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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The Point at Poipu
Koloa, Hawaii- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Aug 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Aug 16–23, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,510 ($930/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,490 ($698/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Aug 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,368 ($338/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,711 ($673/night)
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Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Aug 16–30, 2026 (14 nights)
- 3 bed/3 bath, sleeps 8
- $11,470 ($819/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($735/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Aug 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Aug 19–24, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($768/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 19–29, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $5,748 ($575/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Aug 19–24, 2026 (5 nights)
- 2 bed/3 bath, sleeps 8
- $5,039 ($1,008/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Aug 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Aug 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,987 ($855/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,778 ($968/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,619 ($374/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,810 ($401/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,622 ($517/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Aug 21–25, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,519 ($630/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Aug 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,513 ($502/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Aug 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,309 ($330/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Aug 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($408/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,595 ($799/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Aug 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,418 ($1,203/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Aug 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–27, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($604/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,839 ($548/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Aug 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,924 ($1,561/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Aug 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($578/night)
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Pono Kai
Kapaa, Hawaii- Aug 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,275 ($182/night)
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WorldMark Kihei Resort
Kihei, Hawaii- Aug 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,440 ($206/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,707 ($1,530/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Aug 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,091 ($870/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,091 ($870/night)