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424 rentals
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Wailea Ekolu #805 Deluxe 2Bd/2Ba, Ocean View Townhouse! Full A/C, Sleeps 4
8 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Grand Seascape K407 Wailea Beach Villas
11 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Upgraded Unit w/ Beautiful Ocean Views Makena Surf Resort # C-103
23 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Beach Front Luxury Corner Unit MAKENA SURF RESORT, #E-206
11 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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MAKENA SURF RESORT, #C-102
6 reviews
Condo/Apartment
2 bedrooms
0 bathrooms
Sleeps 6
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Beautiful Ground Floor 1 Bed/2 bath WAILEA ELUA, #807
4 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Aloha Kai Suite at Wailea Beach Villas PH 205
101 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo
26 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Ekahi Ocean View 50A
21 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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NEW REMODEL 2020-65”SONY 4K UHD LED LCD TV & BOSE SURROUND SOUND- GORGEOUS GEM
19 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Amazing Wailea Surf Villa at Wailea Beach Villas
18 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Fantastic Private Location Super Close to Pool & Beach!
102 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
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The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
97 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
96 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!
89 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Panoramic Ocean View In The Heart Of Wailea On Golf Course
86 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Keep Calm and Hula On In to Beach House Chic Style
98 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Ocean View, Close to Beach&Pool Sleeps 10
97 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
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5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!
74 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Enhanced Cleaning, Big Discounts & Sweeping Ocean Views from thisTop Floor Condo
79 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Enjoy the Amazing View and have a Mai Tai too!
87 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
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Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis
93 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled
14 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 5
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Monthly Discounts through April 2021 at our beautiful Palms at Wailea 503 condo
76 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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�GEORGEOUS Wailea Retreat!�Top tier UPGRADES. Very Spacious and Peaceful!�
62 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Upscale Modern & Renovated with Designer Showers 1148 sq ft with 224 sq ft lanai
75 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.
103 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
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Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166
92 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403
46 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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The Perfect Location for a Relaxing Getaway
79 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
54 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
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5 Star Ocean View Villa, Ground Floor, Beach House Chic Decor
54 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
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WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!
72 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208.
46 reviews
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
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Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.
76 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl
71 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Exclusive Listing! Gorgeous, High-end Wailea Suite!!!
45 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Wailea Ekolu #406 2 BD 2BA Panoramic Ocean View, Full A/C, Sleeps 4
57 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Modern Spacious Beachfront Luxury rental in Ekahi Village - Apartment 39F
48 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Incredibly Large Palms at Wailea Polynesian Style Villa
90 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Summer Travel Guarantee–Cancel up to 14 days before your arrival for full refund
38 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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Enjoy Beautiful Sunsets with this Ocean View!!
38 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4
19 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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GET-A-WAY WINTER AVAILABLE Luxury Wailea Dream Location, Full AC, BBQ and more
117 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Luxury at its Best W/ Big Ocean Views!!
47 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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5 Star Reviews! Guests say: 'Location, Location & Everything you could ask for'!
57 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates!
26 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach.
109 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Ekahi 36a, 1BR 2BA, Sleeps 4, Stunning Renovation - Canadian discounts available
74 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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Frequently Asked Questions about Wailea
Do any holiday rentals in Wailea have a pool?
Yes, here are some popular holiday rentals in Wailea that have a pool:\n
\n
Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
\n
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!
\n
Sun Splash C301 Wailea Beach Villas
\n
\n
See all holiday rentals with a pool in Wailea on Tripadvisor
Do any holiday rentals in Wailea have internet access?
Yes, here are some popular holiday rentals in Wailea that have internet access:\n
\n
Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
\n
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!
\n
Sun Splash C301 Wailea Beach Villas
\n
\n
See all holiday rentals in Wailea on Tripadvisor
What are the best pet friendly rentals in Wailea?
The best pet friendly rentals in Wailea are:\n
\n
Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
\n
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!
\n
Sun Splash C301 Wailea Beach Villas
\n
\n
See all pet friendly holiday rentals in Wailea on Tripadvisor
What are some great rentals in Wailea that are kid friendly?
Some of the most popular kid friendly rentals in Wailea are:\n
\n
Sun Splash C301 Wailea Beach Villas
\n
Royal Ilima A201 Wailea Beach Villas
\n
Regal Mandalay M511 Wailea Beach Villas
\n
\n
See all kid friendly holiday rentals in Wailea on Tripadvisor