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 4

Go to page 1 2 3 4 (1-50 of 186) Next Last
Sort by: Show rentals per page
SPECIAL OFFER! Wailea Beach Villa Luxury 4BR $750/nite November 1 - December 15

Wailea $750/night Wailea Beach Villa for 8- Rated Perfect on TripAdvisor

  • 4 BR/3 BA Villa (sleeps 10)
    $995 - $1,500/nt
    $7,665 - $10,500/wk
    per property, beach, resort, pool, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea Architect's Own Estate in South Maui

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $1,250 - $1,800/nt
    per property, near the ocean, resort, pool, jacuzzi, garden, terrace, balcony, air-conditioning, internet access

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

  • 2 BR/2 BA Condo (sleeps 8)
    $365 - $395/nt
    $2,555 - $2,765/wk
    per property, beach, village, tennis court, garden, internet access, satellite or cable, TV, DVD, parking

Wailea Grand Champions Ocean View. Tempur-Pedic Beds, Remodeled, Family friendly,CLEAN!

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $299/nt
    $1,645 - $2,093/wk
    per property, near the ocean, tennis court, garden, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea Special Discounts at Luxury Wailea Condo Rental in Maui

  • 2 BR/2 BA Condo (sleeps 4)
    $185 - $280/nt
    per property, near the ocean, resort, pool, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea More Than One Life Has Been Changed by a Visit to Maui

  • 1 BR/2 BA Condo (sleeps 2)
    $160 - $170/nt
    $1,050 - $1,200/wk
    per property, near the ocean, resort, pool, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Wailea Exquisite 'Aloha Kai Suite' 3BD/3BA! Wailea Beach Villa PH205 by Owner Direct!

  • 3 BR/3 BA Villa (sleeps 8)
    $895 - $1,995/nt
    per property, beach, resort, daily maid service, balcony, pets considered, fitness room, air-conditioning, internet access, satellite or cable

Wailea Wailea Condo with Fabulous Ocean View

  • 1 BR/2 BA Condo (sleeps 4)
    $219/nt
    per property, near the ocean, resort, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea Elua Village - Ulua Beach Utopia - 1703

  • 2 BR/2 BA Condo (sleeps 6)
    $545 - $850/nt
    per condo, adventure, air-conditioning, beach, dish washer, diving, family, fishing, refrigerator

Wailea Seaview Sanctuary M311 Wailea Beach Villas

  • 3 BR/2 BA Villa (sleeps 6)
    $750 - $1,500/nt
    per villa, adventure, air-conditioning, balcony, beach, blender, clothes dryer, dish washer, DVD
Back to Top

Wailea Wailea Gem DEC 1-5th SPECIAL $130

  • 1 BR/1 BA Condo (sleeps 4)
    $145 - $169/nt
    per property, beach, near the ocean, pool, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea Hoku At Ho`olei Wailea

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $750 - $950/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Beach Breezes H201 Wailea Beach Villas

  • 3 BR/3 BA Villa (sleeps 6)
    $900 - $1,095/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Mer Et Soleil K408 Wailea Beach Villas

  • 4 BR/3 BA Villa (sleeps 8)
    $1,250 - $1,500/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Aqua Lani J305 Wailea Beach Villas

  • 3 BR/3 BA Villa (sleeps 6)
    $900 - $1,795/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Ocean Pearl E202 Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $950 - $1,300/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Blue Horizons K308 Wailea Beach Villas

  • 4 BR/3 BA Villa (sleeps 8)
    $995 - $1,950/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Grand Seascape K407 Wailea Beach Villas

  • 3 BR/2 BA Villa (sleeps 6)
    $850 - $995/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Modern Maui At Ho`olei Wailea

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $850 - $995/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Bird Of Paradise Cottage

  • 2 BR/2 BA House (sleeps 4)
    $375 - $450/nt
    per house, accept credit card, activities guide, adventure, air-conditioning, alarm clock, arboretum, ATM/bank, babysitting
Back to Top

Wailea Most Romantic Place on Maui

  • 1 BR/2 BA Condo (sleeps 4)
    $175 - $260/nt
    per property, near the ocean, pool, garden, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea Wailea Ekahi Luxury 1bd/2ba Beachfront resort

  • 1 BR/2 BA Condo (sleeps 4)
    $185 - $250/nt
    per property, beach, resort, pool, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Wailea November Special!-$179 a night INCLUDING Thanksgiving

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $250/nt
    per property, near the ocean, resort, pool, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue

Wailea Exclusive Oceanfront Condo Nestled Between 2 World Class Maui Beaches

  • 2 BR/3 BA Condo (sleeps 4)
    $17,000 - $25,000/month
    per condo, adventure, air-conditioning, barbecue, beach, beach chairs, beach towels, blender, books

Wailea Spectacular Sunset Ocean View in Peaceful Wailea, Ekolu Village

  • 1 BR/2 BA Condo (sleeps 4)
    $175 - $275/nt
    $1,225 - $1,925/wk
    $5,000 - $6,000/month
    per property, beach, resort, pool, daily maid service, tennis court, garden, balcony, air-conditioning, internet access

Wailea Ginger & Palm Suite L109 Wailea Beach Villas

  • 4 BR/3 BA Villa (sleeps 8)
    $850 - $1,200/nt
    per villa, adventure, air-conditioning, balcony, beach, blender, clothes dryer, computer PC, dish washer

Wailea Floral Gardens Villa G102 Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,095 - $1,950/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, clothes dryer

Wailea Bella Luna D302 Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,350 - $1,850/nt
    per villa, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, books

Wailea Regal Mandalay M511 Wailea Beach Villas

  • 3 BR/2 BA Villa (sleeps 6)
    $850 - $1,650/nt
    per villa, air-conditioning, balcony, beach, beach chairs, beach towels, blender, clothes dryer, coffee grinder

Wailea Golden Mandarin D102 Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,250 - $1,500/nt
    per villa, adventure, air-conditioning, beach, blender, clothes dryer, coffee grinder, dish washer, diving
Back to Top

Wailea Sun Splash J506 Wailea Beach Villas

  • 2 BR/2 BA Villa (sleeps 6)
    $850 - $1,650/nt
    per villa, adventure, air-conditioning, balcony, beach, blender, clothes dryer, dish washer, diving

Wailea Royal Ilima A201 Wailea Beach Villas

  • 3 BR/3 BA, 1 half bath Villa (sleeps 6)
    $3,025/nt
    per villa, adventure, air-conditioning, balcony, beach, blender, clothes dryer, coffee grinder, dish washer

Wailea Wailea Sunset Bungalow

  • 2 BR/1 BA Cottage (sleeps 4)
    $450 - $650/nt
    per cottage, adventure, air-conditioning, beach, beach chairs, beach towels, blender, clothes dryer, cycling

Wailea Wailea Sunset Estate

  • 3 BR/4 BA, 1 half bath House (sleeps 10)
    $1,650 - $2,550/nt
    per house, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, blender, clothes dryer

Wailea Island Oasis M111 Wailea Beach Villas

  • 3 BR/2 BA Villa (sleeps 6)
    $600 - $1,250/nt
    per villa, adventure, air-conditioning, balcony, beach, blender, clothes dryer, coffee grinder, dish washer

Wailea Ocean and Mountain Views, Private Pool, Hot Tub, overlooking Wailea / Kihei.

  • 4 BR/3 BA, 1 half bath Estate (sleeps 8)
    $395/nt
    $2,700/wk
    per property, beach, near the ocean, jacuzzi, garden, internet access, satellite or cable, TV, DVD, barbecue

Wailea The Palms - 2BR/2BA in Wailea

  • 2 BR/2 BA Condo (sleeps 6)
    $240 - $300/nt
    per property, near the ocean, pool, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea Stunning Oasis in The Palms at Wailea- 2block to beach, world class golf&shops!

  • 1 BR/2 BA Condo (sleeps 4)
    $160 - $200/nt
    $1,120 - $1,400/wk
    per property, beach, resort, garden, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue

Wailea Maui Rendezvous Wailea Ekahi 33A Luxury Resort Next To Beautiful Beach

  • 1 BR/2 BA Condo (sleeps 5)
    $220 - $275/nt
    $1,540 - $1,925/wk
    $5,700 - $7,350/month
    per property, beach, resort, pool, garden, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea Awesome Ocean View - Beautiful 2 BR/2.5 BA Wailea Ekahi Condo

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $425/nt
    per property, beach, resort, pool, balcony, air-conditioning, internet access, satellite or cable, TV, DVD
Back to Top

Wailea Wailea Tropical Forest Studio JAN 7-15th NOW OPEN $125 SPECIAL

  • Studio/1 BA Condo (sleeps 2)
    $115 - $135/nt
    per property, beach, near the ocean, pool, jacuzzi, tennis court, garden, terrace, balcony, air-conditioning

Wailea Palms: Ocean Views, Spacious, Elegant Remodel Wailea Sept-Nov Sale

  • 1 BR/2 BA Villa (sleeps 4)
    $219 - $275/nt
    per property, beach, near the ocean, pool, jacuzzi, garden, air-conditioning, internet access, satellite or cable, TV

Wailea Luxury Maui Ocean View, Grand Wailea Resort Amenities

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 10)
    $995 - $2,495/nt
    per property, near the ocean, resort, pool, sauna, garden, fitness room, air-conditioning, internet access, satellite or cable

Wailea Luxury Wailea Studio Hideaway - Many, Many Recommendations

  • 1 BA Studio (sleeps 4)
    $125 - $140/nt
    per property, near the ocean, resort, pool, air-conditioning, internet access, satellite or cable, TV, DVD

Wailea $750/Night Fall or $1200/Night Thanksgiving Stunning 4 BR Wailea Beach Villa

  • 4 BR/3 BA Villa (sleeps 10)
    $995 - $1,500/nt
    per property, beach, waterfront, pool, balcony, fitness room, air-conditioning, internet access, satellite or cable, TV

Wailea Wailea Ekahi Village: 10E Pvt Garden Haven

  • 1 BR/2 BA Condo (sleeps 2)
    $200 - $275/nt
    per condo, adventure, air-conditioning, beach, clothes dryer, cycling, dish washer, diving, family

Wailea Wailea Ekahi Village: 10F Stunning Garden views

  • 1 BR/1 BA Condo (sleeps 4)
    $200 - $300/nt
    per condo, adventure, air-conditioning, beach, clothes dryer, cycling, dish washer, diving, family

Wailea Panoramic Oceanviews in Wailea

  • 2 BR/2 BA Condo (sleeps 6)
    $445 - $655/nt
    per condo, adventure, air-conditioning, beach, cycling, dish washer, diving, family, fishing

Wailea Amazing Views in Wailea

  • 2 BR/2 BA Condo (sleeps 6)
    $395 - $550/nt
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, clothes dryer, dish washer

Wailea Remodeled Condo w/Wonderful Ocean Views in Wailea

  • 2 BR/2 BA Condo (sleeps 6)
    $445 - $655/nt
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, beach towels, clothes dryer, dish washer
Back to Top
Go to page 1 2 3 4 (1-50 of 186) 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.