Spring Summer Rentals
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jun 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Jun 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,544 ($221/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,382 ($483/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,363 ($623/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Jun 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,706 ($387/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,072 ($439/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,598 ($657/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,835 ($1,405/night)
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Kona Coast Resort
Kailua-Kona, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,165 ($166/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($656/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,094 ($728/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 6–14, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($752/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,458 ($494/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,658 ($523/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,499 ($643/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,365 ($766/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 7–14, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,027 ($575/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jun 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($550/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,579 ($797/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 8–13, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,178 ($436/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 11–17, 2026 (6 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($640/night)
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The Cliffs at Princeville
Princeville, Hawaii- Jun 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,380 ($626/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 12–26, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($586/night)
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The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- Jun 12–16, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,506 ($376/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,068 ($438/night)
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Lifetime in Hawaii
Honolulu, Hawaii- Jun 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $666 ($95/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Pono Kai
Kapaa, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($159/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,586 ($370/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,961 ($280/night)
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Kohala Suites by Hilton Grand Vacations
Waikoloa Village, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)