
Wailea-Makena Rentals

- From $253 per night (USD)
VRBO
A Tropical Retreat with Garden & Water Views + Resort Amenity Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $253 per night (USD)VRBO
- From $531 per night (USD)
Expedia
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 $531 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Spacious Maui Paradise Retreat-Across from 2 Fave Beaches MK-B202
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience paradise in this fantastic 2-bedroom, 2-bath Maui Kamaole condo. Located in the coveted B building, closest t ...
From $433 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Kamaole Sands across from beach\/entertainment
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Great location! Near beaches, shopping, entertainment and restaurants. About 20 minutes from the airport. 15 minutes to ...
From $291 per night (USD)Expedia
- From $706 per night (USD)
VRBO
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, cookwa ...
From $706 per night (USD)VRBO
- From $631 per night (USD)
Expedia
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 $631 per night (USD)Expedia
- From $708 per night (USD)
VRBO
Palms at Wailea Villa 1806 Garden Deluxe 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- 2nd floor, walk-up unit - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, ...
From $708 per night (USD)VRBO
- From $659 per night (USD)
Expedia
Palms at Wailea Villa 1103 Ocean View 1 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
- Ground floor unit - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookwa ...
From $659 per night (USD)Expedia
- From $621 per night (USD)
VRBO
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 $621 per night (USD)VRBO
- From $721 per night (USD)
Expedia
Palms at Wailea Villa 805 Garden View 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- Ground floor unit - Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookwa ...
From $721 per night (USD)Expedia
- From $683 per night (USD)
VRBO
Luxurious Wailea Ekahi 19A - Ground Floor with Ocean Views & Easy Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Wailea Ekahi #19A – Spacious Townhouse Comfort Near Keawakapu Beach Welcome to Wailea Ekahi #19A, a rare and spacious 2 ...
From $683 per night (USD)VRBO
- From $352 per night (USD)
Expedia
Serenity in South Kihei – Maui Kamaole I215, Your Ideal Island Escape!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Maui Kamaole #I215, a beautifully remodeled 2-bedroom condo located in the heart of South Kihei. This stunnin ...
From $352 per night (USD)Expedia
- Click For Pricing
VRBO
Maui Kamaole K203! Tropical Paradise in South Kihei
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your home away from home in sunny South Kihei! This spacious 2-bedroom, 2-bath condo at Maui Kamaole offers t ...
Click For PricingVRBO
- From $345 per night (USD)
Expedia
Tropical Paradise Awaits at Maui Kamaole L107. Across from 2 Fave Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
* Coastal Living! Updated in 2024! * 1 Bedroom/ 2 Baths-Sleeps 4 * Across from 2 Popular Beaches * Ground Floor and Nea ...
From $345 per night (USD)Expedia
- From $333 per night (USD)
VRBO
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 $333 per night (USD)VRBO
- From $255 per night (USD)
Expedia
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 $255 per night (USD)Expedia
- From $539 per night (USD)
VRBO
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 $539 per night (USD)VRBO
- From $939 per night (USD)
Expedia
Makena Surf | B204 | Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the ultimate beachfront getaway at this luxurious 2-bedroom oceanfront vacation rental at Makena Surf, locate ...
From $939 per night (USD)Expedia
- From $288 per night (USD)
VRBO
New Listing | Charming Condo unit 1-219 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 $288 per night (USD)VRBO
- From $552 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 $552 per night (USD)Expedia
- From $340 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 $340 per night (USD)VRBO
- From $544 per night (USD)
Expedia
Wailea Ekolu 1106 May & June Deals at Remodel Condo for Peaceful Island Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wailea Ekolu 1106 by Gather, exclusively offered by the Stice Team. This beautifully remodeled two-bedroom, t ...
From $544 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Wailea Ekolu 1605 60%Off May & June Deals at Relaxing Peaceful Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wailea Ekolu 1605 by Gather, exclusively offered by the Stice Team. This beautiful two-bedroom, two-bathroom ...
From $400 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Steps to Shore: Kihei Beachgoer's Condo w\/ Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fully Remodeled w/ New Appliances | Walk to Shops & Restaurants | 1 of 14 Units w/ Vaulted Ceilings Nothing satisfies m ...
From $317 per night (USD)Expedia
- From $1462 per night (USD)
VRBO
Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Ho’olei Residence 23-3 (L3) by Gather, an exclusive offering by the Stice Team, nestled in an exclusive gated ...
From $1462 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Spacious two-bedroom split-level Kihei condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Maui Kamaole M210, a stunning 2-bedroom, 2-bathroom split-level condo that combines modern comfort with tropi ...
From $347 per night (USD)Expedia
- From $355 per night (USD)
VRBO
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 $355 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Blissful 1 Bedroom w\/lanai, WiFi, and Cable-#H206
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II B ...
From $256 per night (USD)Expedia
- From $450 per night (USD)
VRBO
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 $450 per night (USD)VRBO
- From $884 per night (USD)
Expedia
Beautiful central kihei two bedroom (MBG309)
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $884 per night (USD)Expedia
- From $577 per night (USD)
VRBO
Oceanfront Escape with 2 Pools & Steps to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Experience the beauty of Maui from this spacious 2-bedroom, 2-bath condo with stunning ocean views. Situated ju ...
From $577 per night (USD)VRBO
- From $985 per night (USD)
Expedia
Maui Resort Rentals: Polo Beach Club 608 – Luxurious 6th-Floor Oceanfront 2BR w\/ Stunning Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $985 per night (USD)Expedia
- From $862 per night (USD)
VRBO
SPRING SALE Wailea Elua 806 1-bedroom condo in beautiful finishes - WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this oceanfront condo your home away from home while you visit Wailea-Makena. This gorgeous property features a ...
From $862 per night (USD)VRBO
- From $476 per night (USD)
Expedia
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)Expedia
- From $502 per night (USD)
VRBO
Oceanfront Wailea Resort Vistas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a wonderful ocean view from this private, second floor corner unit in highly sought after building 6 at W ...
From $502 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Comfortable loft condo with private lanai, resort pool, hot tub, tennis courts!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Maui Kamaole K205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $380 per night (USD)Expedia
- From $4330 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 $4330 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Tranquil Retreat in South Kihei: Maui Kamaole A-106 – Your Dream Island Escape!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Maui Kamaole #A-106 Experience the perfect blend of comfort and tropical elegance in this beautifully updated ...
From $365 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 $1498 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 $1498 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 $349 per night (USD)
Expedia
Maui Kamaole K-207 Recently Remodeled, Views, Pools, Hot Tub, A\/C, W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $349 per night (USD)Expedia
- From $1407 per night (USD)
VRBO
Wailea Point Contemporary 2 Bedroom+Loft\/3 Bath Oceanview Condominium
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Yes, you can treat yourself and stay in a vacation home at Wailea Point! A premier hospitality destination nestled betw ...
From $1407 per night (USD)VRBO
- From $747 per night (USD)
Expedia
Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #2107 – Oceanfront Luxury Wailea Elua #2107 is a upgraded, two-bedroom, two-bathroom condo offering a blend ...
From $747 per night (USD)Expedia
- From $718 per night (USD)
VRBO
Charming Elegant Oceanview 1Bd 2Ba Front Building
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $718 per night (USD)VRBO
- From $759 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 $759 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Poolside Tropical Paradise Oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise and indulge in the serene ambiance of Maui Kamaole M-101, a sparkling clean condo conveniently locate ...
From $241 per night (USD)VRBO
- From $599 per night (USD)
Expedia
Wailea Ike by AvantStay | Walk to the Beach | Balcony w\/ Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pack your swimwear and prepare for an unforgettable getaway at this newly renovated condo, where every morning greets yo ...
From $599 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wailea Ekolu 1514, a stunning two-story, townhouse-style condo offering privacy, luxury, and breathtaking oce ...
From $356 per night (USD)VRBO
- From $1172 per night (USD)
Expedia
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Wailea Elua Village #1304 Indulge in the beauty and serenity of Maui at Wailea Elua Village #1304, a premier ...
From $1172 per night (USD)Expedia
- From $774 per night (USD)
VRBO
Maui Kamaole Kihei Resort I Beaches, Pools, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $774 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Wailea Grand Champions | 27
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your o ...
From $425 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps to the Beach, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Pipe & Roofing Renovation will take place in Building 7 of Kamaole Sands from 5/5/25 to 8/11/25. During this time the ...
From $273 per night (USD)VRBO
- From $663 per night (USD)
Expedia
Luxurious Wailea Condo | Ocean Glimpses & Modern Living Palms 604
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Experience the perfect blend of luxury and comfort in this beautifully updated 2-bedroom, 2-bathroom condo at the presti ...
From $663 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Maui Kamaole C-101 Ground Floor Unit, Full A\/C, Kamaole III Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $303 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Maui Kamaole B-210 Full A\/C, Large Lanai w\/Ocean View, Across Kamaole Bch III
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $402 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Maui Kamaole C-103 Ground Floor Unit, Full A\/C, Kamaole III Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $303 per night (USD)VRBO
- From $427 per night (USD)
Expedia
NEW! Spring Special! GC100-Wailea Condo near 3 Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*Special Spring Pricing for this new-to-the-market home. Extended stays available* Experience the perfect Maui getaway i ...
From $427 per night (USD)Expedia
- From $1207 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. You are welcome to island-hop or come and go as you please duri ...
From $1207 per night (USD)VRBO
- From $333 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 $333 per night (USD)Expedia
- From $536 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 $536 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Oceanview Poolside Spacious 2-Bed Suite
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this stunning 2-bedroom, 2-bathroom corner unit at Maui Kamaole B-215, perfectly designed for relaxation and c ...
From $336 per night (USD)Expedia
- From $854 per night (USD)
VRBO
Gorgeous 5th Floor 2 Bedroom Condo. - Kihei Surfside #501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kihei Surfside #501 Experience the serenity and natural beauty of South Maui at Kihei Surfside #501, a top-floor oceanf ...
From $854 per night (USD)VRBO
- From $1092 per night (USD)
Expedia
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Wailea Elua 805, a beautifully remodeled 3-bedroom, 2-bathroom vacation rental located in the exclusive, gate ...
From $1092 per night (USD)Expedia
- From $1229 per night (USD)
VRBO
Luxury Oceanview Wailea Retreat [Hōkū Hale]
- 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 $1229 per night (USD)VRBO
- From $340 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 $340 per night (USD)Expedia
- From $868 per night (USD)
VRBO
Refined Resort Wailea Oceanview Vistas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Perched overlooking Wailea on southern Maui, this wonderful two-bedroom condo is a dreamy escape into open airy ...
From $868 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Maui Kamaole #J-204 Large 2 bedroom 2 bath, Partial Ocean & Haleakala Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole #J-204 is an upstairs 2 Bedroom 2 Bath ocean view condo. Equipped with a full kitchen, Cable TV/DVD, compli ...
From $357 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
A Pipe & Roofing Renovation will take place in Building 6 of Kamaole Sands from 4/1/25 to 7/7/25. During this time ther ...
From $303 per night (USD)VRBO
- From $2359 per night (USD)
Expedia
Rare and Superb 6Bed 6 Bath Home Oncean View
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
The community of Black Sand at Makena consists of a 7 lot oceanfront compound with gated entry. This home affords one of ...
From $2359 per night (USD)Expedia
- From $367 per night (USD)
VRBO
New Listing! Modern Maui condo near the ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Maui Parkshore 413 — your tropical home away from home! This beautifully appointed 2-bedroom, 2-bathroom cond ...
From $367 per night (USD)VRBO
- From $2720 per night (USD)
Expedia
REDECORATED! NEW OFFERING SUMMER 2025 - THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
New Offering! Reservations are accepted now. An extensive redecoration is coming soon and F202 will be ready to greet gu ...
From $2720 per night (USD)Expedia
- From $567 per night (USD)
VRBO
Wailea Elua Village 2102
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Wailea Elua 2102 is a delightful one-bedroom with a bonus room, two bathroom second-floor condo that comfortably accommo ...
From $567 per night (USD)VRBO
- From $699 per night (USD)
Expedia
New Listing! Posh 2bd with direct ocean views
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $699 per night (USD)Expedia
- From $914 per night (USD)
VRBO
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 $914 per night (USD)VRBO
- From $398 per night (USD)
Expedia
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 $398 per night (USD)Expedia
- From $684 per night (USD)
VRBO
Opulent Remodel, Steps To Beach! HSA206
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha and welcome to our beachside Condo. The entire unit was remodeled in 2020 - over $100,000 remodel; absolutely ever ...
From $684 per night (USD)VRBO
- From $592 per night (USD)
Expedia
Upscale Wailea with stunning ocean view!
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean a ...
From $592 per night (USD)Expedia
- From $684 per night (USD)
VRBO
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 bedroom, two bath condo with a 180 degre ...
From $684 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $1496 per night (USD)
VRBO
Wailea Beach Villas M312: Your Hawaiian Paradise
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Luxury 3-Bedroom Wailea Beach ...
From $1496 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Deluxe camper van built for two
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax and Unwind in Your Deluxe Maui Camper After a sun-soaked day of beaches and adventure, kick back in a cozy full-s ...
From $219 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Luxurious One Bedroom, Two Bath Condo in South Kihei; Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful fully renovated ground floor condo. Located in Kihei at Maui Kamaole, the best complex in Kihei. Walking dis ...
From $334 per night (USD)VRBO
- From $1632 per night (USD)
Expedia
Captivating Oceanfront Ground-Floor Gem - Makena Surf G-101 - Gorgeous Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf G-101 Welcome to Makena Surf G-101, a premier ground-floor corner unit offering unmatched privacy, expansive ...
From $1632 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Wailea Ekahi Village | 30D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the prestigious Wailea Ekahi Village, condo 30D is an exquisitely decorated island-inspired vacation rental t ...
From $594 per night (USD)VRBO
- From $888 per night (USD)
Expedia
Wailea Elua Village | 805
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Wailea Elua 805 is a spacious and family-friendly vacation rental located along the world-famous southern coastline of M ...
From $888 per night (USD)Expedia
- From $612 per night (USD)
VRBO
Wailea Ekahi Village | 20H
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroo ...
From $612 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Wailea Ekahi Village | 20J
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Paradise can be found at Wailea Ekahi 20J in the heart of Wailea. This second-floor, one-bedroom vacation condo is perfe ...
From $488 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Wailea Ekahi Village | 12E
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi Village 12E is a delight to the senses. A vibrant row of Bougainvillea and the sweet smell of plumeria welc ...
From $565 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Private Ocean View Cottage Overlooking Wailea
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Ma ...
From $328 per night (USD)Expedia
- From $692 per night (USD)
VRBO
Wailea Elua Village | 1301
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the ultimate Hawaiian getaway when vacationing at Wailea Elua 1301. This beautifully designed vacation rental ...
From $692 per night (USD)VRBO
- From $1050 per night (USD)
Expedia
Luxury Vacation Rental in Wailea Beachfront - Exclusive Polo Beach Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Polo Beach Club... Whether you are planning a romantic getaway for two or a family vacation, you will find everythin ...
From $1050 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Escape to Paradise – Your Dream Wailea Getaway Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to your tropical retreat at Grand Champions Villas in Wailea, where luxury meets tranquility. Imagine unwinding ...
From $395 per night (USD)VRBO
- From $719 per night (USD)
Expedia
Wailea Elua Village | 1102
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This ocean view one-bedroom Wailea Elua Village condo is a great home base for experiencing the joys and beauty of south ...
From $719 per night (USD)Expedia
- From $706 per night (USD)
VRBO
Wailea Elua Village | 1501
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wailea Elua Village 1501 is the perfect home base for exploring the sights, sounds, and tastes of Maui. This two-bedroom ...
From $706 per night (USD)VRBO
- From $1337 per night (USD)
Expedia
Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your fully beautifully furnished and decorated, remodeled, three bedroom, three bath oceanfront condominium awaits you w ...
From $1337 per night (USD)Expedia
- From $501 per night (USD)
VRBO
STUNNING OCEAN VIEW CONDO! Fully Remodeled! Ground!Private!Bunks!Large Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
EKAHI 51B Wailea Ekahi 51B is a luxury high end condo in the highly sought after ocean front complex Wailea Ekahi Vill ...
From $501 per night (USD)VRBO
- From $1370 per night (USD)
Expedia
Luxurious 2.5 Bedroom Paradise - Wailea Beach Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
IMPORTANT NOTE: Please send us a note if you are interested in particular dates. We are switching to a new property mana ...
From $1370 per night (USD)Expedia
- From $796 per night (USD)
VRBO
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in South Maui along the shores of beautiful Makena Bay, the Makena Bay House is a private, two-story residence l ...
From $796 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Maui Kamaole Resort, Premium South Kihei location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our bright and airy garden unit awaits you! This large, well-maintained, quietly located 1 bedroom, 2 bathroom unit is ...
From $274 per night (USD)Expedia