sun beach golf ocean snorkel sunset palm tree

Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Wailea Vacation Rentals

Wailea Vacation Rental Accommodations - Page 1 of 3

Go to page 1 2 3 (1-50 of 141) Next Last
Sort by: Show rentals per page
SPECIAL OFFER! JUNE SPECIALS!!! May 25 - June 25

Wailea Luxury Living with Sophistication at Hoolei! *****FIVE STAR REVIEWS!

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 6) accept credit card, wheelchair accessible, Near The Ocean, Resort, Communal Pool, Jacuzzi, Sauna, Lawn / Garden, Balcony

Wailea MAKENA SURF RESORT, #E-206

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, DVD Player

Wailea Wailea Ekahi Village # 4B

  • Studio/1 BA Condo (sleeps 2)
    $200 - $230/nt
    $1,400 - $1,610/wk
    $6,000 - $6,900/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1104

  • 2 BR/2 BA Condo (sleeps 6)
    $495 - $640/nt
    $3,465 - $4,480/wk
    $14,850 - $19,200/month
    per property, DVD Player

Wailea Wailea Elua Village # 702

  • 2 BR/2 BA Condo (sleeps 6)
    $379 - $450/nt
    $2,653 - $3,150/wk
    $11,370 - $13,500/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1702

  • 2 BR/2 BA Condo (sleeps 4)
    $699 - $795/nt
    $4,893 - $5,565/wk
    $20,970 - $23,850/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # B-304

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1402

  • 1 BR/1 BA Condo (sleeps 4)
    $450 - $545/nt
    $3,150 - $3,815/wk
    $13,500 - $16,350/month
    per property, Beach, DVD Player

Wailea Wailea Ekolu # 401

  • 2 BR/2 BA Condo (sleeps 6)
    $280 - $325/nt
    $1,960 - $2,275/wk
    $8,400 - $9,750/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # C-103

  • 2 BR/2 BA Condo (sleeps 4)
    $495 - $640/nt
    $3,465 - $4,480/wk
    $14,850 - $19,200/month
    per property, Beach, DVD Player
Back to Top

Wailea Ekahi 53D - Wailea Vacation Rental Luxury Unit Great Prices On 5 Mile Beach

  • 1 BR/1 BA Condo (sleeps 4)
    $215 - $380/nt
    per property, accept credit card, Beach, Near The Ocean, Village, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Wailea Experience Affordable Luxury in a Beautiful Renovated Wailea 2 Bedroom Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $175/nt
    $1,225/wk
    $4,500/month
    per property, accept credit card, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Wailea Wailea Elua Village # 801

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

Wailea Grand Champions #180

  • 3 BR/2 BA Condo (sleeps 6)
    $365 - $425/nt
    $2,555 - $2,975/wk
    $10,950 - $12,750/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 2106

  • 2 BR/2 BA Condo (sleeps 6)
    $379 - $450/nt
    $2,653 - $3,150/wk
    $11,370 - $13,500/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # E-105

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # G-201

  • 2 BR/2 BA Condo (sleeps 6)
    $599 - $700/nt
    $4,193 - $4,900/wk
    $17,970 - $21,000/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village #4C

  • 1 BR/1 BA Condo (sleeps 4)
    $275 - $305/nt
    $1,925 - $2,135/wk
    $8,250 - $9,150/month
    per property, Beach, DVD Player

Wailea Wailea Ekahi #21C

  • 1 BR/1 BA Condo (sleeps 2)
    $285 - $315/nt
    $1,995 - $2,205/wk
    $8,550 - $9,450/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1204

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $795/nt
    $4,893 - $5,565/wk
    $20,970 - $23,850/month
    per property, Beach, DVD Player
Back to Top

Wailea Wailea Elua #1305

  • 3 BR/3 BA Condo (sleeps 6)
    $995 - $1,200/nt
    $6,965 - $8,400/wk
    $29,850 - $36,000/month
    per property, Beach, DVD Player

Wailea Wailea Ekahi Village # 4A

  • 2 BR/2 BA, 1 half bath Condo (sleeps 5)
    $375 - $410/nt
    $2,625 - $2,870/wk
    $11,250 - $12,300/month
    per property, Beach, DVD Player

Wailea Wailea Elua #2306

  • 2 BR/2 BA Condo (sleeps 4)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # E-205

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, Beach, DVD Player

Wailea MAKENA SURF RESORT, #B-205

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $745/nt
    $4,473 - $5,215/wk
    $19,170 - $22,350/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village #802

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

Wailea MAKENA SURF RESORT, #F-307*^ - Makena Surf Resort is a luxurious secluded beachfront condom

  • 2 BR/2 BA House (sleeps 4)
    $599 - $700/nt
    $4,193 - $4,900/wk
    $17,970 - $21,000/month
    per property, DVD Player

Wailea Makena Surf Resort, B-102

  • 2 BR/2 BA Condo (sleeps 4)
    $725 - $800/nt
    $5,075 - $5,600/wk
    $21,750 - $24,000/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1603

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $795/nt
    $4,893 - $5,565/wk
    $20,970 - $23,850/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 1510

  • 2 BR/2 BA Condo (sleeps 4)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player
Back to Top

Wailea Wailea Elua Village #2303

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

Wailea Wailea Elua #1601

  • 1 BR/2 BA Condo (sleeps 4)
    $450 - $545/nt
    $3,150 - $3,815/wk
    $13,500 - $16,350/month
    per property, Beach, DVD Player

Wailea Wailea Elua Village # 105

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $595/nt
    $3,500 - $4,165/wk
    $15,000 - $17,850/month
    per property, Beach, DVD Player

Wailea Wailea Ekahi Village - Ground Floor with Views

  • 1 BR/2 BA Condo (sleeps 4)
    $235 - $295/nt
    per property, Beach, Resort, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Television, DVD Player

Wailea Panoramic Ocean Views! - Wailea Beach Villas - Luxury 3 Bed / 3 Bath

  • 3 BR/3 BA Villa (sleeps 8)
    $995 - $2,195/nt
    per property, accept credit card, wheelchair accessible, Beach, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, Fitness Room / Equipment

Wailea 'Wailea Surf' Villa at Wailea Beach Villas: Exquisite Island Style Villa!

  • 2 BR/2 BA Villa (sleeps 6)
    $645 - $1,395/nt
    per property, accept credit card, wheelchair accessible, Beach, Resort, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Wailea Glowing Reviews! #1 Wailea Ekolu Location & Spectacular Ocean Views!

  • 1 BR/2 BA Condo (sleeps 4)
    $195 - $275/nt
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

Wailea WAILEA EKAHI, #24B*^ - Wailea Ekahi Village is a beautifully terraced property loca

  • 1 BR/2 BA House (sleeps 4)
    $275 - $305/nt
    $1,925 - $2,135/wk
    $8,250 - $9,150/month
    per property, Beach, DVD Player

Wailea Wailea Elua #2003

  • 1 BR/2 BA Condo (sleeps 4)
    $375 - $455/nt
    $2,625 - $3,185/wk
    $11,250 - $13,650/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # G-206

  • 2 BR/2 BA Condo (sleeps 4)
    $599 - $700/nt
    $4,193 - $4,900/wk
    $17,970 - $21,000/month
    per property, Beach, DVD Player
Back to Top

Wailea MAKENA SURF RESORT, #F-212

  • 2 BR/2 BA Condo (sleeps 4)
    $599 - $700/nt
    $4,193 - $4,900/wk
    $17,970 - $21,000/month
    per property, Beach, DVD Player

Wailea Newly Renovated 1 BR on Greenbelt with Fabulous View!!

  • 1 BR/1 BA Condo (sleeps 5)
    $225/nt
    per property, accept credit card, wheelchair accessible, Near The Ocean, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Wailea MAKENA SURF RESORT, #G-104

  • 2 BR/2 BA Condo (sleeps 6)
    $599 - $700/nt
    $4,193 - $4,900/wk
    $17,970 - $21,000/month
    per property, DVD Player

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 4 BR/3 BA Villa (sleeps 8)
    $1,450 - $3,250/nt
    per property, accept credit card, wheelchair accessible, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Tropical Villa Vacations exclusively manages a boutique collection of more than 20 of the very best villas within the beachfront Wailea Beach Villas resort

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,995 - $3,950/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning

Wailea Best View in Resort! Just Renovated a/C Throughout *New Photos

  • 2 BR/2 BA Condo (sleeps 4)
    $3,003/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Wailea Maui Retreat-4 bedroom-4 1/2 bathrooms sleeps 10

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $3,500 - $4,000/wk
    per property, accept credit card, Beach, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea Palms 904 Lanai overlook garden, Ocean & Mountains. Walk to Beach

  • 2 BR/2 BA Condo (sleeps 6) accept credit card, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Grand Champions 2BD/2BA for6 onFabulous Wailea Blue Golf Course WIFI&Res Parking

  • 2 BR/2 BA Condo (sleeps 6)
    $199 - $325/nt
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Tennis Court, Lawn / Garden, terrace, Balcony, Air Conditioning

Wailea $200/nt, 7/24-31 - Wailea Ekahi 33A Luxury Beach Resort

  • 1 BR/2 BA Condo (sleeps 5)
    $250/nt
    $1,750/wk
    $6,150/month
    per property, Beach, Resort, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
Back to Top
Go to page 1 2 3 (1-50 of 141) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.