Cheap Hawaii Resort Deals — October 2026 · Up to 70% Off

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HAWAII
Kuhio Banyan Club
2.5
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 7 nights
17 Oct – 24 Oct 2026
From
$98
/night
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HAWAII
Club Wyndham Ka'eo Kai
3.5
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 7 nights
16 Oct – 23 Oct 2026
From
$120
/night
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HAWAII
Paniolo Greens
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 7 nights
30 Oct – 6 Nov 2026
From
$132
/night
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HAWAII
The Kuleana Club
4.0
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
16 Oct – 23 Oct 2026
From
$133
/night
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HAWAII
Club Wyndham Royal Garden at Waikiki - 6 Nights
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 6 nights
26 Oct – 1 Nov 2026
From
$136
/night
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HAWAII
Kahana Falls
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 7 nights
16 Oct – 23 Oct 2026
From
$138
/night
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HAWAII
Club Wyndham Royal Garden at Waikiki
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 7 nights
25 Oct – 1 Nov 2026
From
$143
/night
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HAWAII
Shell Vacations Club @ Paniolo Greens
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 7 nights
23 Oct – 30 Oct 2026
From
$157
/night
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HAWAII
Club Wyndham Paniolo Greens
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 7 nights
16 Oct – 23 Oct 2026
From
$171
/night
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HAWAII
Hilton Vacation Club Kaanapali Beach
4.0
1 Bedroom (sleeps 4) · Partial Kitchen · Sleeps 4 · 7 nights
4 Oct – 11 Oct 2026
From
$194
/night
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HAWAII
Club Wyndham Kona Coast Resort Phase 2
4.0
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
18 Oct – 25 Oct 2026
From
$199
/night
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HAWAII
Kahana Falls - 5 Nights
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 5 nights
27 Oct – 1 Nov 2026
From
$200
/night
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HAWAII
The Gardens at West Maui
3.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
31 Oct – 7 Nov 2026
From
$203
/night
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HAWAII
Club Wyndham Royal Garden at Waikiki - 4 Nights
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 4 nights
28 Oct – 1 Nov 2026
From
$207
/night
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HAWAII
Kahana Villa Resort
3.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
31 Oct – 7 Nov 2026
From
$209
/night
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HAWAII
Club Wyndham Kona Hawaiian Resort - 5 Nights
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 5 nights
30 Oct – 4 Nov 2026
From
$211
/night
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HAWAII
Kahana Falls - 4 Nights
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 4 nights
17 Oct – 21 Oct 2026
From
$215
/night
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HAWAII
Kahana Beach Resort
4.0
Studio (sleeps 4) · Partial Kitchen · Sleeps 4 · 7 nights
24 Oct – 31 Oct 2026
From
$219
/night
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HAWAII
Maui Beach Vacation Club
3.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
31 Oct – 7 Nov 2026
From
$219
/night
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HAWAII
Club Wyndham Royal Garden at Waikiki - 3 Nights
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 3 nights
19 Oct – 22 Oct 2026
From
$229
/night
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HAWAII
Lifetime in Hawaii
Studio (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
24 Oct – 31 Oct 2026
From
$239
/night
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HAWAII
Kahana Falls - 3 Nights
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 3 nights
17 Oct – 20 Oct 2026
From
$239
/night
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HAWAII
Club Wyndham Holua Resort at Mauna Loa Village
4.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
30 Oct – 6 Nov 2026
From
$240
/night
View Deal →

23 deals available.

HAWAII
Kuhio Banyan Club
2.5
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 7 nights
17 Oct – 24 Oct 2026
From
$98
/night
View Deal →
HAWAII
Club Wyndham Ka'eo Kai
3.5
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 7 nights
16 Oct – 23 Oct 2026
From
$120
/night
View Deal →
HAWAII
Paniolo Greens
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 7 nights
30 Oct – 6 Nov 2026
From
$132
/night
View Deal →
HAWAII
The Kuleana Club
4.0
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
16 Oct – 23 Oct 2026
From
$133
/night
View Deal →
HAWAII
Club Wyndham Royal Garden at Waikiki - 6 Nights
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 6 nights
26 Oct – 1 Nov 2026
From
$136
/night
View Deal →
HAWAII
Kahana Falls
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 7 nights
16 Oct – 23 Oct 2026
From
$138
/night
View Deal →
HAWAII
Club Wyndham Royal Garden at Waikiki
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 7 nights
25 Oct – 1 Nov 2026
From
$143
/night
View Deal →
HAWAII
Shell Vacations Club @ Paniolo Greens
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 7 nights
23 Oct – 30 Oct 2026
From
$157
/night
View Deal →
HAWAII
Club Wyndham Paniolo Greens
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 7 nights
16 Oct – 23 Oct 2026
From
$171
/night
View Deal →
HAWAII
Hilton Vacation Club Kaanapali Beach
4.0
1 Bedroom (sleeps 4) · Partial Kitchen · Sleeps 4 · 7 nights
4 Oct – 11 Oct 2026
From
$194
/night
View Deal →
HAWAII
Club Wyndham Kona Coast Resort Phase 2
4.0
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
18 Oct – 25 Oct 2026
From
$199
/night
View Deal →
HAWAII
Kahana Falls - 5 Nights
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 5 nights
27 Oct – 1 Nov 2026
From
$200
/night
View Deal →
HAWAII
The Gardens at West Maui
3.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
31 Oct – 7 Nov 2026
From
$203
/night
View Deal →
HAWAII
Club Wyndham Royal Garden at Waikiki - 4 Nights
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 4 nights
28 Oct – 1 Nov 2026
From
$207
/night
View Deal →
HAWAII
Kahana Villa Resort
3.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
31 Oct – 7 Nov 2026
From
$209
/night
View Deal →
HAWAII
Club Wyndham Kona Hawaiian Resort - 5 Nights
4.5
2 Bedroom (sleeps 6) · Full Kitchen · Sleeps 6 · 5 nights
30 Oct – 4 Nov 2026
From
$211
/night
View Deal →
HAWAII
Kahana Falls - 4 Nights
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 4 nights
17 Oct – 21 Oct 2026
From
$215
/night
View Deal →
HAWAII
Kahana Beach Resort
4.0
Studio (sleeps 4) · Partial Kitchen · Sleeps 4 · 7 nights
24 Oct – 31 Oct 2026
From
$219
/night
View Deal →
HAWAII
Maui Beach Vacation Club
3.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
31 Oct – 7 Nov 2026
From
$219
/night
View Deal →
HAWAII
Club Wyndham Royal Garden at Waikiki - 3 Nights
4.0
Studio (sleeps 2) · Partial Kitchen · Sleeps 2 · 3 nights
19 Oct – 22 Oct 2026
From
$229
/night
View Deal →
HAWAII
Lifetime in Hawaii
Studio (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
24 Oct – 31 Oct 2026
From
$239
/night
View Deal →
HAWAII
Kahana Falls - 3 Nights
3.5
Studio (sleeps 2) · Full Kitchen · Sleeps 2 · 3 nights
17 Oct – 20 Oct 2026
From
$239
/night
View Deal →
HAWAII
Club Wyndham Holua Resort at Mauna Loa Village
4.5
1 Bedroom (sleeps 4) · Full Kitchen · Sleeps 4 · 7 nights
30 Oct – 6 Nov 2026
From
$240
/night
View Deal →

Kuhio Banyan Club

Club Wyndham Ka'eo Kai

Paniolo Greens

The Kuleana Club

Club Wyndham Royal Garden at Waikiki - 6 Nights

Kahana Falls

Club Wyndham Royal Garden at Waikiki

Shell Vacations Club @ Paniolo Greens

Club Wyndham Paniolo Greens

Hilton Vacation Club Kaanapali Beach

Club Wyndham Kona Coast Resort Phase 2

Kahana Falls - 5 Nights

The Gardens at West Maui

Club Wyndham Royal Garden at Waikiki - 4 Nights

Kahana Villa Resort

Club Wyndham Kona Hawaiian Resort - 5 Nights

Kahana Falls - 4 Nights

Kahana Beach Resort

Maui Beach Vacation Club

Club Wyndham Royal Garden at Waikiki - 3 Nights

Lifetime in Hawaii

Kahana Falls - 3 Nights

Club Wyndham Holua Resort at Mauna Loa Village

Kuhio Banyan Club

Club Wyndham Ka'eo Kai

Paniolo Greens

The Kuleana Club

Club Wyndham Royal Garden at Waikiki - 6 Nights

Kahana Falls

Club Wyndham Royal Garden at Waikiki

Shell Vacations Club @ Paniolo Greens

Club Wyndham Paniolo Greens

Hilton Vacation Club Kaanapali Beach

Club Wyndham Kona Coast Resort Phase 2

Kahana Falls - 5 Nights

The Gardens at West Maui

Club Wyndham Royal Garden at Waikiki - 4 Nights

Kahana Villa Resort

Club Wyndham Kona Hawaiian Resort - 5 Nights

Kahana Falls - 4 Nights

Kahana Beach Resort

Maui Beach Vacation Club

Club Wyndham Royal Garden at Waikiki - 3 Nights

Lifetime in Hawaii

Kahana Falls - 3 Nights

Club Wyndham Holua Resort at Mauna Loa Village