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.
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($500/night)
Verified & Protected
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($614/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,000 ($857/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,450 ($493/night)
Verified & Protected
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($400/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $9,835 ($1,286/night)
Verified & Protected
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($999/night)
Verified & Protected
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,892 ($900/night)
Verified & Protected
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,292 ($821/night)
Verified & Protected
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($857/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,000 ($857/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,400 ($771/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,495 ($499/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,200 ($457/night)
Verified & Protected
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,949 ($514/night)
Verified & Protected
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,020 ($786/night)
Verified
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,995 ($856/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,995 ($999/night)
Verified & Protected
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($429/night)
Verified & Protected
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
Kaanapali Beach Club
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,500 ($214/night)
Verified & Protected
Pono Kai
Kapaa, Hawaii- May 3–10, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($300/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 3–10, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,995 ($571/night)
The Point at Poipu
Koloa, Hawaii- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,900 ($414/night)
Verified & Protected
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 4–10, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($333/night)
Verified & Protected
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($743/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,908 ($640/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 4–8, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $1,889 ($428/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 4–11, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($500/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 7–14, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,300 ($471/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 7–14, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 8–11, 2025 (3 nights)
- Studio/1 bath, sleeps 4
- $1,951 ($589/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 9–16, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,075 ($296/night)
Verified & Protected
Sands of Kahana Vacation Club
Lahaina, Hawaii- May 9–16, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,848 ($370/night)
Verified & Protected
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 9–16, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $4,984 ($650/night)
Verified & Protected
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 9–16, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,458 ($450/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 9–13, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $2,323 ($527/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- May 9–13, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $2,323 ($527/night)
Verified & Protected
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($814/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,600 ($514/night)
Verified & Protected
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
Verified & Protected
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($429/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)
Verified & Protected
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,835 ($1,286/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $9,800 ($1,400/night)
Verified & Protected
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 10–17, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($571/night)
Verified & Protected
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Verified & Protected
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($771/night)