Advance Purchase Rates at Hawaii Properties

It pays to plan ahead! If arranging a stay at any of our properties across Maui, Kaua'i and the Island of Hawai'i more than 30 days in advance, enjoy exclusive pricing! Please keep in mind that full payment of the reservation will be collected at the time of booking. This exclusive room rate is also non-refundable.

Use promo code: PLAN

Sort by
  • Random
  • Name
  • Bedrooms
  • Sleeps
  • Availability
  • Price
  • Quality
Map View
Favorites
Compare Favorites
Viewed
viewed
You have not recently viewed any properties.
Properties Available 32 properties available
Sort by:
Personalized
Sort Random Down
  • Personalized
  • Bedrooms
  • Sleeps
  • Availability
  • Price
  • Quality
Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known Maui artist Elan Vital provides a fabulous backdrop to the welcoming great room in rich jewel colors of amethyst and jade furnishings. This three bedroom three and a half bath Villa features luxury appoin
Wailea Beach Villas D301
3 Bedroom Ocean View Villa - Platinum
Rating 5 (5)
3 bedrooms
3.5 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This delightful Maui ocean view vacation residence will cultivate long lasting memories and leave you feeling rejuvenated upon departure. Centrally located on property at the Wailea Beach Villas, enjoy blissful sunset views with prime acce
Wailea Beach Villas PH307
2 Bedroom Ocean View Condo - Platinum
Rating 5 (2)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or groups of friends. This 2,520 square foot ocean view suite is located on the third floor and is accessible via a private elevator, ensuring privacy and exclusivity.The penthouse features three bedrooms and
Wailea Beach Villas PH309
3 Bedroom Ocean View Condo - Platinum
Rating 5 (8)
4 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Curated with our guests in mind, Wailea Beach Villas PH111's outdoor elements are just as immaculate as the home’s interiors. Unwind and enjoy peekaboo views of the ocean along with tropical greenery from your private lanai. The pristine Wailea Beach is located nearby for additional endless entertainment and relaxation.Step inside to discover seren
Wailea Beach Villas PH111
2 Bedroom Garden View Condo - Platinum
Rating 5 (9)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Awaken to the sweet sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main level, corner villa fuses a Hawaiian vibe with warm, earthy interior tones. The wraparound lanai offers peekaboo views of the ocean and the surrounding lush grounds. Ideal for large friend groups or couples t
Wailea Beach Villas PH112
3 Bedroom Garden View Condo - Platinum
Rating 5 (15)
3 bedrooms
3 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Wailea Beach Villas Penthouse 302, with breathtaking views of the pristine Pacific Ocean, awaits. Take joy in the comfort of luxury and tranquility as it seamlessly infuses with lush tropical surroundings creating long lasting memories. Impeccable contemporary finishes paired with chic, natural tones and patterns further elevate the ambiance of thi
Wailea Beach Villas PH302
2 Bedroom Ocean View Condo - Platinum
Rating 5 (9)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to Wailea Beach Villas Penthouse 209, a beautifully furnished 2,600 sq. ft. garden view suite that offers a serene escape overlooking the family pool. This open and airy vacation rental is designed for relaxation and leisure, featuring an expansive tiled great room that seamlessly blends indoor and outdoor living. When the sliding glass doo
Wailea Beach Villas PH209
3 Bedroom Garden View Condo - Platinum
Rating 5 (25)
4 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho'olawe and Molokini, creating the perfect backdrop for your Maui vacation. The private lana
Wailea Beach Villas PH404
2 Bedroom Ocean View Condo - Platinum
3 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This family-friendly penthouse features three bedrooms and three full baths, offering ample space for families or groups to relax and unwind.A private key-entry elevator transports you directly from your r
Wailea Beach Villas PH205
3 Bedroom Garden View Condo - Platinum
Rating 5 (2)
3 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
View Details
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy breathtaking Maui sunsets from the expansive 375-square-foot covered lanai, perf
Wailea Beach Villas PH403
3 Bedroom Ocean View Condo - Platinum
3 bedrooms
3 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on the fifth floor, guests can take advantage of the elevated views! Lounge on the s
Wailea Beach Villas PH504
2 Bedroom Ocean View Condo - Platinum
Rating 5 (5)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details
You will feel like a rock star in this oceanfront villa that even has a vinyl record Juke box with complimentary play! Villa B101 sits oceanfront within a secluded garden area surrounding a private plunge pool. A short stroll leads you to the oceanfront infinity pool where adults cool off in peace and tranquility. Cap off your full Maui day in para
Wailea Beach Villas B101
3 Bedroom Ocean Front Villa - Platinum
Rating 5 (10)
3 bedrooms
3.5 baths
8 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details

Tell us what you're looking for and someone will contact you with available options.

I agree