
Te Au Moana Luau Rentals
- From $411 per night (USD)
VRBO
Spacious Bright and Airy! Ground floor! Palms at Wailea 609
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Luxury awaits at this beautifully decorated Palms at Wailea condo. With an open and inviting floor plan, there is plenty ...
From $411 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you are looking for a modern, luxurious retreat for families in Wailea with BRAND NEW EVERYTHING, look no further! ...
From $694 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Grand Champions 32: 2 BR, 2 BA Condominium in Kihei, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
An all-around luxury condo at Grand Champions in the heart of Maui! An outstanding layout with 2 large master-suites, 2 ...
From $386 per night (USD)VRBO
- From $517 per night (USD)
Expedia
Wailea Ekolu #604 Ocean View! Walking Distance to Ulua Beach, Wifi, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha! Wailea Ekolu #604, a 2-bedroom, 2-bathroom, second floor unit which features a fully equipped kitchen, high-speed ...
From $517 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Grand Champions 108 | Sunset Views + Amenities
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Grand Champions 108 stands as a beacon of refined luxury in Wailea, Maui. This meticulously remodeled one-bedroom, two-b ...
From $446 per night (USD)VRBO
- From $377 per night (USD)
Expedia
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Stunning 100K Recent Reno+New Decor for a Hawaiian Beach Vibe. Wailea is one of the most sought after resort addresses o ...
From $377 per night (USD)Expedia
- From $1441 per night (USD)
VRBO
Wailea Point heavenly sunsets in paradise. Minimum 30 days
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedrooms, 2 full bathrooms recently renovated property with breathtaking ocean views. Sit and sip on the lanai or on t ...
From $1441 per night (USD)VRBO
- From $1125 per night (USD)
Expedia
Wailea Ekahi 24C, Paradise in Style! Spacious 2 Bedroom 2 Bathroom, SLEEPS 6.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Codge’s Beach House! This 2 bedroom , 2 bathroom unit (SLEEPS 6), was remodeled in late 2022 with ceiling f ...
From $1125 per night (USD)Expedia
- Click For Pricing
VRBO
Luxe Wailea Condo w/ King Suite Limited Offer: Book 28 Days for 15% Off
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Special Promotions – Limited Time Offers Stay Longer and Save More Book a stay of 28 nights or more and receive a 15% d ...
Click For PricingVRBO
- From $533 per night (USD)
Expedia
Wailea Luxury Beachfront Resort #904
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Palms in Wailea will allow you to 'live like the locals'. #904 is in one of the quietest corners of the community w ...
From $533 per night (USD)Expedia
- From $800 per night (USD)
VRBO
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Perfect location for vacationers. The condo is located on the first row of condos right on the 10th hole of the Blue Go ...
From $800 per night (USD)VRBO
- From $1326 per night (USD)
Expedia
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Indulge in a tropical retreat at Ho'olei 12-2 in Wailea, Maui! This opulent 3-bedroom, 3.5-bathroom vacation rental, sho ...
From $1326 per night (USD)Expedia
- From $1547 per night (USD)
VRBO
I.P.M PRESENTS: HOOLEI 81-3. NEW REMODEL + VIEW. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1547 per night (USD)VRBO
- From $1241 per night (USD)
Expedia
I.P.M PRESENTS: HOOLEI 81-4: AMAZING NEW REMODEL!! FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1241 per night (USD)Expedia
- From $2269 per night (USD)
VRBO
I.P.M PRESENTS: VILLA C202 - 2 MIN WALK TO BEACH. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $2269 per night (USD)VRBO
- From $1221 per night (USD)
Expedia
I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1221 per night (USD)Expedia
- From $1193 per night (USD)
VRBO
I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1193 per night (USD)VRBO
- From $426 per night (USD)
Expedia
290/nt 11/24-30 340/nt 12/1-22 Ekahi 33A, 1bd/2bth, Lux, Remodel, Many Amenities
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Coming Up Soon Special: 11/24 - 30, $290/night, $340/nt 12/1-22 Wailea Ekahi 33A is a beautiful, romantic, family f ...
From $426 per night (USD)Expedia
- From $1064 per night (USD)
VRBO
Stunningly Renovated! Ocean View! Elua 2305
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This property is hotel zoned, and not being affected by the recent proposed legislation. Welcome to Elua 2305. Your ult ...
From $1064 per night (USD)VRBO
- From $1917 per night (USD)
Expedia
Front of the Front Row: Wailea Elua Resort 1002
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ulua Beach Premier 2-Bedroom Oceanfront Unit...Unobstructed Ocean Views! Welcome to Wailea Ulua #1002! This recently r ...
From $1917 per night (USD)Expedia
- From $776 per night (USD)
VRBO
WEK 21A Remodeled Wailea Condo Pool AC Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 21A 1Bedroom Wailea Condo Just Steps to the Pool with AC Throughout, Pools, Close to Beaches, Shops at Wail ...
From $776 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Spacious Beautifully Updated Condo, Large Lanai, Near Wailea Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Address for this Condo: Grand Champions, 155 Wailea Ike Pl #5, Kihei HI 96753 ***Professionally Cleaned Condo, No-conta ...
From $446 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Maui Ohana partial ocean view with epic sunset views from lanai - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Grand Champions 58 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $392 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Listen to the birds chirp!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This spacious, quiet, bright second floor studio unit has all you need for a Maui getaway, with a CA King bed, comfy arm ...
From $183 per night (USD)Expedia
- From $590 per night (USD)
VRBO
INCREDIBLE NEW RATES/SPACIOUS WAILEA BEACH CONDO W/ OCEAN VIEWS!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
NEWLY REMODELED BEACH CHIC CONDO with ocean views, in the heart of Wailea. Our Wailea condo offers 2 bedrooms, and 2½ ba ...
From $590 per night (USD)VRBO
- From $1179 per night (USD)
Expedia
KBM Resorts | FREE CAR | Grand Champions | Upgraded 3-Bedroom with Wraparound, Large Lanai! GCH-134
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sophisticated 3-bedroom villa at Grand Champions with sunset-view balcony, resort pools, and access to golf, tennis, and ...
From $1179 per night (USD)Expedia
- From $765 per night (USD)
VRBO
Ocean Views at Wailea Elua 2109 Serene and Desirable!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This property is hotel zoned, and not being affected by the recent proposed legislation. Enjoy Dazzling Ocean and Sunse ...
From $765 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Stunning Views, Walk to Beach! Spacious Ekahi 49F
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing has views from your lanai will have you coming back year after year--and the beach is a short stroll across ...
From $316 per night (USD)Expedia
- From $634 per night (USD)
VRBO
WEK 43D Remodeled Wailea 2BD w AC Pool Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekahi 43D Spacious Remodeled 2Bedroom Wailea Home-Away-From-Home Near Luxury Shopping, Fine Dining, Beautiful Gol ...
From $634 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Sunny top floor condo, 10 minute walk from Wailea beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious, quiet, bright second floor condo has high vaulted ceilings and a large living/dining area that creates a ...
From $218 per night (USD)VRBO
- From $1814 per night (USD)
VRBO
I.P.M PRESENTS: VILLA F101 - PRIVATE POOL + YARD! FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1814 per night (USD)VRBO
- From $546 per night (USD)
Expedia
Wailea Ekolu #1508 Best Location, Panoramic Ocean View, Renovated, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the comforts of home in a newly renovated, spacious, ocean-view condo. Greet each day from your relaxing priv ...
From $546 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sun, fun and the Hawaiian Island lifestyle is waiting for you! Our townhouse is located in the beautiful beach front pr ...
From $779 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Million Dollar Views...Affordable Rates...Traveling on a Budget?
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The view will take your breath away from the second you walk in until you leave. On the slopes of Haleakala, this second ...
From $381 per night (USD)Expedia
- From $1422 per night (USD)
VRBO
Designer Villa Luxurious 3BR/3.5BA, Private Elevator, Resort Pool, Beach Access!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This property is hotel zoned, and not being affected by the recent proposed legislation. The Best Villa Experience at H ...
From $1422 per night (USD)VRBO
- From $733 per night (USD)
Expedia
GC 124 3BD Wailea Condo wAC Pool Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Grand Champions 124 3Bedroom, 2Bathroom, 2nd Floor Wailea Condo with Central AC, Pool, Hot Tub. Perfect for a Family Get ...
From $733 per night (USD)Expedia
- From $1741 per night (USD)
VRBO
Mesmerizing Vistas - Oceanfront Treasure: Wailea Elua 1404 - Lush Surroundings
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Elua #1404 – Panoramic Lanai Views & Serene Comfort Welcome to Wailea Elua #1404, a spacious and tastefully desi ...
From $1741 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for famili ...
From $455 per night (USD)VRBO
- From $421 per night (USD)
VRBO
Wailea Ekolu #308 Beautiful Ocean View, Near Golf Course and Beaches, A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy spectacular panoramic ocean views from this 2 bedroom condo in a truly private setting! Location is everything and ...
From $421 per night (USD)VRBO
- From $2229 per night (USD)
Expedia
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come relax and enjoy your stay at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea ...
From $2229 per night (USD)Expedia
- From $1396 per night (USD)
VRBO
Premier Beachfront Escape: Wailea Elua #1309 Ground Floor Gem - Relax & Unwind!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Wailea Elua #1309 – Ocean View Comfort in a Fully Renovated Maui Retreat Experience the charm and comfort of Wailea Elu ...
From $1396 per night (USD)VRBO
- From $1009 per night (USD)
Expedia
Polo Beach 808! Unique Opportunity One-Bedroom, Top Floor Home
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Unique opportunity to stay in a one-bedroom, top floor home at one of the most desired properties on Maui. Polo Beach #8 ...
From $1009 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Grand Champions 1-bedroom on Wailea Blue Course with Private Lanai, Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to paradise! At a time when there was much uncertainty in the world, we made a big decision to purchase in May ...
From $354 per night (USD)VRBO
- From $362 per night (USD)
Expedia
Family Friendly, AC, Pool, Close to Beaches and Shopping! Grand Champions 61!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking v ...
From $362 per night (USD)Expedia
- From $1528 per night (USD)
VRBO
I.P.M PRESENTS: PH-I203 - OCEAN VIEWS AND NEW DECOR. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1528 per night (USD)VRBO
- From $470 per night (USD)
VRBO
Fantastic ALL NEWLY DECORATED Wailea condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
WELCOME to The Palms at Wailea, Unit 202 - your home away from home! This unit has been completely refurbished and newly ...
From $470 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Spectacular Ocean Views! 5 Star Reviews! ʻIke Kai at Wailea Ekolu Village
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Welcome to our Our Maui Condo! ʻIKE KAI, which means "OCEAN VIEWS," offers a one-bedroom, two-bath, ground floor ...
From $526 per night (USD)VRBO
- From $875 per night (USD)
Expedia
Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in the lower village, ground floor unit #20C has two lanais and a patio. The condo is surrounded by a private, ...
From $875 per night (USD)Expedia
- From $659 per night (USD)
VRBO
Luxury Wailea Condo - Incredible Ocean Views! 5 Star Reviews. Multi Zone AC.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Olu’olu (meaning a “happy" home, in Hawaiian), which it will always be! Enjoy beautiful Wailea, in South Maui ...
From $659 per night (USD)VRBO
- From $1116 per night (USD)
Expedia
Modern and Luxurious Beachfront Property at Polo Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui beachfront elegance Polo Beach Club is conveniently situated at the beginning of Makena and the Wailea oceanfront p ...
From $1116 per night (USD)Expedia
- From $1373 per night (USD)
VRBO
HO'OLEI #24-3-BEAUTIFULLY APPOINTED VILLA-SLEEPS 10-METICULOUS CLEANING
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2619 sq. ft) Villa That Provides Everything That You Need T ...
From $1373 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Wailea Oasis: Relax in Your Spacious Villa w/ Lush Tropical Views, Private Lanai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Grand Champions is perfectly situated in Wailea, in spectacular South Maui. World-class beaches, golf, restaurants, and ...
From $418 per night (USD)Expedia
- From $1706 per night (USD)
VRBO
Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Every detail was addressed in the complete and total renovation of this single-level luxury condo at Wailea Elua Village ...
From $1706 per night (USD)VRBO
- From $508 per night (USD)
Expedia
PAW 2108 Remodeled Wailea Condo w AC Infinity Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Palms at Wailea 2108 Experience This Peaceful Wailea Resort Minutes From the Beach, Golf, Tennis, Fine Dining, Luxury Sh ...
From $508 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Spacious End Unit
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Wonderful tropical breezes flow through this large one bedroom, 2 bathroom ground floor end unit. Bright and spacious, ...
From $382 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Beautiful - Palms at Wailea 1802
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the Kihei/Wailea area, in the world-famous Wailea Resort community, The Palms at Wailea complex boasts a beau ...
From $386 per night (USD)Expedia
- From $614 per night (USD)
VRBO
Stunning Remodeled Unit with Ocean Views! Ekahi 5E
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Ekahi 5E! This top floor unit boasts incredible ocean and garden views! It is nestled along a beautiful hills ...
From $614 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Wailea Grand Champions | 75
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxu ...
From $469 per night (USD)Expedia
- From $503 per night (USD)
VRBO
Ocean and Golf Course Views 2 bed 2 bath - Grand Champions 112
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Book with us and come to Maui to explore everything we have to offer! This spacious Wailea Grand Champions Villas 2 bed ...
From $503 per night (USD)VRBO
- From $691 per night (USD)
Expedia
REMODELED-LARGE LANAI-RESORT LIVING-AC-OCEAN VIEWS-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, Wailea Ekahi 18F is a brand new luxurious condo. This condo is managed by PMI Maui, a local Real E ...
From $691 per night (USD)Expedia
- From $649 per night (USD)
VRBO
Romantic, Luxury Maui Getaway with Ocean View - Couples Only
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Palms at Wailea – Your Island Paradise Awaits! Nestled in the prestigious Wailea resort community, The P ...
From $649 per night (USD)VRBO
- From $717 per night (USD)
Expedia
Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The Address to Wailea Ekolu #314: 10 Wailea Ekolu Pl. #314 Kihei HI 96753 *Professionally Cleaned Condo, No-Contact Che ...
From $717 per night (USD)Expedia
- From $3145 per night (USD)
VRBO
I.P.M PRESENTS: VILLA E102 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $3145 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The Palms at Wailea #1804 has been completely renovated, be among the first to enjoy this brand-new high-end renovation ...
From $506 per night (USD)Expedia
- From $1800 per night (USD)
VRBO
Wailea Beach Villas | PH406
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse ...
From $1800 per night (USD)VRBO
- From $624 per night (USD)
Expedia
Wailea Ekahi Village | 7A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In a quiet corner, close to the ocean and resort’s pool pavilion, Wailea Ekahi Village 7A offers a place to relax and un ...
From $624 per night (USD)Expedia
- From $574 per night (USD)
VRBO
Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi Village 44C is a lovely and romantic two-story townhouse. The downstairs lanai is surrounded by lush garde ...
From $574 per night (USD)VRBO
- From $529 per night (USD)
Expedia
Palms at Wailea 705 - Beautifully renovated ground floor unit in premium location, Split AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms at Wailea 705, a 2 bedroom, 2 bath ground level unit, is your perfect Wailea location. Featuring Mediterranean ...
From $529 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Open, airy condo with peaceful private lanai views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Grand Champions 8 is a 2 bedroom, 2 bathroom condo featuring amenities such as a private lanai, air-conditioning and a w ...
From $466 per night (USD)VRBO
- From $1800 per night (USD)
Expedia
Wailea Beach Villas | PH504
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. ...
From $1800 per night (USD)Expedia
- From $736 per night (USD)
VRBO
Renovated 2BR/2BA Wailea Ekahi 26A: Ground-Floor Condo with Ocean & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Wailea Ekahi Village 26A, two bedroom/two bathroom ground-floor condominium unit that has been completely ren ...
From $736 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Ocean and Garden Views Await at Wailea Ekahi 34B Spacious 1BR/2BA Ground Floor
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Wailea Ekahi 34B where lush tropical foliage surrounds you and views of the majestic Pacific await! This upda ...
From $524 per night (USD)Expedia
- From $520 per night (USD)
VRBO
Ocean, Greenbelt and Haleakala view Ekahi 33E
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's ...
From $520 per night (USD)VRBO
- From $572 per night (USD)
Expedia
WE 1509 Luxurious 2BD Wailea Villa w Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Ekolu 1509 Luxurious 2Bedroom Wailea Villa on The Wailea Blue Golf Course with Expansive Occean Views, AC and Poo ...
From $572 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Wailea Ekahi #45-E Ocean View Beachfront Resort Great Rates, Pool, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi #45-E is a 1 bedroom, 2 bath unit on the second floor and has an ocean view, fully-equipped kitchen, washer ...
From $363 per night (USD)VRBO
- From $364 per night (USD)
Expedia
~ This Is Wailea Living ~
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is Wailea Living! Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis C ...
From $364 per night (USD)Expedia
- From $589 per night (USD)
VRBO
Grand Champions 87 ocean-view condo with pool, hot tub & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Grand Champions 87 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $589 per night (USD)VRBO
- From $546 per night (USD)
Expedia
Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Wailea 6D – Wailea Ekahi Village [TA-164-628-0704-01] Welcome to Hale Wailea 6D, an elegantly updated, spacious se ...
From $546 per night (USD)Expedia
- From $418 per night (USD)
VRBO
1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Retreat and relax in this comfortable, serene, light and airy, completely remodeled unit. This ground floor unit in t ...
From $418 per night (USD)VRBO
- From $987 per night (USD)
Expedia
Best Location @ Ekahi... year round sunsets from lanai, stroll to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
What you will love about 14C: * CDC cleaning guidelines implemented * laundry done off site in professional grade CDC ...
From $987 per night (USD)Expedia
- From $1434 per night (USD)
VRBO
I.P.M PRESENTS: Penthouse K108 - GREAT RATES! FLEXIBLE CANCELATION POLICY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SECURE YOUR RESERVATION WITHIN MINUTES! SAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS! 24 HOUR PROFESSIONAL PROPER ...
From $1434 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Grand Champions 68! Enjoy stunning golf and ocean views from this inviting condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Grand Champions 68! Beautiful golf and ocean views. As you enter you will be greeted by the charm of this condo! Open a ...
From $288 per night (USD)Expedia
- From $496 per night (USD)
VRBO
New Listing: Open layout with stunning views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ekolu 1606 is a fully remodeled 2-bedroom, 2-bathroom unit on the 2nd floor that can comfortably accommodate up to 6 gue ...
From $496 per night (USD)VRBO
- From $2187 per night (USD)
Expedia
Wailea Beach Villas | PH309
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacatio ...
From $2187 per night (USD)Expedia
- From $668 per night (USD)
VRBO
GC 179 Last Minute Deal at 3BD Wailea Condo w Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Grand Champions 179 3Bedroom, 2Bathroom, Corner Unit Set Amidst the 18-Hole Wailea Blue Golf Course. Walk to 5-Star Reso ...
From $668 per night (USD)VRBO
- From $1910 per night (USD)
Expedia
Wailea Beach Villas | PH512
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ...
From $1910 per night (USD)Expedia
- From $2781 per night (USD)
VRBO
Wailea Beach Villas | D301
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork ...
From $2781 per night (USD)VRBO
- From $717 per night (USD)
VRBO
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Paradise!! This 2 Bed, 2 Bath Luxury Ekahi Village Unit is impeccably appointed and maintained. Starting Su ...
From $717 per night (USD)VRBO
- Click For Pricing
VRBO
Ekahi 37A Tropical Townhouse, Partial Ocean View. Sleeps 2 Adults + 2 Kids
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience your dream vacation for a romantic getaway or for the whole family. 5 Minutes walk to the beach through lus ...
Click For PricingVRBO
- From $452 per night (USD)
Expedia
Great view-close to beach!Fully remodeled!Sleeps 5!Bldg 30 Remaining 2025 $225
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui! T ...
From $452 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Palms at Wailea #308 Full Renovated in 2023, Open Layout, Wifi, AC Throughout
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Palms at Wailea #308 is a 1 bedroom, 2 bath unit on the second floor with split system A/C throughout. Over April to Jun ...
From $429 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Prime Wailea: Split AC, Wailea Ekahi 36E
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi 36E offers the perfect Hawaiian retreat! You will enjoy this second level condo surrounded by tropical foli ...
From $411 per night (USD)Expedia
- From $538 per night (USD)
VRBO
Ocean Views and Exquisite Getaway Wailea Ekahi 53D!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Special Offer: Book 8 or more nights, get 1 night free or Book 12 or more nights, get 2 nights free. Valid on all new re ...
From $538 per night (USD)VRBO
- From $654 per night (USD)
Expedia
Amazing view, Close to the beach, Wailea Ekahi Unit 20i
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Condo 1 bedroom, 2 bath (sleeps 4) PRIME location on the front row in lower Wailea Ekahi, Wailea. Listen to the sound of ...
From $654 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Wailea Gem in Paradise-Convenient-Close to Shops of Wailea,5 STAR Hotels,BEACHES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2BR,2BA Ground Floor Unit, Convenient location. This wonderful two-bedroom, two-bath, ground floor unit offers easy ac ...
From $262 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Luxe Townhome, Ocean Views, Relax by the Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
- Luxurious two-story townhome with a private elevator and sleeps 10 comfortably - One of the few villas offering both p ...
From $1500 per night (USD)VRBO
- From $378 per night (USD)
VRBO
Wailea Ekolu 304 - Luxurious Front-Row Unit with Amazing Ocean & Golf Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID: TA-144-497-4592-01 FRONT-ROW UNIT - STUNNING OCEAN & GOLF COURSE VIEWS Wailea Ekolu #304 is a luxuriou ...
From $378 per night (USD)VRBO
- From $468 per night (USD)
VRBO
Wailea Ekahi 31B, 1 BR/2BA, Lower Greenbelt, Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Please read under Rules & policies-Rental Agreement the new COVID-19 Rules & Guidelines- and the Waiver of Liability Agr ...
From $468 per night (USD)VRBO
- From $543 per night (USD)
VRBO
FULL OCEAN VIEW WAILEA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Bright airy updated large 1 bedroom 2 bath top floor in sought- after Wailea Ekahi Village. 27D is a top corner unit kn ...
From $543 per night (USD)VRBO
- From $438 per night (USD)
VRBO
Lovely Remodelled Unit!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Paradise - This is a beautifully appointed ground floor, one bedroom, two bathroom vacation condominium, loca ...
From $438 per night (USD)VRBO




































































































