Spring & Summer Rentals
Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,565 ($857/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($786/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 18–19, 2025 (1 night)
- Studio/1 bath, sleeps 4
- $654 ($589/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 18–28, 2025 (10 nights)
- 1 bed/1 bath, sleeps 4
- $5,584 ($510/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 18–28, 2025 (10 nights)
- 1 bed/1 bath, sleeps 4
- $5,584 ($510/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- May 18–24, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($500/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,576 ($596/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 18–24, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,262 ($495/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- May 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($650/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- May 19–24, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($400/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($700/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,500 ($929/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 22–29, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,181 ($414/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($443/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- May 23–30, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($357/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,268 ($425/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($625/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($743/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,950 ($993/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- May 23–30, 2025 (7 nights)
- Studio/1 bath, sleeps 3
- $2,641 ($343/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 23–30, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($786/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($857/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($656/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,250 ($893/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,250 ($1,036/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–27, 2025 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($400/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,458 ($450/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($686/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($700/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($536/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,546 ($986/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- May 24–29, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($400/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,993 ($782/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($671/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,999 ($571/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,000/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($625/night)
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Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,764 ($490/night)
Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,600 ($800/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,691 ($813/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,647 ($1,130/night)