
Wailea-Makena Rentals

- From $520 per night (USD)
VRBO
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 $520 per night (USD)VRBO
- From $461 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 $461 per night (USD)Expedia
- From $574 per night (USD)
VRBO
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 $574 per night (USD)VRBO
- From $689 per night (USD)
Expedia
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 $689 per night (USD)Expedia
- From $381 per night (USD)
VRBO
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 $381 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $307 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 $307 per night (USD)VRBO
- From $307 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 $307 per night (USD)Expedia
- From $251 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 $251 per night (USD)VRBO
- From $500 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 $500 per night (USD)Expedia
- From $921 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 $921 per night (USD)VRBO
- From $183 per night (USD)
Expedia
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 $183 per night (USD)Expedia
- From $655 per night (USD)
VRBO
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 $655 per night (USD)VRBO
- From $304 per night (USD)
Expedia
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 $304 per night (USD)Expedia
- From $540 per night (USD)
VRBO
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 $540 per night (USD)VRBO
- From $372 per night (USD)
Expedia
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 $372 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Steps to Shore: Kihei Beachgoer's Condo w/ Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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)VRBO
- From $1294 per night (USD)
Expedia
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 $1294 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Spacious two-bedroom split-level Kihei condo
- 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 $314 per night (USD)VRBO
- From $365 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 $365 per night (USD)Expedia
- From $255 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 $255 per night (USD)VRBO
- From $464 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 $464 per night (USD)Expedia
- From $850 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 $850 per night (USD)VRBO
- From $865 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 $865 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 $928 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 $928 per night (USD)Expedia
- From $1101 per night (USD)
VRBO
Wailea Elua 806 2-bedroom condo in beautiful finishes - WiFi, AC
- 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 $544 per night (USD)
Expedia
Oceanfront Wailea Resort Vistas
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Enjoy a wonderful ocean view from this private, second floor corner unit in highly sought after building 6 at W ...
From $544 per night (USD)Expedia
- From $375 per night (USD)
VRBO
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 $375 per night (USD)VRBO
- From $3397 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 $3397 per night (USD)VRBO
- From $381 per night (USD)
VRBO
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 $381 per night (USD)VRBO
- 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 $1467 per night (USD)
VRBO
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 $1467 per night (USD)VRBO
- From $1082 per night (USD)
Expedia
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 $1082 per night (USD)Expedia
- From $340 per night (USD)
VRBO
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 $340 per night (USD)VRBO
- From $1236 per night (USD)
Expedia
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 $1236 per night (USD)Expedia
- From $716 per night (USD)
VRBO
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 $716 per night (USD)VRBO
- From $295 per night (USD)
Expedia
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 $295 per night (USD)Expedia
- From $594 per night (USD)
VRBO
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 $594 per night (USD)VRBO
- From $254 per night (USD)
Expedia
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 $254 per night (USD)Expedia
- From $652 per night (USD)
VRBO
Wailea Ike by AvantStay | Walk to the Beach | Balcony w/ Views
- 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 $652 per night (USD)VRBO
- From $808 per night (USD)
Expedia
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 $808 per night (USD)Expedia
- From $900 per night (USD)
VRBO
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 $900 per night (USD)VRBO
- From $282 per night (USD)
Expedia
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 $282 per night (USD)Expedia
- From $496 per night (USD)
VRBO
Luxurious Wailea Condo | Ocean Glimpses & Modern Living Palms 604
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the perfect blend of luxury and comfort in this beautifully updated 2-bedroom, 2-bathroom condo at the presti ...
From $496 per night (USD)VRBO
- From $226 per night (USD)
Expedia
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 $226 per night (USD)Expedia
- From $363 per night (USD)
VRBO
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 $363 per night (USD)VRBO
- From $228 per night (USD)
Expedia
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 $228 per night (USD)Expedia
- From $387 per night (USD)
VRBO
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 ...
From $387 per night (USD)VRBO
- From $427 per night (USD)
Expedia
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 $427 per night (USD)Expedia
- From $1408 per night (USD)
VRBO
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 $1408 per night (USD)VRBO
- From $1215 per night (USD)
Expedia
WAILEA POINT Sweet 2 Bedroom/3 Bath Oceanview Condominium
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
We're not America - we're Maui! Forget the politics and enjoy paradise!! Please call or email us about the dates for ...
From $1215 per night (USD)Expedia
- From $338 per night (USD)
VRBO
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 $338 per night (USD)VRBO
- From $522 per night (USD)
Expedia
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 $522 per night (USD)Expedia
- From $328 per night (USD)
VRBO
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 $328 per night (USD)VRBO
- From $686 per night (USD)
Expedia
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 $686 per night (USD)Expedia
- From $1083 per night (USD)
VRBO
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 $1083 per night (USD)VRBO
- From $1356 per night (USD)
Expedia
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 $1356 per night (USD)Expedia
- From $273 per night (USD)
VRBO
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 $273 per night (USD)VRBO
- From $661 per night (USD)
Expedia
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 $661 per night (USD)Expedia
- From $334 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 $334 per night (USD)VRBO
- From $1997 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 $1997 per night (USD)VRBO
- From $582 per night (USD)
VRBO
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 $582 per night (USD)VRBO
- From $618 per night (USD)
Expedia
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 $618 per night (USD)Expedia
- From $929 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 $929 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 $335 per night (USD)
VRBO
New Listing! Modern Maui condo near the ocean
- 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 $335 per night (USD)VRBO
- From $278 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 $278 per night (USD)Expedia
- From $926 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 $926 per night (USD)VRBO
- From $360 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 Welcome to Maui Kamaole #C-203, a beautifully remodeled two-bedroom, two-bathroom condo located in o ...
From $360 per night (USD)Expedia
- From $238 per night (USD)
VRBO
New Listing! Nature-themed oasis in Kihei
- 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 $238 per night (USD)VRBO
- From $946 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 $946 per night (USD)Expedia
- From $758 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 $758 per night (USD)VRBO
- From $1366 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 $1366 per night (USD)Expedia
- From $1286 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 $1286 per night (USD)VRBO
- From $281 per night (USD)
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 ...
From $281 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Summer Getaway Special! Kihei Akahi D213 Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha and Welcome to Your Maui Escape at Kihei Akahi D213! Discover your perfect island getaway at our beautifully upda ...
From $219 per night (USD)VRBO
- From $236 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 $236 per night (USD)Expedia
- From $629 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 $629 per night (USD)VRBO
- From $400 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 $400 per night (USD)Expedia
- From $518 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 $518 per night (USD)VRBO
- From $402 per night (USD)
VRBO
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 $402 per night (USD)VRBO
- From $652 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 $652 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 $1402 per night (USD)
VRBO
Wailea Beach Villas M312: Your Hawaiian Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is hotel zoned, and not being affected by the recent proposed legislation. Luxury 3-Bedroom Wailea Beach ...
From $1402 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Deluxe camper van built for two
- Bedrooms:
- 0
- 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 $156 per night (USD)Expedia
- From $333 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 $333 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, expansiv ...
From $1632 per night (USD)Expedia
- From $974 per night (USD)
VRBO
Wailea Ekahi Village | 30D
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the prestigious Wailea Ekahi Village, condo 30D is an exquisitely decorated island-inspired vacation rental t ...
From $974 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 $1046 per night (USD)
VRBO
Wailea Ekahi Village | 20H
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroo ...
From $1046 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Wailea Ekahi Village | 20J
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $500 per night (USD)Expedia
- From $944 per night (USD)
VRBO
Wailea Ekahi Village | 12E
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $944 per night (USD)VRBO
- From $328 per night (USD)
VRBO
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)VRBO
- From $732 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 $732 per night (USD)VRBO
- From $1036 per night (USD)
Expedia
Luxury Vacation Rental in Wailea Beachfront - Exclusive Polo Beach Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Polo Beach Club... Whether you are planning a romantic getaway for two or a family vacation, you will find everythin ...
From $1036 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Escape to Paradise – Your Dream Wailea Getaway Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your tropical retreat at Grand Champions Villas in Wailea, where luxury meets tranquility. Imagine unwinding ...
From $384 per night (USD)VRBO
- From $1388 per night (USD)
VRBO
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 $1388 per night (USD)VRBO
- From $501 per night (USD)
VRBO
STUNNING OCEAN VIEW CONDO! Fully Remodeled! Ground!Private!Bunks!Large Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $949 per night (USD)
VRBO
Wailea, Oceanfront, Polo Beach Club Condo #403
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach wal ...
From $949 per night (USD)VRBO