
Wailea-Makena Rentals
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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 $1160 per night (USD)
Expedia
Captivating Ocean Views at Spectacularly Located Makena Surf Resort #C-205
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Makena Surf C205 Makena Surf Resort, located in the exclusive Makena area, offers a secluded beachfront retreat surround ...
From $1160 per night (USD)Expedia
- From $533 per night (USD)
VRBO
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)VRBO
- From $800 per night (USD)
Expedia
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)Expedia
- From $419 per night (USD)
VRBO
FULLY UPGRADED 2BED/2BATH BREATHTAKING VIEWS ACROSS FROM THE BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Paradise! This fully upgraded 2 bedroom, 2 bathroom condo has spectacular ocean views from the spacious lanai ...
From $419 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Kamaole Sands #10-216 Best Location! Ocean View, Hot Tub, Fitness Center!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kamaole Sands #10-216 is a single level 2 bedroom, 2 bath unit on the second floor. It has a fully-equipped kitchen, was ...
From $322 per night (USD)Expedia
- From $285 per night (USD)
VRBO
NEWLY RENOVATED 2 MINUTES FROM THE BEACH! MAUI Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This newly renovated condo, is just steps away from Kamaole beach, with its white sands and spectacular views, amazing r ...
From $285 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 $1193 per night (USD)
Expedia
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)Expedia
- From $426 per night (USD)
VRBO
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)VRBO
- From $360 per night (USD)
Expedia
Faces Kamaole Beach Park 3, Ground Floor, Large Lanai, ocean view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 1-103 is on the ground floor of the highly desirable Building 1 at Kamaole Sands Resort. This condo complex faces ...
From $360 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 $311 per night (USD)
Expedia
Maui Kamaole #H-108 Ocean View Condo across the street from beach, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole #H-108 is a ground floor, 1B/2B, ocean view unit located at the front of the complex right across the stree ...
From $311 per night (USD)Expedia
- From $446 per night (USD)
VRBO
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)VRBO
- From $665 per night (USD)
Expedia
Private Cottage on an acre lot at Keawakapu Beach - This is island living!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Two restored cottages just steps to Maui's Keawakapu Beach (literally 1-minute walk on paved sidewalk, no car needed) ar ...
From $665 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 $383 per night (USD)
Expedia
Maui Parkshore #412 Ocean View in the Heart of Kihei, Walk to Kamaole Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Parkshore #412 is an extensively remodeled two bedroom, two bath, fourth floor condo with an open living room, full ...
From $383 per night (USD)Expedia
- From $1179 per night (USD)
VRBO
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)VRBO
- From $765 per night (USD)
Expedia
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)Expedia
- From $582 per night (USD)
VRBO
BEAUTIFULLY UPDATED-WELL EQUIPPED-LARGE LANAI-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1188 sq. ft) condo that has been beautifully updated. This c ...
From $582 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 $362 per night (USD)
Expedia
Ocean & West Maui mountain views, steps from beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Views of the ocean and West Maui Mountains from this condo! This condo's proximity to the sand offers the best ocean vie ...
From $362 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Kamaole Sands #7-305 Inner Court, Large Lanai, Near Beach, A/C, Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands #7-305 is a 1 bedroom, 2 bath unit located in the inner courtyard of the complex. It has a large lanai, sp ...
From $318 per night (USD)VRBO
- From $305 per night (USD)
Expedia
KKP 208 Renovated Condo w AC Near Beach Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Keawakapu 208 Renovated 2Bedroom Condo with Ocean View From Outdoor Lanai FREE daily activities included wi ...
From $305 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Hale Kamaole 240 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Very comfortable one bedroom condo with Partial Ocean and Garden View. Beautiful Rattan furniture in living room & dinin ...
From $391 per night (USD)VRBO
- From $423 per night (USD)
Expedia
BEAUTIFUL OCEAN VIEW-BUILDING #10-FULLY EQUIPPED-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is mana ...
From $423 per night (USD)Expedia
- From $514 per night (USD)
VRBO
STUNNING REMODEL-OCEAN VIEWS-MODERN FINISHES-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1188 sq. ft) condo that has been completely remodeled from t ...
From $514 per night (USD)VRBO
- From $594 per night (USD)
Expedia
BUILDING #10-OCEAN VIEWS-REMODELED-AC-CLOSE TO THE BEACH-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this 2 bedroom, 2 bathroom (1188 sq. ft) condo that is located at Kamaole Sands. This condo is man ...
From $594 per night (USD)Expedia
- From $621 per night (USD)
VRBO
NEWLY REMODELED-RARE GROUND FLOOR 2 BD-NICELY UPDATED-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo is managed by PMI Maui ...
From $621 per night (USD)VRBO
- From $382 per night (USD)
Expedia
REMODELED-OCEAN VIEWS-WELL EQUIPPED-AC-CLOSE TO THE BEACH-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this brand new, gorgeous, remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. Th ...
From $382 per night (USD)Expedia
- From $376 per night (USD)
VRBO
NEWLY REMODELED-GROUND FLOOR-LARGE LANAI-OCEAN VIEWS-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence this newly remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is mana ...
From $376 per night (USD)VRBO
- From $425 per night (USD)
Expedia
STUNNING BRAND NEW REMODEL-OCEAN VIEWS-LARGE LANAI-AC-WELL EQUIPPED
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this stunning brand new remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This ...
From $425 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Ground-Floor Maui Kamaole Retreat – A/C, Garden Lanai, Walk to Beach & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Garden Paradise at the beautiful Maui Kamaole Don't get us wrong- the entire Maui Kamaole property is gorgeous in itsel ...
From $254 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Hale Kamaole 273 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spectacular ocean and pool views! This condo is a recently remodeled two bedroom with additional loft. Upscale furnish ...
From $453 per night (USD)Expedia
- From $1972 per night (USD)
VRBO
Paradise is calling October deals from $599/ a night
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and s ...
From $1972 per night (USD)VRBO
- From $500 per night (USD)
Expedia
RARE 2 BEDROOM WITH NO STAIRS-OCEAN VIEWS-2 LANAI’S-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with confidence, this nicely remodeled, 2 bedroom, 2 bathroom (1088 sq. ft) condo. This condo is managed by PMI Mau ...
From $500 per night (USD)Expedia
- From $321 per night (USD)
VRBO
GROUND FLOOR CONVENIENCE-BEAUTIFUL OCEAN/GARDEN VIEWS-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, as this nicely remodeled 1 bedroom, 2 bathroom (820 sq. ft) condo with ground floor convenience an ...
From $321 per night (USD)VRBO
- From $437 per night (USD)
VRBO
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Welcome to our Maui paradise and your personal getaway to relax and regenerate. Whether this is your first trip ...
From $437 per night (USD)VRBO
- From $826 per night (USD)
VRBO
Beach Retreat | Walk to Maui’s Best Shores
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: 🌴 Prime Location – 5-min stroll to Charley Young Beach 🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis co ...
From $826 per night (USD)VRBO
- 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 $351 per night (USD)
VRBO
NICELY REMODELED-GROUND FLOOR-WELL EQUIPPED-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is ful ...
From $351 per night (USD)VRBO
- From $656 per night (USD)
Expedia
Beachfront Bliss | Walk to Sand, Pool, Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: 🔹 Prime Location – Walk to Kamaole Beach & dining 🌅 Serene Lanai Views – Relax in a peaceful oasis 🛌 Luxury ...
From $656 per night (USD)Expedia
- From $835 per night (USD)
VRBO
Luxury Maui Condo | Ocean Views + Resort Perks
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: 🌴 Prime Location! Steps to White Sand Beaches 🌊 Ocean & Mountain Views from Private Lanai 🏖️ Resort Perks: ...
From $835 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 $436 per night (USD)
Expedia
Beachfront//Oceanfront//Ocean View - 1/2/3 Bedroom Kihei Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Incredible Ocean views, Elevator, 2 Pools and Barbecue's available for use by the pool area. Well Located in South Kihe ...
From $436 per night (USD)Expedia
- From $733 per night (USD)
VRBO
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)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 $364 per night (USD)
VRBO
Exceptional Ocean Views - Renovated - Maui Kamaole #G-114, 1 Bd/2 Ba/ (Sleeps 2)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your slice of paradise! Incredible ocean views, quiet, private and relaxing. The perfect place and location t ...
From $364 per night (USD)VRBO
- From $736 per night (USD)
Expedia
Spectacular Panoramic Ocean Views - Private Ohana - Wailea Custom Pole Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Live like a local at the Ocean Blue Ohana. You'll have the entire private first floor of this amazing Hawaiian pole hom ...
From $736 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Serene, tropical getaway with fast WiFi, loft, pools, hot tubs & tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole D212 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $373 per night (USD)VRBO
- From $1396 per night (USD)
Expedia
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)Expedia
- From $779 per night (USD)
VRBO
Kamaole Sands #9-111 Family-Friendly Suite Near Famous Kamaole III Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kamaole Sands #9-111 is a beautiful island-style three bedroom, two bath suite close to the ever-popular Kamaole III Bea ...
From $779 per night (USD)VRBO
- From $354 per night (USD)
Expedia
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)Expedia
- From $1311 per night (USD)
VRBO
Makena Surf G205 - Exceptional Oceanview!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
E Komo Mai to our completely renovated two bedroom ocean-view unit artfully designed with you in mind! This luxurious un ...
From $1311 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Hale Kamaole 223 Second floor condo, easy access to best beach on Maui!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beautiful ocean views in this 2 bedroom plus loft Maui vacation rental. Enjoy sunset dinners and catch glimpses of whale ...
From $412 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 $360 per night (USD)
Expedia
Maui Hill 99: Cozy 2BD/2BA Condo with Garden Views and Near Top Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy exclusive offers for all new reservations booked on or after October 13, 2024! Choose from one of the following pr ...
From $360 per night (USD)Expedia
- 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 $469 per night (USD)
Expedia
Mana Kai #203: Oceanfront Bliss on Keawakapu Beach with Stunning Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mana Kai #203 is Maui Living at its best! We could talk about the ocean and sunset views all day but you won't get it un ...
From $469 per night (USD)Expedia
- 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 $311 per night (USD)
Expedia
Maui Kamaole #I-114 Renovated and Upgraded, Full A/C, Across from the beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This ground floor, ocean-view condo is just a short and convenient walk to Kamaole Beach III and the large community be ...
From $311 per night (USD)Expedia
- From $875 per night (USD)
VRBO
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)VRBO
- From $610 per night (USD)
Expedia
Luxury Vacationing Modern Condo Oct Special 194USD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***The pool has just been renovated and is gorgeous*** DESIGNED BY A NYC ARTIST. THIS BEAUTIFUL CONDOMINIUM IS BORDERIN ...
From $610 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 $472 per night (USD)
Expedia
Top Floor Spacious Ocean View Condo! Minutes to Beaches, A/C, Wifi, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Address for this Condo: Maui Kamaole 2777 S. Kihei Rd #I-207, Kihei HI 96753 ***Professionally Cleaned Condo, No-Conta ...
From $472 per night (USD)Expedia
- From $1116 per night (USD)
VRBO
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)VRBO
- From $417 per night (USD)
Expedia
Maui Kamaole G-202 - Spectacular Views, Updated and Elegant, Wi-Fi & Split-AC!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your serene island sanctuary, Maui Kamaole G-202. A spacious two-story escape designed to elevate every mome ...
From $417 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 $512 per night (USD)
Expedia
Beautiful, Palms At Wailea Condo #608- 2BR/2BA,GREAT LOCATION! SEPT/OCT SPECIAL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Aloha Spirit is Alive and Well in Maui! It's absolutely beautiful. The best beaches , clean air, amazing sunsets ...
From $512 per night (USD)Expedia
- From $418 per night (USD)
VRBO
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)VRBO
- From $510 per night (USD)
Expedia
Maui Kamaole #J-211 Sweeping Ocean Views, Near Kamaole III Beach, Full A/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole #J-211 is a 2 bedroom, 2 bath, second floor condo with an amazing sweeping ocean view. It is equipped with ...
From $510 per night (USD)Expedia
- From $905 per night (USD)
VRBO
Luxury Oceanfront Mana Kai Resort Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Plan your ideal Hawaiian escape and book a stay at this 2-bedroom, 2-bath vacation rental located in Mana Kai Maui Resor ...
From $905 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Kihei Akahi A108:\nKamaole Beach II Ocean View Town House directly across street.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Aloha and welcome to Kihei Akahi. This is a charming townhouse located in South Kihei, Maui. This beautiful townhouse ...
From $448 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Spec.Sep-179 Profess design Ground fl .Love Tropical flower gardens\nSleep 6\n.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PARADISE DREAM WORLD. MAUI KAMAOLE- - Professionally decorated by a noted San Francisco designer. You ...
From $427 per night (USD)VRBO
- From $780 per night (USD)
Expedia
Large 3 Bedroom Condo Across From Beach! Pool & Hot Tub Access! Ocean View!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
We are so happy to announce that we have installed a brand new Split AC system in this beautiful condo! There are now a ...
From $780 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Top-level condo with pools, hot tub, grill, W/D - close to beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole D207 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $355 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Maui Kamaole #A-109 Spacious, Ocean View, Full A/C, Across Kamaole Bch III
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole #A-109 is a 1 bedroom, 2 bath ocean view unit on the ground floor. It has air conditioning in the living ro ...
From $342 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Amazing escape with lagoon pool, hot tub, tennis, AC & great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole F108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $350 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Top-tier getaway with pools, grill & hot tub - the waves await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole G214 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $353 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Sunny condo with pools, hot tub & washer/dryer - near swimming & surfing
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole I105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $305 per night (USD)VRBO
- From $633 per night (USD)
Expedia
Mana Kai Maui Resort condo with pool & WiFi - snorkel, surf, swim
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mana Kai Maui Resort 202C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $633 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Matchless condo with washer/dryer, pools & condo - near multiple beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole I216 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $368 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Top-floor ocean-view condo with lagoon pool, hot tub & AC - sand & waves await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole A208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $346 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Ground-floor oceanfront with pool, hot tub & W/D - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Maui Kamaole A108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $454 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Premium Mana Kai Maui Resort condo w/ fantastic view, pool, private lanai & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mana Kai Maui Resort 605 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $345 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Mana Kai Maui Resort oceanfront condo w/ ocean view, pool, private lanai & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Mana Kai Maui Resort 605a Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $326 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Sensational condo close to the water with pool, hot tub & AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole K102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $280 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Ocean-view condo on top floor with lagoon pool, hot tub, AC, W/D, great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Kamaole A214 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $385 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Condo in great locale with grill, pools & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Kamaole I219 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $377 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Near Everything
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole 232 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $340 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Hale Kamaole Condo w/Private Washer/Dryer, Shared Pool, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole 110 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $259 per night (USD)Expedia




































































































