Romantic Hotels in Wailea, HI

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Top Wailea Romantic Getaways & Hotels

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
$942 nightly
The price is $1,111 total per night
$1,111 total
Oct 1 - Oct 2
Total with taxes and fees
A spa, ocean-view dining, and luxurious surroundings await visiting couples at this eco-certified resort. The property also offers a garden, soaking tubs, and ...
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI
$793 nightly
The price is $935 total per night
$935 total
Oct 7 - Oct 8
Total with taxes and fees
Fall in love again at this upscale resort. You and your special someone are sure to love the hot tub, spa, and ocean-view dining. You'll also appreciate the ...
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
$942 nightly
The price is $1,111 total per night
$1,111 total
Sep 14 - Sep 15
Total with taxes and fees
Romance awaits at this upscale resort, featuring spa services, in-room massages, and ocean-view dining. Couples will love the soaking tubs and garden.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
$755 nightly
The price is $891 total per night
$891 total
Sep 13 - Sep 14
Total with taxes and fees
A spa, in-room massages, and ocean-view dining await couples looking for a romantic getaway at this upscale resort. The property also offers a garden, a hot ...
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
$735 nightly
The price is $867 total per night
$867 total
Sep 13 - Sep 14
Total with taxes and fees
Fall in love again at this upscale resort. You and your special someone are sure to love the soaking tubs, spa, and ocean-view dining. You'll also appreciate ...
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
$609 nightly
The price is $718 total per night
$718 total
Sep 26 - Sep 27
Total with taxes and fees
Ready for a romantic getaway? You are sure to enjoy the spa, ocean-view dining, and garden at this upscale resort. You'll also appreciate the champagne service, ...
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!

Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!

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If you're looking for a special getaway, consider a stay at this romantic condo where there's a garden and much more for you and your partner to enjoy.
Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled,

Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled,

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A garden, an outdoor pool, and more await visiting couples at this romantic condo.
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!

Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!

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If you're looking for a special getaway, consider a stay at this romantic condo where there's a hot tub and much more for you and your partner to enjoy.
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

$543 nightly
The price is $632 total per night
$632 total
Sep 8 - Sep 9
Total with taxes and fees
Splurge on a special getaway at this romantic condo, where you'll find a garden, an outdoor pool, and much more for you and your partner to enjoy.
Wailea Sunset Condo -Wailea Ekolu Village #607- Summer Get Away Special

Wailea Sunset Condo -Wailea Ekolu Village #607- Summer Get Away Special

$460 nightly
The price is $532 total per night
$532 total
Sep 8 - Sep 9
Total with taxes and fees
If you're looking for a special getaway, consider a stay at this romantic condo where there's a garden and much more for you and your partner to enjoy.
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5
75 Wailea Ike, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
$450 nightly
The price is $531 total per night
$531 total
Sep 9 - Sep 10
Total with taxes and fees
Ocean-view dining, a garden, and a hot tub await visiting couples at this romantic hotel. The property also offers happy hours and free pool cabanas.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wailea hotels essential information

Accommodation
1,196 hotels
Lowest Price
$531
Highest Price
$1,111
Popular hotels
Fairmont Kea Lani Maui, Andaz Maui at Wailea Resort - a concept by Hyatt, Hotel Wailea, Relais & Chateaux - Adults Only, Four Seasons Resort Maui at Wailea, Grand Wailea Maui, A Waldorf Astoria Resort, Wailea Beach Resort - Marriott, Maui, Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!, Ekolu 307 - Stunning Ocean Views & Sunsets, Prime location, Fully Remodeled, , Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!, #708 Wailea Ekolu - Spectacular Ocean View, Serene Setting, Wailea Sunset Condo -Wailea Ekolu Village #607- Summer Get Away Special, Residence Inn by Marriott Maui Wailea