USD)
VRBO
Wailea Point Executive 2 Bedroom/3 Bath Oceanview Vacation Home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome home to Wailea Point 2803 - A premier holiday home for you and your family to spread out and enjoy quality time ...
From $1296 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Maui Kamaole K-207 Recently Remodeled, Views, Pools, Hot Tub, A/C, W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole #K-207 is a 2 bedroom, 2 bath recently remodeled unit. Located in a quiet location, this unit is steps to c ...
From $448 per night (USD)Expedia
- From $1389 per night (USD)
VRBO
Wailea Point Contemporary 2 Bedroom+Loft/3 Bath Oceanview Condominium
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Yes, you can treat yourself and stay in a vacation home at Wailea Point! A premier hospitality destination nestled betw ...
From $1389 per night (USD)VRBO
- From $661 per night (USD)
Expedia
Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2107 – Your Serene Wailea Escape Welcome to Wailea Elua Village, a peaceful, terraced beachfront property ...
From $661 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Charming Elegant Oceanview 1Bd 2Ba Front Building
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy enticing amenities like the spacious pool, hot tub, let the little ones splash in the baby pool, on-site fitness g ...
From $369 per night (USD)VRBO
- From $583 per night (USD)
Expedia
New Listing! Maui Banyan T303 - Spacious 3-Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover Your Perfect Hawaiian Paradise in the Heart of Kihei. Nestled in the vibrant community of Kihei, unit T303 at M ...
From $583 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Poolside Tropical Paradise Oasis
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to paradise and indulge in the serene ambiance of Maui Kamaole M-101, a sparkling clean condo conveniently locate ...
From $260 per night (USD)VRBO
- From $589 per night (USD)
Expedia
Wailea Ike by AvantStay | Walk to the Beach + Balcony w/ View + Communal Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your swimwear and prepare for an unforgettable getaway at this newly renovated condo, where every morning greets yo ...
From $589 per night (USD)Expedia
- From $403 per night (USD)
VRBO
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This extra-spacious two-story, townhome-style condo - Wailea Ekolu 1514 - offers a rare blend of privacy, luxury, and pa ...
From $403 per night (USD)VRBO
- From $2164 per night (USD)
Expedia
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Elua #1304 – Oceanfront Comfort in the Heart of Wailea’s Resort Community Welcome to Wailea Elua #1304, a beauti ...
From $2164 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Maui Kamaole Kihei Resort I Beaches, Pools, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime South Kihei location across the road from Kamaole Beach lll and a 15 minute walk or 5 minute drive to Keawakapu Be ...
From $446 per night (USD)VRBO
- From $583 per night (USD)
Expedia
Wailea Grand Champions | 27
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your o ...
From $583 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps to the Beach, AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Kamaole Sands 7-206, a beautifully updated 1-bedroom, 2-bath vacation rental in the heart of South Maui. Loca ...
From $319 per night (USD)VRBO
- From $577 per night (USD)
Expedia
Luxurious Wailea Condo | Ocean Glimpses & Modern Living Palms 604
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the perfect blend of luxury and comfort in this beautifully updated 2-bedroom, 2-bathroom condo at the presti ...
From $577 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Maui Kamaole C-101 Ground Floor Unit, Full A/C, Kamaole III Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole #C-101 is a 1 bedroom, 2 bath unit on the ground floor. It has room unit air conditioning in both the livin ...
From $278 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Maui Kamaole B210 Large Lanai Ocean View, Large 2-BD, Full A/C, Nearby Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole #B-210 is a 2 bedroom, 2 bath unit on the second floor with a ocean view and split air conditioning through ...
From $376 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Maui Kamaole C-103 Ground Floor Unit, Full A/C, Kamaole III Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole #C-103 is a 1 bedroom, 2 bath unit on the ground floor. It has room unit air conditioning in both the livin ...
From $271 per night (USD)VRBO
- Click For Pricing
Expedia
NEW! Spring Special! GC100-Wailea Condo near 3 Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Special Spring Pricing for this new-to-the-market home. Extended stays available* Experience the perfect Maui getaway i ...
Click For PricingExpedia
- From $1564 per night (USD)
VRBO
WAILEA POINT Sweet 2 Bedroom/3 Bath Oceanview Condominium
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Please call or email us about the dates for your visit. Free Car promotion! Want a mini-Cooper or similar ride while ...
From $1564 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions #142- Garden View Comfort in the Heart of Wailea Welcome to Wailea Grand Champions #142, a beaut ...
From $447 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Hale Kamaole 113 - Relax and Enjoy the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Book with us and come to Maui to explore everything we have to offer! Well maintained condo conveniently located very c ...
From $354 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Oceanview Poolside Spacious 2-Bed Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this stunning 2-bedroom, 2-bathroom corner unit at Maui Kamaole B-215, perfectly designed for relaxation and c ...
From $347 per night (USD)Expedia
- From $788 per night (USD)
VRBO
Gorgeous 5th Floor 2 Bedroom Condo. - Kihei Surfside #501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kihei Surfside #501 – Top-Floor Oceanfront Views and Tranquility in a Rare 2-Bedroom Layout Welcome to Kihei Surfside # ...
From $788 per night (USD)VRBO
- From $1309 per night (USD)
Expedia
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wailea Elua 805, a beautifully remodeled 3-bedroom, 2-bathroom vacation rental located in the exclusive, gate ...
From $1309 per night (USD)Expedia
- From $1021 per night (USD)
VRBO
Luxury Oceanview Wailea Retreat with Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a pr ...
From $1021 per night (USD)VRBO
- From $372 per night (USD)
Expedia
COMPLETELY REMODELED-OCEAN VIEW-LARGE LANAI-WELL EQUIPPED-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. Thi ...
From $372 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Maui Kamaole #J-204 Large 2 bedroom 2 bath, Partial Ocean & Haleakala Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole #J-204 is an upstairs 2 Bedroom 2 Bath ocean view condo. Equipped with a full kitchen, Cable TV/DVD, compli ...
From $373 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Kamaole Sands 6-202, a beautifully updated 1-bedroom, 2-bathroom condo in the heart of South Kihei - just a s ...
From $404 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Recent remodel: quiet, new AC, WiFi, accross the street from Kam III beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
In south Kihei, this elegant top-floor condo is accross the street from Kam III beach, one of the best beaches on Maui. ...
From $427 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Cozy 2bd condo, steps from Kamaole III beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Maui Parkshore 413 — your tropical home away from home! This beautifully appointed 2-bedroom, 2-bathroom cond ...
From $369 per night (USD)Expedia
- From $2889 per night (USD)
VRBO
REDECORATED! NEW OFFERING SUMMER 2025 - THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New Offering! Reservations are accepted now. An extensive redecoration is coming soon and F202 will be ready to greet gu ...
From $2889 per night (USD)VRBO
- From $1001 per night (USD)
Expedia
Wailea Elua Village | 2102
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Wailea Elua 2102 is a delightful one-bedroom with a bonus room, two bathroom second-floor condo that comfortably accommo ...
From $1001 per night (USD)Expedia
- From $641 per night (USD)
VRBO
New Listing! Posh 2bd with direct ocean views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mana Kai 714 is a spacious 2-bedroom, 2-bathroom condo that comfortably sleeps up to six guests. Both bedrooms are furni ...
From $641 per night (USD)VRBO
- From $1949 per night (USD)
Expedia
Wailea Elua Village | 107
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located just steps from the beach in the heart of Wailea, Elua Village 107 is a beautifully appointed two-bedroom, two-b ...
From $1949 per night (USD)Expedia
- From $693 per night (USD)
VRBO
Wailea Ekahi Village | 26D
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to paradise in this beautifully appointed one-bedroom vacation rental nestled in the lush tropical gardens of Wai ...
From $693 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Maui Kamaole #C-203 - Remodeled Upstairs Retreat with AC and Resort Pools!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole #C-203 Maui Kamaole #C-203 is a beautifully remodeled two-bedroom, two-bathroom upstairs unit offering a p ...
From $391 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Cozy ground floor condo, lush lanai, dining nearby
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Maui Kamaole F101 – your perfect island retreat! This beautifully appointed ground-floor condo features 1 bed ...
From $311 per night (USD)VRBO
- From $729 per night (USD)
Expedia
Wailea Ekahi Village | 47D
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 47D is a spacious and beautifully updated one-bedroom, two-bath condo located in one of Wailea’s most sough ...
From $729 per night (USD)Expedia
- From $803 per night (USD)
VRBO
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Elua 808, your ideal Maui retreat. This spacious 2-bedroom, 2-bath condo offers the perfect setting fo ...
From $803 per night (USD)VRBO
- From $2082 per night (USD)
Expedia
KBM Resorts | 2 FREE CARS | Grand Champions | Remodeled 5-Bedroom Multi-Unit Listing in the Heart of Wailea! GCH-120/34
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Renovated 5-bedroom, 4-bath multi unit luxury homes at Grand Champions Resort with ocean views, pools, tennis, shopping, ...
From $2082 per night (USD)Expedia
- From $1265 per night (USD)
VRBO
KBM Resorts | 2 FREE CARS | Wailea Elua | Multi Unit Listing | Two 2-Bedroom Condos with Luxury Amenities! WEV-2009/2103
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious 4-Bedroom Wailea Elua Collection - Multi Unit Listing | Same Floor | Ocean + Garden Views | 2 Free Rental Cars! ...
From $1265 per night (USD)VRBO
- Click For Pricing
Expedia
Kamaole Sands #10-211 Ocean View, Remodeled 1Bd/2Ba, Full A/C! Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! We welcome you to stay in our wonderful condo in sunny Kihei. Fantastically remodeled condo, we've thought of eve ...
Click For PricingExpedia
- From $325 per night (USD)
VRBO
New Owner Special!!! Kihei Akahi D213 Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha and Welcome to Your Maui Escape at Kihei Akahi D213! We're new owners and offering great prices. Discover your p ...
From $325 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Kihei resort condo, AC, across street from beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Kamaole Sands 8-204. This beautifully updated 2nd floor condo is the perfect place to make your Maui memories ...
From $323 per night (USD)Expedia
- From $778 per night (USD)
VRBO
Spacious 3BR/2BA Condo in Wailea – Walk to Beach & Shops!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Wailea-Makena adventure begins at this 3-bedroom condo. With 1 king bed and 2 queen beds, this superb property offe ...
From $778 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Cozy 1-bedroom condo with AC, ocean view in enchanting Wailea
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to this lovely condo in Wailea. This brilliant property features 1 bedroom with a king bed, 2 bathrooms with a s ...
From $400 per night (USD)Expedia




































































































