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
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($429/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- May 10–15, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,878 ($340/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($814/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,292 ($821/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,150 ($450/night)
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Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($486/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($357/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 10–16, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($483/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,906 ($1,557/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($557/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,895 ($414/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,800 ($400/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,186 ($414/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 11–16, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $2,110 ($382/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,431 ($446/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- May 11–19, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,290 ($374/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($350/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 11–17, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($667/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 11–18, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($743/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- May 12–19, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,148 ($671/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 12–19, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $2,810 ($365/night)
Sea Village
Kailua-Kona, Hawaii- May 12–20, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,000 ($250/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 12–16, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $1,847 ($418/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 13–17, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($750/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,300 ($471/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 15–18, 2025 (3 nights)
- Studio/1 bath, sleeps 4
- $1,748 ($527/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 15–22, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,181 ($414/night)
WorldMark Kihei Resort
Kihei, Hawaii- May 15–29, 2025 (14 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($250/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- May 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($571/night)
Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,895 ($699/night)
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Club Wyndham Shearwater
Princeville, Hawaii- May 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($214/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 16–23, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,975 ($282/night)
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Voted Top Pick 2024
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,993 ($782/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,701 ($875/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,150 ($450/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($400/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- May 17–22, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,878 ($340/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($645/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,110 ($929/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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Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($450/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 17–24, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($571/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,795 ($399/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,895 ($414/night)