search location
Travel Dates:
Reset Dates
1,000 Rentals In Wailea-Makena
United States
Hawaii
Maui Area
Wailea-Makena
Filters
Guests
Guests
1
2
3
4
5
6
7
8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
OCEAN VIEWS-EXCEPTIONAL REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
3
2.0
6
Kihei Hawaii Condo
From $481 per night
(USD)
Maui Family Owned\/Managed - Keawakapu Beauty
3
1.0
4
Kihei Hawaii Condo
From $325 per night
(USD)
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier
3
4.0
7
Wailea Hawaii Private vacation home
From $1524 per night
(USD)
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
2
2.0
4
Kihei Hawaii Cottage
From $597 per night
(USD)
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302
4
5.0
8
Makena, Maui Hawaii Condo
From $2636 per night
(USD)
Kamaole Sands 6-303 - Courtyard and Ocean Views from Renovated 3rd Floor Condo
2
2.0
4
Kihei Hawaii Condo
From $268 per night
(USD)
Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
2
2.0
6
Kihei Hawaii Condo
From $512 per night
(USD)
#162 Ground Floor Peak Ocean View New Stearns & Foster CA King Bed
2
1.0
2
Kihei Hawaii Condo
From $291 per night
(USD)
Experience Maui in Comfort!! ~Fully Furnished 1b\/2b Recently Updated Condo
2
2.0
4
Kihei Hawaii Condo
From $301 per night
(USD)
Makena Surf | E105 | Beachfront Resort
3
2.0
6
Wailea Hawaii Condo
From $771 per night
(USD)
Heart of Wailea, Remodeled Kitchen + AC! Ekahi 45A
2
2.0
4
Kihei Hawaii Condo
From $426 per night
(USD)
Tropical getaway at the Maui Banyan! Partial Ocean View 1 bedroom, 2 bath.
1
2.0
4
Kihei Hawaii Condo
From $314 per night
(USD)
Kamaole Sands #5-313 Idyllic Ocean Courtyard View, Across from Beach! A\/C
1
2.0
4
Kihei Hawaii Condo
From $298 per night
(USD)
Upgraded Kamaole Sands Condo across from Kam III Beach w\/AC!
1
2.0
2
Kihei Hawaii Condo
From $366 per night
(USD)
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
4
4.0
8
Wailea Hawaii Private vacation home
From $1433 per night
(USD)
Maui Kamaole B214: Ocean view, 2 Bedroom condo with Tropical Hawaiian furni
3
2.0
4
Kihe Hawaii Condo
From $426 per night
(USD)
WOW! Stunning Ocean Views, Large Deck &Luxury Beds
3
2.0
4
Kihei Hawaii Guest house
From $672 per night
(USD)
Hale Kamaole 123 Ground floor condo, easy access to best beach on Maui!
2
1.0
4
Kihei Hawaii Condo
From $263 per night
(USD)
Hale Kamaole 141 Ground floor condo, easy access to best beach on Maui!
2
1.0
2
Kihei Hawaii Condo
From $261 per night
(USD)
Mana Kai Maui Resort condo with WiFi & W\/D access - near everything
3
2.0
6
Kihei Hawaii Condo
From $620 per night
(USD)
Hale Kamaole Condo w\/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
2
1.0
4
Kihei Hawaii Condo
From $260 per night
(USD)
Spring\/Summer Fill in Special 249\/nt Updated Designer Condo w\/ Ocean Views
2
2.0
4
Wailea-Makena Hawaii Condo
From $335 per night
(USD)
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach
4
3.0
12
Kihei Hawaii Private vacation home
From $1848 per night
(USD)
Immaculate and Chic! Come relax in our luxury unit…
1
2.0
2
Kihei Hawaii Condo
From $497 per night
(USD)
Palms at Wailea - Fully Air Conditioned
2
2.0
5
Kihei Hawaii Condo
From $406 per night
(USD)
Fabulous Ocean Views from Front Row Condo!
2
2.0
4
Kihei Hawaii Condo
From $321 per night
(USD)
Palms at Wailea #1903 Luxe Remodel, Ground Floor, Walk to Beach and Shops!
2
2.0
4
Wailea Hawaii Condo
From $422 per night
(USD)
Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201
2
2.0
6
Kihei Hawaii Condo
From $930 per night
(USD)
Colorful Condo with Family Friendly Pool, Steps from Beach
1
2.0
4
Kihei Hawaii Condo
From $317 per night
(USD)
Kamaole Sands, bldg 9, remodeled, ground floor, across the street from the beach
1
2.0
4
Kihei Hawaii Condo
From $341 per night
(USD)
Grand Champions 144 | Tropical Golf Resort w\/ Pool
3
2.0
6
Wailea Hawaii Condo
From $605 per night
(USD)
Tropical condo & ground-floor lanai with pools & hot tub - snorkel, surf, swim
2
2.0
4
Kihei Hawaii Condo
From $274 per night
(USD)
Palms at Wailea Spectacular Ocean Views with Exceptional Star Rating
2
2.0
6
Kihei Hawaii Condo
From $515 per night
(USD)
2 Bed\/ 2 Bath with loft South Maui Condo with Gorgeous Ocean Views
2
2.0
6
Kihei Hawaii Condo
From $728 per night
(USD)
Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq
2
2.0
4
Wailea-Makena Hawaii Condo
From $824 per night
(USD)
Top-floor getaway with lagoon pool, hot tub, tennis & beach access
3
2.0
6
Kihei Hawaii Condo
From $476 per night
(USD)
Live da HI life with views of the ocean and steps to the beach
1
2.0
4
Kihei Hawaii Condo
From $378 per night
(USD)
Kihei Surfside #608: Oceanfront Sanctuary with Spectacular Views!
2
1.0
3
Kihei, Maui Hawaii Condo
From $312 per night
(USD)
Ocean Views & Beach Access at Kamaole Sands 6-102
2
2.0
4
Kihei Hawaii Condo
From $276 per night
(USD)
Beach lovers dream condo with pools, hot tub, beach access & W\/D
2
2.0
4
Kihei Hawaii Condo
From $289 per night
(USD)
Upscale escape with pool, hot tub & grill - near beaches & water sports
2
2.0
4
Kihei Hawaii Condo
From $280 per night
(USD)
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
2
2.0
6
Wailea-Makena Hawaii Condo
From $428 per night
(USD)
Tropical hideaway with pools, hot tub & grill - the waves await
2
2.0
4
Kihei Hawaii Condo
From $370 per night
(USD)
Tropical hideaway with lanai, two pools, hot tub & tennis - beach lovers dream
2
2.0
4
Kihei Hawaii Condo
From $358 per night
(USD)
Hale Kamaole Condo w\/ Shared Pool, Shared Grill, Private Washer\/Dryer
2
1.0
4
Kihei Hawaii Condo
From $266 per night
(USD)
Hale Kamaole Condo w\/ Shared Grill, Shared Outdoor Pool, Private Washer\/Dryer
2
1.0
4
Kihei Hawaii Condo
From $263 per night
(USD)
Snorkel, surf & swim condo with lagoon pool, hot tub & easy beach access
2
2.0
4
Kihei Hawaii Condo
From $336 per night
(USD)
Luxe getaway with pools, hot tub & washer\/dryer - the waves are waiting
2
2.0
4
Kihei Hawaii Condo
From $327 per night
(USD)
Hale Kamaole Condo w\/A\/C, Shared Grill & Outdoor Pool - Great Location
1
1.0
2
Kihei Hawaii Private vacation home
From $247 per night
(USD)
Luxurious Mana Kai 508: Oceanfront 2bd\/2ba with Stunning Views & Beach Access
3
2.0
6
Kihei Hawaii Condo
From $660 per night
(USD)
LOCATION! Beautiful condo in a lovely resort. Just across the street beach!
2
2.0
4
Kihei Hawaii Condo
From $474 per night
(USD)
Spacious Condo Across the Street from Maui's Best Beaches G304
3
2.0
6
Kihei Hawaii Condo
From $751 per night
(USD)
Fabulous Ocean Views, Steps From Polo Beach, Luxury 2 Bed 2 Bath
2
2.0
5
Kihei Hawaii Condo
From $1230 per night
(USD)
Sweeping Ocean Views - Makena Surf Resort C-106 - Peaceful Ground Level Gem
2
2.0
6
Makena, Maui Hawaii Condo
From $1000 per night
(USD)
Maui Kamaole C207: Completely Renovated Ocean View 2 bdrm Loft condo across
3
2.0
6
Kihei Hawaii Condo
From $431 per night
(USD)
EXQUISITE REMODEL-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
3
2.0
8
Wailea Hawaii Condo
From $467 per night
(USD)
Makena Surf | F305 | Beachfront Resort
3
2.0
6
Wailea Hawaii Condo
From $946 per night
(USD)
Location Location! Ekahi 32C! Designer Remodel 2bdrm $350Remaining Spring
2
2.0
6
Wailea-Makena Hawaii Condo
From $597 per night
(USD)
Makena Surf | C105 | Beachfront Resort
2
2.0
6
Wailea Hawaii Condo
From $1643 per night
(USD)
Wailea Ekahi 14F - Best Views - 3 Minutes Walk to Beach
2
2.0
4
Wailea-Makena Hawaii Condo
From $743 per night
(USD)
Makena Surf | E102 | Beachfront Resort
2
2.0
4
Wailea Hawaii Condo
From $995 per night
(USD)
Kamaole Sands BUILDING ONE Ocean View- 2BR\/2BA- Large Lanai & A\/C THRU-OUT
2
2.0
6
Kihei Hawaii Condo
From $411 per night
(USD)
Polo Beach Club | 102
3
2.0
6
Wailea Hawaii Condo
From $782 per night
(USD)
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
2
2.0
6
Kihei Hawaii Condo
From $748 per night
(USD)
Bright 1 Bedroom W\/Lanai - Kamaole Sands 1205
1
2.0
4
Kihei Hawaii Condo
From $428 per night
(USD)
Special Rate! Palms at Wailea 102. Top to Bottom Remodel with Ocean Views!
3
2.0
6
Kihei Hawaii Condo
From $564 per night
(USD)
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
3
2.0
6
Kihei Hawaii Private vacation home
From $790 per night
(USD)
Beachfront Mana Kai Maui Unit #502
2
2.0
4
Kihei Hawaii Condo
From $733 per night
(USD)
Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball
2
2.0
6
Kihei Hawaii Condo
From $1081 per night
(USD)
Peaceful Island Escape Condo with four pools near all the best things in Maui!
1
1.0
4
Kihei Hawaii Condo
From $329 per night
(USD)
Maui Kamaole J-104 - Renovated, Private Ground Floor Unit, Two Lanais, Split AC!
2
2.0
4
Kihei Hawaii Condo
From $237 per night
(USD)
Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split AC
2
2.0
4
Kihei Hawaii Condo
From $349 per night
(USD)
Fabulous views! Exclusive pool, spa and private 1 acre yard.
3
4.0
6
Kihei Hawaii Private vacation home
From $903 per night
(USD)
COMPLETELY REMODELED-GROUND FLOOR-LARGE LANAI-AC-METICULOUS CLEANING
2
2.0
4
Kihei Hawaii Condo
From $342 per night
(USD)
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
2
1.0
4
Kihei Hawaii Condo
From $251 per night
(USD)
Spacious getaway w\/Kitchen, Lanai, WiFi, A\/C–#5309
1
2.0
4
Kihei Hawaii Condo
From $487 per night
(USD)
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
4
4.0
10
Kihei Hawaii Villa
From $1283 per night
(USD)
Polo Beach Club 205! Direct ocean front and sunset views!
2
2.0
4
Kihei Hawaii Condo
From $1069 per night
(USD)
Stay near two beautiful Kihei beaches
2
2.0
4
Kihei Hawaii Condo
From $310 per night
(USD)
Maui Parkshore 414, Beautiful Remodel, Center Cut Top Floor, Amazing Ocean Views
3
2.0
6
Kihei Hawaii Condo
From $344 per night
(USD)
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
2
1.0
5
Kihei Hawaii Condo
From $522 per night
(USD)
Maui Oceanfront Condo, Mana Kai 811, Amazing Views, on Sandy Beach
2
2.0
5
Kihei Hawaii Condo
From $471 per night
(USD)
Great Ocean View & Reasonable Too!
2
2.0
6
Kihei Hawaii Condo
From $309 per night
(USD)
Steps to Kamaole 3 Beach!
2
1.0
5
Kihei Hawaii Condo
From $395 per night
(USD)
Steps to Kamaole 3 Beach
3
2.0
8
Kihei Hawaii Condo
From $635 per night
(USD)
Enjoy comfort in Wailea, a spacious 2BD\/2BA condo with garden views
2
2.0
6
Wailea Hawaii Condo
From $443 per night
(USD)
Maui Parkshore #313 Ocean View, Walk to Kamaole Beach III, Shops and Dining
2
2.0
5
Kihei Hawaii Condo
From $314 per night
(USD)
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
4
3.0
8
Wailea-Makena Hawaii Villa
From $2830 per night
(USD)
Fantastic Ocean View Steps to Kamaole Beach 3
3
2.0
7
Kihei Hawaii Condo
From $606 per night
(USD)
604 - Luxury Oceanfront - top floor unit with A\/C and a spectacular ocean view!
2
2.0
4
Kihei Hawaii Condo
From $686 per night
(USD)
HOT SUMMER SPECIALS~WONDERFUL VIEW~ King Bed, large lanai, amazing sunsets!
1
1.0
4
Kihei Hawaii Condo
From $270 per night
(USD)
Unbeatable Ocean Vistas - Polo Beach Club 606 - Beachfront Living!
3
2.0
6
Unknown Unknown Condo
From $964 per night
(USD)
Luxury Cottage w\/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\\2016\\0004
1
1.0
2
Kihei Hawaii Cottage
From $545 per night
(USD)
Mana Kai 412: Oceanview 2bd\/2ba Condo + Beach Access at Exclusive Kihei Resort
3
2.0
6
Kihei Hawaii Condo
From $613 per night
(USD)
Private Ocean Front at Wailea Beach Villas B102
3
4.0
8
Kihei Hawaii Villa
From $3528 per night
(USD)
Palms At Wailea 2002- RARE FIND - Multi Level townhouse in Wailea!
4
3.0
8
Wailea Hawaii Condo
From $720 per night
(USD)
Wailea Beach Villas | PH211
4
2.0
6
Maui Hawaii Condo
From $1673 per night
(USD)
Beautifully Remodeled Wailea Condo Perfect for your Family Vacation
3
2.0
4
Kihei Hawaii Condo
From $468 per night
(USD)
Ekahi Ocean View Escape and close to beach (21F)
2
1.0
3
Kihei Hawaii Condo
From $947 per night
(USD)
Wailea Ekolu #105 Scenic Ocean View, Great Location, Near Beaches, Full AC
2
2.0
4
Wailea Hawaii Condo
From $481 per night
(USD)
Load More Results
