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 2 BR Rentals

Go to page 1 2 (1-50 of 56) Next Last
Sort by: Show rentals per page

Wailea Beautiful New Kitchen! *May Special $199.00 per night!

  • 2 BR/2 BA Condo (sleeps 5)
    $260 - $300/nt
    $1,820 - $2,100/wk
    per property, accept credit card, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 2 BR/2 BA Villa (sleeps 6)
    $695 - $1,525/nt
    $10,150 - $10,675/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Resort, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Kitchen/ Bath Remodel To Be Completed June 10. New Pics Coming!

  • 2 BR/2 BA Condo (sleeps 5)
    $185 - $225/nt
    $1,575/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Wailea Wailea Sunset Bungalow - Private Oceanfront Home in Makena

  • 2 BR/1 BA Bungalow (sleeps 4)
    $600 - $950/nt
    per property, Hot Tub, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 2 BR/2 BA Condo (sleeps 6)
    $260 - $429/nt
    $1,800 - $2,600/wk
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Wailea Luxury 2BR, Ocean View, Owner Direct - Read Our Guest Reviews!

  • 2 BR/2 BA Condo (sleeps 5)
    $395 - $485/nt
    per property, accept credit card, Hot Tub, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

Wailea Wailea Elua #2306

  • 2 BR/2 BA Condo (sleeps 4)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea - Luxury, Comfort and Beachfront Living at our Polo Beach Club #408

  • 2 BR/2 BA Condo (sleeps 4)
    $625 - $769/nt
    per property, Beach, Resort, Waterfront, Communal Pool, Daily Maid Service, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 2 BR/2 BA House (sleeps 4)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, DVD Player

Wailea MAKENA SURF RESORT, #E-206

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, DVD Player

Wailea MAKENA SURF RESORT, #B-205

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village #802

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort, B-102

  • 2 BR/2 BA Condo (sleeps 4)
    $725 - $769/nt
    $5,075 - $5,383/wk
    $21,750 - $23,070/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1603

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $750/nt
    $4,893 - $5,250/wk
    $20,970 - $22,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # G-206

  • 2 BR/2 BA Condo (sleeps 4)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea MAKENA SURF RESORT, #F-212

  • 2 BR/2 BA Condo (sleeps 4)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1204

  • 2 BR/2 BA Condo (sleeps 5)
    $699 - $750/nt
    $4,893 - $5,250/wk
    $20,970 - $22,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Ekahi Village # 4A

  • 2 BR/2 BA, 1 half bath Condo (sleeps 5)
    $375 - $393/nt
    $2,625 - $2,751/wk
    $11,250 - $11,790/month
    per property, Beach, DVD Player

Wailea Makena Surf Resort # E-205

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resorts # G-204

  • 2 BR/2 BA Condo (sleeps 5)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1510

  • 2 BR/2 BA Condo (sleeps 4)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village #2303

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 105

  • 2 BR/2 BA Condo (sleeps 6)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 801

  • 2 BR/2 BA Condo (sleeps 5)
    $500 - $550/nt
    $3,500 - $3,850/wk
    $15,000 - $16,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 2106

  • 2 BR/2 BA Condo (sleeps 6)
    $379 - $415/nt
    $2,653 - $2,905/wk
    $11,370 - $12,450/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # E-105

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Elua Village # 1702

  • 2 BR/2 BA Condo (sleeps 4)
    $699 - $750/nt
    $4,893 - $5,250/wk
    $20,970 - $22,500/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # B-304

  • 2 BR/2 BA Condo (sleeps 4)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # C-103

  • 2 BR/2 BA Condo (sleeps 4)
    $495 - $539/nt
    $3,465 - $3,773/wk
    $14,850 - $16,170/month
    per property, Hot Tub, Beach, DVD Player

Wailea Makena Surf Resort # G-201

  • 2 BR/2 BA Condo (sleeps 6)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, Beach, DVD Player

Wailea 'Spring' into action, and book your Maui Vacation today

  • 2 BR/2 BA Condo (sleeps 5)
    $235/nt
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Wailea Makena Surf Resort # E-204

  • 2 BR/2 BA Condo (sleeps 6)
    $639 - $692/nt
    $4,473 - $4,844/wk
    $19,170 - $20,760/month
    per property, Hot Tub, Beach, DVD Player

Wailea Wailea Ekolu # 401

  • 2 BR/2 BA Condo (sleeps 6)
    $280 - $303/nt
    $1,960 - $2,121/wk
    $8,400 - $9,090/month
    per property, Beach, DVD Player

Wailea Breathtaking Unobstructed Ocean And Golf Course Views In The Heart Of Wailea

  • 2 BR/2 BA Condo (sleeps 5)
    $295 - $350/nt
    $2,275 - $2,450/wk
    per property, Resort, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea No Place Like Wailea - Ocean and Haleakala View - Renovated Top Floor

  • 2 BR/2 BA Condo (sleeps 5)
    $225 - $300/nt
    $1,540 - $2,100/wk
    $6,150 - $9,000/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Ocean Views! Beach Gear, Remodeled, Great for Families/Couples. Save $150!

  • 2 BR/2 BA Condo (sleeps 6)
    $235/nt
    $1,645/wk
    per property, accept credit card, Hot Tub, Near The Ocean, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, Air Conditioning

Wailea Grand Champions Ocean View. Tempur-Pedic Beds, Remodel. 7th Night Free!

  • 2 BR/2 BA Condo (sleeps 6)
    $235 - $310/nt
    $1,645/wk
    per property, accept credit card, Near The Ocean, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea Beautiful Family-Friendly Townhouse

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $500 - $675/nt
    per property, limited accessibility, Beach, Mountain, Near The Ocean, Town, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Wailea New to HomeAway and VRBO! Spacious Maui Hill Resort 2 Bed/2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $189 - $439/nt
    $2,023 - $3,073/wk
    per property, Hot Tub, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Wailea Ekahi 2A, Lower Village, 2BR/2BA, Spectacular Ocean Views and Sunsets

  • 2 BR/2 BA Condo (sleeps 6)
    $410 - $510/nt
    per property, limited accessibility, wheelchair accessible, Beach, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet

Wailea Wailea Elua Village # 702

  • 2 BR/2 BA Condo (sleeps 6)
    $379 - $415/nt
    $2,653 - $2,905/wk
    $11,370 - $12,450/month
    per property, Hot Tub, Beach, DVD Player

Wailea MAKENA SURF RESORT, #G-104

  • 2 BR/2 BA Condo (sleeps 6)
    $599 - $649/nt
    $4,193 - $4,543/wk
    $17,970 - $19,470/month
    per property, Hot Tub, DVD Player

Wailea Wailea Elua Village # 1104

  • 2 BR/2 BA Condo (sleeps 6)
    $495 - $539/nt
    $3,465 - $3,773/wk
    $14,850 - $16,170/month
    per property, Hot Tub, DVD Player

Wailea Rent a Luxury Beachfront Condo in Wailea Beach, Maui, Hawaii

  • 2 BR/2 BA Condo (sleeps 6) Beach, Communal Pool, Balcony, Television, DVD Player, barbecue

Wailea Great Wailea Family Vacation Condo

  • 2 BR/2 BA Condo (sleeps 8) accept credit card, Near The Ocean, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Magnificent Panoramic Views!! Luxury Private Corner End Unit!!

  • 2 BR/2 BA Condo (sleeps 6) Near The Ocean, Resort, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Enjoy Dinner and Wine on the Beach for a Maui Sunset Treat!

  • 2 BR/2 BA Condo (sleeps 8) Beach, Village, Tennis Court, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wailea Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403

  • 2 BR/2 BA Condo (sleeps 5) accept credit card, Beach, Waterfront, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 2 BR/2 BA Condo (sleeps 4) accept credit card, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Wailea Wailea Beach Villas - Stunning 2.5 Bedroom Paradise - luxurious and private

  • 2 BR/2 BA Villa (sleeps 6) accept credit card, Hot Tub, Beach, Resort, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning
Go to page 1 2 (1-50 of 56) 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.