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Wailea Vacation Rentals - Page 2 | Places to Stay | FantasticStay

440 places to stay in Wailea· Showing 19-36 of 440

A.R.A Retreats: The Grand Pacific - Image 1

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A.R.A Retreats: The Grand Pacific

2 bedrooms · 4 beds

Managed by FantasticStay

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 1

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 2

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 3

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 4

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 5

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 6

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 7

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 8

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 9

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 10

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 11

Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 12

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Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 14

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Condo in Wailea · ★4.89 · 1 bedroom · 2 beds · 2 private baths - Image 29

Grand Champions - King Bed - Close to Wailea Beach

1 bedroom · 2 beds

Managed by FantasticStay

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 1

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 2

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 3

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 4

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 5

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 6

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 7

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 8

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 9

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 10

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 11

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 12

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 13

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 14

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 15

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 16

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 17

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 18

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 20

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 22

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 24

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 25

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 34

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 36

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 38

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 40

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 41

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 42

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 43

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 44

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 45

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 46

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 47

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 48

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 private baths - Image 49

Ho'olei Ocean View Villa by Waiola Realty. All New

3 bedrooms · 5 beds

Managed by FantasticStay

Villa in Wailea · ★4.96 · 2 bedrooms · 4 beds · 2 private baths - Image 1

Villa in Wailea · ★4.96 · 2 bedrooms · 4 beds · 2 private baths - Image 2

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Villa in Wailea · ★4.96 · 2 bedrooms · 4 beds · 2 private baths - Image 139

Luxury at it's Finest, Truly a Home away from Home

2 bedrooms · 4 beds

Managed by FantasticStay

Condo in Kihei · ★4.88 · 2 bedrooms · 4 beds · 2 shared baths - Image 1

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Condo in Kihei · ★4.88 · 2 bedrooms · 4 beds · 2 shared baths - Image 43

Wailea golf course villa w/ pool and lanai

2 bedrooms · 4 beds

Managed by FantasticStay

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Condo in Kihei · ★4.74 · 2 bedrooms · 4 beds · 2 shared baths - Image 67

Beachfront Kihei condo w/ ocean views and pool

2 bedrooms · 4 beds

Managed by FantasticStay

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Condo in Kihei · ★4.97 · 2 bedrooms · 3 beds · 2 private baths - Image 52

Escape to Maui-Modern Luxury Oceanview, Walk2beach

2 bedrooms · 3 beds

Managed by FantasticStay

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Spacious 2bd Near Beach - Maui Kamaole K203

2 bedrooms · 2 beds

Managed by FantasticStay

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Condo in Kihei · ★4.9 · 2 bedrooms · 3 beds · 2 private baths - Image 14

Spectacular Beachside 2BR+2BA at Maui Kamaole

2 bedrooms · 3 beds

Managed by FantasticStay

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Condo in Kihei · ★4.84 · 2 bedrooms · 3 beds · 1 private bath - Image 8

Top Floor/Artistic Island Vibes/Premier Location

2 bedrooms · 3 beds

Managed by FantasticStay

Condo in Wailea · ★5.0 · 1 bedroom · 1 bed · 2 private baths - Image 1

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Condo in Wailea · ★5.0 · 1 bedroom · 1 bed · 2 private baths - Image 68

Maui Oasis Retreat At The Grand Champions 53

1 bedroom · 1 bed

Managed by FantasticStay

Garden Room, private bathroom, separate entrance - Image 1

Garden Room, private bathroom, separate entrance - Image 2

Garden Room, private bathroom, separate entrance - Image 3

Garden Room, private bathroom, separate entrance - Image 4

Garden Room, private bathroom, separate entrance - Image 5

Garden Room, private bathroom, separate entrance - Image 6

Garden Room, private bathroom, separate entrance

1 bedroom · 1 bed

Managed by FantasticStay

Condo in Wailea · ★4.91 · 1 bedroom · 2 beds · 2 private baths - Image 1

Condo in Wailea · ★4.91 · 1 bedroom · 2 beds · 2 private baths - Image 2

Condo in Wailea · ★4.91 · 1 bedroom · 2 beds · 2 private baths - Image 3

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Condo in Wailea · ★4.91 · 1 bedroom · 2 beds · 2 private baths - Image 42

Gaze out at Panoramic Ocean Views from an Airy

1 bedroom · 2 beds

Managed by FantasticStay

Condo in Kihei · ★4.82 · 2 bedrooms · 4 beds · 2 private baths - Image 1

Condo in Kihei · ★4.82 · 2 bedrooms · 4 beds · 2 private baths - Image 2

Condo in Kihei · ★4.82 · 2 bedrooms · 4 beds · 2 private baths - Image 3

Condo in Kihei · ★4.82 · 2 bedrooms · 4 beds · 2 private baths - Image 4

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Condo in Kihei · ★4.82 · 2 bedrooms · 4 beds · 2 private baths - Image 12

Worldmark Kihei, Maui - 2 BR Condo Near Beach

2 bedrooms · 4 beds

Managed by FantasticStay

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 1

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 2

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 3

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 4

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 5

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 6

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 7

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 8

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 9

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Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 11

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Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 13

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 14

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Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 16

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 17

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 18

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 19

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 20

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 21

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 22

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 23

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 24

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Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 29

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6 - Image 30

Worldmark Kihei Resort 2 BR 2 Bath, sleeps 6

2 bedrooms · 4 beds

Managed by FantasticStay

Condo in Kihei · ★4.73 · 3 bedrooms · 4 beds · 2 private baths - Image 1

Condo in Kihei · ★4.73 · 3 bedrooms · 4 beds · 2 private baths - Image 2

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Condo in Kihei · ★4.73 · 3 bedrooms · 4 beds · 2 private baths - Image 54

Ocean Vista, Walk to Beach, 3 bdr w/Master Suite

3 bedrooms · 4 beds

Managed by FantasticStay

Condo in Wailea · ★4.77 · 2 bedrooms · 3 beds · 2 shared baths - Image 1

Condo in Wailea · ★4.77 · 2 bedrooms · 3 beds · 2 shared baths - Image 2

Condo in Wailea · ★4.77 · 2 bedrooms · 3 beds · 2 shared baths - Image 3

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Condo in Wailea · ★4.77 · 2 bedrooms · 3 beds · 2 shared baths - Image 56

Huge Ocean Views

2 bedrooms · 3 beds

Managed by FantasticStay

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 shared baths - Image 1

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 shared baths - Image 2

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 shared baths - Image 3

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 shared baths - Image 4

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 shared baths - Image 5

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Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 shared baths - Image 69

Townhouse in Kihei · ★5.0 · 3 bedrooms · 5 beds · 3.5 shared baths - Image 70

Waiola, Remodeled Ho'olei Ocean View Villa 39-2

3 bedrooms · 5 beds

Managed by FantasticStay

Rentals available · cars, gear, and more2

Tesla Model X 2024 — Red

Tesla Model X 2024 — Red

2024 · Tesla Model X · Auto · 6 seats · EV

$139

per day

Tesla Model Y Performance 2023

Tesla Model Y Performance 2023

2023 · Tesla Model Y · Auto · 5 seats · EV

$95

per day

1 2 3...25

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