Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Ocean Tower Waikoloa Village by Hilton - 2 Bedroom Penthouse (sleeps 8)

Ocean Tower Waikoloa Village by Hilton Grand Vacations Club - 2 Bedroom Penthouse (Sleeps 8)**all photos are stock images and do not guarantee the view shown****PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Book our Fabulous Condo & let The Vacation...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waikoloa Village, Hawaii

Koohoo Place - Lanikai, Oahu. From here, you can see forever! NEW LISTING.

Two bedroom, two bath private residence at the top of Lanikai with spectacular, panoramic views of the Kailua coastline. Feel on top of the world in this truly unique hilltop bungalow. Nestled just beneath the Lanikai Pillboxes, a popular hiking trail, Ko’oho’o...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii

Maui Resort Rentals: Honua Kai Konea 305 – Spacious Interior Courtyard 2BR w/ Partial Ocean Views!

Konea 305 is a luxurious 3rd floor interior courtyard two-bedroom suite boasting beautiful views of the blue Pacific Ocean and the lush Konea pools and courtyard.Gather, reconnect, and celebrate this expansive 2 bedroom floor plan. Konea 305 offers a spacious 1300+ ft...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Kaunakakai Vacation Rental in Molokai Shores

Escape to paradise at this 1-bedroom, 1-bath vacation rental in Kaunakakai. Located in the highly sought-after Molokai Shores Resort, this condo offers a tranquil getaway with access to a community pool, gas and charcoal grills, a private balcony with ocean views, air...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kaunakakai, Hawaii

Hualalai Resort Remodeled Villa w/ Pool, Spa & Views

*Newly Remodeled*Kahikole 4 bedroom Luxury Villa on the 8th fairway of the Nicklaus designed Hualalai Golf Course. Incredible views over the 8th and 4th greens, ocean views and sunsets.Kahikole Villa offers 3 bedrooms in the main living area with two outdoor shower...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua Kona, Hawaii

Comfy studio, King bed, kitchen & parking included with stay

This apartment is centrally located with a 5 minute walk to Waikiki beach.It comes with one dedicated parking space. The apartment has a king bed and one pull out full size sofa bed. There is a small kitchen with all things you need to cook small meals. Beach chairs,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Amazing oceanfront! Updated, convenient, quiet. Book now for your choice in 2025

Completely remodeled! Our full condo remodel was completed just a few years ago, and we would love to share all the new comforts and conveniences with you. Of course, the third floor, 180º spectacular ocean view hasn't changed. Our condo now offers 2 bedrooms with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

❤️PiH❤️ Sea to Sky ★ Newly Updated★ FREE Mauna Lani Tennis, Pickleball, Lap Pool incl

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sea to Sky, a part of our Hawaiian Luxury Collection. Sea to Sky, at the Mauna Lani Villages is a wonderful 3 bedroom home with luxurious high end finishes in a premier resort community. This is one of a very...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kamuela, Hawaii

^Marriott^ Ko'Olina Beach Club 1BR 1BA MT. or OCEAN view ^1st car park for free^

Marriott's Ko Olina Beach Club - 1BR 1BA OCEAN VIEW***INSTANT BOOKING***Full access to the resort’s services and amenities are included with every reservation. This listing is for 3 night stay checking in on 5/26/2025***Instant booking!!!***Relax by the pool, surf the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapolei, Hawaii

Beautiful Ocean View Remodel - Luana Kai B306

This two bedroom, two-bathroom, top floor condo at Luana Kai sleeps 6 with a sofa bed in the living room. The kitchen has been beautifully remodeled with top of the line appliances and features stunning hand-crafted wood details like a split mango wood counter, custom...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Whaler's Inn -Nautical Magical

Whalecome and Aloha!You looking for an authentic Hawaiian Nautical experience? Let the Whaler's Inn be your perfect spot to relax, set your sails with us and put down your anchor. We are located right in Downtown Hilo just Minutes away from Shops, Restaurants and just a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Hilo, Hawaii

HYATT RES. CLUB KA'ANAPALI BCH, OCEAN FRT -MAY24-MAY 31 AND MAY31-JUN 7, 2025

Whether you choose to spend your days exploring the island of Maui or lazing about on the soft sand of the island’s signature beach, Hyatt Residence Club Maui, Kāʻanapali Beach Resort promises to offer the ideal home base for any Hawaiian escape. Surrounded by...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Waipouli Beach Resort Extra Large Unit! Luxurious Decor! Sleeps up to 8*

Extra Large Unit! Beautiful Luxury Decor!Exquisite Luxury Condo of Distinction located at the World Renown Waipouli Beach Resort on the Coconut Coast of Beautiful Kauai!Guest Reviews: "Aloha! Thank you for an incredible stay! We enjoyed all of the great amenities this...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapaa, Hawaii

Luxury Villa with Artful Decor, Stunning Views, Gourmet Kitchen & Private Patio

This property is hotel zoned, and not being affected by the recent proposed legislation.Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.As you enter...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Best Place to Stay in Kauai - 35' from the Surf - Poipu, Hawaii

Located 35 feet from the surf, my Poipu condo is one of the best places to stay on the Island of Kauai. It has the best close up ocean views on the entire Island. Miles of beautiful coastline, crashing waves, breaching whales, sea turtles, great surfing action, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

OCEANFRONT DUPLEX, with POOL, SAUNA and steps from BEACH

Very unique property—like staying at a private resort, this listing is for TWO units on the same property with separate entrances. Located within minutes from downtown HIlo in a very quiet neighborhood, a short walk to a surfing beach and swimming river park… it’s...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Hilo, Hawaii

Hilton Waikoloa Pool Pass Included 2025 and Waikoloa Kings Club Golf Discounts.

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas H4Bedding Configuration:Master Bedroom: King BedGuest Bedroom Downstairs: One Queen BedGuest Bedroom Upstairs: Two Twin BedsHilton Pool Pass: Valid for stays through December 31,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa Beach Resort, Hawaii

Maui Resort Rentals: Honua Kai Hokulani 248 – 2 BR w/ Fantastic Partial Ocean & Mountain Views!

Hokulani 248 is a luxurious two bedroom suite that offers guests the best of both worlds. Enjoy beautiful partial ocean views, as well as stunning views of the West Maui Mountains, right from the comfort of your spacious lanai (balcony).As the first two bedroom back...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Welcome to our remodeled oceanfront condo on Keawakapu beach! Enjoy the privacy of our 6th floor center condo. Picture perfect views and room for 6. Designed with a modern and comfortable surf feel in mind, we strive to bring the essence of Maui to your stay with us. We...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Greenbelt 3BR/3BA villa with pool, A/C and 10min walk to the beach

THE CONDO - VILLAS at POIPU KAI B110We recently bought this extravagant 1600 square foot villa located in an upscale private boutique resort with all the amenities. Each of the three bedrooms is very spacious and has a dedicated private bathroom, giving everyone...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Remarkable Oceanfront Living Awesome Location

This oceanfront, single-level townhome is located just 25 feet from the water, offering a front-row seat to stunning sunsets and surfers from the comfort of your lanai. While the Lahaina fire has impacted some parts of the community, this three-bedroom, two-bath unit...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Hale Anuenue | Luxury 3br Kauai Residence

Settle into a blissful sense of calm at Hale Anuenue, which means “House of the Rainbow” in Hawaiian. This three-bedroom, three-and-a-half-bath villa features beautifully appointed interiors featuring contemporary coastal décor and expansive grounds, allowing you...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Hapuna Beach Residence A34 at Mauna Kea Resort

This newly-constructed oceanfront masterpiece sleeps 6. It features sliding window walls that open to an unobstructed view of the ocean, a chef's kitchen with top-of-the-line appliances, and dual guest suites with luxurious baths. Additional features include a den/bonus...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Beautifully Studio Condo just steps to the Beach. Stunning Ocean Front Pool.

LOCATION, LOCATION, LOCATION- Our Studio Condo in Building 9 is just steps from the Ocean Front Pool, Pavilion and Ocean. With Sweeping Views of the Greenbelt and Partial Ocean Views. Located in the lower village just steps from the beach, on the greenbelt. Wailea Ekahi...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Make Easter Memories in Maui! "Palekaiko" at Kihei Akahi is waiting for you!

We are thrilled to present 'Palekaiko' at Kihei Akahi - our little piece of 'paradise' on Maui!A two-bedroom, two-bath condo, 'Palekaiko' is suited to families, multi-generational families and is even a great fit for couples, a guys-only golf getaway or girls-only beach...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Pohaku Villa: Gorgeous Home w/AC, Pool, Relaxing Lanai Area & Garden Views

Welcome to Pohaku Villa, a beautiful four-bedroom, three-bathroom Princeville vacation rental residence with a private pool, air conditioned bedrooms and lush landscaping. You'll relax into vacation mode the moment you enter this cozy yet elegant island getaway.Nestled...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Hale Huna - fully air conditioned 4 BD 4 BTH, short walk to beaches

Hale Huna (Hidden House) is a delightful beach house located on the green belt with just a short walk to Poipu's finest beaches, pool, hot tub, and tennis courts. The front courtyard is private for relaxation and features a barbecue so you can enjoy all your meals in...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Beautiful Ocean-view Kailua-Kona Condo! 5 min walk to the beach!

Enjoy an amazing experience at our centrally-located place. Our ocean-view condo is a 5 minute walk to the beach and an 8 minute walk to downtown Kona, where you will find awesome restaurants, bars, shops, the farmers market, churches, a great atmosphere and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Cant get any closer to the OCEAN!

Completely Renovated 3-bedroom Oceanfront at Menehune Shores with A/C The view doesn't get any better than this!! Pack your suit...Menehune 518 has everything else you'll need to enjoy your Maui vacation! This beautifully renovated upscale unit is located in South Kihei...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Uluhala Place – 6BR Ultra Luxurious New Home at Hualalai

Welcome to your ultimate vacation retreat at the Four Seasons Hualalai Resort! Step into luxury and relaxation with this brand-new, meticulously crafted 6,000 square foot, 6-bedroom home boasting the finest finishes and unparalleled comfort. THE SPACE:As you enter,...

🛏 6 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | Luxury 2-Bedroom Villa with Panoramic views! KGV-22P2

Remodeled luxury 2-bedroom villa with panoramic ocean views, RH furniture, quartz kitchen, motorized shades, & spa-style baths. Close to 4 pools, beaches, golf, dining, & scenic Kapalua sunsets.*Special Offer- Book any KBM rental home in Hawaii for 6 nights or more with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapalua, Hawaii

Villa Frangipani Tropical Beachside Retreat Kailua

About this spaceOnce inside our fully gated property you will be immersed in a lush tropical garden with palms surrounding a lagoon style pool. We are just a 2 minute barefoot stroll along a private lane to the soft white sands of Kailua Beach. Built in 1938, our home...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Romantic & Breathtaking Oceanfront Kauai Condo

240+ 5 Star ***** "Wonderful" "Amazing" "Stunning" Reviews and Counting! Please plan ahead as our instant booking calendar fills up quickly.THE AMBIENCEIf thoughts of azure oceans, romantic getaways and sunrise mornings are just some of the peaceful images that makes...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapa?a, Hawaii

Maui Sunset Vacation Rentals B405

Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Located on the fourth-floor view of tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. Doesn't get...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities

The most magnificent estate to come to the rental market in decades, perhaps ever. This massive 11,000 sq. foot, 11 bedroom estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America.Developed from the ground up over a 3 year...

🛏 11 Bedrooms
🛁 9 Bathrooms
👤 Sleeps 26
📍 Lahaina, Hawaii

Just Steps to Kamaole III Beach!!!

AWESOME QUALITY! FABULOUS VALUE! PERFECT QUIET LOCATION! FREE PARKING! NO RESORT FEES!Our condo offers casual elegance in sunny south Kihei with a warm and inviting atmosphere, guaranteed to provide the ideal setting for fun and relaxation. The spacious private lanai...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Maui, Hawaii

Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access

*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Contemporary Ocean View Suite - In the Heart of Waikiki

Thoughtfully appointed studio with contemporary decor. Fully renovated in January 2024! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Ko Olina Beach Villas O905: 3BD Luxe Villa w/ Stunning Sunset Views

Immerse yourself in the luxury and beauty of Ko Olina Beach Villas O905 by Gather, a stunning villa perched on the ninth floor of the Ocean Tower, offering breathtaking views of the pool and ocean. This beautifully furnished three-bedroom, two-and-a-half-bath villa,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Inspired 1-BR, Magic Gardens, Stream and Waterfall

Hit the pause button and relax at our peaceful stream side retreat. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place to recharge and rejuvenate. Hear the rush of our waterfall and enjoy our private oasis. We’re a ten...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honokaa, Hawaii

The Artists House

The Artists House, Permit # STLA 2017/0002 is a home away from home with the comfortable furnishings and great amenities. The fabulous Lana'i sunsets can be enjoyed outside on the deck where there is glass dining room table with 6 chairs and bbq to enjoy. There are two...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Lanai, Hawaii

Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, 8th Floor "Penthouse" Ocean AND West Maui Mountain Views, Deluxe Corner Floor Plan!

This premier eighth-floor offering pairs one of our most sought-after two-bedroom "penthouse" suites with two neighboring one-bedroom suites to create the perfect place for your group to gather, reconnect, and celebrate. Enjoy unparalleled views of the blue Pacific...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Lahaina, Hawaii

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Mermaid Cove Breathtaking Ocean Views 2 bdrm 2 bath

This lovely condo RIGHT on the shoreline, overlooking the beautiful Ma'alaea bay, is stunning. The 180 degree views, sweet ocean breezes, and lullaby of the ocean will take your breath away and instantly rejuvenate you! We offer A/C as well as ceiling fans, fully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailuku, Hawaii

Kona Sea Villas- E-1

Looking for an extended stay in Paradise to escape the winter cold or to spend summer vacation at the beach? Welcome to your home away from home in this spacious two-story, 3/3+loft townhouse in Kailua Kona. Located in a small, quiet, gated community on a hill...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Kona Blue at Holua Kai: Luxurious Home w/ Private Pool, Spa, AC & Stunning Views

Welcome to Kona Blue Vacations Holua Kai by Gather, a luxury three-bedroom, two-and-a-half-bathroom retreat nestled within the exclusive gated community of Holua Kai in Kailua-Kona. Framed by tropical landscaping and perched along the fairways of the Kona Country Club,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Welcome to Luana Garden Villa 3B

Situated on Maui’s pristine western coast, the Luana Garden Villa marks the exquisite culmination of the Honua Kai Resort & Spa, proudly standing on the magnificent Kaanapali Beach. Nestled within a four-unit building, this villa is a distinguished part of Honua Kai's...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

EXTRAORDINARY Hale Kuikahi Oceanfront Retreat - fully airconditioned!

Step onto the grounds of our oceanfront botanical garden retreat - Hale Kuikahi! Located in the quiet Paukaa area of Hilo just above famed Honolii surf beach, Hale Kuikahi boasts a private botanical garden walk onsite. Enjoy sweeping oceanfront views from almost every...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Hilo, Hawaii

Kaanapali Alii | 381

The color blue is known to evoke a sense of calmness, serenity, and comfort. What more could you ask for on a vacation! When staying in condo 381 at the Kaanapali Alii, you will be subtly surrounded by the color blue. From your living room, kitchen, dining room, and...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

Wailea Grand Champions | 43

Wailea Grand Champions 43 is a stunning vacation rental nestled in the heart of Wailea, offering a luxurious escape with breathtaking views and unparalleled comfort. This elegantly designed property is ideal for those seeking both relaxation and adventure on the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

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