Holiday Rentals in Wailea
Find the holiday rentals that appeal to you the most
Holiday Rentals for every style
Find the right holiday rental for you in Wailea
The best holiday rentals in Wailea
Check out our pick of great holiday rentals in Wailea
Filter by:
Aston Maui Hill
Featuring spacious suites with fully-equipped kitchens, this Kihei resort is 6 minutes' walk from Kamaole Beach Park III. The resort features a heated outdoor pool and hot tub.
Aston at the Maui Banyan
Located directly across the road from Kamaole Beach Park II and 22.5 km from Kahului Airport, the Aston at the Maui Banyan features outdoor swimming pool.
Mana Kai 710A
Located 4.8 km from Wailea Emerald Course, 29 km from Iao Valley State Park and 44 km from Lahaina Boat Harbor, Mana Kai 710A offers accommodation situated in Wailea.
Mana Kai 611C
Set in Wailea, just 300 metres from Keawakapu Beach, Mana Kai 611C offers beachfront accommodation with an outdoor swimming pool, a terrace, a bar and free WiFi.
Nona Lani Cottages
Located in Kihei and only 80 metres from Mai Poina Beach, Nona Lani Cottages provides accommodation with sea views, free WiFi and free private parking.
Maui Tranquility II
Situated in Kihei in the Hawaii region, Maui Tranquility II has a patio. Both free WiFi and parking on-site are available at the apartment free of charge.
Perfect for families and couples - Maui Sunset A-203
Located in Kihei, Perfect for families and couples - Maui Sunset A-203 offers a patio with sea and mountain views, as well as a year-round outdoor pool, hot tub and fitness centre.
Maui Tranquility
Boasting air-conditioned accommodation with a patio, Maui Tranquility is situated in Kihei. This apartment features a private pool, a garden, barbecue facilities, free WiFi and free private parking.
Menehune Shores 309
Located in Kihei, a few steps from Waipuilani Beach and 12 km from Wailea Emerald Course, Menehune Shores 309 offers free WiFi, ski-to-door access and air conditioning.
Maui Vista 2220
Situated 500 metres from Kamaole Beach, Maui Vista 2220 features accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.
Most booked holiday rentals in Wailea and surroundings in the past month
Popular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 3 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 9.4Superb - What previous guests thought, 39 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 9.3Superb - What previous guests thought, 31 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 17 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 68 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 9.4Superb - What previous guests thought, 41 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 8.0Very good - What previous guests thought, 25 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 7.8Good - What previous guests thought, 148 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 8.1Very good - What previous guests thought, 364 reviewsPopular with guests booking holiday rentals in Wailea
Scored out of 10, guest rating 8.5Very good - What previous guests thought, 448 reviews
These holiday rentals in Wailea and nearby have options with free cancellation
Perfect for families and couples - Maui Sunset A-203
KiheiFree cancellation options availableScored out of 10, guest rating 9.8Exceptional - What previous guests thought, 18 reviewsLocated in Kihei, Perfect for families and couples - Maui Sunset A-203 offers a patio with sea and mountain views, as well as a year-round outdoor pool, hot tub and fitness centre.
From US$547.46 per nightKoa Resort 4I
WaileaFree cancellation options availableScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsLocated in Wailea, less than 1 km from Ulua Beach and 3 km from Wailea Emerald Course, Koa Resort 4I offers air conditioning.
Elua 2001
WaileaFree cancellation options availableScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsBoasting air-conditioned accommodation with a patio, Elua 2001 is situated in Wailea. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
Elua 406
WaileaFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 2 reviewsSet in Wailea, less than 1 km from Ulua Beach and 2.8 km from Wailea Emerald Course, Elua 406 offers an outdoor swimming pool and air conditioning.
Elua 2011
WaileaFree cancellation options availableSet in Wailea, less than 1 km from Ulua Beach and 2.7 km from Wailea Emerald Course, Elua 2011 offers pool with a view and air conditioning.
Grand Champions 108
WaileaFree cancellation options availableFeaturing an outdoor pool and sea views, Grand Champions 108 is set in Wailea. The air-conditioned accommodation is 1.6 km from Ulua Beach.
Grand Champions by KBM Resorts
WaileaFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 2 reviewsWith garden views, Grand Champions by KBM Resorts is located in Wailea and has a restaurant, a lift, bar, garden, outdoor pool and children's playground.
Grand Champions 124 · GC 124 3BD Wailea Condo wAC Pool Hot Tub
WaileaFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewSet in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 124 · GC 124 3BD Wailea Condo wAC Pool Hot Tub offers air conditioning.
Enjoy breakfast in Wailea and nearby
Grand Champions 8
WaileaBreakfast optionsScored out of 10, guest rating 9.7Exceptional - What previous guests thought, 3 reviewsFeaturing an outdoor pool and sea views, Grand Champions 8 is located in Wailea. The air-conditioned accommodation is 1.5 km from Ulua Beach.
Wailea Grand Champions
WaileaBreakfast optionsScored out of 10, guest rating 9.1Superb - What previous guests thought, 41 reviewsSet in Wailea, 1.5 km from Ulua Beach and 2.2 km from Wailea Emerald Course, Wailea Grand Champions offers a restaurant and sea views. With mountain views, this accommodation provides a balcony.
Grand Champions 101
WaileaBreakfast optionsScored out of 10, guest rating 7.3Good - What previous guests thought, 3 reviewsSet in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 101 offers air conditioning.
WAILEA GRAND CHAMPION, #142 condo
WaileaBreakfast optionsWAILEA GRAND CHAMPION, #142 condo is a property with a heated pool, situated in Wailea, within just 1.7 km of Wailea Beach and 1.9 km of Mokapu Beach.
WAILEA GRAND CHAMPION, #148 condo
WaileaBreakfast optionsFeaturing an outdoor pool and a hot tub, WAILEA GRAND CHAMPION, #148 condo is located in Wailea, 2.3 km from Wailea Emerald Course and 31 km from Iao Valley State Park.
Grand Champions 32 condo
WaileaBreakfast optionsSet in Wailea in the Hawaii region, with Wailea Blue Course nearby, Grand Champions 32 condo provides accommodation with access to a fitness room.
Tiki Tiki - Gorgeous Boho Beach Hideaway!
WaileaBreakfast optionsScored out of 10, guest rating 9.4Superb - What previous guests thought, 32 reviewsTiki Tiki - Gorgeous Boho Beach Hideaway!, a property with a terrace, is located in Wailea, 2.2 km from Wailea Emerald Course, 31 km from Iao Valley State Park, as well as 46 km from Lahaina Boat...
Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!
WaileaBreakfast optionsScored out of 10, guest rating 9.8Exceptional - What previous guests thought, 21 reviewsAloha Moon - A Chic and Dreamy Modern Tropical Hideaway!, a property with a terrace and barbecue facilities, is set in Wailea, 31 km from Iao Valley State Park, 44 km from Lahaina Boat Harbor, as well...
Highly rated holiday rentals in Wailea and nearby
Maui Tranquility II
Kihei8.0+ review scoreScored out of 10, guest rating 9.7Exceptional - What previous guests thought, 41 reviewsSituated in Kihei in the Hawaii region, Maui Tranquility II has a patio. Both free WiFi and parking on-site are available at the apartment free of charge.
From US$393.29 per nightKihei Kai Nani 169
Kihei8.0+ review scoreScored out of 10, guest rating 8.5Very good - What previous guests thought, 12 reviewsSituated about 200 metres from Kamaole Beach, Kihei Kai Nani 169 offers accommodation with an outdoor pool and free WiFi.
Pacific Shores A406
Kihei8.0+ review scoreScored out of 10, guest rating 8.1Very good - What previous guests thought, 13 reviewsSet in Kihei, 500 metres from Kamaole Beach, Pacific Shores A406 offers accommodation with an outdoor swimming pool, free WiFi, a 24-hour front desk, and a lift.
From US$681.22 per nightMaui Vista 3101
Kihei8.0+ review scoreScored out of 10, guest rating 8.4Very good - What previous guests thought, 17 reviewsLocated about 500 metres from Kamaole Beach, Maui Vista 3101 offers accommodation with an outdoor pool and free WiFi.
From US$578.81 per nightMaui Vista 1223
Kihei8.0+ review scoreScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 11 reviewsSet 500 metres from Kamaole Beach, Maui Vista 1223 offers accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.
Hale Kai O'Kihei 109
Kihei8.0+ review scoreScored out of 10, guest rating 9.4Superb - What previous guests thought, 5 reviewsLocated in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 109 provides beachfront accommodation with ski-to-door access and free WiFi.
Hale Kai O'Kihei 302
Kihei8.0+ review scoreScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 25 reviewsLocated in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 302 provides beachfront accommodation with ski-to-door access and free WiFi.
From US$636.32 per nightMaui Sunset B215
Kihei8.0+ review scoreScored out of 10, guest rating 9.8Exceptional - What previous guests thought, 9 reviewsSet in Kihei, 500 metres from Waipuilani Beach, Maui Sunset B215 offers accommodation with an outdoor swimming pool, free WiFi, a 24-hour front desk, and a lift.
From US$714 per night
FAQ about holiday rentals in Wailea
Holiday rentals that guests love in Wailea
- Avg. price/night: US$3,573.01Scored out of 10, guest rating 9.0Superb - What previous guests thought, 2 reviewsThe villa is amazing! It came with a lot of extra perks like a welcome basket, golf cart service to take you around the property and a car to drive you to the store or drop you for dinner. I would recommend this property to all.Guest review byginaFamily with young children
