Private oceanfront lanai with plenty of seating and lounging options.
Ocean view master bedroom with king bed, ensuite bathroom, and walk in closet for plenty of storage. The Shoji doors can close completely for privacy.
Cozy seating on the spacious lanai.
Spacious living room with comfy seating and ocean views.
Lounge back, relax, and watch the waves.

Kona Nalu #303

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(73 reviews)

$2,408.23 USD total for 3 nights

Oct 13 – 16, 2026

Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.
Kauai Beachfront Resort. Epic Ocean Views.

Kauai Beachfront Resort. Epic Ocean Views.

1 bedroom·1 bath
Lihue • Hawaii
4.86(77 reviews)

$1,047.78 USD total for 3 nights

Oct 16 – 19, 2026

Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort
Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort

Kauai. 5 Resort Rooms Sleeps 15. Beachfront Resort

5 bedrooms·5 baths
Lihue • Hawaii

$5,370.01 USD total for 3 nights

Oct 26 – 29, 2026

Living Room with Bay View
Ocean Front Lanai
Super Clean-Ocean Front-Designer Home
Super Clean-Ocean Front-Designer Home
Super Clean-Ocean Front-Designer Home

Super Clean-Ocean Front-Designer Home

2 bedrooms·2 baths
Kailua-Kona • Hawaii
5(9 reviews)

$1,363.46 USD total for 3 nights

Sep 29 – Oct 2, 2026

Dine with the Best Views
View from the Bar
Nothing but Ocean!
Front Lanai
Front Lanai with BBQ

Oceanfront Maui Penthouse

3 bedrooms·3 baths
Wailea-Makena • Hawaii
5(106 reviews)

$8,512.71 USD total for 5 nights

Dec 11 – 16, 2026

Comfortable and relaxing living space
Living area with queen sofa sleeper
Living area
Living area
Studio

Oceanfront Pohailani Paradise, Maui

1 bedroom·1 bath
Lahaina • Hawaii
5(20 reviews)

$1,233.54 USD $1,094.38 USD total for 3 nights

Sep 21 – 24, 2026

Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort
Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort

Kauai. 3 Hotel Rooms Sleeps 11. Beachfront Resort

3 bedrooms·3 baths
Lihue • Hawaii
4.86(59 reviews)

$3,227.29 USD total for 3 nights

Oct 26 – 29, 2026

Aloha Kona Condos 1604
Aloha Kona Condos 1604
Aloha Kona Condos 1604
Aloha Kona Condos 1604
Sunlit coastal lounge with ocean-view lanai, AC, and comfy seating

Aloha Kona Condos 1604

1 bedroom·2 baths
Kailua-Kona • Hawaii
5(7 reviews)

$2,067.60 USD total for 3 nights

Oct 4 – 7, 2026

Extra-large lanai. 2 loungers, tall bistro, extra table and chairs. So relaxing.
From our lanai, we can watch turtles feed and see whales in winter.
Enjoy your coffee while the sun comes up. Then snorkel below and next door.
An ancient lava flow, Perfect reef/habitat for surfing, corals, fish & turtles.
Floor to ceiling windows, bamboo floor, stainless appliances, recliners, pullout

Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores

1 bedroom·1 bath
Koloa • Hawaii
4.88(129 reviews)

$1,857.87 USD total for 4 nights

Sep 21 – 25, 2026

Oceanfront Maui views and rainbows from Hale Kai O Kihei in beautiful South Kihei.
Oceanfront lawn, swaying palms and the Pacific Ocean — paradise right outside your door at Hale Kai O Kihei.
Spectacular South Kihei sunset from the oceanfront property at Hale Kai O Kihei — Maui evenings don’t get much better than this.
Beachfront living at Hale Kai O Kihei — the oceanfront lawn meets the sandy shoreline right here in South Kihei.
Oceanfront pool at Hale Kai O Kihei, with swaying palms, lush lawn and the Pacific Ocean just beyond.

Kihei Beach Stay - Oceanfront South Kihei Condo

1 bedroom·1 bath
Kihei • Hawaii
4.75(4 reviews)

$936.52 USD $862.29 USD total for 3 nights

Sep 21 – 24, 2026

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126
MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

MODERN | 2 QUEENS | OCEAN/POOL VIEWS | KBR 3126

1 bedroom·1 bath
Lihue • Hawaii
4.72(29 reviews)

$1,264.55 USD total for 3 nights

Oct 11 – 14, 2026

Private lanai, 171 sq ft, set for two as the sun drops behind Waikiki Beach.
Living room opens straight to the ocean, 993 Mbps fiber Wi-Fi keeps you connected.
Primary Bedroom's king bed sits under central A/C, tropical art on the walls.
Full kitchen with an ocean view at one window, the neighboring tower at the other.
From the lanai, the beach curves out below with surfers riding the break offshore.

BTS 1904•Oceanfront Waikiki Beach•W/D•Balcony•Gym

2 bedrooms·2 baths
Honolulu • Hawaii

$2,503.64 USD total for 3 nights

Sep 20 – 23, 2026

New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 1
New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 2
New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 3
New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 4
New! 4 Resort Rooms. Sleeps up to 11. Beachfront image 5

Kauai.4 Resort Rooms. Sleeps up to 13. Beachfront

4 bedrooms·4 baths
Lihue • Hawaii

$4,299.24 USD total for 3 nights

Oct 26 – 29, 2026

This is your view! You come to Maui for the Ocean - stay oceanfront.
Maui - Papakea F307
Maui - Papakea F307
Maui - Papakea F307
Maui - Papakea F307

Maui - Papakea F307

1 bedroom·1 bath
Lahaina • Hawaii
4.81(32 reviews)

$814.42 USD total for 3 nights

Sep 24 – 27, 2026

Beautiful view from the Lanai of the ocean and grounds.
Kitchen at Papakea H304
Maui - Papakea H304
Maui - Papakea H304
Maui - Papakea H304

Maui - Papakea H304

2 bedrooms·2 baths
Lahaina • Hawaii
4.94(34 reviews)

$1,829.48 USD total for 5 nights

Oct 2 – 7, 2026

Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!
Gorgeous Penthouse w/ AC, Steps from the Beach!

Gorgeous Penthouse w/ AC, Steps from the Beach!

1 bedroom·1 bath
Koloa • Hawaii

$1,185.52 USD total for 3 nights

Sep 21 – 24, 2026

Maui - Mahana 607
Dining Area at The Maui Condos
Maui - Mahana 607
High End Kitchen Remodel:
Maui - Mahana 607

Maui - Mahana 607

1 bedroom·1 bath
Kaanapali • Hawaii
4.93(30 reviews)

$1,294.05 USD total for 4 nights

Sep 26 – 30, 2026

Maui - Papakea F205
Maui - Papakea F205
Maui - Papakea F205
Oceanfront Views
Maui - Papakea F205

Maui - Papakea F205

1 bedroom·1 bath
Lahaina • Hawaii
4.87(15 reviews)

$1,194.32 USD total for 4 nights

Sep 21 – 25, 2026

Outdoor dining
Pool
Property grounds
Property grounds
Room

Hanalei Bay Resort #4221

1 bedroom·1 bath
Princeville • Hawaii
5(9 reviews)

$985.85 USD total for 3 nights

Oct 4 – 7, 2026

Lounge chairs and table with Champagne Ice Bucket
Pool
Pool
Dining
View from Lanai

Honua Kai - Konea 218

2 bedrooms·2 baths
Lahaina • Hawaii
5(12 reviews)
$229 – $954/ night(excl. fees & taxes)
View from the private oceanfront balcony!
Whale watching on the oceanfront lanai.
Living room featuring our new Chaise sofa.
Oceanfront Molokai
Our new 55" Smart TV all ready for you to log in to your favorite streaming services.

Oceanfront Molokai

1 bedroom·1 bath
Kaunakakai • Hawaii

$530.00 USD total for 3 nights

Sep 21 – 24, 2026

Great pool with double waterslides!
Condo is located with beautiful views of the Kauai Mountains.
Very spacious living and dining room area central to the bedrooms.
Fully stocked kitchen with everything you need to cook (if you wanted too!).
King Bedroom - with all white linens.

Waipouli Beach Resort D309

2 bedrooms·3 baths
Kapaʻa • Hawaii
5(7 reviews)
$249 – $599/ night(excl. fees & taxes)
Outdoor dining
Beach
Interior
Room
Living area

Honua Kai - Konea 512

2 bedrooms·1 bath
Lahaina • Hawaii
5(5 reviews)

$1,559.98 USD total for 3 nights

Sep 25 – 28, 2026

These are the views from the Lanai
Maui - Mahana 507
Maui - Mahana 507
Maui - Mahana 507
Maui - Mahana 507

Maui - Mahana 507

1 bedroom·1 bath
Kaanapali • Hawaii

$1,057.80 USD total for 3 nights

Sep 23 – 26, 2026