
Wailea-Makena Rentals
- From $226 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 $226 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Spacious 2bd condo, garden lanais island style
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Maui Kamaole M210, a stunning 2-bedroom, 2-bathroom split-level condo that combines modern comfort with tropi ...
From $361 per night (USD)Expedia
- From $549 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 $549 per night (USD)VRBO
- From $368 per night (USD)
Expedia
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 $368 per night (USD)Expedia
- From $626 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 $626 per night (USD)VRBO
- From $1170 per night (USD)
Expedia
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 $1170 per night (USD)Expedia
- From $598 per night (USD)
VRBO
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. Ou ...
From $598 per night (USD)VRBO
- From $515 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 $515 per night (USD)Expedia
- From $1134 per night (USD)
VRBO
Maui Resort Rentals: Polo Beach Club 608 – Luxurious 6th-Floor Oceanfront 2BR w/ Stunning Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Boasting a stunning Wailea oceanfront location and a lavish interior, this 2BR/2BA residence delivers stunning Pacific O ...
From $1134 per night (USD)VRBO
- From $3650 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 $3650 per night (USD)VRBO
- From $813 per night (USD)
VRBO
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 $813 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $1392 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 $1392 per night (USD)VRBO
- From $424 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 $424 per night (USD)Expedia
- From $1496 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 $1496 per night (USD)VRBO
- From $818 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 $818 per night (USD)Expedia
- From $403 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 $403 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Maui Banyan condo across Charley Young Beach w/ pools & tennis, summer deal
- 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 $582 per night (USD)Expedia
- From $363 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 $363 per night (USD)VRBO
- From $526 per night (USD)
Expedia
Communal Pool, Balcony w/ View & Walk to Beach | Wailea Ike by AvantStay
- 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 $526 per night (USD)Expedia
- From $451 per night (USD)
VRBO
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Ekolu 1514 - a spacious, two-story luxury condo designed for travelers seeking comfort, privacy, and j ...
From $451 per night (USD)VRBO
- From $1714 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 $1714 per night (USD)Expedia
- From $535 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 $535 per night (USD)VRBO
- From $696 per night (USD)
Expedia
Bright Wailea Retreat with Pool Palms at Wailea 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 $696 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Maui Kamaole B-210 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 $415 per night (USD)VRBO
- From $691 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 $691 per night (USD)Expedia
- From $645 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 $645 per night (USD)VRBO
- From $429 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 $429 per night (USD)Expedia
- From $1253 per night (USD)
VRBO
Gorgeous 5th Floor 2 Bedroom. -Kihei Surfside #501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kihei Surfside #501 – Oceanfront Views and Tranquility in a Rare 2-Bedroom Layout Welcome to Kihei Surfside #501, a rar ...
From $1253 per night (USD)VRBO
- From $1024 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 $1024 per night (USD)Expedia
- From $1001 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 $1001 per night (USD)VRBO
- From $368 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 $368 per night (USD)Expedia
- From $564 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 air ...
From $564 per night (USD)VRBO
- From $391 per night (USD)
Expedia
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 $391 per night (USD)Expedia
- From $329 per night (USD)
VRBO
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 $329 per night (USD)VRBO
- From $350 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 $350 per night (USD)Expedia
- From $2516 per night (USD)
VRBO
REDECORATED! NEW OFFERING THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Brand New Offering! Our brilliantly refreshed and extensively redecorated The Palm Coast Villa F202 at Wailea Beach Vill ...
From $2516 per night (USD)VRBO
- From $413 per night (USD)
Expedia
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 $413 per night (USD)Expedia
- From $775 per night (USD)
VRBO
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 $775 per night (USD)VRBO
- From $318 per night (USD)
Expedia
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 $318 per night (USD)Expedia
- From $778 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 $778 per night (USD)VRBO
- From $1920 per night (USD)
Expedia
Grand Champions | Ocean View 5 BR, Sleeps 12 | Car Incl. w/ 6+ Nights | GCH ML-1149 by KBM
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $1920 per night (USD)Expedia
- From $2609 per night (USD)
VRBO
Wailea Elua | Ocean View 4 BR, Sleeps 12 | Car Incl. w/ 6+ Nights | WEV ML-1137 by KBM
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $2609 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Surf, Sand & Serenity- 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 $306 per night (USD)Expedia
- From $357 per night (USD)
VRBO
South Kihei resort 1 bedroom condo, AC, across street from beach, walkable area
- 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 $357 per night (USD)VRBO
- From $1120 per night (USD)
Expedia
Wailea Elua 1104 - Ocean Views, Central A/C, Walk to Ulua Beach, Shops & Dining!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The primary bedroom features a king bed with quality linens and a private bathroom. The guest bedroom is furnished with ...
From $1120 per night (USD)Expedia
- From $605 per night (USD)
VRBO
Remodeled 1 Bedroom Across from Kamaole Beach III–Kamaole Sands 10202
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy our spacious, newly-remodeled 1-bedroom, 2-bath suite with modern, island design with bamboo-themed furnishings, u ...
From $605 per night (USD)VRBO
- From $688 per night (USD)
Expedia
Wailea Ekolu 608 | Beautiful Wailea Condo with Ocean Views and Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the best of Wailea from this beautiful Wailea Ekolu property with panoramic Pacific Ocean views. Enjoy specta ...
From $688 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Fall $250 Wailea Luxury Escape.Ocean & Haleakala Views.1 Bed/ 2 Bath.Huge Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your own piece of paradise at Wailea Ekahi Village, one of Maui’s most beautiful and sought-after beachfront ...
From $557 per night (USD)VRBO
- From $459 per night (USD)
Expedia
Walk to Beach | Resort Pools, Pickleball & More
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your South Maui home base at Kamaole Sands, ideally located in sunny South Kihei and less than a 5-minute wal ...
From $459 per night (USD)Expedia
- From $403 per night (USD)
VRBO
Haleakala Shores A-411 - Modern 2BR/2BA, 2 King Beds, Sleeps 4, Split AC, Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Haleakala Shores A-411 is a bright and beautifully appointed 2-bedroom, 2-bath condo on the 4th floor of a well-loved So ...
From $403 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Kamaole Sands 5-210 - Stunning 1BR/2BA, King Bed, Center-Cut Bldg 5, AC, Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands 5-210 is a beautifully maintained center-cut 1 bedroom, 2 bathroom condo in South Maui, offering the ideal ...
From $331 per night (USD)Expedia
- From $1032 per night (USD)
VRBO
Newly Remodeled/Refurnished Oceanfront Makena Surf Condo - Ground Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Located in Makena, between two of Maui's most beautiful beaches, this condo is a dream. Experience one of Maui’s most e ...
From $1032 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Wailea Ekolu 408 Spacious Second-Floor Retreat with Panoramic Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an elevated Maui escape at Wailea Ekolu Village Unit 408, where comfort, views, and location come together fo ...
From $404 per night (USD)Expedia
- From $675 per night (USD)
VRBO
Mana Kai 811 - Oceanfront, Top Floor, Stunning Renovation, 2BR, Kings, Split AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to an oceanfront paradise at Mana Kai 811 - a beautifully appointed 2-bedroom, 2-bath condo on iconic Keawakapu B ...
From $675 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Peaceful Golf Course Retreat with Partial Ocean Views-Wailea Grand Champions #78
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Golf Course Views | Wailea Grand Champions #78 Escape to the peaceful beauty of Wailea Grand Champions #78, a ...
From $495 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Maui Kamaole #K-104 Quiet Location, Close to Resort Pool, A/C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Maui Kamaole #K-104, a relaxing one-bedroom, two-bath ground-floor condo surrounded by the lush tropical beau ...
From $331 per night (USD)VRBO
- From $571 per night (USD)
Expedia
Ocean Front Vibes Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to panoramic ocean views and end your day with sunsets from your private lanai in this top-floor corner condo at ...
From $571 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Hawaiian-style 1 BR Condo - steps from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beautifully decorated Hawaiian-style, first floor, one bedroom condo is the perfect place for you to stay during yo ...
From $257 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Wailea Ekahi Village 3A - Townhome Near Keawakapu Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi Village 3A. Spacious 2BR/3BA Townhome Near Keawakapu Beach Welcome to Wailea Ekahi Village 3A, a spacious ...
From $329 per night (USD)Expedia
- From $858 per night (USD)
VRBO
Palms at Wailea Villa 404 Garden Deluxe 2 BD 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this newly renovated 2nd floor condo featuring serene garden views with peek-a-boo ocean views. Relax in a bri ...
From $858 per night (USD)VRBO
- From $423 per night (USD)
Expedia
Grand Champions Villas in Wailea, Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Forget your worries in this serene space surrounded by tropical palms! This large 1,200 square foot, bright and airy two ...
From $423 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Wailea Blue Golf Course Condo-Walk to Shops, Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
New! Top Floor Luxury Wailea Golf Condo Maui | Ocean & Sunset Views, Walk to Beach & Shops | Sleeps 4 *Best Location in ...
From $343 per night (USD)VRBO
- From $764 per night (USD)
Expedia
🌊🏄🏻🏝️ NEW/ Winter - Your Hawaiiana Retreat by the Beach in Kihei
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Haleakala Shores B201, a comfortable 2-bedroom South Maui getaway! Enjoy a king bed in the primary bedroom, t ...
From $764 per night (USD)Expedia
- From $599 per night (USD)
VRBO
Elegant top-floor 2BR/2BA with central AC in charming South Kihei
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
A bright, spacious and quiet top-floor unit (B510) at Haleakala Shores directly across from Kamaole III beach park, one ...
From $599 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Beautiful Modern Decor in a Light-Filled Condo, Hale Kamaole, Steps to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This ground floor unit is perfectly located and easily accessible to all the complex's amenities: sparkling clean pools, ...
From $406 per night (USD)Expedia
- From $501 per night (USD)
VRBO
Wailea Grand Champions 185 | Spacious Wailea Condo Near Beaches and Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Grand Champions 185 is a beautifully updated 2-bedroom, 2-bath condo in the heart of Wailea, offering a spacious ...
From $501 per night (USD)VRBO
- From $1616 per night (USD)
Expedia
Luxury Penthouse w/ ocean views and pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best ...
From $1616 per night (USD)Expedia
- From $1073 per night (USD)
VRBO
Beachfront 2BR condo in Wailea w/ pool and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Polo Beach Club 703, a beautifully positioned two-bedroom, two-bath residence in the exclusive beachfront Pol ...
From $1073 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Hale Kamaole 309 Third floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Ocean Views from this two bedroom condo with loft from living room, kitchen and both bedrooms. Ocean, pool and ...
From $650 per night (USD)Expedia
- From $775 per night (USD)
VRBO
Modern 3BR w/ Ocean Views | Steps to Kamaole III
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Completely reimagined in 2025, this modern 3-bedroom condo blends designer style with island comfort—just step ...
From $775 per night (USD)VRBO
- From $502 per night (USD)
Expedia
Beautiful two bedroom with loft condo steps from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In the heart of Kihei, Maui, find your haven within this two-bedroom plus a loft condominium. Nestled just a short walk ...
From $502 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Maui Parkshore #415 Ocean View in the Heart of Kihei, Walk to Kamaole Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Parkshore #415 is a two bedroom, two bath, fourth floor condo with an open living room, full kitchen and a large la ...
From $405 per night (USD)VRBO
- From $2473 per night (USD)
Expedia
Grand Champions | Ocean View 6 BR, Sleeps 16 | Car Incl. w/ 6+ Nights | GCH ML-3782 by KBM
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $2473 per night (USD)Expedia
- From $1789 per night (USD)
VRBO
Grand Champions | Ocean View 4 BR, Sleeps 10 | Car Incl. w/ 6+ Nights | GCH ML-3777 by KBM
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $1789 per night (USD)VRBO
- From $1676 per night (USD)
Expedia
Grand Champions | Ocean View 4 BR, Sleeps 10 | Car Incl. w/ 6+ Nights | GCH ML-3780 by KBM
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $1676 per night (USD)Expedia
- From $451 per night (USD)
VRBO
The Palms at Wailea 1805 - Luxury 2BR condo, large lanai, Full AC, Kitchen, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* * * * The Palms at Wailea Pool Area will be Closed for Annual Maintenance Tuesday, Sept,. 15th through Friday, Sept,. ...
From $451 per night (USD)VRBO
- From $3142 per night (USD)
Expedia
Grand Champions | Ocean View 7 BR, Sleeps 20 | Car Incl. w/ 6+ Nights | GCH ML-3789 by KBM
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 20
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $3142 per night (USD)Expedia
- From $2592 per night (USD)
VRBO
Grand Champions | Ocean View 6 BR, Sleeps 16 | Car Incl. w/ 6+ Nights | GCH ML-3785 by KBM
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $2592 per night (USD)VRBO
- From $2347 per night (USD)
Expedia
Grand Champions | Ocean View 5 BR, Sleeps 14 | Car Incl. w/ 6+ Nights | GCH ML-3786 by KBM
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and Decembe ...
From $2347 per night (USD)Expedia
- From $432 per night (USD)
VRBO
Maui Kamaole J209 | Spacious 2BR Loft | Walk to Beaches, Dining & Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Incredible End of Summer Rates for a Maui Kamaole Home! $190/nt plus discount for 7 nights or more for stay dates in Aug ...
From $432 per night (USD)VRBO
- From $397 per night (USD)
Expedia
MK D-106-AC throughout! Reduced to $110 for Summer!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
-New listing with special introductory reduced rates! Summer special for 7 nights or more! Maui Kam D106 | Best Locatio ...
From $397 per night (USD)Expedia
- From $610 per night (USD)
VRBO
Ocean View Maui Kamaole Condo | 2 Pools, Hot Tub, Ground Floor, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome! This is Maui Kamaole, perfectly located on Maui’s sun-soaked south shore! Highlights: - 2 Sparkling pools (one ...
From $610 per night (USD)VRBO
- From $664 per night (USD)
Expedia
Kamaole Sands Condo | Ground Floor, 2 Bath, Pool, Hot Tub, AC, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Wake up to the sound of tropical birds, enjoy your morning coffee on a private lanai surrounded by swa ...
From $664 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Maui Kamaole B102 Kihei condo near Kamaole Beach w/ pools, summer deal
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island comfort at this ground-floor Kihei condo, where luxury, privacy, and unbeatable convenience come togethe ...
From $331 per night (USD)VRBO
- From $649 per night (USD)
Expedia
Wailea Blue Golf Course Condo-Walk to Shops, Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New! Wailea Blue Golf Course Condo-Walk to Shops, Beach | Luxury Golf & Beach Retreat 2 Bedrooms | 2 Bathrooms | 1,150 ...
From $649 per night (USD)Expedia
- From $436 per night (USD)
VRBO
Wailea Ekolu 1204 - Modern Ocean View Condo w/ large Lanai, King Bed, & Split AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Step inside Wailea Ekolu 1204, an elegantly remodeled top floor 1BR/2BA ocean view condo right on the Wailea Golf Club B ...
From $436 per night (USD)VRBO
- From $923 per night (USD)
Expedia
Ocean Views of Molokini - Makena Surf F304
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf F304 is a stunning oceanfront vacation rental located in the beautiful Makena region of Maui, Hawaii. This l ...
From $923 per night (USD)Expedia
- From $908 per night (USD)
VRBO
Oceanfront Polo Beach 407 - Professionally Managed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Polo Beach Club 407 is a premier oceanfront vacation rental located in the upscale resort area of Wailea. This two-bedro ...
From $908 per night (USD)VRBO
- From $957 per night (USD)
Expedia
2nd Floor Ocean Views | Epic Sunsets | Makena Surf F208
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Makena Surf F208, a luxurious oceanfront vacation residence that offers an unparalleled Hawaiian retreat. Sit ...
From $957 per night (USD)Expedia
- From $1149 per night (USD)
VRBO
Sublime Ocean Views - Polo Beach 408
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal g ...
From $1149 per night (USD)VRBO
- From $1535 per night (USD)
Expedia
3BD Oceanfront - Great for Families | Makena Surf F112
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Makena Surf F112 is a stunning oceanfront vacation home that offers unparalleled views of the sea from both the spacious ...
From $1535 per night (USD)Expedia
- From $858 per night (USD)
VRBO
Makena Surf A204 | 3-Sided Ocean & Mountain Views, Beach Access & Turtle Reef
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CORALTREE RESIDENCE COLLECTION presents... Makena Surf A204! Experience an intimate Hawaiian retreat at this 2-bedroom ...
From $858 per night (USD)VRBO
- From $1293 per night (USD)
Expedia
Panoramic Ocean Views - Makena Surf A203
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Indulge in luxury at this stunning two-story townhouse, featuring a primary retreat on the second floor complete with a ...
From $1293 per night (USD)Expedia
- From $2164 per night (USD)
VRBO
Makena Surf E103 | Ground-Floor Oceanfront Front-Row with Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
CORALTREE RESIDENCE COLLECTION presents... Makena Surf E103 A premier 1,510 sq.ft. 2-bedroom oceanfront condo on the g ...
From $2164 per night (USD)VRBO
- From $2182 per night (USD)
Expedia
Walk to Waves, Snorkeling, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Makena Surf E105, your ideal oceanfront getaway nestled within the luxurious Makena Surf resort, located on t ...
From $2182 per night (USD)Expedia
- From $1024 per night (USD)
VRBO
Whale Watch From Your Lanai - Makena Surf E302
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Makena Surf E302, an exquisite ocean view vacation condo that perfectly blends antique charm with modern luxu ...
From $1024 per night (USD)VRBO
- From $943 per night (USD)
Expedia
Snorkel Directly Out Front - Makena Surf C105
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enter the cool marbled foyer of Makena Surf C105, a luxurious 1,600 sq. ft. ocean view vacation rental on the first floo ...
From $943 per night (USD)Expedia
- From $933 per night (USD)
VRBO
Wrap-Around Beach & Ocean Views | Polo Beach 301
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Polo Beach Club 301, a stunning third-floor corner residence that offers breathtaking views of Polo Beach. Th ...
From $933 per night (USD)VRBO
- From $783 per night (USD)
Expedia
Beachfront Condo – Hear the Waves Crash | Makena Surf C207
- 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 $783 per night (USD)Expedia




































































































