Holiday Rentals with Pools in Wailea
List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 km
Price per night
S$0
S$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
435 rentals in Wailea.
Sort by:
Tripadvisor Sort
Wailea Ekahi Ocean View 50A
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Elua Village # 701 - Luxury 2b/2b with Ocean View, and Newly Remodeled!
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Stunning Beach Front Condo Makena Surf Resort # E-204
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Beautiful Oceanfront Ground Floor Unit MAKENA SURF RESORT, #G-101
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
One-of-a-Kind Maui Getaway!
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Beautiful Wailea Condo Wailea Ekolu # 401
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
WAILEA ELUA, #0702
2 bedrooms
0 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Best Kihei Location; Oceanfront with Stunning Views; Spacious 2BR on the Beach!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Wailea rentals sent straight to your email!
Aloha Kai Suite at Wailea Beach Villas PH 205
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
WOW ! WHAT A GREAT VIEW ! ---Great Reviews !
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Wailea Ekahi 7G Luxury Ocean Front S Maui Condo
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Amazing Wailea Surf Villa at Wailea Beach Villas
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW REMODEL 2020-65”SONY 4K UHD LED LCD TV & BOSE SURROUND SOUND- GORGEOUS GEM
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
SPECIAL $300/nt 1/30-5/18/21 Wailea Ekahi33A LuxResort, Beach-3 min walk,Remodel
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Wailea Luxurious Beachfront 2br,2ba on Polo Beach Unit #408
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Wow - Incredible Ocean Views - Beautifully Remodeled
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Enjoy the Amazing View and have a Mai Tai too!
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Gorgeous 2 Bdrm Ocean Front - Makena Surf Resort #G-201
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Updated Spacious 3 Bdrm. Wailea Ocean View Condo
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
On the beach, totally renovated, 5 star everything
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
5D - One of the closest to the Beach, Recently remodeled and very well equipped.
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach.
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Privacy in Paradise! Ocean View 3 Bedrooms,. Completely Remodeled.
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Luxury at its Best W/ Big Ocean Views!!
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
The Perfect Location for a Relaxing Getaway
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Prime Wailea 2 BDRM Condo Wailea Elua Village # 801
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Wailea Sunset Bungalow
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
1 BR Treetop Luxury from $150/nt
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Mer Et Soleil K408 Wailea Beach Villas
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Hawaiian Escape -Blue Golf Course
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208.
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Million Dollar Ocean & Golf Course Views from this beautiful 2 bed 2 bath Condo
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
123456…9